Photo by Wen C.

Chilmark Hotel Guide - Pet Friendly Hotels in Chilmark, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chilmark Pet Friendly Hotels

Tonight
22 Jul - 23 Jul
Tomorrow
23 Jul - 24 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Chilmark Pet Friendly Hotels

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

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

10.0 out of 10, Exceptional, (51)
"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.
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Beach

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

6.8 out of 10, (5)
"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
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

9.0 out of 10, Wonderful, (12)
"Had a lovely stay for a week in September with our dog! House is clean, well stocked and in a very private location. The house is perfect for a couple or small family. We could not have asked for a better stay! Highly recommend!"
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (23)
"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
Post and Beam home with westward views of the ocean and sunsets
Exterior

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
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC
Exterior detail

PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC

10.0 out of 10, Exceptional, (2)
"We rented this beautiful home for three days for a family wedding. The location could not have been better as we were able to walk to the wedding at the Captain Flanders Inn across the street. We had perfect weather and an amazing time. The house was ideal for two families sharing the space. We loved the two outdoor showers, the two living spaces, and all the outdoor areas. There were so many games and puzzles that we didn’t even have time to enjoy so next time we will stay longer. Everyone...
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC
Bright and cozy menemsha cottage
Fridge, microwave, oven, stovetop

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
Marina

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.

Top Chilmark Hotel Reviews

Frequently asked questions

What's the best pet-friendly hotel in Chilmark?
Menemsha Inn & Cottages is a top hotel for people travelling with their pets, and offers 2 restaurants and a 24-hour fitness centre for its human guests.
How many hotels that welcome pets will I be able to find in Chilmark?
Stay 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 travelling 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 temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.
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.