Chatham Vacation Rentals, Homes, & More

1-50 of 258 Chatham Rentals

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
9 Bedrooms / 4 Bathrooms / Sleeps 20

“ 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 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ 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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Fore Ceas Guest Home
1 / 22

Chatham Guesthouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 6

“ 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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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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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 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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Great weekend

“ Excellent ”
September 3, 2014
Beds were comfortable. Kitchen had all the pots, pans, dishes and utensils you could need. The kitchen had no supplies like tea, coffee or sugar (most places we have stayed at have those basics). Very quiet dead end road. We would recommend This home to friends.
Angela Derrane, Utica, NY

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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
4 Bedrooms / 3 Bathrooms / 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

Classic North Chatham Escape, Pet Friendly$3, 300 PRIME SUMMER WEEKLY RATEThis home has 4 bedrooms and 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 a completely updated ...

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Chatham Massachusetts Vacation Rentals - Cottage
1 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

“ 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 / 37

Chatham Home
4 Bedrooms / 3 Bathrooms / 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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Cape Cod Emery Pond
1 / 37

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 10

“ 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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Great Walk-To-Town location
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ 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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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
3 Bedrooms / 2 Bathrooms / 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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Bedroom with sky window
1 / 4

Chatham Apartment
2 Bedrooms / 2 Bathrooms / 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 / 6

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ 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 - Home
1 / 1

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$572 - $643
Per week:$4,000 - $4,500
Pets allowed:No
Internet:Yes

2015 Rental Rates: $4725 per week, including the cleaning feeSeptember: $4225 per week, including the cleaningWalk to the water in minutes from this light and bright 4 BR home located in Harding's Shores! The location is fabulous, and the home features a large private fenced in...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$300

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$300 - $429
Per week:$2,100 - $3,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3225 including the cleaning fee~~~Off Season: $2325 per week including the cleaning feePrivate, traditional style cape house in the Sears Point area of Chatham. It has a lovely sun porch, a large living room and a large yard with lots of space for kids to run....

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Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$272

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$272 - $486
Per week:$1,900 - $3,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3625 per week including the cleaning fee~~ Off Season: $2125 per week including the cleaning feeEnjoy fabulous views from this adorable family compound overlooking the Oyster River! You will want to live on the huge deck with incomparable views of the River and...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$418

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$418 - $558
Per week:$2,925 - $3,900
Pets allowed:No
Internet:Yes

2015 Rental Rate: $4125 per week including the cleaning fee~~ Off- Season: $3150 per week, including the cleaning feeGreat family rental home, within walking distance to the warm waters of kid- friendly Hardings Beach! There is sleeping for 10 people, including a queen- futon ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
5 Bedrooms / 3 Bathrooms / 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

2015 Rental Rate: $2700 per week including the cleaning fee~~ Off- Season: $2100 per week including the cleaning feeAntique home located in the heart of the Old Village! A quick walk to everywhere you want to go - Lighthouse Beach and all the shops and restaurants in town... you...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$272 - $343
Per week:$1,900 - $2,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2575 per week, with the cleaning fee~~~Off- Season: $2075/wk, with the cleaning feeGreat family rental located on a quiet street in the Ridgevale Beach area of Chatham. Not far from the beach, it offers a spacious back deck overlooking conservation land. The ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$429 - $536
Per week:$3,000 - $3,750
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3925 per week, including the cleaning fee~~ Off- Season: $3175 per week, including the cleaning feeA fantastic, family rental steps from Main Street and Veterans Field. Completely updated throughout and located on a quiet dead end street, just off the beaten...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$272

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$272
Per week:$1,900
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2075, including the cleaning feeOff- season: request dates and pricingThis is a well maintained property located in a quiet area in W. Chatham. Spacious bedrooms, one with two double beds. Updated kitchen, with a skylight, opens to dining area & living room....

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$486

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$486
Per week:$3,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3625 per week, including the cleaning fee~~~~~No Off- Season~~~~~Fabulous updated home located in North Chatham, convenient to town and many of Chatham's beaches! High ceilings & hardwood floors throughout and a screened in porch off of the kitchen/dining area....

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 7

from

$708

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:7
Type:Home
Per night:$708
Per week:$4,950
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5150 per week, including the cleaning feeThis fabulous summer home is in the perfect location! It is a quick walk to the village, Chatham A's baseball games and swimming at Oyster Pond. Filled with upscale furnishings and bright colors, it also features hard...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$500

/ night

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

2015 Rental Rate: $3700 per week with the cleaning fee~~ No Off- Season~~Fabulous home on quiet street near town, featuring central air conditioning, a brand new family room and spacious screened- in porch! This gorgeous home features a renovated kitchen, upscale furnishings, ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$250

/ night

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

2015 Rental Rate: $1925 per week, including the cleaning fee~~NO OFF SEASON~~Wonderful, well- maintained home only a few minutes to Hardings Beach by car, without fighting Route 28 traffic; only 500 yards to the town landing on Oyster River for kayaking or launching a small boat!...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229 - $415
Per week:$1,600 - $2,900
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3075 per week including the cleaning fee~ Off- Season Rate: $1775 per week including the cleaning feeSummer rental one block from the popular Harding's Beach! This home is located in the private Harding's Shores Association, a great neighborhood for children! ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$529

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$529
Per week:$3,700
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3915 per week, JUNE THROUGH AUGUST 1, including the cleaning fee~~Mandatory $500 Security Deposit~Adorable, nicely decorated 3 bedroom home located on the water's edge of White Pond. Stay cool with central air, and wake up and go for a swim from this very tranquil...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$200

/ night

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

2015 Rental Rate: $1550 including cleaning fee~~~~Off Season Rate: $1150, with cleaning feeComfortable cottage located in the Harding Beach area. The perfect spot for your family's summer vacation! Relax on the screened in porch or take a quick walk down to Harding Beach! A great,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$211

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$211
Per week:$1,475
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1625 per week, including the cleaning fee~~No Off- Season~~Light and bright ranch in Chatham's Countryside neighborhood. Hardwood floors throughout, on a nice quiet street. This charming ranch features central air and high speed internet! Located on a wooded ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300 - $458
Per week:$2,100 - $3,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3375 per week including the cleaning fee~~ Off- Season: $2275 per week including the cleaning feeComfortable ranch located in the popular neighborhood of Hardings Shores. This beach house offers central air, wireless internet and upscale furniture and appliances....

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$165 - $250
Per week:$1,150 - $1,750
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1875 per week, including cleaning fee~~Off- Season: $1275 per week, including the cleaning fee~~Awesome condo right in downtown Chatham! Located above Island Pursuit. It has two decks, a great view of Main Street, and Central Air! The furnishings are upscale...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$186

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$186 - $286
Per week:$1,300 - $2,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2125 including the cleaning fee~~~ Off- Season: $1425 per week including the cleaning feeQuaint 2 bedroom condo located in the Hammond House, a historic boarding house overlooking Lighthouse Beach. The condo has vaulted ceilings, exposed beams, and skylights ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 5

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$200
Per week:$1,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1550 per week, including the cleaning fee~~No off- seasonUpdated and light two bedroom home, on Hitching Post Rd near the ball field and the playground! Great yard for kids to play while you enjoy spending time in the sunroom! It is a short walk to the Rotary...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$240

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$240 - $383
Per week:$1,675 - $2,675
Pets allowed:No
Internet:Yes

JUST 1/10 OF A MILE TO TOWN! ! Updated rental property that is just a short walk into town. Also a short walk to Oyster Pond beach area. Around the corner from Chatham Angler's ballgames, town playground, restaurants and shops! Nicely furnished, extremely comfortable interior,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 38

Chatham Home
5 Bedrooms / 4 Bathrooms / 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:Yes

Classic Chatham Charm - - Walk to Beach & Town! $5600 PRIME SUMMER WEEKLY RATELocated 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:...

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Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$186 - $558
Per week:$1,300 - $3,900
Pets allowed:No
Internet:Yes

JUST A SHORT WALK TO LIGHTHOUSE BEACH and ANDREW HARDINGS LANE! ! ! Old Village Location. This summer rental is immaculate and absolutely adorable. Just 2/10's of a mile to a classic Cape Cod beach and also a short distance to town. Great front porch with rockers and spectacular ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
5 Bedrooms / 2 Bathrooms / Sleeps 8

from

$243

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
Per night:$243 - $393
Per week:$1,700 - $2,750
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2950 per week including the cleaning fee~~ Off Season: $1900 per week including the cleaning feeLocation, location, location! A little over 1/2 mile to the Village of Chatham and 1/2 mile to the closest Beach~~kid- friendly Oyster Pond Beach offers free parking,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

from

$536

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$536 - $750
Per week:$3,750 - $5,250
Pets allowed:No
Internet:Yes

2015 Rental Rates: In Season: $5500, including the cleaning feeOff Season $4000, including the cleaning feeGorgeous, new home located just one block from Chatham's charming Main Street. Park your car here for the week and walk to everything! Upscale decor throughout. Master on...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$86

/ night

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

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

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 9

from

$386

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:9
Type:Home
Per night:$386
Per week:$2,700
Pets allowed:No
Internet:Yes

2015 Rental Rate:$2875, including the cleaning feeNo Off- Season~~Wonderful and updated rental home located in the popular Hardings Beach area. A quick bike ride to Hardings Beach or a quick walk down to Oyster River. Light and bright furnishings throughout and great open floor plan....

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Chatham Massachusetts Vacation Rentals - Home
1 / 34

Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 13

Bedrooms:5
Bathrooms:4
Sleeps:13
Type:Home
Per night:$1,286
Per week:$9,000
Pets allowed:Yes
Internet:Yes

Water Views Near Chatham Light, Guest Apartment$7, 900 PRIME SUMMER WEEKLY RATEBook July 4th Week - - Stay an Extra Night at 50% off the nightly rate! This classic home is perched in the dunes of Chatham, just to the south of Chatham Light. This large home is ideal for larger...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
6 Bedrooms / 7 Bathrooms / Sleeps 12

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

Rare, Elegant Chatham Waterfront Compound$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...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
1 Bedroom / 1 Bathroom / Sleeps 2

from

$143

/ night

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

2015 Rental Rate: $1100 per week, including the cleaning feeThis darling cottage is the perfect spot for a couple. It is in a very private spot, overlooking open space, yet just off the beaten trail of Main Street. Enjoy your coffee or cocktails on your private and peaceful patio...

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Chatham Massachusetts Vacation Rentals - Home
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Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 11

from

$750

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:11
Type:Home
Per night:$750 - $1,000
Per week:$5,250 - $7,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $7300, including the cleaning feeThis is a FRIDAY TO FRIDAY RENTALOff Season: $5550 per week, including the cleaning fee$1500 Refundable Security Deposit RequiredGorgeous, upscale home located in the heart of Chatham, close to Main St and Shore Rd. Nice, private...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $500
Per week:$2,000 - $3,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3700 per week including the cleaning feeWEEKS 6/26- 7/3 & 7/3- 7/10 (or 7/11 for additional nightly rate) are Friday to Fridayweeks immediately before the In Season, and immediately after are $3200 per week with cleaning includedOff Season: $2200 per week including...

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Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 5

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Home
Per night:$115 - $158
Per week:$800 - $1,100
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1225 per week, including the cleaning fee. ~~No Off- Season ~~The week of 6/26- 7/3 will be FRIDAY to FRIDAY, due to the 4th of July holiday. Nicely decorated house on a quiet street near town and the Cape Cod Rail Trail. This is a very well maintained and comfortable...

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Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$115 - $193
Per week:$800 - $1,350
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1500 per week, including the cleaning fee~~~NO OFF- SEASON~~~Enjoy your Chatham summer vacation in this light and bright pet- friendly home on a quiet side street, on the way to Ridgevale Beach, one of Chatham's most popular family beaches! Filled with bright...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
4 Bedrooms / 6 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:6
Sleeps:8
Type:Home
Per night:$1,143 - $2,000
Per week:$8,000 - $14,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: June 20th through Sept 5th ~ $14, 500 a week, with cleaning and linensOff Season, $10, 500, with cleaning and linensStunning waterfront home overlooking the Atlantic Ocean, with views as far as the eye can see, with modern and high end furnishings throughout....

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Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2675 per week including the cleaning feeThis is a FRIDAY to FRIDAY rental. No Off- SeasonLight and airy three bedroom home close to Cockle Cove Beach in South Chatham! Enjoy a relaxing breakfast in the cheery sunroom, and everyone will love the spacious deck with...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$215 - $400
Per week:$1,500 - $2,800
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3000 per week, including the cleaning fee~~~~Beautifully decorated home on quiet dead- end street. Open floor plan makes it light and bright! Large living room with additional den give you lots of lounging space while a quick walk into downtown will perk you right...

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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 Volunteer Park.
Events
Hotels are often overcrowded and noisy when the city is hosting a special event. The calm atmosphere and convenience of staying in Chatham, MA, vacation rentals is a benefit for many tourists. Families on vacation will appreciate this convenience and can better enjoy the event's festivities. Festivals, fairs and other events take place throughout the year. In June, for instance, there is the annual Chatham Harbor Run and the Classic Car Invitational. For the children in the family, there are games for kids, while adults can enjoy a beer with their bratwurst and other German fare. Thanksgiving is a great time to travel to and stay in vacation rentals in Chatham, MA. Before indulging in a Thanksgiving Day meal, families can run or walk together in the annual Turkey Trot. Also during the holiday season, don't miss the annual Chatham Christmas Stroll.
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