Photo by Wen C.

Chilmark pet-friendly rentals

We found 132 pet-friendly rentals — enter your dates for availability

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November 2025

December 2025

Explore Chilmark pet-friendly rentals

Showing deals for: 14 Feb - 17 Feb

Chilmark Pond is a 10 minute walk from the house. The beach is across the pond.

Walk to private beach from beautiful Abels Hill house

Sleeps 12 · 6 bedrooms · 2+ bathrooms

for 3 nights, 1 home

AU$1,287 per night

includes taxes & fees

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

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 home

AU$684 per night

includes taxes & fees

Spacious, award winning house nestled in the hills of Chilmark

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Sleeps 14 · 5 bedrooms · 4 bathrooms

for 3 nights, 1 home

AU$1,374 per night

includes taxes & fees

Premier Host

3 Bedroom House with Guest Cottage on 3 Acres off Middle Road

Sleeps 10 · 4 bedrooms · 4 bathrooms

for 3 nights, 1 home

AU$1,797 per night

includes taxes & fees

Premier Host

Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$1,014 per night

includes taxes & fees

Chilmark 4-bedroom house with WiFi, AC. Private South Shore Beach + Pond, Pets.

Sleeps 8 · 4 bedrooms · 2+ bathrooms

for 3 nights, 1 home

AU$5,792 per night

includes taxes & fees

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Enjoy full kitchens, laundry, pools, gardens and more
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Chilmark pet-friendly rentals

Explore Chilmark pet-friendly rentals

Walk to private beach from beautiful Abels Hill house

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options in Chilmark