Chatham Vacation Rentals, Homes, & More

1-50 of 328 Chatham Rentals

Sort:
1  2  3  4  5 
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 ...

See more

Close x

Cape rental

“ Excellent ”
September 11, 2011
Nice home, convenient to beach. Loved the upstairs deck.
Marti Barcelos, simsbury ct

See all reviews

Close x

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...

See more

Close x

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.

See all reviews

Close x

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...

See more

Close x

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

See all reviews

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 14
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$486
Per week:$3,400
Pets allowed:No
Internet:Yes

PRICE JUST REDUCED! ! ! Four bedroom, 2 full bathrooms in private residental area in North Chatham. Many updates have been done this year including granite in kitchen, wood floors throughout, enlarged deck in backyard. Large great room, spacious kitchen, enclosed porch w/skylights...

See more

Close x

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...

See more

Close x

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

See all reviews

Close x

Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

This beautiful newer home is located in Hardings Beach Hills 5/10ths of a mile from Harding's Beach. The property borders Buck's Creek and the house is very tastefully decorated and has nearly every amenity including washer/dryer, dishwasher, central air, cable TV (includes NESN)...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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

See all reviews

Close x

Fore Ceas Guest Home
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...

See more

Close x

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

See all reviews

Close x

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...

See more

Close x

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, ...

See more

Close x

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

See all reviews

Close x

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, ...

See more

Close x

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 ...

See more

Close x

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. ...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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....

See more

Close x

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 ...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
6 Bedrooms / 8 Bathrooms / Sleeps 9

Bedrooms:6
Bathrooms:8
Sleeps:9
Type:Home
Per night:$2,143
Per week:$15,000
Pets allowed:No
Internet:Yes

Cleaning $600Checker $100Linens $300Additional amenities include: outdoor shower: enclosed, a/c units: central, toaster/toaster oven, number of full and half baths: 6 full 2 half, 1/2 bath: 2, bedding rm3: queen, priceclass: 10, 000- 15, 000, lobster pot, distance to beach:...

See more

Close x

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...

See more

Close x

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:...

See more

Close x

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...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$400 - $786
Per week:$2,800 - $5,500
Pets allowed:No
Internet:Yes

2015 Rental Rates: $5800 per week, including cleaning feeOff- Season: $3100/wk, including the cleaning fee~~Location Location Location! This wonderful, family rental is a short walk or easy bike ride into downtown Chatham and offers swimming/sunbathing across the street at Oyster...

See more

Close x

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...

See more

Close x

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....

See more

Close x

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...

See more

Close x

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,...

See more

Close x

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...

See more

Close x

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...

See more

Close x

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 ...

See more

Close x

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...

See more

Close x

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....

See more

Close x

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...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 7

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$465

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$465 - $672
Per week:$3,250 - $4,700
Pets allowed:No
Internet:Yes

2015 Rental Rate: $4900 per week including the cleaning fee~~ Off- Season Rate: $3450 per week including the cleaning feeGorgeous home on Cross Street, a short walk to everything downtown Chatham has to offer! This lovely home with central air has everything you would want, plus...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$229 - $343
Per week:$1,600 - $2,400
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2575 per week, with the cleaning fee~~~~Off- Season: $1775 per week, with the cleaning fee~~Updated, light & bright home located about 1/2 mile from downtown Chatham & Oyster Pond. New kitchen and furnishings, and you can enjoy your favorite playlist using the...

See more

Close x

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 ...

See more

Close x

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...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$472

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$472 - $686
Per week:$3,300 - $4,800
Pets allowed:No
Internet:Yes

2015 Rental Rate: $5000 per week including the cleaning fee~~ Off- Season: $3500 per week including the cleaning feeThis beautifully renovated home is just steps from Chatham's downtown village and is located on a quiet, dead- end road across from natural habitat. This vacation rental...

See more

Close x

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....

See more

Close x

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, ...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$200 - $322
Per week:$1,400 - $2,250
Pets allowed:No
Internet:Yes

2015 Rental Rate: $2425 per week including the cleaning fee~~ Off- Season: $1575 per week including the cleaning feeLovely home, on 1/2 acre wooded lot, only 1/2 mile to the warm waters of kid- friendly Ridgevale Beach! This comfy, spacious home features high speed Internet, ...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$429

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$429 - $572
Per week:$3,000 - $4,000
Pets allowed:No
Internet:Yes

2015 Rental Rate: $4225 per week, including the cleaning fee~~~Off Season $3225 per week, including the cleaning feeYou will LOVE this beautiful home located in the Bailey's Path neighborhood, a lovely year round residential complex. The house is filled with gorgeous furnishings...

See more

Close x

Chatham Massachusetts Vacation Rentals - Home
1 / 6

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$343

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$343 - $458
Per week:$2,400 - $3,200
Pets allowed:No
Internet:Yes

2015 Rental Rate: $3375 per week including the cleaning fee and linens~~ Off- Season: $2575 per week including the cleaning fee and linensClassic, old- school cape cottage located just steps to downtown Chatham, Chatham Bars Inn, Seaside Links, and Claflin Landing Beach! Every...

See more

Close x

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....

See more

Close x

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...

See more

Close x

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...

See more

Close x

1  2  3  4  5 

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.
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More