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Compare 38 Condo Rentals in Chilmark with updated reviews, rates, and availability.

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!

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!

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!

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!

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

Hot tub on your deck and beach across the street...Relax

Hot tub on your deck and beach across the street...Relax

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

10.0 out of 10, Exceptional, (53)
"Owner was very responsive. Quick to handle any issues with the condo. Close to beach and good proximity to shopping and eating."
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

3 Bedroom Beachfront Falmouth Condo RPAM053

9.0 out of 10, Wonderful, (2)
"This property is great for gatherings and families. Very large spacious downstairs floor plan. The condo is drenched with sunshine and ocean sounds. Limited kitchen supplies, condiments, and toiletries.Great location for beach, shopping, and restaurants.and toiletries. "
3 Bedroom Beachfront Falmouth Condo RPAM053

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

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

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

1 Bedroom Beachfront Falmouth Condo RPAM052

9.4 out of 10, Exceptional, (9)
"Really nice location and seaside views. Great for taking walks and hanging out locally. Really enjoyed the back deck with the ocean right there. So easy to step out and down a flight of stairs and be on the beach. The unit itself was nice and spacious and sunny."
1 Bedroom Beachfront Falmouth Condo RPAM052

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.

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!

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

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

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
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

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (313)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is AED 590
AED 675 total
includes taxes & fees
12 Mar - 13 Mar
The Club at New Seabury

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (160)
"The rooms where very clean and well taken care of."
The price is AED 431
AED 493 total
includes taxes & fees
9 Mar - 10 Mar
InnSeason Resorts Captain's Quarters
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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