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  1. USA >
  2. Massachusetts >
  3. Chilmark

Chilmark Guest House

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

House in Chilmark, Massachusetts

Guests
4 Guests
Bedrooms
2 Bedrooms
Bathrooms
1 Bathroom
Pets allowed
Pets allowed

Locally Owned & Operated

Martha's Vineyard

Martha's Vineyard

Casago Franchise Owner

Locally Owned & Operated
Rating4.70

What our guests are saying...

AI-generated from guest reviews for this property

Chilmark Guest House is described as a charming, peaceful, and highly relaxing home that feels private, spacious, and well suited for couples or families. The house offers a huge comfortable bed, cozy and inviting living spaces, a comfortable kids' room, and a fantastic view from the living area. Guests consistently praise the home for being very clean, tidy, and well stocked. Its quiet wooded setting provides excellent privacy and easy access to beaches, fishing spots, hiking trails, fish markets, and nearby local shops. The property also features a well equipped kitchen, a nice yard and private deck, a working barbecue, beach access nearby, and a play structure with a swing and slide that families enjoyed. Guests also appreciated the excellent wifi, natural light, cool air through the open doors, and the peaceful surroundings with trees and wildlife.

Overview

Chilmark Guest House

Tucked away in a private glen on three secluded acres, this light-filled home in Chilmark is Martha's Vineyard at its most peaceful. It's the perfect escape for beach-goers, as it sits within minutes of Menemsha (three miles), Lucy Vincent Beach (four miles), and Squibnocket Beach (five miles). The house enjoys a beautiful, natural setting, with thickets of woods surrounding the grassy lawn. On summer mornings, ride your bikes or walk less than two miles to the tranquil expanse of Great Rock Bight Preserve. Upon your return, linger outside on the deck and sip a steaming cup of coffee in a rocking chair. It's a joy to come home after a day at the beach, as you light the gas grill, set the outdoor table for a sunset dinner, and watch the kids release any lingering energy on the outdoor play structure. Back inside, lofty ceilings, exposed cross beams, and large panes of glass bring in an abundance of light and nature. As a result, you'll feel surrounded by the island's beauty as you cook in the kitchen, play board games at the table, and stream movies in the living room. Both bedrooms open to the deck, one of which is a charming children's room with bunks and a selection of toys and books. A private washer/dryer and complimentary WiFi are provided for your comfort and convenience as well. Things to Know

You must be 25 years or older to rent this property.

Amenities

Central AC
Central AC
Beach access
Beach access
Board games
Board games
Dishwasher
Dishwasher
Washer/dryer
Washer/dryer
Space heater
Space heater
High chair
High chair
Internet
Internet
Iron
Iron
Microwave
Microwave
Dog-friendly
Dog-friendly
Stove
Stove
TV
TV

Sleeping Arrangements

Bedroom 1

sleeps 2

Beds
1 king bed

Bedroom 2

sleeps 2

Beds
2 twin beds

Location

Chilmark, Massachusetts, Home

(Exact address will be provided after booking)

Location

Rating

4.7
23 reviews
5 Star
78%
4 Star
17%
3 Star
0%
2 Star
4%
1 Star
0%
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jon S2026-01-21

We love staying here, very clean and private at the end of the dirt road we saw deer driving in and out each day. We will definitely be booking again soon.

Christine E2025-11-01

Nice house, surrounded by trees. Very peaceful and relaxing.

Charles M2025-09-21

Excellent access to great fishing spots !

Judy L2025-08-21

The bed. Not the ants or lack of air conditioning. Not the fact that nobody helped with those problems.

Glenn M2025-08-12

Just recently went to Martha’s Vineyard and stayed at this charming home. Nicely tucked in Chilmark this home had all of the conveniences of a quiet and relaxing week. Since I am from New York I was worried about staying outside with insects but to my surprise I worked and talked on the phone until late evenings and no mosquitoes. It was only three of us in the home but it was big enough for all of us to enjoy and to make our own private space. I would return and stay at the same location.

Ellen L2025-06-26

Charming cottage in a nice, quiet part of the island. Very close to nearby beaches and fish markets, as well as the Chilmark General Store that was super cute. Bed was so comfortable and water pressure/water temperature was great too. Only downside is that the last day, a bunch of giant ants kept crawling into the house - not sure why as we didn't have any food out. Perhaps because it was really hot outside?

$325
avg / night
Rating4.70

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