
Vacation rentals in Chilmark
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chilmark
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
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

Cottage in Chappaquiddick
5 out of 5 average rating, 3 reviewsBeachfront Cottage w. Yard + Town Access

Home in Aquinnah
5 out of 5 average rating, 6 reviewsAs featured in Vineyard Style
Guest favourite

Home in Chilmark
4.94 out of 5 average rating, 17 reviewsOcean view mid century modern prvt beach + LV/SQB

Home in West Tisbury
4.75 out of 5 average rating, 4 reviewsLambert's Cove Access • Outdoor Shower • Deck • AC

Home in West Tisbury
5 out of 5 average rating, 4 reviews5 minutes walk to Lambert's Cove

Home in Chilmark
4.94 out of 5 average rating, 18 reviewsThe Charming Cove House
Top guest favourite

Cottage in Chilmark
4.97 out of 5 average rating, 34 reviewsVintage Chilmark Retreat

Home in West Tisbury
4.95 out of 5 average rating, 21 reviewsSanctuary House: An ocean-view farmhouse retreat
Quick stats about vacation rentals in Chilmark
Total rentals
220 properties
Nightly prices starting at
$206 CAD before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- The Hamptons Vacation rentals
- Mount Pocono Vacation rentals
- Capital District, New York Vacation rentals
- Rentals with a fireplace Chilmark
- Rentals with outdoor seating Chilmark
- Rentals with beach access Chilmark
- Pet-friendly rentals Chilmark
- Rentals with a firepit Chilmark
- Rentals with a patio Chilmark
- Rentals with a washer and dryer Chilmark
- Kid-friendly rentals Chilmark
- Family-friendly rentals Chilmark
- House rentals Chilmark
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cape Cod
- Mayflower Beach
- Charlestown Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Brown University
- Duxbury Beach
- Easton Beach
- Onset Beach
- Point Judith Country Club
- Oakland Beach
- Blue Shutters Beach
- Sagamore Beach
- Roger Williams Park Zoo
- Lighthouse Beach
- Horseneck Beach State Reservation
- Sandwich Glass Museum
- Second Beach
- Ninigret Beach
- Pinehills Golf Club
- Nickerson State Park
- Owen Park Beach
- South Shore Beach