Chatham Vacation Rentals, Homes, & More

1-50 of 348 Chatham Rentals

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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 / 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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PLEASANT STREET - NORTHERN VIEW
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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Front View of Cranberry Way, South Chatham
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 - Guesthouse
1 / 22

Chatham Guesthouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$288

/ night

Email Owner
Bedrooms:3
Bathrooms:3.5
Sleeps:6
Type:Guesthouse
Per night:$288 - $602
Per month:$8,640 - $18,060
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:2
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:No

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

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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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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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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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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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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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Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 4 Bathrooms / 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 Massachusetts Vacation Rentals - Home
1 / 12

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

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 / 10

Chatham Home
3 Bedrooms / 3 Bathrooms / 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 / 11

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:Yes
Internet:Yes

Pet friendly home with central airComfortable 4 bedroom cape on a quiet street in Riverbay Estates. Convenient to Schoolhouse Pond and Jackknife Cove beach on Pleasant Bay. This home has central air conditioning, an enclosed outside shower, and is PET FRIENDLY. This property rents...

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Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
5 Bedrooms / 2 Bathrooms / 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 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / 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 / 19

Chatham Home
3 Bedrooms / 4 Bathrooms / 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 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / 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 - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$229

/ night

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

454 Training Field Road CHATHAMLovely updated 3 bedroom home in close proximity to Pleasant Bay and Jackknife Cove beach. Just a few minutes drive to the quaint downtown village of Chatham. This home rents for $1700 per week in season. Additional amenities include: sofabed, coffee...

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Chatham Massachusetts Vacation Rentals - Apartment
1 / 7

Chatham Apartment
1 Bedroom / 1 Bathroom / 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 / 22

Chatham Home
3 Bedrooms / 3 Bathrooms / 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 / 7

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

COZY AND COMFORTABLE! ! This Chatham home has three bedrooms and two baths with central air conditioning, wireless internet, flat screen television, master bedroom with private bath. Enjoy peace and tranquility in this quiet residential neighborhood of Chatham. This home is centrally...

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Chatham Massachusetts Vacation Rentals - Home
1 / 36

Chatham Home
5 Bedrooms / 3 Bathrooms / 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 / 24

Chatham Home
4 Bedrooms / 5 Bathrooms / 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 / 11

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 / 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 / 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 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 9

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$350 - $571
Per month:$10,500 - $17,130
Pets allowed:No
Internet:Yes

Brand new Sophisticated Cape Cod Vacation Rental home in Chatham offering timeless simplicity. 3 bedrooms on 2nd floor and 4th bedroom/family room on the lower level with 3. 5 bathrooms that sleeps 9 offering all amenities! Convenient to downtown Chatham and beaches. Central A/C ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$365

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$365 - $714
Per week:$2,550 - $4,995
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5245per week, including cleaning feeOff- Season: $2800 per week, including the cleaning feeJUNE 19- 26th $3550 per week with the cleaning fee includedSprawling antique Cape- style farmhouse located just steps to Andrew Hardings Beach with breathtaking water views!...

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Chatham Massachusetts Vacation Rentals - Home
1 / 14

Chatham Home
3 Bedrooms / 3 Bathrooms / 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

2015 Rental Rate ~ $5225 per week, including the cleaning fee ~~ Off- Season: $3725, including the cleaning fee~~ Gorgeous home located in a secluded yet convenient area of Chatham and overlooking Oyster Pond. The house is almost surrounded by waterviews! Open floor plan throughout...

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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 / 22

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ 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:Yes

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

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Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$257

/ night

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

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

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Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$325

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$325
Per month:$9,750
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 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, with the cleaning fee~~No Off- Season~~Take advantage of the quick walk to the Chatham A's Ball Field, the playground and Main Street from this pristine three bedroom ranch! There are two living spaces, great for the kids and adults to be able...

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Chatham Massachusetts Vacation Rentals - Home
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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
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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
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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
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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 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
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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
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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 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$258

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$258 - $315
Per week:$1,800 - $2,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2350 per week including the cleaning feeOff Season Rate: $1950 a week, including the cleaning feeTake advantage of an easy walk to Hardings Beach from this light and bright updated ranch. The kitchen has been opened up with new appliances and finishing touches....

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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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