Entire home
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Photo gallery for Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Reviews
10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 344.6 sq m
Popular amenities
Explore the area
Chilmark, MA
- Menemsha Beach19 min walk
- Lucy Vincent Beach6 min drive
- Gay Head Lighthouse15 min drive
- Vineyard Haven, MA (MVY-Martha's Vineyard)23 min drive
Rooms & beds
2 bedrooms (sleeps 3)
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed and 1 Single Bunk Bed
1 bathroom
Bathroom 1
Bathtub or shower · Toilet · Outdoor shower
Spaces
Deck or patio
Outdoor shower
Kitchen
Garden
About this property
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Petite Guest house is private with its own driveway, yard, and easy walk to Menemsha Pond. Amazing location; walk to Menemsha harbor, beach, Galley restaurant & ice cream, fish markets. Views of Pond, Vineyard sound, Aquinnah. 2 bedrooms, galley kitchen, living room wrapped in sliding glass doors out to deck. Beach pass to Lucy Vincent & Squibnocket avail. Well behaved dogs welcome, streaming TV, Wifi, A/C, heat, laundry + level-2 EV charger. Outdoor furniture included upholstered couch with small table, lounge chairs with giant umbrella. Enjoy Weber gas BBQ. Close to Chilmark Store, Chilmark Community Center. Nestled in nature with a small lily pond onsite & ideal for disconnecting. .4 miles (7 mins) walk to Pond boat launch - great for paddle boarding or fishing. Close to Menemsha Inn & Beach Plum Inn. Great dirt roads for running or walking. Loads of hiking trails nearby. Enjoy incredible light + sunsets from the deck.
Recently renovated with reclaimed barn door, translucent panels, new kitchen +bath. Simple Menemsha living with amenities. This cozy home is ideal for a single person, couple, or 3 close friends. A previous guest have compared it to a small houseboat as it's cozy inside. Enjoy outdoor shower, professionally manicured grounds, and bubbling brook next to house to add to chill ambiance. Kitchen has all the modern amenities, microwave, dishwasher and is fully stocked.
NOTE - Our Main house just across a gentle stream via bridge is double the size of this home and may be rented together (if both available). Search VRBO # 2604149.
2026 bookings open October 2025. Reach out if interested.
Recently renovated with reclaimed barn door, translucent panels, new kitchen +bath. Simple Menemsha living with amenities. This cozy home is ideal for a single person, couple, or 3 close friends. A previous guest have compared it to a small houseboat as it's cozy inside. Enjoy outdoor shower, professionally manicured grounds, and bubbling brook next to house to add to chill ambiance. Kitchen has all the modern amenities, microwave, dishwasher and is fully stocked.
NOTE - Our Main house just across a gentle stream via bridge is double the size of this home and may be rented together (if both available). Search VRBO # 2604149.
2026 bookings open October 2025. Reach out if interested.
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
Children
Children allowed: ages 13–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
Pets must be well behaved.
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and return the keys
Checkout time is by 10am. Close blinds, clean grill if used.
If you have a dog please ensure you picked up all poop in yard.
Text Christian to confirm you are out by 10 at 617-543-0501. Thanks!
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses solar energy, plus eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number C0854987968
About the area
Chilmark
Located in Chilmark, this holiday home is in a rural area and on the waterfront. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's landmarks include Gay Head Lighthouse and Grange Hall. Chilmark Chocolates and Fulling Mill Brook Preserve are also worth visiting. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and mountain biking nearby.
Chilmark, MA
What's nearby
- Menemsha Beach - 19 min walk - 1.6 km
- Chilmark Chocolates - 3 min drive - 1.8 km
- Lucy Vincent Beach - 6 min drive - 3.9 km
- Gay Head Lighthouse - 15 min drive - 12.7 km
- Aquinnah Cliffs - 15 min drive - 12.7 km
Getting around
Restaurants
- State Road - 13 min drive
- Menemsha Galley - 13 min walk
- Chilmark Tavern - 4 min drive
- 7aFoods - 12 min drive
- Home Port Restaurant - 13 min walk
Frequently asked questions
About the host
Hosted by Christian Iantosca
We are from Boston and have been coming to the island since I was born. Bought this home in 2022 and its been a dream. I love the great feedback we get on this house and the setting.
Why they chose this property
This location has such a relaxing nature driven vibe. We love Menemsha and the sunsets from the deck can be breathtaking. No noise or distractions. Total relaxation. A bit off the grid in feel but really mins away from a beach, restaurant. We love all the hiking trails nearby that are usually deserted.
What makes this property unique
The views, ocean and pond. Amazing sunsets and the large yard is great for dogs. We are on conservation land so there is a brook & small pond on the property.
Languages:
English, German, Spanish, Hungarian
Premier Host
They consistently provide great experiences for their guests
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