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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Chilmark Apartments

Beachside Village Resort
Seasonal outdoor pool

Beachside Village Resort

3.0 star property
9.4 out of 10, Exceptional, (96)
"Great location! Nice property! "
The price is CA $432
CA $495 total
includes taxes & fees
Aug 14 - Aug 15
Beachside Village Resort
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Interior

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

9.4 out of 10, Exceptional, (82)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is CA $585
CA $946 total
includes taxes & fees
Sep 1 - Sep 2
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Renovated 1-bedroom apartment in Downtown Falmouth Located Right on Main Street
Private kitchen

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

2.0 star property
9.0 out of 10, Wonderful, (2)
"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
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!

8.8 out of 10, Excellent, (31)
"This was a great apartment in a great location!"
The price is CA $589
CA $927 total
includes taxes & fees
Aug 18 - Aug 19
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Property grounds

Walk to Beach & Lighthouse: Oak Bluffs Studio!

8.0 out of 10, Very good, (2)
"Very accommodating early check in and great communication "
The price is CA $179
CA $511 total
includes taxes & fees
Sep 2 - Sep 3
Walk to Beach & Lighthouse: Oak Bluffs Studio!
1-bedroom apartment in Falmouth, on bike path, close to beach and town
Outdoor dining

1-bedroom apartment in Falmouth, on bike path, close to beach and town

10.0 out of 10, Exceptional, (1)
"Dede was a great host! I went with just my kids, and she had all essentials for children, so I didn’t have to bring anything extra. She and her husband are lovely people, and were very welcoming. Would stay again :) "
1-bedroom apartment in Falmouth, on bike path, close to beach and town
Walking-distance to town, shops, restaurants & ferry!
Outdoor dining

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

10.0 out of 10, Exceptional, (18)
"I rented this for my staff, and they said it was the best place they have stayed on Martha's Vineyard."
The price is CA $1,086
CA $1,387 total
includes taxes & fees
Aug 15 - Aug 16
Walking-distance to town, shops, restaurants & ferry!
Oceanview 2 Double Bed Groundfloor Suite
Outdoor dining

Oceanview 2 Double Bed Groundfloor Suite

10.0 out of 10, Exceptional, (1)
"Our trip was a last minute decision, and needed to stay just one night. The location, the fast response, clear instructions, cleanliness, assigned parking and pricing all came together very nicely! "
The price is CA $253
CA $315 total
includes taxes & fees
Sep 1 - Sep 2
Oceanview 2 Double Bed Groundfloor Suite
Clean, bright apartment with AC and private yard!
Fridge, microwave, oven, stovetop

Clean, bright apartment with AC and private yard!

10.0 out of 10, Exceptional, (42)
"The property was centrally located. Perfect for our 4-day getaway. Close to beaches and downtown Edgartown. Everything was just a short drive away. "
Clean, bright apartment with AC and private yard!
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Smart TV

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

9.4 out of 10, Exceptional, (81)
"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 CA $585
CA $946 total
includes taxes & fees
Sep 1 - Sep 2
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC
Fridge, microwave, oven, stovetop

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

7.8 out of 10, Good, (26)
"Nice convenient place"
Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC
Ocean Deck 2 Queen Bed Luxury Retreat
Terrace/patio

Ocean Deck 2 Queen Bed Luxury Retreat

8.0 out of 10, Very good, (3)
"Nice and clean."
The price is CA $506
CA $630 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Deck 2 Queen Bed Luxury Retreat
Relax & Unwind at this Adorable and very private 1 bedroom 1 bath studio
Outdoor dining

Relax & Unwind at this Adorable and very private 1 bedroom 1 bath studio

10.0 out of 10, Exceptional, (5)
Relax & Unwind at this Adorable and very private 1 bedroom 1 bath studio
Spacious 2-Bedroom King Suite - Comfort & Style | Sleeps 5
Beach

Spacious 2-Bedroom King Suite - Comfort & Style | Sleeps 5

8.8 out of 10, Excellent, (3)
"The location of the property was wonderful and the accommodations were fine for the one night that we were there. I would suggest adding a few chairs, as there was no place other than the beds to sit. Also, when expecting four guests it would be nice to have four coffee cups, etc. Overall, we were quite satisfied and would stay there again. It was great to have a late night restaurant available upon our arrival. "
The price is CA $578
CA $720 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 2-Bedroom King Suite - Comfort & Style | Sleeps 5
Brand new! Lovely apartment-Vineyard Haven
Interior

Brand new! Lovely apartment-Vineyard Haven

9.8 out of 10, Exceptional, (21)
"My staff enjoyed staying at the property. "
Brand new! Lovely apartment-Vineyard Haven
Deluxe 1 Queen Bed Oceanview Hideaway
Outdoor dining

Deluxe 1 Queen Bed Oceanview Hideaway

6.0 out of 10, (1)
"It was ok. Great location Waterview is a bit of a stretch. The room was clean but small-not sure that it was a queen bed as advertised-more like a double. There are no closets. Our parking spot was taken but the hotel accommodated and we could use another spot. The paint on the ceiling was peeling, the bathroom door did not shut properly and the was ac was a bit noisy. The tv did not work. It is a safe place to stay-the Falmouth heights is a wonderful place. We were close to the beach and two...
The price is CA $289
CA $362 total
includes taxes & fees
Sep 3 - Sep 4
Deluxe 1 Queen Bed Oceanview Hideaway
Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach
Interior

Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach

2.0 star property
10.0 out of 10, Exceptional, (1)
"The location was great and the pullouts were comfortable. The only downside is the walk through bathroom."
Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach
Cozy updated 2-bedroom Apt. close to shopping, restaurants, 2 miles to beaches.
Private kitchen

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

9.6 out of 10, Exceptional, (4)
" This place was very cute. just right for my husband and myself. The host was very quick with responses and even gave us ideas on where we could go to dine...Our only hangup was the busy street and the sometimes difficulty we had getting out of the driveway...everything else was in close range like its stated...The shuttle tovthe ferry was very convenient during our stay, which made the trip even more convenient..."
Cozy updated 2-bedroom Apt. close to shopping, restaurants, 2 miles to beaches.
Charming studio with amazing location near town & beach
Microwave, stovetop, coffee/tea maker, toaster

Charming studio with amazing location near town & beach

2.0 star property
8.8 out of 10, Excellent, (10)
"Everything was exactly right! Can’t wait to come back!"
Charming studio with amazing location near town & beach
Brand New Guest house
Terrace/patio

Brand New Guest house

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is a new, beautiful and tastefully decorated 2 bedroom one bathroom house with a really nice big yard. Owner was very responsive and We had everything we needed for an enjoyable stay!"
Brand New Guest house
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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Top Chilmark Hotel Reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"Unexpected gem. On the waterfront, bus line, and shopping area. "
Tamara 1-night trip
Posted 3 days ago
Vineyard Harbor Motel - Private Beach