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Compare 85 Apartments in Chilmark with updated reviews, rates, and availability.

Beachside Village Resort by VRI Americas
Outdoor pool

Beachside Village Resort by VRI Americas

3.0 star property
9.2 out of 10, Wonderful, (86)
"A very nice place and wonderful location. You can see sunrise from this property. Staff are nice and friendly. A great experience!"
Beachside Village Resort by VRI Americas
Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!
Living area

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

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

10.0 out of 10, Exceptional, (15)
"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!
Romantic seaside getaway with pool & tennis courts - dog-friendly

Romantic seaside getaway with pool & tennis courts - dog-friendly

9.6 out of 10, Exceptional, (42)
"Nice inn with comfortable and clean units. Not spectacular, but it's one of the few affordable places on the island. Some people might be put off by the location, a mile south of Oaks Bluff. But it's got Noman's, a great restaurant with live music, and it's right on the bus line. Also you can walk 15 minutes to the beach. Units not soundproof, you can here some noise from your neighbors. Great pool and tennis courts."
Romantic seaside getaway with pool & tennis courts - dog-friendly
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

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 SAR 1,596
SAR 2,613 total
includes taxes & fees
24 Nov - 25 Nov
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Comfortable condo with tennis courts & pool - close to beaches

Comfortable condo with tennis courts & pool - close to beaches

9.4 out of 10, Exceptional, (66)
"This property is located in the heart of Martha’s Vineyard. Would love daily cleaning as we ran out of towels."
Comfortable condo with tennis courts & pool - close to beaches
Seaside suite with tennis courts & a pool - perfect for romantic getaways

Seaside suite with tennis courts & a pool - perfect for romantic getaways

9.4 out of 10, Exceptional, (47)
"We had a wonderful time staying at the island inn. We found it to be very family friendly. It had all the accommodations of home while being on vacation with a fully stocked kitchen. The beds were comfortable. Everything was clean, the space was inviting and we would stay here again!"
Seaside suite with tennis courts & a pool - perfect for romantic getaways
Private bedroom with private bath near Old Silver Beach Falmouth
Exterior

Private bedroom with private bath near Old Silver Beach Falmouth

8.8 out of 10, Excellent, (18)
"So turn key and perfect for Month, Joy is an exceptional host and I’d recommend her place anytime"
The price is SAR 244
SAR 602 total
includes taxes & fees
24 Nov - 25 Nov
Private bedroom with private bath near Old Silver Beach Falmouth
Brand new! Lovely apartment-Vineyard Haven
Living area

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 didn’t have more time to spend there, but would definitely come back again....
Brand new! Lovely apartment-Vineyard Haven
Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly

Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly

8.4 out of 10, Very Good, (29)
"We stayed in unit 26f. This building is at end of the complex affording a more quiet location with little in and out car traffic. Nice unit but could benefit from some small amenities added inside like peg racks for coats and towels, blackout curtains (patio lights on 24/7 lit up our room at night thru big picture window, we unscrewed bulb after 2nd night), shelf space in bathroom and some additional basic kitchen things like S&P, basic spices, aluminum foil and reynolds wrap. Access to rest of...
Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly
Charming studio condo with pool & tennis - easy access to the beach

Charming studio condo with pool & tennis - easy access to the beach

9.0 out of 10, Wonderful, (31)
"Convenient"
Charming studio condo with pool & tennis - easy access to the beach
Cozy, waterfront retreat walking distance to the village with a dock and kayaks.
Miscellaneous

Cozy, waterfront retreat walking distance to the village with a dock and kayaks.

9.8 out of 10, Exceptional, (6)
"Perfect place to stay, visit and reconnect with old friends. Host was superb. Welcoming, went out of her way to be helpful. We thoroughly enjoyed our stay."
The price is SAR 638
SAR 2,210 total
includes taxes & fees
24 Nov - 25 Nov
Cozy, waterfront retreat walking distance to the village with a dock and kayaks.
Studio Apartment at The Shire - Cape Cod
Exterior

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
Cozy efficiency apartment/heated pool
Pool

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
Coastal condo with pool & tennis courts near golf, beaches & town

Coastal condo with pool & tennis courts near golf, beaches & town

9.4 out of 10, Exceptional, (30)
"Very clean and the staff was friendly!"
Coastal condo with pool & tennis courts near golf, beaches & town
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

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 SAR 1,314
SAR 2,252 total
includes taxes & fees
24 Nov - 25 Nov
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Interior

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!
Contemporary dog-friendly studio with beach access, pool & tennis courts

Contemporary dog-friendly studio with beach access, pool & tennis courts

9.2 out of 10, Wonderful, (25)
"Super place…..really nice and clean plenty of amenities,and make use of local bus….very relaxing and enjoyable."
Contemporary dog-friendly studio with beach access, pool & tennis courts
Charming studio for two with pool & tennis - close to beaches & town

Charming studio for two with pool & tennis - close to beaches & town

9.2 out of 10, Wonderful, (15)
"Clean well organized friendly staff..wished there were a few supplies esp coffe and creamer.."
Charming studio for two with pool & tennis - close to beaches & town
Central 2nd-floor apartment with propane stove, grill, W/D, & great location

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
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

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

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.
Outdoor dining

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.

10.0 out of 10, Exceptional, (44)
"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.

Frequently asked questions

What's it like to stay at an apartment in Chilmark?
You’ll find a lot of options for your stay in Chilmark with 81 hotels and other accommodations. Though there aren’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?
Below you’ll find a top apartment in the area to consider: Beachside Village Resort by VRI Americas: Located 15.3 mi/24.6 km away in Falmouth. Free WiFi and outdoor space are included. 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 68°F, while the coldest months are February and January with an average of 38°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 Lucy Vincent Beach and Menemsha 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-Martha’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 you’d like to explore around the area, consider renting a car to take in more sights.