Menemsha Inn & Cottages
Inn in Chilmark MA
8.2
Very Good
From $154
From $154
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Dog Friendly Inn

Inn with Free Wi-Fi

Small Inn

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Chilmark Guest House
Vacation Home in Chilmark MA
8.6
Very Good
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Dog Friendly Vacation Home

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Hillside Oak
Vacation Home in Chilmark MA
10
Excellent
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Dog Friendly Vacation Home

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Dream on the Beach
Vacation Home in Chilmark MA
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Dog Friendly Vacation Home

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Lady Slipper Hill
Vacation Home in Chilmark MA
9.0
Excellent
Dog Friendly Vacation Home
This vacation home is pet-friendly.
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180 more hotels nearby!
Beautiful Aquinnah Home Ocean View, Walk to Beach 3.6 km from Chilmark
Vacation Home in Lobsterville MA
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Dog Friendly Vacation Home

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Fernbank Hideaway 4.6 km from Chilmark
Vacation Home in West Tisbury MA
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Dog Friendly Vacation Home

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New Listing! Secluded Large Modern home on Indian Hill Road 4.6 km from Chilmark
Vacation Home in West Tisbury MA
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Dog Friendly Vacation Home

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The Pond of West Tisbury 4.9 km from Chilmark
Vacation Home in West Tisbury MA
8.0
Very Good
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Dog Friendly Vacation Home

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The Barn at the Duck Inn 5.2 km from Chilmark
Vacation Home in Gay Head MA
8.6
Very Good
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Dog Friendly Vacation Home

Dog Play Area  

Vacation Home near Vineyards

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Duck Inn 5.3 km from Chilmark
Inn in Gay Head MA
8.9
Excellent
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Dog Friendly Inn

Inn with Parking

Small Inn

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Vineyard Escape 5.4 km from Chilmark
Vacation Home in Vineyard Haven MA
8.8
Excellent
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Dog Friendly Vacation Home

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The Lemonade Stand 5.4 km from Chilmark
Vacation Home in West Tisbury MA
8.3
Very Good
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Dog Friendly Vacation Home

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Sea Glenn Flowers Private home new to market 7.6 km from Chilmark
Vacation Home in Oak Bluffs MA
Dog Friendly Vacation Home
This vacation home is pet-friendly.
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The Big Easy 8.0 km from Chilmark
Vacation Home in Oak Bluffs MA
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Dog Friendly Vacation Home

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The Vineyard Classic 8.4 km from Chilmark
Vacation Home in Vineyard Haven MA
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Dog Friendly Vacation Home

Vacation Home with Parking

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Martha's Hideaway 8.4 km from Chilmark
Vacation Home in Edgartown MA
9.0
Excellent
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Dog Friendly Vacation Home

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Cozy Island Cabin 8.5 km from Chilmark
Vacation Home in Edgartown MA
8.7
Very Good
Dog Friendly Vacation Home
This vacation home is pet-friendly.
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The Bluffs Estate 8.7 km from Chilmark
Vacation Home in Oak Bluffs MA
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Dog Friendly Vacation Home

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The Vacation House 8.8 km from Chilmark
Vacation Home in Vineyard Haven MA
6.4
Rated
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Dog Friendly Vacation Home

Vacation Home near Vineyards

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
View all hotels in Chilmark.
Categories:
  •     Dog Friendly (185)
  •     Dog Play Area (1)
  •     Parking (87)
  •     Free Wi-Fi (52)
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  •     Outdoor Pool (10)
  •     Vineyard (10)
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  •     Beach (6)
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  •     Sustainability Journey (4)
  •     EV charging stations (4)
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  •     Adult Only (4)
  •     Indoor Pool (4)
  •     Family (3)
  •     3 Star (3)
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  •     Golf (2)
  •     Luxury (2)
  •     4 Star (2)
  •     Rooms with Fireplace (2)
  •     Beachfront (1)
  •     Yoga (1)
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