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1-50 of 233 Chatham Rentals

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PLEASANT STREET - NORTHERN VIEW
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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Bedroom with sky window
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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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 - 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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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 / 15

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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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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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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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 / 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 / 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 / 38

Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

from

$800

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:8
Type:Home
Per night:$800
Per week:$5,600
Pets allowed:Yes
Internet:No

New Listing for 2015! Peak Summer Rates - - $5600Located in a premier Chatham Village location, this classic antique home has everything to experience an idyllic Chatham vacation. Park your car in the driveway and leave it for the week! Walk to everything: downtown Chatham is ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 23

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 - $385
Per month:$7,500 - $11,550
Pets allowed:Yes
Internet:No

Pet Friendly. Relax in this 3 bedroom, 2 bath Cape Cod Vacation home in Chatham that is conventient 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 spacious...

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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 / 20

Chatham Home
6 Bedrooms / 7 Bathrooms / Sleeps 16
Home / 6 Bedrooms / Sleeps 16

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 / 24

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$600

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:12
Type:Home
Per night:$600 - $914
Per month:$18,000 - $27,420
Pets allowed:Yes
Internet:No

Pet Friendly! ! High atop Sears Point in Chatham sits a Classic, Quintessential, New England Bluff house 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 ahead...

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Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

Bedrooms:4
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,125 - $1,785
Per month:$33,750 - $53,550
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 / 16

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

from

$285

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$285 - $300
Per month:$8,550 - $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 / 20

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

from

$457

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$457
Per month:$13,710
Pets allowed:No
Internet:No

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...

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$443

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$443
Per week:$3,100
Pets allowed:No
Internet:Yes

UPDATED RENTAL WITH LOADS OF LIGHT AND TRUE SUMMER FEEL! Sunny and bright are two perfect words to describe this updated, immaculate rental property that is just one mile to Hardings Beach.... three bedrooms/three baths, central air conditioning, gas fireplace, two living space...

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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 / 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 / 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 / 11

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

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$115 - $229
Per week:$800 - $1,600
Pets allowed:No
Internet:Yes

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

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Chatham Massachusetts Vacation Rentals - Home
1 / 22

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

from

$258

/ night

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

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

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

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

from

$515

/ night

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

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

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Chatham Massachusetts Vacation Rentals - Home
1 / 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 / 22

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

(1)“ Excellent ”1 Review

from

$542

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$542
Per month:$16,260
Pets allowed:No
Internet:No

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...

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

from

$564

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$564
Per month:$16,920
Pets allowed:No
Internet:No

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 Home
3 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

from

$322

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
Per night:$322 - $408
Per week:$2,250 - $2,850
Pets allowed:No
Internet:Yes

RENT ME NOW ! OPEN WEEKS !        Private Home. All you need to pack are clothes. Everything is provided for that very special vacation adventure. Located in the highly sought after Sesuit Neck section of East Dennis, you will arrive for your vacation to a spacious 2500 sq....

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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 Home
3 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$325

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$325 - $557
Per month:$9,750 - $16,710
Pets allowed:No
Internet:No

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...

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Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$485

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$485
Per month:$14,550
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 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
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 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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1 / 25

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 4 Bedrooms / Sleeps 7

from

$322

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$322
Per week:$2,250
Pets allowed:No
Internet:Yes

125 Wood Valley Road ExtThis wonderful 4 bedroom 2 bath house is located at the end of a cul de sac and on the bike path! This home is 1 1/2 miles to town or a short walk to Whites Pond. Enjoy the spacious decks, outdoor shower, fire pit and game room equipped with a ping pong ...

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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 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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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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