Photo by Wen C.

Find Pet-friendly Hotels in Chilmark, MA

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Check availability on Chilmark Pet-friendly Hotels

Compare Chilmark Pet-friendly Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

9.0 out of 10, Wonderful, (11)
"Private with beach access minutes away."
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Property grounds

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

8.0 out of 10, Very Good, (3)
"This small house provided a big relief in our trip. Located steps from the best lobster roll in town and about a block from the water, this is a FANTASTIC spot for getting away."
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Aerial view

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

10.0 out of 10, Exceptional, (47)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Post and Beam home with westward views of the ocean and sunsets
Miscellaneous

Post and Beam home with westward views of the ocean and sunsets

10.0 out of 10, Exceptional, (8)
"Wonderful home and property in a great location. House has historic character along with updated amenities. The host and his family were wonderful."
Post and Beam home with westward views of the ocean and sunsets
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Aerial view

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

10.0 out of 10, Exceptional, (21)
"Nice place and very compact Good location, nice view"
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D
Outdoor dining

Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

9.6 out of 10, Exceptional, (8)
"The house was great"
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D
Bright and cozy menemsha cottage
Exterior

Bright and cozy menemsha cottage

10.0 out of 10, Exceptional, (4)
"Peaceful location near conservation trail and a short drive to Lucy Vincent and the Chilmark Store. Clean, spacious and comfortable for our family of six adults. The owner mailed the key and information about the house ahead of our stay, which was helpful. Highly recommended!"
Bright and cozy menemsha cottage
Charming 3-bedroom water view home, Path to Menemsha Beach Passes to Lucy
Interior

Charming 3-bedroom water view home, Path to Menemsha Beach Passes to Lucy

Charming 3-bedroom water view home, Path to Menemsha Beach Passes to Lucy
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.

Frequently asked questions

How many pet-friendly hotels are there in Chilmark?
Frolic with your furry friend at one of Expedia’s 5 Chilmark hotels that allow pets.
What's the best time of year to travel to Chilmark with my pet?
When you’re traveling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.
What is there to see and do with your pet in Chilmark?
Known for its wineries and festivals, Chilmark has lots to offer visitors including its hiking trails, beautiful sunsets, and university life. See the local sights and visit Menemsha Beach and Lucy Vincent Beach. While you’re there, make sure you don’t miss Chilmark Town Hall and Chilmark Public Library.