Chatham Vacation Rentals, Homes, & More

1-50 of 297 Chatham Rentals

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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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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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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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Overlooking Nantucket Sound and large lush lawns
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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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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Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

$3, 600/week Peak Season (June 27 - September 5)$3, 000/wk for the weeks of (6/13 and 6/20 and 9/5)$2, 000/wk 9/12$1, 500/wk (before June 12 and after 9/19)Spectacular custom built 4 bedroom 2. 5 bathroom home located just 1/2 a mile to Pleasant/Forest Beaches. This spacious ...

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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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Chatham Massachusetts Vacation Rentals - Home
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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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 / 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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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 / 9

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 5

from

$229

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

SHORT WALK TO FOREST BEACH! ! Cute cottage tucked away in the pines on quiet side street in South Chatham. This two bedroom/one bath cottage also has a three season porch with double futon for extra sleeping area. Sleeps 5 total. Property has four cable televisions, washer/dryer,...

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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 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$179 - $258
Per week:$1,250 - $1,800
Pets allowed:Yes
Internet:Yes

241 Training Field RoadCharming and updated 3 bedroom air conditioned ranch style home just 1 mile from beautiful Pleasant Bay at Jacknife Point Beach. $1800 per week in season plus $160 Cleaning Fee, $60 Handling Fee, made outto Bruce Court & $55 Vacation Rental Damage Fee. To ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 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 / 1

Chatham Home
8 Bedrooms / 7 Bathrooms / Sleeps 16

Bedrooms:8
Bathrooms:7
Sleeps:16
Type:Home
Per night:$1,629
Per week:$11,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $12, 020 per week, including the cleaning feeFabulous family compound just steps to swimming at Oyster Pond, and shopping downtown! Three fabulous rental properties combined together to sleep 16 people total. It is a great location, with beautiful water views...

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Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
5 Bedrooms / 6 Bathrooms / Sleeps 12

Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,072 - $1,429
Per week:$7,500 - $10,000
Pets allowed:No
Internet:Yes

Rent $10000/OwnerCleaning $350 CHECKER 50Linens Included- - - Flannagan's pay for the linens every SaturdayOPEN YEAR ROUNDAdditional amenities include: a/c units: central, outdoor shower: enclosed, toaster/toaster oven, name of beach: oyster pond, number of full and half baths:...

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Chatham Massachusetts Vacation Rentals - Home
1 / 5

Chatham Home
4 Bedrooms / 6 Bathrooms / Sleeps 11

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:6
Sleeps:11
Type:Home
Per night:$786 - $1,029
Per week:$5,500 - $7,200
Pets allowed:No
Internet:Yes

FRIDAY to FRIDAY RENTAL2015 Rental Rate: $7550 per week including the cleaning feeOff Season: $5850 per week including the cleaning feeThis gorgeous home offers over 5000 square feet of living space spanning three levels, and manages to be both elegant and comfortable. It features...

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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 / 18

Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$575

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$575
Per month:$17,250
Pets allowed:No
Internet:Yes

2015 Rental Rate: $6950 plus a mandatory $300 cleaning fee for one week, and $450 cleaning fee for a two week lease~~June & September ~~ $5000/week, plus the cleaningOff- Season: $4000 per week, plus same cleaning fees as above. Fabulous renovated Cape located in the heart of Chatham...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$229 - $372
Per week:$1,600 - $2,600
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2800 per week including the cleaning feeOff- Season Rate: $1800 per week including the cleaning feeYou will love this 4 bedroom home near Ridgevale Beach! Located at the end of a dirt road with water views of a freshwater pond and surrounded by conservation land,...

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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 / 11

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$500 - $750
Per week:$3,500 - $5,250
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5475 per week, with cleaning feeOff- Season: $3725 per week (4 night minimum) with cleaning feeLovely 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! This...

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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 / 8

Chatham Home
5 Bedrooms / 5 Bathrooms / Sleeps 9

from

$700

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:9
Type:Home
Per night:$700 - $1,029
Per week:$4,900 - $7,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $7540 per week including the cleaning fee~~ Off Season Rate: $5240 per week including the cleaning fee$1500 Mandatory Security DepositThis Lovely antique home overlooking the Oyster Pond Harbor has just completed a fabulous renovation! The first floor has 2 open...

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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
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$175

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$175 - $250
Per week:$1,225 - $1,750
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1925 per week including the cleaning fee~~ Off- Season: $1400 per week including the cleaning feeGreat house four bedroom home located close to Chatham's Bike Trail, and near a fresh water pond. Located at the end of a cul- de- sac with a nice big front yard, ...

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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 / 11

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$415
Per week:$2,900
Pets allowed:No
Internet:Yes

SUNDAY TO SUNDAY RENTAL2015 Rental Rate: ~~ $3075 per week including the cleaning feeClassic beach house steps from the private beach of Harding Shores, where you can enjoy the views of Nantucket Sound from almost every room! Brand new living room couch and chair for the 2015 rental...

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$215 - $315
Per week:$1,500 - $2,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2375 per week including the cleaning fee~~ Off- Season: $1675 per week including the cleaning feeUpdated rental close to downtown Chatham and all it has to offer! Central Air Conditioning throughout! Walk down to the Chatham Playground or Chatham's A's baseball...

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Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3675 per week including the cleaning fee~~ Off- Season: $2675 per week including the cleaning feeComfortable 3 bedroom ranch with central air, located in the private neighborhood of Harding's Shores. Walk to your own private stretch of sand for association families...

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Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$215 - $315
Per week:$1,500 - $2,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2375 per week including the cleaning fee~~ Off- Season Rate: $1675 per week including the cleaning feePET FRIENDLY! Comfortable year- round home in a quiet neighborhood near downtown Chatham. It features two living areas, plus a glassed- in sun porch. The bright...

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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
1 / 16

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358 - $429
Per week:$2,500 - $3,000
Pets allowed:No
Internet:Yes

2015 Rental Rates: $3000 per week, plus a mandatory $175 cleaning feeOff- Season: $2500 per week, plus a mandatory $175 cleaning feeLight and bright three bedroom home, walking distance to downtown, Oyster Pond and the playground! The home has central air to keep you cool, hardwood...

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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
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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
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$179 - $286
Per week:$1,250 - $2,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2175 per week including the cleaning feeMonth of June: $1675 weekly with cleaning feeRentals in the month of May, or late fall $1425 per week with cleaning feeGreat family summer rental in popular Harding's Hills neighborhood. Large comfortable TV room w/DVD player,...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$172 - $243
Per week:$1,200 - $1,700
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1850 per week, including the cleaning fee~~~Off- season $1350 per week, with the cleaning feeComfortable cottage in private neighborhood walking distance to popular Hardings Beach. Nice lawn for games and BBQ's. Air conditioning units in all the bedrooms keep ...

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Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$179

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$179 - $258
Per week:$1,250 - $1,800
Pets allowed:No
Internet:Yes

2015 Rental Rate: $1950 per week including the cleaning fee~~ Off- Season: $1400 per week including the cleaning feeFRIDAY TO FRIDAY RENTAL! ! ! ! Charming cottage just steps to Ridgevale Beach. Upstairs addition is fabulous. It has a separate bathroom and sitting area with sofa ...

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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, 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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