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

Romantic seaside getaway with pool & tennis courts - dog-friendly
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.8 out of 10, Exceptional, (36)
"Great location, lots of amenities - pool, fire pits, tennis courts, nearby restaurant. Communication for checking was excellent."
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, (68)
"A lovely spot, quiet spot, yet right in the center of everything. Could not have been happier. I’d definitely stay again."
The price is SAR 1,782
SAR 2,849 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
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, (70)
"The apartment was spotless! Open and airy. The host left excellent instructions, and a phone number if needed. We did and he responded immediately and problem resolved. I have only one suggestion. You need more than one mirror It’s located in the bathroom. Need another either in hall or bedroom I would recommend this apartment to anyone"
The price is SAR 1,782
SAR 2,849 total
includes taxes & fees
11 Jum. II - 12 Jum. II
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Private kitchen
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
9.0 out of 10, Wonderful, (20)
"This property is new and very clean. It is located walking distance to Edgartown Center and Grocery Store. Short drive to South Beach. It is on a busy St and the only draw back is the traffic is loud in the AM. If your an early riser this is not an issue. The owner has been very helpful and always answered my questions promptly. We would def rent again here."
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
9.0 out of 10, Wonderful, (19)
"Great place to stay if you have a car! Clean, friendly and fun!"
Contemporary dog-friendly studio with beach access, pool & tennis courts
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
9.0 out of 10, Wonderful, (4)
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Walking-distance to town, shops, restaurants & ferry!
Interior
Walking-distance to town, shops, restaurants & ferry!
10.0 out of 10, Exceptional, (7)
"Mike, the owner, was easy to communicate with, went above and beyond to make our stay comfortable. Apartment was immaculate and updated. It was perfect and we would love to come back!"
Walking-distance to town, shops, restaurants & ferry!
Cute apartment in Edgartown - 2 min driving to center
Living area
Cute apartment in Edgartown - 2 min driving to center
Cute apartment in Edgartown - 2 min driving to center
Cozy, waterfront retreat walking distance to the village with a dock and kayaks.
Cozy, waterfront retreat walking distance to the village with a dock and kayaks.
10.0 out of 10, Exceptional, (1)
Cozy, waterfront retreat walking distance to the village with a dock and kayaks.
Heart of Falmouth Main Street Apartment
Private kitchen
Heart of Falmouth Main Street Apartment
Heart of Falmouth Main Street Apartment
Comfortable condo with tennis courts & pool - close to beaches
Comfortable condo with tennis courts & pool - close to beaches
9.4 out of 10, Exceptional, (58)
"We really enjoyed our stay at the Island Inn and would love to stay again!"
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
9.2 out of 10, Wonderful, (42)
"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, (13)
"Lovely accommodating host"
The price is SAR 371
SAR 730 total
includes taxes & fees
5 Jum. II - 6 Jum. II
Private bedroom with private bath near Old Silver Beach Falmouth
Coastal condo with pool & tennis courts near golf, beaches & town
Coastal condo with pool & tennis courts near golf, beaches & town
9.6 out of 10, Exceptional, (24)
"My partner and I had a great stay at The Island Inn. It was a perfect little apartment with great amenities right outside Oak Bluffs."
Coastal condo with pool & tennis courts near golf, beaches & town
Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!
Room
Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!
10.0 out of 10, Exceptional, (13)
"This property has everything for families with children. We found everything we needed and our son loved the toys there. The hosts were really helpful and gave us a late check out so we didn’t have to wait for a long time at the airport with an infant. Highly recommend this rental for families traveling with infants or small children!"
Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!
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
Spacious family-friendly home with fast WiFi, beach access, & washer/dryer
Spacious family-friendly home with fast WiFi, beach access, & washer/dryer
3.0 out of 10, (2)
"This house was a construction zone. Stairs not attached so could not even get access into the house, inside loose board leaning against the wall with nails sticking out, non-functioning outlets and lights. Workers directly outside door sanding and building beginning at 7am. Communication with owner and local rep was nearly non-existent. Was told it would stop but it didn't. Renters had to wait in car until workers reattached stairs to get access into the home in the evening after they were told...
Spacious family-friendly home with fast WiFi, beach access, & washer/dryer
Dog-friendly studio with pool & tennis access - awesome location
Dog-friendly studio with pool & tennis access - awesome location
9.2 out of 10, Wonderful, (35)
"Loved the amenities on the grounds. Very easy to get places too! Walls are thin, but everyone was very respectful during evening times. I would stay here again!"
Dog-friendly studio with pool & tennis access - awesome location
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
7.4 out of 10, Good, (22)
"Knobs on kitchen cabinets would help."
Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
9.2 out of 10, Wonderful, (39)
"This room is misleading and the upkeep was shaby. There is not room for 4 people and 2 dogs in this room, it is two full sized beds and small. The screen door was busted out and never repaired and there were electrical issues. Vacasa nor VRBO nor Expedia were of any help. i would not recommend this to anyone, even if desperate."
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
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See all available properties in Chilmark
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.

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
8.4 out of 10, Very Good, (18)
"Overall my friends and I have come twice to the Noyes house and are planning to come back next year. As long as you’re comfortable not staying near the main towns, it’s an ideal location - close to the markets and stores of west tisbury, several of the best beaches on the island (Lucy Vincent and Aquinnah in particular), the Chilmark general store, and some of the best farms like beetlebung. The house is something between rustic and luxury, which is deal for a group of friends. It’s not a big...
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Property grounds
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (36)
"Enjoyed the property completely. Loved the fact that we could walk to The dock and get fresh seafood and prepare it and dine on the deck with incredible views!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Beautiful dog-friendly home with water view, balcony & washer/dryer
Beautiful dog-friendly home with water view, balcony & washer/dryer
9.4 out of 10, Exceptional, (8)
"Overall, the house was great — very clean, lots of space, beautiful property. My 3 star review has to do with a couple of issues and a lack of responsiveness from the owner/property manager. When we arrived, the code to open the lockbox didn’t work. I texted the owner (maybe a bot rather than a live person?) who could not solve the problem. I was told “our local team is working on the issue.” We wondered around the house and eventually found an open door. The “local team” never came or got in...
Beautiful dog-friendly home with water view, balcony & washer/dryer
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 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 Menemsha Blues Charters, whereas Lucy Vincent Beach and Menemsha Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Waskosim’s Rock Reservation and Fulling Mill Brook Preserve.
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.

Recent reviews of Chilmark hotels
Expedia verified reviews

The Coonamessett

The Coonamessett

5/5 Excellent
"Great property, newly renovated. "
A verified traveler stayed at The Coonamessett
Posted 15 hours ago
The Coonamessett