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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 / 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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Chatham Massachusetts Vacation Rentals - Home
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 / 26

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 126 BR / 2 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$600

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:12
Type:Home
Per night:$600
Per month:$18,000
Pets allowed:Yes
Internet:Yes

Pet Friendly! ! High atop Sears Point in Chatham sits a Classic, Quintessential, New England Bluff house from yesteryear overlooking the sparkling, blue sea. This spot is a boater's paradise! From kayaking to boating enthusiasts :There is a mooring available for your use (reserve...

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Chatham Massachusetts Vacation Rentals - Cottage
1 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6
(5) Excellent 5 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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GREAT Cottage Location

“ Excellent ”
August 24, 2015
Great location! a short walk to the beach Would rent again!
lauren stabile, Rocky Hill, CT 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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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 / 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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FRONT VIEW OF HOME W/ BIT OF UPPER DECK SHOWING
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 / 37

Chatham Home
9 Bedrooms / 5 Bathrooms / Sleeps 209 BR / 5 BA / Sleeps 20
Home / 9 Bedrooms / Sleeps 20
Bedrooms:9
Bathrooms:5
Sleeps:20
Type:Home
Per night:$1,175
Per month:$35,250
Pets allowed:No
Internet:Yes

The Priscilla House is a lovely historic vacation home nestled on Main Street in the charming town of Chatham, Massachusetts on Cape Cod. Built by a sea captain for his daughter, Priscilla, this large vacation home sleeps 10- 20+ . Priscilla House is ideal for groups - family ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
6 Bedrooms / 7 Bathrooms / Sleeps 166 BR / 7 BA / Sleeps 16
Home / 6 Bedrooms / Sleeps 16
(1) Excellent 1 Review
Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Home
Per night:$1,475
Per month:$44,250
Pets allowed:Yes
Internet:Yes

Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home 6 bedroom 6. 5 bath luxury home that is pet friendly with private pool, central a/c, linens, wifi and more. In historic village of Chatham and . 2 to Lighthouse beach. This restored and completely updated...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 103 BR / 3 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$395

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$395
Per month:$11,850
Pets allowed:No
Internet:Yes

Enjoy easy resort style living in this newer Cape Cod Vacation Rental home in Chatham. This home is in its own residential sub division and is close to beaches, restaurants, downtown and includes a community pool & tennis court! Central A/C, garage, finished lower level, main...

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Chatham Massachusetts Vacation Rentals - Home
1 / 30

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 104 BR / 5 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(1) Excellent 1 Review
Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,125
Per month:$33,750
Pets allowed:No
Internet:Yes

Paradise found on the shores of Eastward Point in Chatham! Luxury at its finest will surround you at every turn in this renovated, contemporary Cape Cod Vacation home offering central air and wireless internet. With over 4000 square feet, the open floor plan makes for easy living....

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

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

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:Yes
Internet:Yes

Pet Friendly! Classic Cape Cod Vacation Home Rental in Chatham near Schoolhouse Pond for freshwater swimming. It is located in a residential area and is convenient to the Cape Cod Bike trail, and the Chatham Airport and restaurant (Hanger B eatery). It has 3 a/c units and wifi too....

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Chatham Massachusetts Vacation Rentals - Home
1 / 30

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

from

$845

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$845
Per month:$25,350
Pets allowed:Yes
Internet:Yes

Pet Friendly! Nothing beats this luxury 4 bedroom, 4. 5 bath Vacation Rental located in the heart of Chatham's historic village ! ! Whether you are soaking in the hot tub on the private patio or enjoying an outdoor shower after you've come home from Lighthouse or Andrew Harding's...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 104 BR / 2 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$358 - $486
Per week:$2,500 - $3,400
Pets allowed:Yes
Internet:Yes

Pet Friendly! Spend Lazy summer days at this Cape Cod Vacation rental in Chatham. With the shade from the pines, the spray of sea salt from the Nantucket Sound and the warm summer sun, you are sure to have a relaxing escape to the Cape. From kayaking (2 included! ) to boating ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

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

from

$600

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$600
Per month:$18,000
Pets allowed:Yes
Internet:Yes

On the Water! With Central Air and Wireless Internet- Pet Friendly too (for Dogs only- ask your rental specialist for details). This Cape Cod Vacation Rental home in North Chatham has expansive views of Pleasant Bay from both a lower and upper deck, both living areas, the dining...

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Chatham Massachusetts Vacation Rentals - Home
1 / 37

Chatham Home
5 Bedrooms / 2 Bathrooms / Sleeps 105 BR / 2 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$400
Per month:$12,000
Pets allowed:Yes
Internet:Yes

Pet Friendly! Newly Refreshed 5 bedroom 2 bath Cape Cod Vacation Rental home just added to the summer rental market- Wonderful in- town Chatham oasis. Park your car and walk to all things downtown Chatham has to offer including band concerts, Anglers games and nearby Oyster Pond...

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Chatham Massachusetts Vacation Rentals - Home
1 / 41

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

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500
Per month:$15,000
Pets allowed:No
Internet:Yes

Welcome to your Beach House! This Cape Cod Vacation rental home is located in Chatham in the Harding's Beach Hills (just . 3 mile to Harding's Beach and . 2 mile to The Buck's Creek Association dock and picnic area). Spacious 3+ Bedrooms with 2 extra private bonus rooms with comfortable...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 94 BR / 3 BA / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$425

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$425
Per month:$12,750
Pets allowed:No
Internet:Yes

Paradise Found at this special retreat in this Cape Cod Vacation home Rental in Chatham called the Heron's Nest! This spacious , Four Bedroom, 3 bath luxury Chatham Rental will surely delight you in every way. Just a half mile to the warm waters and gentle waves of Ridgevale beach...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$315 - $415
Per week:$2,200 - $2,900
Pets allowed:No
Internet:Yes

This Cape Cod Vacation Rental home is just . 2 miles from Pleasant Street Beach in Chatham. Warm water, sunsets and miles of beach on Nantucket Sound awaits you just around the corner. This family friendly updated Cape Cod ranch has a large deck for outdoor entertaining surrounded...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

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

from

$675

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$675
Per month:$20,250
Pets allowed:No
Internet:Yes

Popular Contemporary Cape Cod Vacation Rental home in Chatham with heated salt water gunite pool that is just a short walk to Hardings Beach (. 3). Don't miss this "fan favorite" Cape Cod Vacation Rental home in Chatham with heated pool that is very close to Hardings Beach (. 3 Chatham's...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$250
Per month:$7,500
Pets allowed:Yes
Internet:Yes

Pet Friendly! Enjoy this Cape Cod Vacation Rental cottage in Chatham offering 3 bedrooms and 2 baths at the end of a small lane, across from the ocean. The first floor contains a large living room with flat screen TV and Wireless Internet, combined kitchen/dining room, washer ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 26

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 83 BR / 4 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$450

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$450
Per month:$13,500
Pets allowed:Yes
Internet:Yes

Charming, fully renovated Sea Captain's home, located in downtown Chatham. Enter through the cozy porch directly into the gourmet kitchen with a granite counter breakfast bar and café table for a total seating of 8. Down the hall there are 2 spacious living areas offering...

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

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

from

$343

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$343 - $565
Per week:$2,400 - $3,950
Pets allowed:No
Internet:Yes

Enjoy the downtown location of this Cape Cod Vacation Rental Home in the village of Chatham. Convenient to Chatham shops, restaurants, new Orpheum movie theatre and Oyster Pond. Families love the proximity to the playground, public tennis courts and Chatham Angler Baseball field...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

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

from

$643

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$643 - $915
Per week:$4,500 - $6,400
Pets allowed:No
Internet:Yes

Luxury 4 bedroom, 3. 5 bath Cape Cod Vacation Rental home tucked up off of Bridge Street, in Chatham. Privately placed on just over a half acre of land in a peaceful setting, yet just a hop, skip and a jump away you can find Lighthouse beach! It's an easy walk into the village...

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

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

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$200 - $458
Per week:$1,400 - $3,200
Pets allowed:No
Internet:Yes

Location - Location - Location! Run, walk or skip the loop in Chatham from this Family Cape Cod Vacation Rental home. It's just a 5 minute stroll to the town landing to put your kayak or canoe in and spend the day on the water. Just 1. 1 Mile to Oyster Pond and an easy bike ride...

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Chatham Massachusetts Vacation Rentals - Home
1 / 27

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$345

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$345
Per month:$10,350
Pets allowed:No
Internet:Yes

Cute and Coastal and plenty of room for 3 couples or 2 families. This Cape Cod Vacation Rental in Chatham has an open floor plan with 3 bedrooms on the main floor and a fully finished lower level game/family room with extra sleeping. Deeded access to Oyster Pond at the end of the ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 31

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$400
Per month:$12,000
Pets allowed:Yes
Internet:Yes

↵ Pet Friendly. Relax in this 3 bedroom, 2 bath Cape Cod Vacation home in Chatham that is convenient to downtown Chatham and beaches. Privacy abounds just Off Main St. and the home even overlooks a working Cranberry Bog! Window A/C units in Bedrooms and Wifi too. An open ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

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

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:No
Internet:Yes

Located in Chatham, this 4 bedroom 2 bath Cape Cod vacation rental home has window A/C units in the upstairs bedrooms as well as the 1st floor bedroom and living area to keep you cool and offers WiFi to keep you connected. . 3 miles to Ridgevale Beach. Through the side door off of...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$450

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$450
Per month:$13,500
Pets allowed:No
Internet:Yes

Location - Location- Location! ! This Cape Cod Vacation Rental Home is located in the Old Village of Chatham. It has been lovingly restored to keep the Cape Cod Traditional Charm with all modern amenities. It has been updated with an open Chef's gourmet kitchen and new bathrooms...

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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

$86

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$86 - $258
Per week:$600 - $1,800
Pets allowed:No
Internet:Yes

2015 Rental Rate: Pre- season (May 23- June20) $1, 200 per week~~~IN SEASON: $1800 per week (June 20- Sept 12)~~~Post- season (Sept 12- Oct 17th) $1, 200 per weekOff- season (subject to Owner's prior approval) $600 week$175 MANDATORY cleaning fee per leaseWeekly rentals from mid-...

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Chatham Massachusetts Vacation Rentals - Home
1 / 33

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:No
Internet:Yes

New to the Chatham Vacation Rental Market! Many updates- Comfortable 3 bedroom, 2 bath quiet summer retreat , with central air and wifi! . With over 1600 sq. ft. of finished living space, 3 bedrooms, 2 full bathrooms, and a large den there is plenty of space for you to relax...

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Chatham Massachusetts Vacation Rentals - Home
1 / 27

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 73 BR / 3 BA / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$350
Per month:$10,500
Pets allowed:No
Internet:Yes

Location - Location- Location! Luxury Chatham Vacation Rental home with 3 bedroom, 3. 5 bath in the heart of Chatham and sleeps 7. Whether you Enjoy cocktails on the traditional front porch, read a good book in the cozy sun room, eat outdoors on the mahogany deck or take in an...

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Chatham Massachusetts Vacation Rentals - Apartment
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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 / 17

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

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:Yes
Internet:Yes

Pet Friendly. Come have some fun in the sun at this Cape Cod Vacation cottage in Chatham! You will enjoy deeded access to the "Little Beach flats" and stroll just a half mile up to Lighthouse Beach- it's also an easy bike ride into the village! The cottage offers a main floor where...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$386

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$386 - $543
Per week:$2,700 - $3,800
Pets allowed:No
Internet:Yes

This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on the Mill Pond. The Old Village is popular for its historic nature and architectural beauty. Witness beautiful sunset views from the patio. It is a short walk to Chatham Village (. 2) and Lighthouse Beach...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$136 - $193
Per week:$950 - $1,350
Pets allowed:No
Internet:Yes

Quintessential Cape Cod Vacation Rental Cottage in Chatham on the way to Cockle Cove Beach. Enjoy this Cape Cod beach cottage with casual coastal decor. A/C units in Living area and bedrooms and Wifi too. This home offers 2 bedrooms and a full bath with Tub/Shower. As you walk in ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

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

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $286
Per week:$1,500 - $2,000
Pets allowed:No
Internet:Yes

Welcome to Harding's Beach Hills, where you will find this Cottage by the sea! This Chatham Vacation Rental offers ranch style living with A/C units in all 3 bedrooms- Wireless internet - expanded cable with Flat screen TV in both the living room and master bedroom! The sunroom...

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Chatham Massachusetts Vacation Rentals - Home
1 / 24

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

from

$275

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$275
Per month:$8,250
Pets allowed:No
Internet:Yes

Private, Family Ranch Style Riverbay home in Chatham for your Cape Cod Vacation located on a dead end road. As you enter the through the front door you will find comfortable seating in the living room with a flat screen TV. There is a hallway leading you to the bedrooms on the left....

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Chatham Massachusetts Vacation Rentals - Home
1 / 31

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

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$400
Per month:$12,000
Pets allowed:Yes
Internet:Yes

↵ Pet Friendly! Located in a prime in- town location this Cape Cod Vacation Rental Cottage complex is just steps to the Mill Pond (a saltwater inlet of Nantucket Sound) in Chatham's Old Village and a few blocks to the Beautiful Lighthouse Beach. This desirable and newly renovated...

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Chatham Massachusetts Vacation Rentals - Home
1 / 26

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

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:Yes
Internet:No

Pet Friendly! Newer Cape Cod Vacation Rental Townhome with beautiful views of Perch Pond, just minutes to Chatham Village and Beaches. Luxury Rental includes: Central A/C, 3 levels of living space with flat screens on every level, granite counter tops and WIFI! Enter through ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 19

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 52 BR / 1 BA / Sleeps 5
Home / 2 Bedrooms / Sleeps 5

from

$193

/ night

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

ID #PATT41 Chatham Vacation home, only 0. 1 miles to Ridgevale Beach which is next to Cockle Cove Beach on Nantucket Sound, with beach access from Bucks Creek Bridge from Nantucket Drive. [~]Catch views of Buck Creek and the Ocean beyond from the living room of this vacation cottage...

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Chatham Massachusetts Vacation Rentals - Home
1 / 19

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 42 BR / 1 BA / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$350

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$350
Per month:$10,500
Pets allowed:Yes
Internet:No

Pet Friendly! Located in a prime in- town location this Cape Cod Vacation Rental Cottage complex offers deeded access to the Mill Pond (a saltwater inlet of Nantucket Sound) and is just a few blocks to the beautiful Lighthouse Beach in Chatham's Old Village. This desirable and newly...

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Chatham Massachusetts Vacation Rentals - Home
1 / 19

Chatham Home
1 Bedroom / 1 Bathroom / Sleeps 41 BR / 1 BA / Sleeps 4
Home / 1 Bedroom / Sleeps 4

from

$300

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:Yes
Internet:Yes

Pet Friendly! Located in a prime in- town location this Cape Cod Vacation Rental Cottage complex is just steps to the Mill Pond (a saltwater inlet of Nantucket Sound) in Chatham's Old Village and a few blocks to beautiful Lighthouse Beach. This desirable and newly renovated family...

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 42 BR / 1 BA / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$300
Per month:$9,000
Pets allowed:No
Internet:Yes

Beach front vacation rental cottage in Chatham! Stay at this 2 bedroom cottage located right on the beach in Chatham, the best of Cape Cod. Perfect for a relaxing getaway, this romantic cottage is just steps from the sand, Find your pathway to Peace! Wifi too. ​Part of a 3 ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
1 Bedroom / 1 Bathroom / Sleeps 21 BR / 1 BA / Sleeps 2
Home / 1 Bedroom / Sleeps 2

from

$275

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$275
Per month:$8,250
Pets allowed:No
Internet:Yes

Chatham Vacation Rental Cottage at the beach! Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod. Perfect for a relaxing, romantic getaway, this cottage is steps from the sand, and is ready for your vacation! Wifi too. Part of...

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Chatham Massachusetts Vacation Rentals - Home
1 / 42

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 124 BR / 3 BA / Sleeps 12
Home / 4 Bedrooms / Sleeps 12
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Pet Friendly, waterfront estate. Private dock on Crow's Pond leading out to Pleasant Bay with beach area and use of mooring with rowboat. Find your little piece of heaven in this 4 bedroom, Cape Cod Vacation Rental home in Chatham with spacious, manicured grounds, great outdoor...

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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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