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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / 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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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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Overlooking Nantucket Sound and large lush lawns
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 / 17

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:No

Enjoy the spectacular location and panoramic waterviews from this 4 bedroom 2 bath Chatham rental cottage situated right on Cockle Cove Beach on Nantucket Sound. This is one of very few cottages where you can step out your door and take only a few steps to the water's edge. This property...

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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 / 11

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Enjoy your vacation and be close to Nantucket Sound at this adorable 2 bedroom cottage only 3/10ths of a mile from Nantucket Sound beaches. This property has a portable A/C unit in the bedroom with Queen, washer/dryer, digital cable TV (includes NESN, ESPN, etc.. ), VCR and DVD,...

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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 / 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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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 / 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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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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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 / 22

Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$443

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:11
Type:Home
Per night:$443 - $543
Per week:$3,100 - $3,800
Pets allowed:No
Internet:Yes

Nestled away in a private location with a wooded setting, this large rambling house has all of the comforts of home! This rental property offers sleeping for 11 with two master bedrooms, each with a King Size Bed, cable tv and private bath (one master steps out to small balcony...

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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

$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 CHATHAMThis 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.. Every amenity is provided, from...

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Chatham Massachusetts Vacation Rentals - Home
1 / 25

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

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$400 - $615
Per week:$2,800 - $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 / 27

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:9
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

Schoolhouse Pond just 1/10 mile! Charming custom remodeled Cape Cod home, 1/10 mile to Schoolhouse Pond Beach- - perfect for freshwater beach lovers. First floor offers open kitchen / living area with wall AC unit and one first floor queen bedroom with a ceiling fan. Second floor...

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Chatham Massachusetts Vacation Rentals - Home
1 / 24

Chatham Home
4 Bedrooms / 5 Bathrooms / 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 / 20

Chatham Home
4 Bedrooms / 4 Bathrooms / 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 - $1,275
Per month:$25,350 - $38,250
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...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

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

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$215
Per week:$1,500
Pets allowed:No
Internet:No

dishwasher, washer/dryer, microwave, gas oven, gas grill, toaster, coffee maker, lobster pot, dishes/glasses, 2 ceiling fans, a/c units 3, outdoor shower, deck, picnic table, 2 color tv's, beach chairs, wireless, 3 queen beds, 2 twin beds, 1 crib. Additional amenities...

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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 / 10

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

from

$483

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$483 - $643
Per week:$3,375 - $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 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / 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 / 9

Chatham Home
2 Bedrooms / 2 Bathrooms / 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 / 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 / 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 / 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 / 12

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

from

$672

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$672 - $679
Per week:$4,700 - $4,750
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 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 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / 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. Walk to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. This home is pet friendly. $2100/week...

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Chatham Massachusetts Vacation Rentals - Apartment
1 / 7

Chatham Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

from

$150

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$150 - $193
Per week:$1,050 - $1,350
Pets allowed:No
Internet:Yes

73 Main Street, Unit #8Charming second- story condominium apartment located right across the street from Lighthouse Beach. Views of the beach from deck off the living room. Walk across the street to Lighthouse Beach and also within walking distance to the Village. NO pets accepted....

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

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

(2)“ Excellent ”2 Reviews

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $186
Per week:$1,000 - $1,300
Pets allowed:No
Internet:Yes

Walk to Taylors Pond with Association Beach, Close to Cockle Cove, WIFI - GREAT LOCATION! This cheerful, open floor plan ranch is a 5 minute walk to the deeded beach on Taylors Pond: a salt water pond connected to Nantucket Sound by the Mill Creek salt marsh; excellent for kayaking/canoeing....

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

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

from

$372

/ night

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

Come and relax in your home away from home. This Newer Cape Cod Vacation Home Rental in Chatham is now available for summer rental. Enjoy this well maintained home, with open floor plan for easy summer living. Central A/C and Wifi too. Step up onto the charming porch with seating...

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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 / 16

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

from

$658

/ night

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

155 LIME HILL ROAD CHATHAMLarge 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 4 comfortable bedrooms, a generous kitchen...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 3 Bathrooms / 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. Chatham Village...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$272 - $358
Per week:$1,900 - $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 / 22

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

from

$343

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$343 - $472
Per week:$2,400 - $3,300
Pets allowed:No
Internet:Yes

WALK TO TOWN LOCATION! ! Spectacular rental property located just a short walk to restaurants, shops, Chatham Bars Inn, Seaside Links 9 Hole Golf Course, Chatham Angler's Ballfield, town playground and Oyster Pond beach area. This immaculate rental has so much to offer.... four...

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

(2)“ Excellent ”2 Reviews

from

$197

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$197 - $383
Per week:$1,375 - $2,675
Pets allowed:No
Internet:Yes

Waterfront on Lovers Lake, 1 AC & WIFI - This lovely 3 bedroom, 2 bath ranch features a private, sandy beach right on Lovers Lake (one of Cape Cod's beautiful, glacier- formed kettle ponds); ideal for swimming or bring your kayak and enjoy the serenity. This property is located...

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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
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Chatham Home
3 Bedrooms / 4 Bathrooms / 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 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 / 15

Chatham Home
3 Bedrooms / 3 Bathrooms / 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 / 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 - Apartment
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Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$150 - $250
Per week:$1,050 - $1,750
Pets allowed:No
Internet:Yes

11 CHATHAM BARS AVENUEVery attractive and spacious second story condominium. Located in the true heart of the village, and just a short walk to Claflin Landing beach. $1750 per week in season + $120 cleaning fee and $55 Vacation Rental Damage Coverage Fee (VRD), $60 Handling Fee,...

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1 / 15

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

Spend your Cape Cod vacation in this 3 bedroom 2 bathroom rental home close to the downtown area. Amenities include washer/dryer, dishwasher, Wi- Fi, air conditioning (central on 1st floor and a window unit in each of the upstairs bedrooms as well as ceiling fans), expanded cable...

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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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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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