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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(11) Excellent 11 Reviews

from

$290

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$290 - $345
Per week:$1,800 - $2,700
Pets allowed:Yes
Internet:Yes

This charming Cape Cod style home is an attractively- furnished 6 room, 3 bedroom, 2 bath home that is only a 2 minute walk from the Pleasant Street Beach, for which a sticker is not required. It has a rooftop deck with a lovely view of Nantucket Sound and is only 3 miles from ...

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PLEASANT STAY AT PLEASANT STREET

“ Excellent ”
July 28, 2015
GREAT LOCATION, GREAT WEATHER AND A GREAT AND GRACIOUS OWNER
Mary Ann Dronseiko, AMHERST NH

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$372

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$372
Per week:$2,600
Pets allowed:No
Internet:Yes

Swim, fish, bike or just plain relax at this comfortable retreat in Chatham. In a quiet, wooded setting, cooled by the breezes from the pond, window AC's and ceiling fans, the home's open floor plan is well suited for gathering. The first floor of this home includes the living...

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Cozy cottage with access to nice pond

“ Excellent ”
July 16, 2015
We really enjoyed our stay in this lovely beach house. Very nice pond, perfect for swimming or fishing. Close to the Ridgevale beach. The house is fully equipped with everything you need and more.
Jean-Francois Mercier, Johannesburg, South-Africa

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Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

The charming, sprawling ranch has 4 bedrooms and 3 baths. There is a spacious living room, dining room, large deck, all with spectacular views overlooking Pleasant Bay. This property has access to its own private beach as well as a float tie- up for a boat up to 24'. Amenities...

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Front View of Cranberry Way, South Chatham
1 / 11

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(12) Excellent 12 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$175 - $215
Per week:$1,000 - $1,600
Pets allowed:Yes
Internet:Yes

This charming Cape Cod style cottage is a delight! It is a 2 bedroom, 2 bath home (one large new one) on a large lot with much privacy. It has A/C, hi- speed wireless internet, a new wide- screen HD TV, new carpeting throughout the house, is on a no- outlet street so it is safe...

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Ok property but equipment issues

“ Very Good ”
April 6, 2015
First we had issues with a lock although our lease said door would be open. Then the wifi didn't work, one of our CD's got stuck in the ancient CD player and the very old dishwasher has such a coating of old soap/salt that we felt we could not use it. Could do with a bedside lamp in twin bedroom. Unmade road to house with huge potholes. Otherwise the properly is good. Short drive to Cockle Beach.
Maureen Wooster, Natick MA

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Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

This sweet 4 bedroom 2 bath house has been recently renovated with updated kitchen and baths and new furnishing throughout. This home is situated in a wonderful neighborhood with a great yard for the kids, and is only 5/10ths of a mile from Nantucket Sound Beaches. Its features include...

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1 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6
(4) Excellent 4 Reviews

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$93 - $165
Per week:$650 - $1,150
Pets allowed:No
Internet:Yes

$1150/week–High Season–lower other times Foote- steps Chatham Charmer - Weekly Rentals The charm of a Cape Cod cottage with all the amenities of home. Relaxation and conveniences on a private circle with idyllic nature views... Enjoy our enclosed porch overlooking the salt...

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Off Season

“ Excellent ”
September 26, 2013
We have rented this cottage multiple time. It is on a quiet street with a veiw of the salt marsh; a short walk from the beach. We love to watch the birds and dragon flies and relax.
Laurie Chadbourne, Amherst, MA USA

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Chatham Massachusetts Vacation Rentals - Home
1 / 31

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 104 BR / 2.5 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(7) Excellent 7 Reviews

from

$395

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:10
Type:Home
Per night:$395
Per month:$11,850
Pets allowed:No
Internet:Yes

Contemporary ranch style home 1. 5 miles from downtown Chatham, offers open floor plan and high ceilings. Enjoy water views of Emery Pond from virtually every room. Deck offers oversized hammock and grill overlooking water. Sleeps 8- 10 people Master suite: king bed w/en suite...

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Happy Family

“ Excellent ”
December 2, 2014
Took all the family to the Cape for a Family Thanksgiving. Eight of us stayed in the house and a baby, We had a super time and the housewas perfect for us. Great location. We had rain, snow and wind and sun. Owner was very easy to communicate with.
Edie Garrison, Needham, Ma and kids from all over the country.

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49 Monomoit Lane
1 / 25

Chatham Home
3 Bedrooms / 1.5 Bathrooms / Sleeps 83 BR / 1.5 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$275

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:8
Type:Home
Per night:$275
Per month:$8,250
Pets allowed:No
Internet:Yes

3 Bedroom, 1. 5 Bath In Quiet Neighborhood, Close To Beach & Bike Path! If You're Looking To Live Like A Local, Then "maiden Chatham" Is The Perfect Place For Memories To Be Made! This Fully Air Conditioned Family- friendly Home Has Been Newly Renovated And Is Equipped ...

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Cozy Chatham Cottage

“ Excellent ”
June 22, 2015
This rental property ticked all the boxes for us. Comfortable enough for six adults, close to the beaches we love; upgraded with all the amenities we needed and located in a quiet neighborhood not too far from downtown Chatham. Karin the owner was a pleasure to rent from, we had a few requests and she saw to it that our needs were met as we only had a few days and made a quick decision to spend some time on the cape, The property was immaculate there were no hidden issues to deal with and we thoroughly enjoyed our stay. I would highly recommend this property beach chairs were new and ample, ourdoor shower was fantastic and there was enough property surrounding us so that we felt like we had our own private space while we enjoyed the patio outside. We would stay here again without hesitation and have recommended it to family as a gem property.
Peter Morrell, San Diego, CA

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Chatham Massachusetts Vacation Rentals - Home
1 / 6

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(7) Excellent 7 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $558
Per week:$1,200 - $3,900
Pets allowed:No
Internet:Yes

Cape cod home on the shores of South Chatham. The main floor constists of an eat in kitchen, living room / dining room with three picture windows, a brick fireplace, a four window reading room facing the ocean, and a full bathroom with an accessable shower. The upstairs sleeping...

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family vacation with grown children

“ Excellent ”
August 11, 2015
for me and my extended family this property was fantastic! the location is beautiful, right on the beach! The house is very clean, well equipped and updated. We had an absolutely wonderful time!We will be back!!the only cons i'll mention are that it would be great to have a better quality grille. we cooked in 95% of the time we were there because who wants to leave a house right on the beach! A better grille would have made for a better experience with lunch and dinner. The other con is that it was uncomfortably hot in the master bedroom. While there were great breezes, but the master isn't situated to get a benifit from those. We actualy slept in the reading room instead. a room A/C in the master would make things perfect!!
mary suarez, massachusetts

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Great Walk-To-Town location
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 84 BR / 2.5 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(3) Excellent 3 Reviews

from

$393

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$393 - $643
Per week:$2,750 - $4,500
Pets allowed:No
Internet:Yes

Charming, updated sea captain's home in Old Village just off Main Street, with views of Little Mill Pond. Short walk to Lighthouse Beach, Friday night band concerts, shopping and restaurants. Beautifully furnished and appointed, surround- sound entertainment, gas fireplace, ...

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Great Summer Vacation 2014

“ Excellent ”
August 25, 2014
I spent a week at this delightful home with my husband, adult children and their spouses/significant others! There were 8 of us and plenty of room for all. Loads of kitchen and outdoor space. Walking to the village every day was easy and fun. (Ice cream every night and iced coffee each morning!) The beach was a quick walk. This home was very clean and updated! I would recommend it to anyone!
Andrea Rasmussen, Geneseo,NY

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Bedroom with sky window
1 / 4

Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 52 BR / 2 BA / Sleeps 5
Apartment / 2 Bedrooms / Sleeps 5

from

$193

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Apartment
Per night:$193
Per week:$1,350
Pets allowed:No
Internet:Yes

Conveniently located South of Route 28 and less than a mile to popular Ridgevale Beach, this 2 bedroom, 2 bathroom Town House style condominium is absolutely pristine. The unit has been totally renovated with features including Pella sliders to the two decks, tiled bathrooms, ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 165 BR / 5 BA / Sleeps 16
Home / 5 Bedrooms / Sleeps 16
Bedrooms:5
Bathrooms:5
Sleeps:16
Type:Home
Per night:$1,072 - $1,372
Per week:$7,500 - $9,600
Pets allowed:No
Internet:Yes

Gorgeous 5 bedroom, 4. 5 bath home in Chatham! Property ID: 107477 / Key #: 107477Beautiful modern 5 bedroom waterfront home on over an acre overlooking Chatham s Oyster Pond. Enjoy panoramic views of the water and marsh in one of Chatham s finer locations. Situated on the Pond,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
6 Bedrooms / 4 Bathrooms / Sleeps 126 BR / 4 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$358

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$358 - $422
Per week:$2,500 - $2,950
Pets allowed:No
Internet:Yes

Wonderful vacation home on one acre of land. Very private backyard in Charming Chatham. Boasts all of the amenities, newly rennovated kitchen and bathrooms, air conditioning units in all bedrooms and living areas. Close to town, School House Lake, Beaches, and Cape Cod Bike Trail....

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Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
6 Bedrooms / 4 Bathrooms / Sleeps 126 BR / 4 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$786

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

455 Shore Road, Chatham - Property ID: 105467 Wonderful Captains House located on the highly desirable Shore Road in Chatham with water views of Chatham Harbor and walking distance to Claflin Landing Beach and Chatham Village! Wonderful Captains House located on the highly desirable...

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Chatham Massachusetts Vacation Rentals - Home
1 / 27

Chatham Home
5 Bedrooms / 6 Bathrooms / Sleeps 125 BR / 6 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,072
Per week:$7,500
Pets allowed:No
Internet:Yes

ChathamNEW Exclusive Robert Paul Properties rental home. This very rare combination waterfront, privacy, stroll to town and stunning estate is not to be missed. Set on almost an acre of pristine land and lush gardens in the private enclave of Grist Mill Lane. Featuring a very spacious...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 116 BR / 2 BA / Sleeps 11
Home / 6 Bedrooms / Sleeps 11

from

$393

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:11
Type:Home
Per night:$393 - $608
Per week:$2,750 - $4,250
Pets allowed:Yes
Internet:Yes

209 Champlain Rd Chatham MADOG FRIENDLY Great, rambling home with an old- Cape Cod feel located on the "loop" just around the bend from Stage Harbor. Wonderful area for walking and biking and a tennis court is available to tenants during daytime hours from 10 am to 5 pm. The huge,...

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22 POST OFFICE LN., CHATHAM
1 / 25

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 103 BR / 2 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10
(2) Excellent 2 Reviews

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$129 - $215
Per week:$900 - $1,500
Pets allowed:No
Internet:Yes

ID #POST22 Chatham Center is just 3/10ths of a mile from this 3 bedroom, 1. 5 bathroom Vacation home. [~]Located directly off of Main St. and 4/10ths of a mile to Oyster Pond Public beach (salt water), just a short stroll to Main Street dining or to watch Cape Cod Baseball League...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$179 - $243
Per week:$1,250 - $1,700
Pets allowed:No
Internet:Yes

190 Countryside Drive - ID# 104736. Lovely 4 bedroom home in ChathamCharming 4 bedroom home in a peaceful area with a lovely fenced in yard. Just a short drive to Jackknife Cove beach on Pleasant Bay and a short distance to Monomoy River for kayaking and canoeing. School Houe Pond...

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Chatham Massachusetts Vacation Rentals - Home
1 / 33

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 104 BR / 4 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$458

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$458 - $600
Per week:$3,200 - $4,200
Pets allowed:No
Internet:No

ID #LAKE110 Lake front Vacation home on Lovers Lake in Chatham in the Great Hill Neighborhood. [~]Heron Haven is a peaceful, spacious home in a dreamy lake front setting with many sought after features. This home sleeps 10 guests and boasts 4 living areas to spread out and relax....

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Chatham Massachusetts Vacation Rentals - Home
1 / 36

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 105 BR / 3 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:Yes

369 Shore RoadLovely five bedroom home close to town and the beach! It has everything you need: a huge yard for games, central air, updated kitchen and an awesome location! The beach is just a walk across the street from this beautifully landscaped Shore Road home. This home is...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$458

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$458 - $615
Per week:$3,200 - $4,300
Pets allowed:Yes
Internet:Yes

68 Summer Hill Lane CHATHAMCharming Large Post and Beam Cape Style home privately nestled on a quiet lane. 4 bedrooms and 3 bathrooms. Open kitchen/dining/living room floor plan. Spacious Great Room with cathedral ceilings, central A/C, master suite away from main living area. Private...

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Chatham Massachusetts Vacation Rentals - Home
1 / 24

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 103 BR / 4 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$500 - $715
Per week:$3,500 - $5,000
Pets allowed:No
Internet:Yes

105 Queen Anne RoadWater views from this beautifully maintained home located just around the corner to downtown Chatham and 1/10 of a mile to the beach on Oyster Pond! All the amenities including central AC, WIFI, outside shower & gas grill. 3 bedrooms each with full baths and ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 95 BR / 3 BA / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$358

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

60 Hallet Lane - ID# 104906. In the heart of the Old VillageAntique home in the heart of Old Chatham Village. Convenient to Lighthouse Beach, Village shops and restaurants. Five Bedroom, 3 Bath, 4/10 mile to Lighthouse Beach. $2500 per week in season with a $210 Cleaning Fee. ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 27

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 94 BR / 2 BA / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:9
Type:Home
Per night:$229 - $286
Per week:$1,600 - $2,000
Pets allowed:No
Internet:Yes

Schoolhouse Pond just 1/10 mile! SPECIAL FOR THE 4TH OF JULY. COME ON JULY 3 FOR THE SAME PRICE AS ARRIVALING ON JULY 4THCharming custom remodeled Cape Cod home, 1/10 mile to Schoolhouse Pond Beach- - perfect for freshwater beach lovers. First floor offers open kitchen / living ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 94 BR / 2 BA / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:9
Type:Home
Per night:$215 - $315
Per week:$1,500 - $2,200
Pets allowed:No
Internet:Yes

255 Tanglewood Drive CHATHAMThis Chatham home is conveniently located within a short drive to many salt water beaches and fresh water ponds. The Chatham Bike Path is less than 1 mile away. Home is also convenient to down town Chatham and Harwich Port offering many shopping and restaurant...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$643

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$643
Per week:$4,500
Pets allowed:No
Internet:Yes

338 Seapine Road CHATHAM, ID# 104736Waterfront 3 bedroom home overlooking Bassing Harbor and Fox Hill with the outer barrier beach beyond. Located on a cul de sac in a highly desirable neighborhood, the home is a classic cape in style. Water access for kayaking in Pleasant Bay and...

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Chatham Massachusetts Vacation Rentals - Home
1 / 19

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$458

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$458 - $529
Per week:$3,200 - $3,700
Pets allowed:No
Internet:Yes

Classic old- style Cape Cod home overlooking Chatham Harbor with private stairs leading down to Lighthouse Beach. SUNDAY arrival and departure this Classic old- style Cape Cod living in a simply spectacular location. This 4 bedroom home inside the Old Village Historic District overlooks...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:Yes
Internet:Yes

Pet friendly home with central airComfortable 4 bedroom cape on a quiet street in Riverbay Estates. Convenient to Schoolhouse Pond and Jackknife Cove beach on Pleasant Bay. This home has central air conditioning, an enclosed outside shower, and is PET FRIENDLY. This property rents...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 84 BR / 4 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$672

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$672
Per week:$4,700
Pets allowed:No
Internet:Yes

Lovely renovated home with central air just steps away from Lighthouse Beach. Lovely renovated home just 5 doors down from beautiful Lighthouse Beach- you don t have to worry about parking! This home features many upgrades including central air conditioning and lovely, comfortable...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
5 Bedrooms / 2 Bathrooms / Sleeps 85 BR / 2 BA / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
Per night:$272 - $422
Per week:$1,900 - $2,950
Pets allowed:No
Internet:Yes

195 Cedar Street Chatham - ID# 106000Location, location, location! Only a half mile to the beach at Oyster Pond and 3/4 mile to the Village of Chatham. Located on the Chatham Loop, a great walking/jogging/biking route. Wonderful newly renovated home including a fabulous new kitchen...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$500 - $715
Per week:$3,500 - $5,000
Pets allowed:No
Internet:Yes

105 Wood Carver Knoll, Chatham - ID# 106342. Spectacular waterfront home in Chatham overlooking Oyster Pond! Central Air, gourmet kitchen with espresso machine, keurig and more. Enjoy the deck with incredible views of Oyster Pond, the church steeples of Main St, tidal marshes...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 84 BR / 4 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$529

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$529 - $658
Per week:$3,700 - $4,600
Pets allowed:No
Internet:Yes

155 LIME HILL ROAD CHATHAMAugust 22- 29 has been rreduced to $3750. Large and lovely 4 bedroom home built to a very high standard. Just a short distance to Chatham Village and all it has to offer. Beautiful yard and grounds, this home is a joyful place in the summertime. Offering...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 84 BR / 5 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$2,072
Per week:$14,500
Pets allowed:No
Internet:Yes

464 Shore RdThis waterfront vacation home has a heated pool and magnificent views from every angle, with four bedrooms this sophisticated contemporary home is perfectly appointed and close to the charming town center and glorious beaches. A fabulous master bedroom has a dramatic ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$543

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$543 - $643
Per week:$3,800 - $4,500
Pets allowed:No
Internet:Yes

169 Lime Hill Road CHATHAMREMAINING WEEKS REDUCE BY $ 600. This magnificent and well- appointed home is the epitome of luxury living with added Cape Cod style. Conveniently located less than 3/4 of a mile from Chatham Village, you also have deeded rights to a path to Oyster Pond.....

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Chatham Massachusetts Vacation Rentals - Home
1 / 19

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 83 BR / 4 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$429
Per week:$3,000
Pets allowed:No
Internet:Yes

Lovely bright home with waterviews and central A/C in North ChathamStunning, beautifully furnished and decorated home with central A/C and views of Pleasant Bay out to the Atlantic is located in a lovely area of North Chatham. This reverse floor plan home with the living areas on...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$243
Per week:$1,700
Pets allowed:No
Internet:Yes

122 CHATHAM CREST DRIVEFour bedroom three bath home located in a quiet part of Chatham. Two queen beds and 4 single beds this home sleeps 8. Outdoor shower, high speed internet, wifi and cable tv are some of the attributes of this vacation home. 6/10ths of a mile from Ridgevale ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $358
Per week:$1,600 - $2,500
Pets allowed:No
Internet:Yes

298 CHIPPING STONE ROADNiceley furnished and well maintained home in the Riverview areea of Chatham. Four bedrooms two baths this vacation home sleeps 8. Great patio area. Master bedroom with king bed with sitting area. Two bedrooms on the first floor. Two bedrooms on second floor....

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Chatham Massachusetts Vacation Rentals - Cottage
1 / 22

Chatham Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 73 BR / 2 BA / Sleeps 7
Cottage / 3 Bedrooms / Sleeps 7

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Cottage
Per night:$186
Per week:$1,300
Pets allowed:Yes
Internet:No

ID #MARSH4 Dog Friendly and Now with A/C and WIFI Internet! [~]This 3 bedroom and 2 full bath vacation home in Chatham is just a half mile from HARDINGS BEACH with beautiful marsh views. This home offers such amenities as a washer/dryer, 3 A/C units, dishwasher, cable TV, WIFI,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(4) Very Good 4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143
Per week:$1,000
Pets allowed:No
Internet:No

ID #BLUE16 Fabulous Chatham location! Just a short distance to Chatham Village, Aunt Lydia's Cove, Chatham Fish Pier, Chatham Bars Inn, and more! [~]Charming 2. 5 bedroom 1. 5 bath home in tranquil neighborhood, only 5/10ths of a mile to Aunt Lydia's Cove for seal watching ...

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Chatham Massachusetts Vacation Rentals - Apartment
1 / 14

Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6
(2) Excellent 2 Reviews

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$72 - $100
Per week:$500 - $700
Pets allowed:No
Internet:Yes

ID# CCOVE30 Cockle Cove Beach is just 0. 9 miles away from this light & bright Chatham Condominium located at Cockle Cove Ridge. The Chatham Village center is just 3 miles away for shopping, dining, Chatham A's baseball games, & the bandstand. [~]The entry level of this 2 bedroom,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$254

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$254
Per month:$7,620
Pets allowed:Yes
Internet:Yes

241 Training Field RoadCharming and updated 3 bedroom air conditioned ranch style home just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1800 per week in season plus $160 Cleaning Fee made payable to Miriam Tambarussi $60 Handling Fee, & $55 Vacation Rental Damage...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

Lovely 2 bedroom home located in a prime location between Lighthouse Beach and Chatham Village. Charming, well maintained home in a fabulous location in Chatham s Old Village. The home is less than 1/2 mile to both Lighthouse Beach and the quaint village of Chatham s shops and restaurants....

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300
Per week:$2,100
Pets allowed:Yes
Internet:Yes

Charming cape- style pet friendly home close to all that the village has to offer. PET FRIENDLY charming cape- style home close to all that the village has to offer. Close to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. Enclosed outdoor shower and patio with...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 63 BR / 4 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$158 - $315
Per week:$1,100 - $2,200
Pets allowed:No
Internet:Yes

Beautifully updated ranch in ChathamGorgeous fully renovated home in a quiet neighborhood. Open floor plan with a lovely kitchen featuring granite countertops. Central air conditioning, hardwood floors and wireless internet are just a few of the amenties for a comfortable vacation....

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$179 - $229
Per week:$1,250 - $1,600
Pets allowed:No
Internet:Yes

52 PLEASANT STREETRATES REDUCED! ! NEW for 2015 SEASON CENTRAL a/c. Easy access to Pleasant Street Beach. The property has 3 bedrooms, two with 2 single beds and one with a queen size bed all on one level. Amenities include an enclosed porch, outside shower and WIFI. This property...

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Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$515

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$515
Per week:$3,600
Pets allowed:No
Internet:Yes

Chatham walk to villageEnjoy this 3 bedroom 2 1/2 bath home right in the heart of downtown Chatham! Walk to the baseball games, band concerts, restaurants and all that Chatham has to offer. Oyster Pond is only 2/10 of a mile away. This beautifully decorated home is equipped with...

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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$258
Per week:$1,800
Pets allowed:Yes
Internet:No

251 Joshua JethroPET FRIENDLY Wonderful three bedroom three bath Cape- style home in the Riverbay community of Chatham with central A/C. The kitchen and all three bathrooms have been recently renovated and the first floor bathroom includes a whirlpool jet bathtub. The first floor ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

196 Joshua Jethro RoadThis great new listing in Riverbay has been freshly rejuvenated with a new granite ktichen, hardwood floors, fresh baths and central a/c. This ranch has a master bedroom with a lovely ensuite bath with a new tile step- in shower. The other 2 bedrooms share ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

454 Training Field Road CHATHAMLovely updated 3 bedroom home in close proximity to Pleasant Bay and Jackknife Cove beach. Just a few minutes drive to the quaint downtown village of Chatham. This home rents for $1600 per week in season. All rates plus $60 Handling Fee and $55 Vacation...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 63 BR / 1 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$200
Per week:$1,400
Pets allowed:No
Internet:Yes

Cape cottage near wonderful Hardings beachNice location about a third of a mile to popular, scenic Harding s beach. Typical knotty pine style cottage with central living room and enclosed rear porch open to the picnic patio. Has a small front deck too. Sleeps 6. $1350 per week plus...

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About Chatham

Chatham, MA Travel Tips

Situated on the southeastern tip of Cape Cod is the town of Chatham, MA. This charming town is a pleasant place for families to unwind and spend valuable and fun time together. For the most relaxing experience possible, people will want to skip hotels in favor of Chatham rentals. For the best selection of Chatham vacation rentals online, you're in the right place. Vacation Home Rentals has well-maintained properties available for rent by owner. By booking with us, you can save money and enjoy the comforts of home. When planning a trip to Chatham, there are a few tips that can make the stay more comfortable for all.
During the winter, Chatham is quieter than in the busy summer months. For families that prefer to avoid crowds, this is a good time to visit. Keep an eye on the average temperatures for the month that you'll be visiting Chatham. The warmest months of the year are July and August, with top temperatures averaging 75 degrees Fahrenheit. The coldest month of the year is January, with average lows at 24 degrees Fahrenheit and highs at 38 degrees Fahrenheit. Checking out the weather will help make packing for the family easier. When traveling in peak season, be sure to book Chatham vacation rentals in advance to save time and money.

Attractions

Rest and relaxation are two of the most important reasons why tourists stay in vacation rentals. Chatham, MA, has so many attractions that at the end of a fun-filled day, families will appreciate a good night's sleep. A popular destination for families is the Atwood House Museum. The museum is a great way to learn about the history of Cape Cod and to view the area's art while staying in Chatham, MA, rentals. Another interesting museum to visit is the Chatham Railroad Museum, which is located in an 1887 railroad depot that has been restored. The Chatham Lighthouse is another popular destination when visiting the city. To visit the lighthouse, tourists may arrange for a tour on dates that have been set aside by the Coast Guard Auxiliary. For many tourists staying in Chatham rentals, the beaches are one of the main attractions. Public beaches include Ridgevale Beach, Harding Beach, Cockle Cove Beach, and more. Parks are another way that families can enjoy their vacation. Parks such as Chase Park offer great outdoor fun and have picnic areas and charcoal grills. Also located in Chatham is the Monomoy National Wildlife Refuge, Samuel Hawes Park, Sears Park, and ...

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