Pet-friendly holiday rentals in Chilmark
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chilmark
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chilmark pet-friendly home rentals
Pet-friendly house rentals
Home in Yarmouth
5.0 out of 5 average rating, 248 reviewsgorgeous waterfront cottage w/4kayaks and 2 SUPs
14–21 Nov
Home in Sandwich
4.93 out of 5 average rating, 194 reviewsCottage in the heart of the village
6–13 Jun
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 312 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
13–20 Mar
Home in Oak Bluffs
4.94 out of 5 average rating, 144 reviewsWalk to Town, beach and amazing location 113A
7–14 May
Home in Yarmouth
5.0 out of 5 average rating, 210 reviewsThe Pearl: 3 Bedroom 500 steps to Englewood Beach!
9–16 Dec
Home in Westport
4.78 out of 5 average rating, 225 reviewsKayak in the Westport River!
10–17 Oct
Home in Mashpee
4.9 out of 5 average rating, 114 reviewsJohns Pond; private BEACH, 2 Kayaks & Fire Pit
15–22 Dec
Home in Portsmouth
4.92 out of 5 average rating, 172 reviewsSpacious Coastal Escape (4 Bedroom / 2.5 Bath)
29 May – 5 Jun
Pet-friendly home rentals with a pool
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
30 Jan – 6 Feb
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
4–11 Dec
Home in New Bedford
4.78 out of 5 average rating, 153 reviewsPoseidon's Palace - 2.0
13–20 Nov
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
17–24 Apr
Home in Bourne
5.0 out of 5 average rating, 19 reviewsCape House with Pool by Canal
27 May – 3 Jun
Home in Middletown
4.9 out of 5 average rating, 29 reviewsPet Cottage: 1 Bedroom, 1.5 Bath, Kitchen
16–23 Sep
Home in Somerset
4.94 out of 5 average rating, 49 reviewsPool, Camp Fires and Porch Swings! Hot Tub. Pets!
22–29 Nov
Guest suite in Warren
4.91 out of 5 average rating, 82 reviewsRenovated 2 BR/ Hidden Gem Oasis w/ POOL
13–20 Oct
Private, pet-friendly home rentals
Guest suite in Portsmouth
4.91 out of 5 average rating, 324 reviewsNEWLY UPDATED! Stunning views, Private Studio
18–25 Apr
Cottage in Sandwich
4.87 out of 5 average rating, 307 reviewsOceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
11–18 Sep
Guest house in Sagamore Beach
4.99 out of 5 average rating, 300 reviewsThe Guest House
16–23 Oct
Guest suite in Barnstable
4.97 out of 5 average rating, 153 reviewsDog friendly, 2.4 ml bch, 1 bedrm, stdio priv entr
2–9 Dec
Cottage in Chilmark
5.0 out of 5 average rating, 7 reviewsMenemsha Cottage
29 May – 5 Jun
Villa in Chilmark
5.0 out of 5 average rating, 11 reviews3 Bedroom house w Guest Cottage off of Middle Road
21–28 Oct
Home in Westport
5.0 out of 5 average rating, 17 reviewsQuaint cottage near beach
11–18 Nov
Guest house in West Tisbury
5.0 out of 5 average rating, 13 reviewsCharming W. Tisbury Studio Guest Cottage
16–23 Oct
Quick stats about holiday rentals that are pet-friendly in Chilmark
Total rentals
70 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
720 reviews
Nightly prices starting at
€ 131 before taxes and fees
Destinations to explore
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