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PrideGay Hotels
2-BR Private Guesthouse
2-BR Private Guesthouse
Genc
Response rate: 41% • Response time: a few days
Happy to share local tips

2-BR Private Guesthouse

Chilmark, MA, United StatesMap
Exceptional5.0(2)Booked twice
Entire place
4 guests
2 Bedrooms
1 Bathroom
2 beds
Happy to share local tipsWi-FiHot tubParkingPets allowed

The Reveal

Cozy

This is a cozy 2 BR private guesthouse in a wooded Chilmark neighborhood. All linens and towels are provided. My husband and I live in the main house and are only a phone call away if needed. There is spacious outdoor space with 8 person outdoor dining, wood burning fire pit, BBQ grill, 6 person clothing optional hot tub and outdoor shower(seasonal). The guesthouse is located a 25 minute walk to Alleys General store, West Tisbury Center and Library. 9 Minute drive from the airport We are a 5 Minute drive to Lucy Vincent Beach and Chilmark town center and 20 minute drive to Gay Head Cliffs and beaches.

How the beds work

Bedroom #11 Queen Bed
Bedroom #21 Queen Bed

Little Luxuries

Happy to share local tips
Wi-Fi
Hot tub
Parking
Pets allowed
Air conditioning
Kitchen
Heating
TV
The Classics
Wi-Fi
Kitchen
Air conditioning
TV
Essentials
Hair dryer
Iron
Heating
Hot tub
Outdoor dining area
Parking
LGBTQ+ Favorites
Happy to share local tips
100% gay
100% lesbian
Adult Only
Yoga classes nearby
Welcome
Smoking allowed
Pets allowed
Pet owner
Family friendly
My location
Near beach
Countryside
Fire protection
Smoke alarm
Carbon monoxide alarm
Fire extinguisher
LGBTQ+ Kinky Amenities

Meet Your Proud Host

Genc5.0(2 reviews)
E-mail verifiedPhone verifiedID verified
Member sinceDec. 2019
Response rate41%
Response timea few days
I love being a host in the beautiful town of Chilmark on the Island of Martha's Vineyard. We built this guesthouse on 4.5 acres of land with lots of love and care. I enjoy gardening and all water activities. When not hosting in I have a full time job in one of our elementary schools
View profile
10 interests: Environment / Exhibitions & Museums / Movies / Dance & Electro / New wave / Pop / Camping / Fitness / Horseback riding / Swimming

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Select the dates of your stay

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September 2026
SMTWTFS
October 2026
SMTWTFS

Why Book Proud with misterb&b?

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Where It's All Happening

Chilmark, MA, United StatesExact location disclosed after booking only.
LGBTQ+ Safety Score: Chilmark
5out of 5Very safeRated by 2 local misterb&b members

Nearby Attractions

Town beaches and reservation properties withing walking or biking distance of the house. There is handful of sit down restaurants in Chilmark and excellent takeout seafood places in the nearby fishing village or Menemsha and Aquinnah which is the next town over. Many places are seasonal here, please reach out if you need any recommendations in the off-season. More urban towns of Tisbury, Edgartown and Oak Bluffs are about 20 minutes away. Here you will find nightlife, restaurants and cafes.

House Rules & Conditions

Check-infrom 3pm to 11pm
Checkoutto 10am
Host recommendations

Smoking is allowed outdoors. Please dispose your smoking butts properly in the waste bin to protect the animals and environment. Hot tub can accommodate up to 6 people, please use plastic cups for your beverages and read the hot tub use rules before use.

Extra per guest$35 per night after 4 guest(s)

$35 per night after 4 guest(s)

Minimum stay (nights)2 nights

2 nights

Cleaning fees$170 USD

$170 USD

Deposit$500 USD

$500 USD

Massachusetts certificate numberC0296210620

C0296210620

Cancellation Policy

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ReviewsExceptional5(2)

Reviews come from verified guests, are sorted chronologically and not subjected to prior monitoring.

Cleanliness5.0
Location5.0
Accurate description5.0
Check-in5.0
Value for money5.0

Our Community Has Spoken:

ChristopherStayed in October 2023
Reviewed on Oct. 12, 2023

Spent the weekend with close family here and it was such an incredible time. Beautiful home with awesome amenities in an amazing location! Would recommend to anyone looking for an island getaway.

ChristopherStayed in July 2023
Reviewed on Aug. 06, 2023

We had a wonderful weekend away at this lovely little house. The home was beautifully decorated and was in a quiet and peaceful part of the island. I would recommend this stay to anyone looking for a quiet weekend reprieve

Exceptional5.0(2)