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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
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14 Saf. - 16 Saf.
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28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 37 Condo Rentals in Chilmark with updated reviews, rates, and availability.

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

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
Exterior

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!
Beautiful view of Ocean Park and the Pavilion from the 2nd floor public balcony.

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!
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

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!
Beautiful living room with new sleeper sofa

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!
Oak Bluffs Vacation Rental | 2BR | 2BA | 1,100 Sq Ft | Step-Free Access

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

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
Mashpee Vacation Rental | 2BR | 2BA | 2 Steps Required for Entry | 1,040 Sq Ft

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
Exterior

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
Front exterior

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!
Pool

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!
Private kitchen

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!
Mashpee Vacation Rental | 1BR | 1BA | Stairs Required for Access | 612 Sq Ft

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.
Exterior

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
Exterior

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
Property grounds

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!
Mashpee Vacation Rental | 2BR | 1.5BA | 840 Sq Ft | Stairs Required

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

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
1 bedroom penthouse, 3rd floor condo overlooking Ocean & Westport Harbor, MA.
Terrace/patio

1 bedroom penthouse, 3rd floor condo overlooking Ocean & Westport Harbor, MA.

2.0 out of 10, (1)
"The owner never communicated with us or VRBO…we had driven from our home to our “vacation home” and did not receive access from the owner. Being it was week of Fourth of July there were no other rental options. Stuck! Do not book this venue! Big big scam!"
1 bedroom penthouse, 3rd floor condo overlooking Ocean & Westport Harbor, MA.
1 Bedroom Beachfront Falmouth Condo RPAM052

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
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

The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (311)
"Tired unit. Primary bath water closet leaked around base. No soap or paper towels. "
The price is SAR 542
SAR 621 total
includes taxes & fees
13 Feb - 14 Feb
The Club at New Seabury
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Exterior

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (74)
"Beautiful home and views"
The price is SAR 1,594
SAR 4,022 total
includes taxes & fees
31 Jan - 1 Feb
Coastal chic meets French Provençal in this newly renovated oceanfront home.
InnSeason Resorts Captain's Quarters
Aerial view

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (158)
"This is the 4th time I've stayed at an Inn Season resort in Falmouth. There are 3 properties available and they are all quite nice. This visit was at Captains Quarters overlooking Heights Beach. It was a winter weekend with a steady fall of very fine snow. The accommodations are always spot on. It was picturesque and a perfect weekend getaway to relax and unwind. "
The price is SAR 671
SAR 768 total
includes taxes & fees
31 Jan - 1 Feb
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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