Photo by Wen C.

Search Guest Houses in Chilmark

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 7 Guest Houses in Chilmark with updated reviews, rates, and availability.

The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (174)
"Great stay and wonderful location close to stores and restaurants. "
The price is AED 889
AED 993 total
includes taxes & fees
26 May - 27 May
The Lightkeepers 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, (16)
"Beautiful spot outside of the hubbub of Downtown Edgartown, with easy trips to other parts of the island, particularly Chilmark and Aquinnah. The guesthouse is modern and comfortable and the sunset views over the horse farm are spectacular. "
Charming guest house set on horse farm, walk to downtown Edgartown
Woods Hole Passage Inn
Property grounds

Woods Hole Passage Inn

3.0 star property
9.6 out of 10, Exceptional, (59)
"When you pull in the driveway off of the busy road, you immediately feel at peace with the surroundings. There is ample parking and a yard that reflects great care and the natural beauty of the Cape. The room was so clean and comfortable. I love soft sheets and they were luxurious. Liza, the owner was very welcoming and knowledgeable about the area. The place was also affordable and about a 7 minute ride to the Martha’s Vineyard ferry. We stayed for 2 nights and I would certainly stay there...
Woods Hole Passage Inn
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
Outdoor dining

,Artist Guest House on beautiful estate open concept King Sized Bunk Beds

10.0 out of 10, Exceptional, (2)
"Cozy and peaceful place to stay for my sister and me. Had everything we needed. Close to bus routes. Would definitely go back!"
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
Spacious Guest House in Falmouth Village
1 bedroom, desk, iron/ironing board, travel crib

Spacious Guest House in Falmouth Village

9.0 out of 10, Wonderful, (4)
"Great location Nice and clean Great people to work with"
Spacious Guest House in Falmouth Village
The Oak Bluffs Inn
Deluxe Room, 2 Bedrooms | Premium bedding, individually decorated, individually furnished

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
Madison Inn
Front of property

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (76)
"Great location! Very clean rooms and friendly staff."
Madison 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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Other property types in Chilmark

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

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

9.0 out of 10, Wonderful, (11)
"Private with beach access minutes away."
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (317)
"Perfect little cottage!"
The price is AED 613
AED 701 total
includes taxes & fees
13 May - 14 May
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (168)
"Very peaceful "
InnSeason Resorts Captain's Quarters
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.