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Search Condo Rentals in Chilmark

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Compare 39 Condo Rentals in Chilmark with updated reviews, rates, and availability.

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (191)
"Excellent accommodations and pleasant atmosphere.very satisfied. I'll be back. Great staff "
Southcape Resort Mashpee a Ramada by Wyndham

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

10.0 out of 10, Exceptional, (7)
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Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

9.6 out of 10, Exceptional, (13)
"Fantastic location, easy walking distance to shops and restaurants, but still very quiet location. Owner dining and site recommendations were spot on. We took in quite a few and were not disappointed!"
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

9.8 out of 10, Exceptional, (10)
"Great well equipped condo with all you need. We stayed for one week and wished we could have stayed longer. Very close to the town beach. Good for a large family or just a couple. We would comeback again. "
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

10.0 out of 10, Exceptional, (65)
"The location was easy to find, instructions were clear, and the place was clean. Good stay."
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool

9.6 out of 10, Exceptional, (30)
"Had a wonderful stay, unit had everything we needed, clean and easy to access. Sunsets were spectacular just a short drive away. Only wish we could've enjoyed the pool."
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool

Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate

8.6 out of 10, Excellent, (39)
"We loved our stay at the Cape location perfect! Our 2nd year renting, was a disappointment!year"
Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

10.0 out of 10, Exceptional, (26)
"Great location"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace

9.4 out of 10, Exceptional, (18)
"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

5 Mi to Mashpee Commons: Coastal Mashpee Condo

9.6 out of 10, Exceptional, (17)
"The accommodations were exactly as we hoped. Our family was comfortable and enjoyed the area, including the pool, which was steps away. The beach is a quick drive and is nice to visit; not too many people during our stay in August. Thank you for a great vacation!"
5 Mi to Mashpee Commons: Coastal Mashpee Condo

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (37)
"This cottage is located in a seaside vacation village. We were there off season when very few people were around. Therefore, both parking and walking around were easy. Be mindful that during this time of year some stores and restaurants are either closed or are open with reduced hours. The village was very quiet and peaceful. We had one question during our stay, which was responded to quickly. Our visit to this village was very pleasant. "
Large Cottage for Perfect Family Vacation

Martha’s Vineyard Condo w/ Pool minutes from Ferry

9.0 out of 10, Wonderful, (4)
"I enjoyed the stay because I really like MV but the condo was just okay… Cons: 1. The condo is on the lower level. I heard noise just about every time the people upstairs dragged a chair across the floor, dropped something, used the shower, ran/walked heavily, etc. As someone not used to sharing walls, the noises were extremely disturbing. 2. Lack of basic supplies: Stayed for a week. had to buy some large plastic bags, so I could store the trash. Did not know where to put the trash so a...
Martha’s Vineyard Condo w/ Pool minutes from Ferry

Bright condo w Pool, walking distance to town!

9.4 out of 10, Exceptional, (3)
"Very nice first time in Martha’s Vineyard.. Some issues on arrival were handled promptly"
Bright condo w Pool, walking distance to town!

Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!

9.8 out of 10, Exceptional, (20)
"Good location, close to Vinneyard Haven buses and ferry. Lovely little condo, plenty of room for 4. Very clean, tidy and well equipped. Great file with lots of useful info. Lovely pool."
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!

Serene Cape Cod Escape w/ Private Ocean Overlook!

10.0 out of 10, Exceptional, (8)
"The accommodations were very nice. Comfy bed and a great location for the wedding reception."
Serene Cape Cod Escape w/ Private Ocean Overlook!

Beautiful 2 bedroom/2 bathroom condo in a pine woods setting.

6.0 out of 10, (1)
"If you're looking for glamour this may not be the place for you, but if your family is like mine you can enjoy your time together no matter the dated appearance. The location was ideal for enjoying the town with its many restaurants, taking the ferry to other locations., and visiting nearby beaches."
Beautiful 2 bedroom/2 bathroom condo in a pine woods setting.

New to Vrbo! Cozy Cottage for Summer Rental

8.8 out of 10, Excellent, (15)
"Very pleased with our stay and accommodations were perfect for my husband and myself. It would have been nice to see some communication from host but we are not needy travelers so no big deal."
New to Vrbo! Cozy Cottage for Summer Rental

OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH

10.0 out of 10, Exceptional, (106)
"Thank you for a delightful stay! Walked the beach, enjoyed a gorgeous weekend - couldn't ask for more!! "
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH

Maushop Village Getaway w/ Private Beach Access!

10.0 out of 10, Exceptional, (36)
"Well taken care of property. I would stay again. "
Maushop Village Getaway w/ Private Beach Access!

4 Bedroom Beachfront Falmouth Condo RPAM022

9.8 out of 10, Exceptional, (9)
"We had a great stay. The unit was exactly as pictured. Very clean with an amazing location."
4 Bedroom Beachfront Falmouth Condo RPAM022
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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Other property types in Chilmark

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

8.6 out of 10, Excellent, (22)
"We didn't realize how beautiful and unique the architecture of this residence was before we arrived. It is a gorgeous place and we were please by the cleanliness and simplicity of it. "
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

Beautiful dog-friendly home with water view, balcony & washer/dryer

7.8 out of 10, Good, (14)
"A Vacasa managed property that has everything you could want. We stayed 4 nights with our whole family and our small dog. It had everything we could want and we enjoyed ourselves. Recently redone, with good fit and finish and places to hang cook and relax off a dirt road that is well situated. Our only comments would be that there were some things needing fixing like the grill handle, lights not in sockets, and general disarray of bedding and supplies in the closets. While clean and fresh...
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, (45)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
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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