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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
9 Bedrooms / 4 Bathrooms / Sleeps 20
Home / 9 Bedrooms / Sleeps 20

(3)“ Excellent ”3 Reviews

Bedrooms:9
Bathrooms:4
Sleeps:20
Type:Home
Per night:$1,250
Per month:$37,500
Pets allowed:No
Internet:Yes

Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John Peale Bishop, a classmate and best friends at Princeton of F. Scott Fitzgerald and himself a famous writer and poet. The Gatsby sits on 1. 3 acres in Chatham overlooking Nantucket...

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Tribute & fond memories

“ Excellent ”
October 7, 2014
This house was perfect for our needs. We needed a place which felt like our home at the Cape for so many summers. We had to all be under one roof, sharing stories, memories, laughs & tears. We came to the Cape to sprinkle my husband's ashes at sea. The house is large, spacious and clean! The furnishings served their purpose and the fireplace made for the perfect atmosphere. I was able to prepare a sit down dinner for 20, plenty of pots, etc. The two refrigerators made prepping and serving very easy.Tara cleaned the house prior to our arrival and Carver, her spouse and the Caretaker took care that our every need was met. Every member of my family was thrilled to have been able to spend the weekend at such a warm home for dad's final sendoff. The home owner introduced me to the Stage Harbor Marina and I was met by the kindest, gentlest man you'd hope to meet. On Sunday we returned to NY with a feeling of peace and the wonderful Gatsby made it possible, Thank you!
margaret brady, Hudson Valley, New York

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Chatham Massachusetts Vacation Rentals - Apartment
1 / 4

Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$193

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
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 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(10)“ Excellent ”10 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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Cape rental

“ Excellent ”
September 11, 2011
Nice home, convenient to beach. Loved the upstairs deck.
Marti Barcelos, simsbury ct

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Chatham Massachusetts Vacation Rentals - Home
1 / 37

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 4 Bedrooms / Sleeps 6

from

$700

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
Per night:$700
Per week:$4,900
Pets allowed:No
Internet:Yes

180+ photo gallery available upon e- request. This exquisitely furnished four bedroom home is located on the Ocean side of Shore Road with an easy walk to Chatham's beaches, Fish Pier, Lighthouse, town center, outdoor band concerts and fine restaurants. Just minutes walk...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
4 Bedrooms / 3 Bathrooms / 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 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 / 16

Chatham Home
2 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

Bedrooms:2
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:No

Spend your vacation in this newer 2+ bedroom 2. 5 bath Chatham rental home situated on a lovely country lane 3/10ths of a mile to Pleasant Street beach on Nantucket Sound. This home boasts nearly every possible amenity including central air, washer/dryer, dishwasher, cable TV ...

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Cape Cod Emery Pond
1 / 37

Chatham Home
4 Bedrooms / 2.5 Bathrooms / 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

ON THE WATER ... Beautiful water views! Back decks open to mesmerizing views of Emery Pond Hammock and patio furniture chosen for comfort and relaxation! Direct access to pond from backyard. Clean swimmable pond. Bass fishing plentiful! Gas grill. 2....

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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 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / 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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1 / 6

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(4)“ Excellent ”4 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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One To Remember!

“ Excellent ”
December 16, 2012
Older sibling reunion. The pictures don't capture the beauty of this property. Obviously plenty to do in this area. The owners were remarkable in their effort to meet our needs. The single resident seagull is charming. We will love to return!
Frank, Milford, CT.

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Great Walk-To-Town location
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(3)“ Excellent ”3 Reviews

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$358 - $643
Per week:$2,500 - $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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1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

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 private, comfortable retreat in Chatham. In a quiet, wooded setting, cooled by the breezes from the pond, 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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Chatham Massachusetts Vacation Rentals - Guesthouse
1 / 22

Chatham Guesthouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 6
Guesthouse / 3 Bedrooms / Sleeps 6

(8)“ Excellent ”8 Reviews

Bedrooms:3
Bathrooms:3.5
Sleeps:6
Type:Guesthouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

North Chatham on Cape Cod 3 bedroom Quaint Guest Home which has been newly restored, taking note of a 3 zone central air conditioning, new yard and a full sun deck with teak dining furniture and a brick patio to grill your favorite steak or fish. Enjoy the starlit sky and on occasion...

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Great Trip

“ Excellent ”
August 20, 2014
We have been coming to Chatham and renting from this owner for almost 25 years. The property is excellent and well appointed and cared for. Love it!!
Meg Minehan, Malta, NY

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Chatham Massachusetts Vacation Rentals - Home
1 / 34

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 13
Home / 4 Bedrooms / Sleeps 13

Bedrooms:4
Bathrooms:4
Sleeps:13
Type:Home
Per night:$1,286
Per week:$9,000
Pets allowed:Yes
Internet:No

$7, 900 PRIME SUMMER WEEKLY RATEThis classic home is perched in the dunes of Chatham, just to the south of Chatham Light. This large home is ideal for larger groups looking for a perfect Chatham experience. The home has 4 bedrooms, 4 full baths, a modern kitchen, central AC, ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 3

Chatham Home
6 Bedrooms / 7 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$2,500
Per week:$17,500
Pets allowed:No
Internet:No

$18, 500 PRIME SUMMER WEEKLY RATEThis exquisite North Chatham estate is located in one of Chatham' s most premier neighborhoods on Old Harbor Road. Set far back from the road on over 2 acres, this property provides stunning elevated views of Chatham Harbor, North Island and...

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Chatham Massachusetts Vacation Rentals - Home
1 / 26

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$1,065
Per week:$7,450
Pets allowed:No
Internet:No

$6, 500 PRIME SUMMER WEEKLY RATEThis stunning home was featured in a local periodical for outstanding renovation. The home features multiple living areas, a gourmet kitchen, 2 master suites with private baths (plus a third spacious bedroom with a queen) and several outdoor living...

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Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$285 - $492
Per month:$8,550 - $14,760
Pets allowed:No
Internet:No

This Cape Cod Vacation Rental Home is located on a dead end street , in a central Chatham location so you can walk to Oyster Pond , also into the downtown Village of Chatham and enjoy all that this seaside village has to offer. It has plenty of space for all to enjoy, Central A/C...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$225
Per month:$6,750
Pets allowed:Yes
Internet:No

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...

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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$428

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$428
Per month:$12,840
Pets allowed:Yes
Internet:No

$3, 000 PRIME SUMMER WEEKLY RATEThis home has 4 bedrooms and has a classic Cape Cod decor. All of the modern amenities are included: AC units in all bedrooms, WiFi, flat screen TV with digital cable, washer/dryer, and all the kitchen necessities. The small yard is fenced in so...

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Chatham Massachusetts Vacation Rentals - Home
1 / 4

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$386

/ night

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

Walk over to South Beach from this comfortable rental with lovely deck. There is one bedroom and bath on the first floor and two on the second floor. AIR CONDITIONERS IN ALL THREE BEDROOMS! Additional amenities include: queen beds(1), double beds(1), general amenities, single ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$386

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$386
Per week:$2,700
Pets allowed:No
Internet:Yes

This is a lovely four bedroom two bath home with views of Oyster River and Nantucket Sound from the front of the property and deck. The first floor has a bright living room, dining area, kitchen, full bath with washer and dryer and two bedrooms, one with twins and the second with...

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 2 Bedrooms / Sleeps 7

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:7
Type:Home
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:No

This condo is located on Starfish Lane. It is steps away from Little Beach and Outer Most Marina. There is a living room with skylights and catheral ceiling. Kitchen with breakfast bar, full bath and bedroom with twins. The second story is a loft area with a queen bed and twin and...

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Chatham Massachusetts Vacation Rentals - Home
1 / 36

Chatham Home
5 Bedrooms / 3 Bathrooms / 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 / 12

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $500
Per week:$2,000 - $3,500
Pets allowed:No
Internet:Yes

185 Indian Hill Road - Property ID: 99369Gorgeous home very close to the Cape Cod Bike Trail and School House Pond! This home offers access to pools, tennis courts, fitness center, and activities at Ocean Edge Resort & Golf Club in Brewster, MA at an additional charge to the ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$329 - $472
Per week:$2,300 - $3,300
Pets allowed:No
Internet:No

Meticulously renovated home in Chatham features a fabulous gourmet kitchen, all new baths, beautiful woodwork and many extras. With 4 bedrooms and 4. 5 baths, the home sleeps up to 10 comfortably. There are two bedrooms on the first floor, one with a queen sized bed and one with...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:10
Type:Home
Per night:$143 - $286
Per week:$1,000 - $2,000
Pets allowed:No
Internet:No

Looking to be as close to Chatham Center as possible? You will not find a home closer than this 3+ bedroom home located in the heart of Chatham. Although located close to town, this beautiful home still maintains great privacy with a fenced in back and side yard. Walk to the Chatham...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$186

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$186 - $243
Per week:$1,300 - $1,700
Pets allowed:No
Internet:No

Enjoy the Cape from this bright, beautiful townhouse on bustling Main Street in Chatham! This lovely multi- level townhouse is cozy and offers guests two bedrooms and two and a half baths. Two bedrooms, each with one queen sized bed, as well as a double sized sleep sofa in the...

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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $250
Per week:$1,400 - $1,750
Pets allowed:No
Internet:No

Enjoy this 3 bedroom, 2 bath Chatham home just minutes from the Cape Cod Rail Trail. The first level of the home features a kitchen with beautiful granite counter tops, separate dining area, living room and a Suite with a full sized bed and full bathroom. The second level has two...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
4 Bedrooms / 2 Bathrooms / 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 / 7

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$429
Per week:$3,000
Pets allowed:No
Internet:Yes

Close to Beach, shops & restaurants. Great location. Atlantic ocean views from patio area. All new appliances have been added in the kitchen. This beautful private home is at the end of a dead end road. The yard is well landscaped with it s own irragation system. Additional amenities...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
6 Bedrooms / 4 Bathrooms / 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 / 19

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$429 - $858
Per week:$3,000 - $6,000
Pets allowed:No
Internet:No

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 / 7

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$257

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$257 - $260
Per month:$7,710 - $7,800
Pets allowed:No
Internet:No

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 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / 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:No
Internet:No

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 / 15

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 5
Home / 2 Bedrooms / Sleeps 5

from

$192

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Home
Per night:$192
Per month:$5,760
Pets allowed:No
Internet:No

Wouldn' t you like to spend some time at this adorable updated Cape Cod Vacation Rental cottage in Chatham? It is in a convenient location with a path at the end of the street to Forest Beach or a short walk to Pleasant Road Beach. The bike trail is just off Rt 28 on the corner...

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$250 - $357
Per month:$7,500 - $10,710
Pets allowed:Yes
Internet:No

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 / 20

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$285
Per month:$8,550
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...

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$179 - $258
Per week:$1,250 - $1,800
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, $60 Handling Fee, made outto Bruce Court & $55 Vacation Rental Damage Fee. To ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$158

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$158 - $315
Per week:$1,100 - $2,200
Pets allowed:No
Internet:Yes

This lovely 4 BR 3 BA home in a fine residential area with deeded rights to Stillwater Pond or a short drive to the beach or Downtown Chatham! This home features a/c in all the bedrooms and all the comforts including dishwasher, washer and dryer on 1st floor and 3 televisions. large...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $254
Per week:$1,000 - $1,775
Pets allowed:No
Internet:Yes

IMMACULATE THREE BEDROOM/TWO BATH CAPE THAT IS A SHORT WALK TO TOWN! Just about 7/10's of a mile to Chatham Angler's ballfield! ! Cozy fireplaced living room, updated kitchen and family room are perfect for up to six people. Property has window air conditioning units in the bedrooms,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

This renovated, adorable antique 3 bedroom 1 full bathroom Chatham rental home is located in a lovely neighborhood in Chatham Village. It is only 7/10ths of a mile to the shops and restaurants on Main Street in downtown Chatham and even closer (1/4 miles) to the Chatham Fish Pier,...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Sophisticatedly furnished and well maintained 4BR/2BA Cape style home accessible to Pleasant Street Beach, local restaurants, and shopping on Main Street in Chatham. Spacious living throughout, a fully equipped new granite kitchen, gas range, and stainless appliances. Two large...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 16
Home / 5 Bedrooms / Sleeps 16

Bedrooms:5
Bathrooms:5
Sleeps:16
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Saltwater waterfront location on beautiful Oyster Pond. Capture spectacular sunrises with unobstructed panoramic water and town views from the large first and second floor windows, brick patio, grassy yard and second floor balcony of this modern 4000 plus sq. ft. Cape- style home....

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Lovely Family Home. Private and Spacious. This home can sleep 8 people, 3 bedrooms and one full bath and 2 half baths. Hardings Beach is only a mile and a half down the road. Additional amenities include: single beds(4), double beds(1), general amenities, sofa beds (double)(1),...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
4 Bedrooms / 2 Bathrooms / 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:Yes

PRICE JUST REDUCED! ! ! Four bedroom, 2 full bathrooms in private residental area in North Chatham. Many updates have been done this year including granite in kitchen, wood floors throughout, enlarged deck in backyard. Large great room, spacious kitchen, enclosed porch w/skylights...

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
4 Bedrooms / 3 Bathrooms / 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:Yes

Wonderful home is ideal for family and friends and entertaining and is within walking distance to town and Oyster Pond Beach. It has all the amenities. There are four queens and a twin. It has views of a fresh water pond and is located on a quiet road. Additional amenities include:...

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Chatham Massachusetts Vacation Rentals - Home
1 / 6

Chatham Home
5 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

High on a breezy bluff, a classic Cape Cottage with sweeping 180 degree salt river and Nantucket Sound views. Enjoy glorious sunsets from the patio, and grill fresh Chatham fish on the deck off the kitchen. Open floor plan, den, new bathroom, cable and internet wired. Additional...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Great location, walk to town and short walk to Claflin s landing. Home is in excellent condition. Freshly painted interior, new appliances, air conditioning in all 3 bedrooms and wireless internet. Additional amenities include: queen beds(1), double beds(1), general amenities,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Beautiful Greek Revival close to beach and town. Ball games and band concerts are just a few streets away. This home sleeps 6 people. Additional amenities include: single beds(2), double beds(1), general amenities, king beds(1)....

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Lovely home sleeps 6 people comfortably. 3 bedroom, 3 baths. Outdoor shower, 2 car garage and large back yard deck are just some of the great features of this home. Please call for availability. Additional amenities include: smoke free, queen beds(1), general amenities, king ...

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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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