Photo by Wen C.

Find Pet-friendly Hotels in Chilmark, MA

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

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

8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Outdoor dining

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

10.0 out of 10, Exceptional, (45)
"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
Gay Head from front deck

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

10.0 out of 10, Exceptional, (8)
"Loved the house and location. Host was very helpful. Hope to be back!"
Post and Beam home with westward views of the ocean and sunsets
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

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

8.0 out of 10, Very Good, (3)
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Private Hillside Home with Open Property and a Fully Equipped Kitchen

Private Hillside Home with Open Property and a Fully Equipped Kitchen

9.6 out of 10, Exceptional, (8)
"The house was great"
Private Hillside Home with Open Property and a Fully Equipped Kitchen
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Living area

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

10.0 out of 10, Exceptional, (21)
"My wife, 2 dogs and I visited for a week. This house was well appointed, clean and relaxing. The deck, yard and views are spectacular. We were looking for a quiet place to decompress and recharge and this house did the trick. Christian was very responsive and helpful to every question. I highly recommend."
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Bright and cozy menemsha cottage
Menemsha cottage

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
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.
Don't see what you're looking for?
See all available properties in Chilmark

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.