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Search Condo Rentals in Chilmark

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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
9.4 out of 10, Exceptional, (24)
"Perfectly located near the center of Oaks Bluff. Property has lots of land and a pool."
Cozy seaside escape with on-site tennis, pool & prime location
New to Vrbo! Cozy Cottage for Summer Rental
9.6 out of 10, Exceptional, (7)
"My husband and I were very impressed by this charming little cottage. Very clean and the perfect Cape Cod getaway. Centrally located to the beach, shops and restaurants and close enough for a day trip to Boston. Would definitely stay in this cottage again!"
New to Vrbo! Cozy Cottage for Summer Rental
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Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!
9.8 out of 10, Exceptional, (48)
"Everything went smoothly. No concerns."
The price is AED 2,755
AED 4,423 total
includes taxes & fees
5 Jul - 6 Jul
Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!
Lovely retreat 1/2 mile from the beach with pool & 3 tennis courts
9.0 out of 10, Wonderful, (32)
"Excellent. Staff very helpful and polite Apt was very clean and well stocked"
Lovely retreat 1/2 mile from the beach with pool & 3 tennis courts
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
10.0 out of 10, Exceptional, (58)
"Nice, comfortable, good location"
The price is AED 801
AED 1,816 total
includes taxes & fees
24 Jun - 25 Jun
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
9.4 out of 10, Exceptional, (17)
"Loved this house and the location especially for a September wedding which was on the beach just a walk away. The house was very clean and just as described, I would definitely recommend this property!"
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
Coastal Mashpee Condo: 2 Mi to Beach + Pool Access
10.0 out of 10, Exceptional, (13)
"Condo was beautiful. Very clean. Very well equipped with everything. You wanted for nothing. Very quiet setting. My only complaint was the location of the tv. It's too high but you really have no other option. Would definitely stay again."
Coastal Mashpee Condo: 2 Mi to Beach + Pool Access
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
9.6 out of 10, Exceptional, (10)
"Beautiful spot. As described on VRBO site. Came for celebration of my father’s life of 103 years. A busy, and hectic weekend packed full emotional ups and downs. The property was the perfect place to regroup and relax and recharge. Wonderful place to stay."
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Large Cottage for Perfect Family Vacation
9.8 out of 10, Exceptional, (31)
"This Cottage fit my family of 4 perfectly! It was clean and the decription was very accurate. Would stay here again!!"
Large Cottage for Perfect Family Vacation
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
9.2 out of 10, Wonderful, (37)
"Had an amazing time. Great location and beautiful compound."
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
Dog-friendly condo with pool - explore the parks & hit the beach
9.4 out of 10, Exceptional, (50)
"Awesome location, easy check-in, good amenities in the unit as advertised. Great water pressure in shower, comfortable bed. Will stay again."
Dog-friendly condo with pool - explore the parks & hit the beach
Dog-friendly first-floor seaside cottage with pool & tennis courts
9.4 out of 10, Exceptional, (40)
"great place to stay in OB"
Dog-friendly first-floor seaside cottage with pool & tennis courts
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
10.0 out of 10, Exceptional, (3)
"Close to beach, golf and restaurants. Quiet and restful."
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
Lovely studio above garage
Lovely studio above garage
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
9.4 out of 10, Exceptional, (16)
"My husband and I recently stayed at this property for our anniversary. We had beautiful weather and enjoyed swimming in the pool in the afternoons. The house was very clean, well equipped, and has a gas grill, which was perfect for cooking out in the evenings. The house is in a beautiful neighborhood, great for walks, and located near shopping, golf, and restaurants. Communication with the host was wonderful. I would highly recommend this property."
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
Charming suite with pool & tennis courts - 1/2 mile to the beach
9.2 out of 10, Wonderful, (17)
"This was a great property for families with many other guests w/children, big open area for kids to play in the back and comfortable sleeping arrangements & sufficient space for 2 adults w/4 kids. Only annoyance was our room was not ready by 3 pm check in but rather was ready after 3:30 after being told “5 more minutes” several times. For a place with a 10 am check out I’d assume 3 pm check in wouldn’t be delayed. Everything else was great though."
Charming suite with pool & tennis courts - 1/2 mile to the beach
Renovated Mashpee Cottage Steps from Private Beach!!!
8.6 out of 10, Excellent, (34)
"Great place for a summer vacation"
Renovated Mashpee Cottage Steps from Private Beach!!!
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
10.0 out of 10, Exceptional, (21)
"The condo is in a perfect location. Close to Oak Bluffs to walk but quiet. The condo was very clean and comfy. Barbara was great at helping us get ready and had everything needed for a really nice stay. Plus you can't get any closer to Inkwell beach than here!"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Coastal getaway 1/2 mile from beach with pool & tennis courts - dog-friendly
8.8 out of 10, Excellent, (19)
"Very clean inside, convenient location. Only issues were A/C unit didn’t reach back bedroom. Horrible water pressure and backed up bathtub. Paper thin walls."
Coastal getaway 1/2 mile from beach with pool & tennis courts - dog-friendly
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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
8.4 out of 10, Very Good, (18)
"Overall my friends and I have come twice to the Noyes house and are planning to come back next year. As long as you’re comfortable not staying near the main towns, it’s an ideal location - close to the markets and stores of west tisbury, several of the best beaches on the island (Lucy Vincent and Aquinnah in particular), the Chilmark general store, and some of the best farms like beetlebung. The house is something between rustic and luxury, which is deal for a group of friends. It’s not a big...
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Beautiful dog-friendly home with water view, balcony & washer/dryer
9.4 out of 10, Exceptional, (8)
"Overall, the house was great — very clean, lots of space, beautiful property. My 3 star review has to do with a couple of issues and a lack of responsiveness from the owner/property manager. When we arrived, the code to open the lockbox didn’t work. I texted the owner (maybe a bot rather than a live person?) who could not solve the problem. I was told “our local team is working on the issue.” We wondered around the house and eventually found an open door. The “local team” never came or got in...
Beautiful dog-friendly home with water view, balcony & washer/dryer
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (38)
"This beautiful little cottage with a view of the harbor was a perfect escape from our City life. The space is smartly laid out and the living room with glass walls on three sides is the perfect spot to relax with a book -- it was equally beautiful to watch a storm approach as it was to watch the sun set."
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
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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