Photo by Wen C.

Chilmark Hotel Guide - Pet Friendly Hotels in Chilmark, Massachusetts

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Top Chilmark Pet Friendly Hotels

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 + Lvl 2 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 + Lvl 2 EV charger.

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

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.

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

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

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

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

Beautiful dog-friendly home with water view, balcony & washer/dryer

7.8 out of 10, Good, (14)
"A Vacasa managed property that has everything you could want. We stayed 4 nights with our whole family and our small dog. It had everything we could want and we enjoyed ourselves. Recently redone, with good fit and finish and places to hang cook and relax off a dirt road that is well situated. Our only comments would be that there were some things needing fixing like the grill handle, lights not in sockets, and general disarray of bedding and supplies in the closets. While clean and fresh...
Beautiful dog-friendly home with water view, balcony & washer/dryer
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.
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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.