Chilmark vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Chilmark
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Chilmark
Guesthouse in Chilmark
4.99 out of 5 average rating, 82 reviews4-Season Guest House on Historic Chilmark Estate
Cottage in Chilmark
5.0 out of 5 average rating, 39 reviewsWalk to the beach: Charming Menemsha Cottage
Home in Chilmark
5.0 out of 5 average rating, 10 reviewsThe Blueberry House on Martha’s Vineyard
Farm stay in Chilmark
4.96 out of 5 average rating, 27 reviewsThe Cottage at Rockrose Farm
Guesthouse in West Tisbury
5.0 out of 5 average rating, 52 reviewsCountry cottage walk to Alley's General Store
Home in Chilmark
4.93 out of 5 average rating, 15 reviewsFun, Authentic, Waterfront Cottage/air conditioned
Cottage in Aquinnah
4.97 out of 5 average rating, 30 reviewsBlaine's Cottage
Cottage in Chilmark
5.0 out of 5 average rating, 8 reviewsCharming 1BR Ocean View Cottage, Path to Beach
Other great vacation rentals in Chilmark
Apartment in Mattapoisett
4.98 out of 5 average rating, 40 reviewsBrand new! Whole apartment, huge tub, full kitchen
Home in Chilmark
4.99 out of 5 average rating, 87 reviewsRenovated Barn in Chilmark 3BR-help w/boat tickets
Cottage in Fairhaven
4.96 out of 5 average rating, 92 reviewsSeaside cottage
Villa in Chilmark
5.0 out of 5 average rating, 11 reviews3 Bedroom house w Guest Cottage off of Middle Road
Guesthouse in West Tisbury
4.96 out of 5 average rating, 28 reviewsVineyard Meadow Artist Studio
Home in Aquinnah
5.0 out of 5 average rating, 3 reviewsNine Acres Secluded Escape
Home in West Tisbury
5.0 out of 5 average rating, 9 reviewsSecluded Getaway
Guesthouse in Little Compton
4.98 out of 5 average rating, 58 reviewsAdamsville Gem: light-filled guesthouse, 2 floors
Quick stats about vacation rentals in Chilmark
Total rentals
200 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
3.5K reviews
Nightly prices starting at
$100 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Chilmark?
Yes! Work meets play with ease at over 110 vacation rentals in Chilmark featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Chilmark?
Four-legged friends are welcome in Chilmark. Choose from more than 70 vacation rentals for guests traveling with pets.
Do cottage rentals in Chilmark have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Chilmark. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chilmark have wifi?
Absolutely! We offer over 140 house rentals with wifi in Chilmark. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chilmark have a gym?
Absolutely! We offer over 10 house rentals with a gym in Chilmark. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Chilmark have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Chilmark. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in Chilmark?
Experience the best of Chilmark with our cottage rentals, starting at about $250 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Chilmark?
Chilmark has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Chilmark vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Chilmark, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Guesthouse Rentals in Chilmark?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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