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Compare 76 Apartments in Chilmark with updated reviews, rates, and availability.

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!
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!
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
Beachside Village Resort by VRI Americas
Property grounds

Beachside Village Resort by VRI Americas

3.0 star property
9.2 out of 10, Wonderful, (88)
"Wonderful location, nice staff!"
Beachside Village Resort by VRI Americas
Private bedroom with private bath near Old Silver Beach Falmouth
Exterior

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
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
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, 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 2,202 total
includes taxes & fees
26 Dec - 27 Dec
Cozy, waterfront retreat walking distance to the village with a dock and kayaks.
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 1,597
SAR 2,614 total
includes taxes & fees
26 Dec - 27 Dec
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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
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 1,315
SAR 2,245 total
includes taxes & fees
26 Dec - 27 Dec
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Walk-up apartment with deck & grill - walk to beach & town

Walk-up apartment with deck & grill - walk to beach & town

10.0 out of 10, Exceptional, (3)
"Excellent location: walking distance to downtown and easy access to ferry. Clean and comfortable with everything you need for a great visit!!"
Walk-up apartment with deck & grill - walk to beach & town
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
Oak Bluffs Vacation Rental | 2BR | 1BA | 1,200 Sq Ft | Stairs Required

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!
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. "
The price is SAR 1,498
SAR 1,912 total
includes taxes & fees
26 Dec - 27 Dec
Walking-distance to town, shops, restaurants & ferry!
Apt on Vineyard Haven Near Nantucket Sound!
Vineyard Haven Vacation Rental | 4BR | 1BA | 2,000 Sq Ft | Stairs Required

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!
Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC

Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC

7.6 out of 10, Good, (24)
"Knobs on kitchen cabinets would help."
Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC
Lovely two bedroom apartment with indoor fireplace
Room

Lovely two bedroom apartment with indoor fireplace

10.0 out of 10, Exceptional, (6)
"The apartment was exactly like described, well appointed, and quite comfortable. Luciana was incredibly responsive. We would definitely stay here again."
Lovely two bedroom apartment with indoor fireplace
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
Property grounds

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

3.0 star property
9.0 out of 10, Wonderful, (2)
"We had a wonderful stay and sue was very helpful. Plus trudy the dog is a cutie"
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
Quaint Studio near Mashpee Commons
Detached garage, Studio on 2nd level

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
5 Mi to Mashpee Commons: Coastal Mashpee Condo
Living area

5 Mi to Mashpee Commons: Coastal Mashpee Condo

3.0 star property
5 Mi to Mashpee Commons: Coastal Mashpee Condo
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, (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.

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 79 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?
Here’s a popular apartment in the area to consider: Beachside Village Resort by VRI Americas: Located in Falmouth, 15.3 mi/24.6 km from Chilmark. 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 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 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-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.