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Holiday Homes in Chilmark

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Featured Holiday Homes in Chilmark

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

10.0 out of 10, Exceptional, (3)
"The communication between the owners and our family was terrific. The home was large and well-stocked. "
The price is AU$987
includes taxes & fees
17 Sept - 18 Sept
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

9.0 out of 10, Wonderful, (2)
"The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect."
The price is AU$1,394
includes taxes & fees
1 Sept - 2 Sept
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (30)
"Good location, pretty spot on pond. Nice deck plenty of room for family of 12"
The price is AU$1,507
includes taxes & fees
14 Sept - 15 Sept
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

Charming studio in tranquil Falmouth with AC

The price is AU$296
includes taxes & fees
31 Aug - 1 Sept
Charming studio in tranquil Falmouth with AC

Cozy Oceanfront Room | 2 Beds + Kitchenette

10.0 out of 10, Exceptional, (1)
"Close to the beach and love the bar downstairs can’t wait to come back next summer!"
The price is AU$392
includes taxes & fees
1 Sept - 2 Sept
Cozy Oceanfront Room | 2 Beds + Kitchenette

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
The price is AU$2,289
includes taxes & fees
1 Sept - 2 Sept
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

10.0 out of 10, Exceptional, (11)
"We very much enjoyed the stay and wowed by the beautiful decoration of the house. The owners take good care of this house and they are also very approachable. Thank you for providing such a wonderful environment for our vacation!"
The price is AU$1,012
includes taxes & fees
15 Sept - 16 Sept
Book a Last Minute Cape Escape! Modern, Tranquil Cape home close to town beaches

Chappy - Family Beach House

10.0 out of 10, Exceptional, (14)
"Very nice property. We were comfortable and had everything we needed. "
The price is AU$1,493
includes taxes & fees
1 Sept - 2 Sept
Chappy - Family Beach House

Elisa's Cottage - Your Family Vacation Destination

10.0 out of 10, Exceptional, (6)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
The price is AU$1,254
includes taxes & fees
27 Aug - 28 Aug
Elisa's Cottage - Your Family Vacation Destination

Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

10.0 out of 10, Exceptional, (17)
"We had a great stay at Oceans 11! The home is beautiful, it was incredibly clean, and very well stocked! We look forward to staying here again!!"
The price is AU$597
includes taxes & fees
2 Sept - 3 Sept
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

Newly Renovated Martha's Vineyard Vacation Rental!

9.6 out of 10, Exceptional, (44)
"Love our stay!"
The price is AU$1,144
includes taxes & fees
4 Sept - 5 Sept
Newly Renovated Martha's Vineyard Vacation Rental!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

10.0 out of 10, Exceptional, (13)
"The house is beautiful and conveniently located. The host, Melissa, was accessible and super helpful. We thoroughly enjoyed our time here and hope to be back in the future."
The price is AU$1,791
includes taxes & fees
15 Sept - 16 Sept
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (178)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
The price is AU$1,393
includes taxes & fees
2 Sept - 3 Sept
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G - Oak Bluffs, MA

The price is AU$1,573
includes taxes & fees
2 Sept - 3 Sept
Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G - Oak Bluffs, MA

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

10.0 out of 10, Exceptional, (12)
"This propeety is excellent, well appointed kitchen, lovely rooms, very clean, lovely location, we used the kayaks and had a lovely time on the water. Nearby rearaurants are fabulous and so close and convenient. Thank you for having us Alexis. "
The price is AU$2,452
includes taxes & fees
5 Sept - 6 Sept
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

2 Double Bed Oceanview Stay + Shared Deck

The price is AU$440
includes taxes & fees
31 Aug - 1 Sept
2 Double Bed Oceanview Stay + Shared Deck

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

10.0 out of 10, Exceptional, (198)
"As always, lovely home. Perfect place."
The price is AU$910
includes taxes & fees
21 Sept - 22 Sept
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

The price is AU$1,113
includes taxes & fees
21 Sept - 22 Sept
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Beautiful Home in Falmouth Village

10.0 out of 10, Exceptional, (9)
"Great house and good location. "
The price is AU$2,892
includes taxes & fees
28 Aug - 29 Aug
Beautiful Home in Falmouth Village

Cozy Room by Beach | 2 Beds + Deck Access

The price is AU$361
includes taxes & fees
31 Aug - 1 Sept
Cozy Room by Beach | 2 Beds + Deck Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chilmark Hotel Reviews

Find out more about Chilmark

Find out more about Chilmark

Chilmark Holiday Homes information

Number of reviews
714
Accommodation
980 Holiday Homes
Lowest Price
AU$597
Highest Price
AU$1,393

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