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Compare Apartments in Chilmark with updated reviews, rates, and availability.

Charming studio with amazing location near town & beach

2.0 star property
9.6 out of 10, Exceptional, (4)
Charming studio with amazing location near town & beach

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.6 out of 10, Exceptional, (78)
"This apartment was a great location to walk to the shops and restaurants in Oak Bluffs. We typically don't rent 1 bed/1 bath properties but we would rent this one again. It was very large and very clean and comfortable. The morning sun, coming in from over the ocean was beautiful each morning and we could sit out on the balcony with our coffee and people watch. We rented a car, only to explore the rest of the island and that, too, was a convenient walk, less than a block away. All in all,...
The price is SARĀ 1,125
SARĀ 1,998 total
includes taxes & fees
1 Mar - 2 Mar
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Beachside Village Resort by VRI Americas

3.0 star property
9.2 out of 10, Wonderful, (89)
"Enjoyed this location."
Beachside Village Resort by VRI Americas

Newly Renovated Apartment in the heart of Edgartown on the Bike Path!

8.6 out of 10, Excellent, (27)
"We stayed here for two nights for a wedding, and it was the perfect location. Clean, bright, and comfortable. "
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!

Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!

10.0 out of 10, Exceptional, (23)
"Very sweet place for short-term stay. Once on the island, owner was very communicative. The listing is accurate - if you want to cook meals, keep in mind that there is no stove, hot-plate, or toaster, so it worked for us for a weekend (although would have loved a toaster!) The only reason for the 4 stars on cleanliness was because there was a pair of socks from previous renter left in the bathroom, but otherwise clean! It was great with our dog - very comfortable, not overly precious but still...
Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!

Central 2nd-floor apartment with propane stove, grill, W/D, & great location

8.0 out of 10, Very Good, (11)
"On the good side, the location was even better than anticipated. Easy to walk to shops and restaurants. Parking was easy and directions to enter were good enough. In the unit, the kitchen and living room were nice and spacious, as pictured. Most convenience items were supplied. However, we were disappointed with the pervasive mildewy old house smell. It was less pronounced in the unit than in the stairway but bad enough that it lingered on our clothes after leaving. As others have mentioned, the...
Central 2nd-floor apartment with propane stove, grill, W/D, & great location

Cozy updated 2-bedroom Apt. close to shopping, restaurants, 2 miles to beaches.

10.0 out of 10, Exceptional, (3)
"The house is cute, very clean and nicely decorated. It looks just as in the photos that are listed online. The communication with the host was easy. We enjoyed our time in Cape Cod! "
Cozy updated 2-bedroom Apt. close to shopping, restaurants, 2 miles to beaches.

Brand new! Lovely apartment-Vineyard Haven

9.8 out of 10, Exceptional, (17)
"Normally, I rent a large house with two or three couples; but this year we decided to take a last minute trip to MV for the Labor Day (2024) weekend. I was pleased to find a place at such short notice and at a reasonable price. This place did not disappoint! It is brand new, had everything that we needed; including a washer and dryer, beach chairs, and linens. We were close to downtown Vineyard Haven. We were sorry we didnā€™t have more time to spend there, but would definitely come back again....
Brand new! Lovely apartment-Vineyard Haven

Studio Apartment at The Shire - Cape Cod

10.0 out of 10, Exceptional, (13)
"We were thoroughly impressed with the accommodations and host support! The place was spotless, warm, inviting and nicely located. Our host bent over backwards to ensure a great stay, and we couldn't be happier. We highly recommend this with great confidence."
Studio Apartment at The Shire - Cape Cod

Private bedroom with private bath near Old Silver Beach Falmouth

8.4 out of 10, Very Good, (20)
"Perfect for a weekend on the Cape for an event at the Cape Cod fairgrounds."
Private bedroom with private bath near Old Silver Beach Falmouth

Brand New Guest house

2.0 star property
10.0 out of 10, Exceptional, (1)
"I stayed there with my 18 yo son. The house is brand new and doesn't look like anyone has ever stayed there. The owner's are wonderful and you can't beat the location. It's 10 min to Vineyard Haven. 10 min to Oaks Bluffs and 10 min from Edgartown. This house feel like staying in a high end hotel and the interior if beautiful. I can't recommend this house enough."
Brand New Guest house

Charming West Falmouth Apartment - walk to bikeway and Chappy beach!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay in this apartment, which we used as a base to visit other parts of Cape Cod. It was very clean and well equipped, and the location was convenient and easy to find. The baby bed and high chair were a big help since my husband and I were sharing the apartment with our son, his wife, and their 10-month-old baby. The West Falmouth Market two doors down the street was also a big help, since we were able to get delicious breakfast foods, soup (they also had sandwiches which we...
Charming West Falmouth Apartment - walk to bikeway and Chappy beach!

Walking-distance to town, shops, restaurants & ferry!

10.0 out of 10, Exceptional, (16)
"We loved our stay. Very clean and conveniently located. We walked all around vineyard haven and got many great recommendations from the owner. Highly recommend. "
Walking-distance to town, shops, restaurants & ferry!

Apt on Vineyard Haven Near Nantucket Sound!

8.0 out of 10, Very Good, (1)
"We had a great vacation"
Apt on Vineyard Haven Near Nantucket Sound!

Quaint Studio near Mashpee Commons

10.0 out of 10, Exceptional, (20)
"Ideal studio for Falmouth area to explore local hiking trails and beaches. Great location for Shining Sea bike path or day trip to the islands. We were greeted with a vase of fresh flowers. Small kitchen was adequate for travelers needs. It was cozy and comfortable. I would definitely return to this Cape escape. Carol and Brian, thank you."
Quaint Studio near Mashpee Commons

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

9.4 out of 10, Exceptional, (78)
"We loved our stay! It was the perfect location, loved the view, it was sparce but clean. Check in/out was easy and owner was responsive. "
The price is SARĀ 1,125
SARĀ 1,998 total
includes taxes & fees
1 Mar - 2 Mar
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!

10.0 out of 10, Exceptional, (14)
"The place had everything we needed and more! Location location location was key!!!! Although we had a car we could have walked to our destinations attractions just as easily!!! A1 for this place!"
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!

Cozy efficiency apartment/heated pool

9.8 out of 10, Exceptional, (17)
"What a wonderful gem in the woods of Chilmark. The pool is the icing on the cake. Ronnie was such a wonderful host! Hope to return in the fall, but definitely again in the future."
Cozy efficiency apartment/heated pool

Renovated One Bedroom in Falmouth Downtown close to the beach

Renovated One Bedroom in Falmouth Downtown close to the beach

Renovated 1-bedroom apartment in Downtown Falmouth Located Right on Main Street

2.0 star property
10.0 out of 10, Exceptional, (1)
"I would 100% recommend this apartment! My friends and I had the best experience. The host was so friendly and made himself available for us via text and in person whenever we needed. The listing aligns perfectly with the actual apartment. The apartment was extremely clean and shampoo conditioner etc were provided for us as well as extra bedding. The building is super easy to access with the instructions provided and the location is amazing as it is right on Main Street in Falmouth! Overall we...
Renovated 1-bedroom apartment in Downtown Falmouth Located Right on Main Street
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

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 SARĀ 512
SARĀ 586 total
includes taxes & fees
13 Feb - 14 Feb
The Club at New Seabury

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

10.0 out of 10, Exceptional, (74)
"Beautiful home and views"
The price is SARĀ 1,594
SARĀ 4,022 total
includes taxes & fees
7 Feb - 8 Feb
Coastal chic meets French ProvenƧal in this newly renovated oceanfront home.

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 SARĀ 671
SARĀ 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.

Frequently asked questions

What's it like to stay at an apartment in Chilmark?
Youā€™ll find a lot of options for your stay in Chilmark with 81 hotels and other accommodations. Though there arenā€™t many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
Are you thinking about an apartment for your stay?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families who want the conveniences of home.
What's the best apartment for my stay in Chilmark?
Hereā€™s a favorite apartment in the area to consider: Beachside Village Resort by VRI Americas: Located in Falmouth, 15.3 mi/24.6 km away. Includes free WiFi and outdoor space. Onsite laundry facilities and a seasonal outdoor pool are on site.
What can I expect from the weather during my trip to Chilmark?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Chilmark. The hottest months are usually August and July with an average temp of 68Ā°F, while the coldest months are February and January with an average of 38Ā°F. Average annual precipitation for Chilmark is 50 inches.
What are the must-see places to visit in Chilmark?
Family-friendly attractions include Chilmark Chocolates and Fulling Mill Brook Preserve, whereas Menemsha Beach and Lucy Vincent Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Chilmark Town Hall and Chilmark Public Library.
What's the best way to get to and around Chilmark?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Vineyard Haven, MA (MVY-Marthaā€™s Vineyard), which is located 7.6 mi (12.2 km) from the city center. Otherwise, look for flights into New Bedford, MA (EWB-New Bedford Regional), which is 25.4 mi (40.8 km) away. If youā€™d like to explore around the area, consider renting a car to take in more sights.