Photo by Wen C.

Find Pet-friendly Hotels in Chilmark, MA

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Check availability on Chilmark Pet-friendly Hotels

Top Chilmark Pet-friendly Hotels

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

8.0 out of 10, Very Good, (3)
"I was hesitant to stay because there were no reviews for Wayside Camp, but I am so glad we took the chance. The cottage had the perfect rustic charm you want when staying up island. The location was perfect for exploring with plenty of parking. Everything you need except your food was provided, even amenities like beach chairs, toys and games, and a brand new bbq grill. The kitchen was charming, but functioned well for our family. The sheets and towels were great quality and the beds were...
NICOLE P.
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

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

10.0 out of 10, Exceptional, (51)
"We had a great vacation! Communication with Christian was clear, fast and he was always available. Place was clean, updated, very well equipped and accurately described in the listing. Abundant natural light! Great location, a little removed from the hustle and bustle which we loved. Very
pet friendly
. Beach umbrella and chairs were in great condition. All of the outdoor furniture was of nice quality. Would definitely come back!"
Katie O.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

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

9.0 out of 10, Wonderful, (12)
"Very clean. Bed was incredibly comfortable"
ed m.
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

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."
Robert M.
Post and Beam home with westward views of the ocean and sunsets

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!"
Rachel B.
Bright and cozy menemsha cottage

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

10.0 out of 10, Exceptional, (23)
"The spacious deck looks out toward Menemsha Pond and the Atlantic. We ate every meal the weather allowed at the table there, and the sunsets were spectacular. Despite the crummy weather for the first part of our week’s stay, we enjoyed the walk to Dutcher Dock and the subsequent delicious fresh fish we had for dinner. Walks on Lucy Vincent beach, fishing off the Menemsha jetty, and a very good meal in Edgartown kept us as busy as we wanted to be. The beds are comfy, the host is easy to reach,...
Tracy W.
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

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

9.6 out of 10, Exceptional, (8)
"SUV a must.Quiet and remote location. Home is spacious but needs small repairs in upstairs bathrooms. Also, changing the water filter more frequently may lower the sense of iron from the water. Kitchen was equipped with all needed for a one week stay. Perfect place to reflect surrounded by beautiful hiking trails and close proximity to the beach - not for swimming but gazing at the ocean and hiking over beach stones."
Judith H.
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

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.