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Compare 58 Condo Rentals in Chilmark with updated reviews, rates, and availability.
New Seabury 2 Bedroom 2 Bathroom Close to EVERYTHING! Central Air! Fireplace!
New Seabury 2 Bedroom 2 Bathroom Close to EVERYTHING! Central Air! Fireplace!
Cozy seaside escape with on-site tennis, pool & prime location
Cozy seaside escape with on-site tennis, pool & prime location
9.4 out of 10, Exceptional, (24)
New to Vrbo! Cozy Cottage for Summer Rental
New to Vrbo! Cozy Cottage for Summer Rental
9.6 out of 10, Exceptional, (7)
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Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!
Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!
9.8 out of 10, Exceptional, (48)
The price is AED 2,755
AED 4,423 total
includes taxes & fees
5 Jul - 6 Jul
Lovely retreat 1/2 mile from the beach with pool & 3 tennis courts
Lovely retreat 1/2 mile from the beach with pool & 3 tennis courts
9.0 out of 10, Wonderful, (32)
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
10.0 out of 10, Exceptional, (58)
The price is AED 801
AED 1,816 total
includes taxes & fees
24 Jun - 25 Jun
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
9.4 out of 10, Exceptional, (17)
Coastal Mashpee Condo: 2 Mi to Beach + Pool Access
Coastal Mashpee Condo: 2 Mi to Beach + Pool Access
10.0 out of 10, Exceptional, (13)
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
9.6 out of 10, Exceptional, (10)
Large Cottage for Perfect Family Vacation
Large Cottage for Perfect Family Vacation
9.8 out of 10, Exceptional, (31)
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
9.2 out of 10, Wonderful, (37)
Dog-friendly condo with pool - explore the parks & hit the beach
Dog-friendly condo with pool - explore the parks & hit the beach
9.4 out of 10, Exceptional, (50)
Dog-friendly first-floor seaside cottage with pool & tennis courts
Dog-friendly first-floor seaside cottage with pool & tennis courts
9.4 out of 10, Exceptional, (40)
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
10.0 out of 10, Exceptional, (3)
Lovely studio above garage
Lovely studio above garage
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
9.4 out of 10, Exceptional, (16)
Charming suite with pool & tennis courts - 1/2 mile to the beach
Charming suite with pool & tennis courts - 1/2 mile to the beach
9.2 out of 10, Wonderful, (17)
Renovated Mashpee Cottage Steps from Private Beach!!!
Renovated Mashpee Cottage Steps from Private Beach!!!
8.6 out of 10, Excellent, (34)
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
10.0 out of 10, Exceptional, (21)
Coastal getaway 1/2 mile from beach with pool & tennis courts - dog-friendly
Coastal getaway 1/2 mile from beach with pool & tennis courts - dog-friendly
8.8 out of 10, Excellent, (19)
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.
Other property types in Chilmark
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
8.4 out of 10, Very Good, (18)
Beautiful dog-friendly home with water view, balcony & washer/dryer
Beautiful dog-friendly home with water view, balcony & washer/dryer
9.4 out of 10, Exceptional, (8)
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (38)
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.
Recent reviews of Chilmark hotelsExpedia verified reviews
![Vineyard Harbor Motel - Private Beach](http://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/25d3fa50_y.jpg)
Vineyard Harbor Motel - Private Beach
5/5 Excellent
"This is an older motel that has it’s blemishes and quirks, but easily one of the best lodging views on the island — which has picnic tables… So take-out dinner can be a breath-taking affair. Great for families with kids."
A verified traveler stayed at Vineyard Harbor Motel - Private Beach
Posted 7 hours ago
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