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Search Guest Houses in Chilmark from CA $412

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Check prices for these dates

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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Browse Select Chilmark Guest Houses

The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (191)
"Great location! "
The price is CA $654
CA $731 total
includes taxes & fees
Sep 7 - Sep 8
The Lightkeepers Inn
Woods Hole Passage Inn
Property grounds

Woods Hole Passage Inn

3.0 star property
9.6 out of 10, Exceptional, (60)
"Incredibly friendly hosts and excellent breakfast! "
The price is CA $412
CA $471 total
includes taxes & fees
Aug 17 - Aug 18
Woods Hole Passage Inn
Charming guest house set on horse farm, walk to downtown Edgartown
Dining

Charming guest house set on horse farm, walk to downtown Edgartown

10.0 out of 10, Exceptional, (19)
"Great place with a wonderful owner. We hope to be back!"
Charming guest house set on horse farm, walk to downtown Edgartown
Madison Inn
Exterior

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (77)
"Great location! Very clean rooms and friendly staff."
Madison Inn
Spacious Guest House in Falmouth Village
1 bedroom, desk, iron/ironing board, travel crib

Spacious Guest House in Falmouth Village

8.6 out of 10, Excellent, (7)
"Great location Nice and clean Great people to work with"
Spacious Guest House in Falmouth Village
The Oak Bluffs Inn
Deluxe Room, 2 Bedrooms

The Oak Bluffs Inn

3.0 star property
9.6 out of 10, Exceptional, (11)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
The Oak Bluffs Inn
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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Top Chilmark Hotel Reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"Unexpected gem. On the waterfront, bus line, and shopping area. "
Tamara 1-night trip
Posted 1 day ago
Vineyard Harbor Motel - Private Beach