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House vacation rentals in Chilmark
Find and book unique houses on Airbnb
Top-rated house rentals in Chilmark
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chilmark house rentals
House rentals with a pool
![](https://a0.muscache.com/im/pictures/a7001e01-fdb9-4c16-b420-69eeaffc6ce2.jpg?im_w=720)
Home in Edgartown
4.79 out of 5 average rating, 100 reviewsKatama gem.
![](https://a0.muscache.com/im/pictures/29af8057-eff2-411f-9a8a-264a9f837071.jpg?im_w=720)
Home in Aquinnah
5 out of 5 average rating, 3 reviewsNine Acres Secluded Escape
![](https://a0.muscache.com/im/pictures/miso/Hosting-966032976368796791/original/f011dc78-3d6c-47e3-9947-d7918c3cef2a.jpeg?im_w=720)
Home in Popponesset
5 out of 5 average rating, 4 reviewsPopponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath
![](https://a0.muscache.com/im/pictures/miso/Hosting-1793297/original/7e8e633b-d96b-4f6a-9596-3dceda9e4425.jpeg?im_w=720)
Home in Cotuit
4.93 out of 5 average rating, 15 reviewsShoestringBayHouse, waterfront & pool in Cotuit
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Home in Middletown
4.94 out of 5 average rating, 51 reviewsSecluded Oasis Minutes from Newport & Beaches
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Home in East Falmouth
5 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
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Home in Edgartown
4.91 out of 5 average rating, 43 reviewsBeautiful Edgartown Colonial with heated pool.
![](https://a0.muscache.com/im/pictures/miso/Hosting-44656279/original/07a7a2b0-9a03-4e9b-8ce4-e87748703d7e.jpeg?im_w=720)
Home in Wareham
4.93 out of 5 average rating, 60 reviewsEdgewater Coastal Retreat with Heated Pool
Weekly house rentals
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Home in Sandwich
5 out of 5 average rating, 160 reviewsQuintessential Waterfront Historic Cottage
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Home in Dartmouth
4.93 out of 5 average rating, 137 reviewsSerene 3-Bedroom Lakeside Home
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Home in Westport
4.9 out of 5 average rating, 484 reviewsMermaid Cottage
![](https://a0.muscache.com/im/pictures/92709232/9ed0d8ea_original.jpg?im_w=720)
Home in Yarmouth Port
4.99 out of 5 average rating, 318 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
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Home in Woods Hole
4.92 out of 5 average rating, 110 reviewsJuniper Point Cottage With Ocean View
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Home in Marstons Mills
5 out of 5 average rating, 113 reviewsCape Cod Cotuit Cottage, 3 Bed Near Beaches
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Home in Oak Bluffs
4.97 out of 5 average rating, 230 reviewsSweet little post and beam
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Home in Mashpee
4.96 out of 5 average rating, 172 reviewsGorgeous sunsets! Private family beach - Cape Cod!
Private house rentals
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Home in Chilmark
Quintessential Chilmark Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-990031/original/fa22fd1a-f56f-45b7-bb82-9cc3fac17c52.jpeg?im_w=720)
Home in Chilmark
4.99 out of 5 average rating, 88 reviewsRenovated Barn in Chilmark 3BR-help w/boat tickets
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Home in Westport
5 out of 5 average rating, 22 reviewsQuaint cottage near beach
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Home in Edgartown
5 out of 5 average rating, 13 reviewsDiamond in the Rough
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Home in Chilmark
4.84 out of 5 average rating, 19 reviewsCome relax on our Water View Farm with Ocean Views
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Home in Aquinnah
4.9 out of 5 average rating, 52 reviewsOceanview Beachwalk Cottage
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Home in West Tisbury
5 out of 5 average rating, 9 reviewsSecluded Getaway
![](https://a0.muscache.com/im/pictures/miso/Hosting-11900110/original/415e3511-6605-4713-b202-eb9e7f857afa.jpeg?im_w=720)
Home in West Tisbury
5 out of 5 average rating, 49 reviewsSweet Spot in Heart of West Tisbury
Quick stats about house rentals in Chilmark
Total rentals
140 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
$120 before taxes and fees
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