House in Menemsha, MA
8 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Welcome to Fleetwood Farm — a modern barn set into ancient farmland, down a quiet lane and surrounded by a permanently protected landscape of rolling fields and old stone walls. The house balances historic Island charm with modern comfort, with a strong sense of place through thoughtful materials and local art.
Life-long islanders, we decided to build a retirement home for our loved ones. This is a space designed around quality time: cooking together, playing games, relaxing in the hammock, stargazing by the fire, or stepping out for activities in town.
We love sourcing fresh seafood in Menemsha and produce from several local farms nearby. Located in the peaceful heart of the island, all six towns are easy to explore.
10-minute drive to Lamberts Cove Beach
12-minute drive to Menemsha Beach
AMENITIES
- Chef's Kitchen
- Fire pit
- Outdoor kitchen/grill
- Lawn games
- Board games
- In-Law suite with separate entrance, bedroom, and bathroom
- Basement TV Lounge with Kitchenette/Wet Bar
- Two desks areas for remote work
- Plush Brooklinen sheets and towels
- Beach chairs
- Washer & Dryer
- EV Charger (type 2)
- Main Fridge + Beverage/Wine Fridge + Basement Fridge
- 5-Burner Induction Stove
- Lobster Pot
- Air Fryer/Toaster Oven
- Microwave
- Coffee Machine w Latte Maker
- Pour Over Coffee Pot
- Electric Kettle
- Tea + Coffee
- AC splits in every bedroom, plus one split for basement
- All bedrooms have dark-out shades and lights on dimmers.
- The southern-facing Outdoor Shower is *incredible* after a day at the beach
LAMBERT'S COVE BEACH is available to West Tisbury Residents. Beach stickers are required from mid-June through Labor Day (7am-6pm), and we will share instructions on how to easily obtain one. (A sticker is not required in the off season and the beach can be accessed without a sticker before 7am and after 6pm during peak season - great spot for catching sunsets!).
FERRY RESERVATIONS for peak summer season open up each year around January for those bringing cars to the island. Info can be found on the Steamship Authority website. If your ideal reservation time isn't immediately available, you can book a spot that is in the ballpark and add the waitlist option. Have hope, things tend to shuffle around as the summer approaches and visitors can usually find a time that works out.
Please note we do have exterior-only security cameras for safety.
Life-long islanders, we decided to build a retirement home for our loved ones. This is a space designed around quality time: cooking together, playing games, relaxing in the hammock, stargazing by the fire, or stepping out for activities in town.
We love sourcing fresh seafood in Menemsha and produce from several local farms nearby. Located in the peaceful heart of the island, all six towns are easy to explore.
10-minute drive to Lamberts Cove Beach
12-minute drive to Menemsha Beach
AMENITIES
- Chef's Kitchen
- Fire pit
- Outdoor kitchen/grill
- Lawn games
- Board games
- In-Law suite with separate entrance, bedroom, and bathroom
- Basement TV Lounge with Kitchenette/Wet Bar
- Two desks areas for remote work
- Plush Brooklinen sheets and towels
- Beach chairs
- Washer & Dryer
- EV Charger (type 2)
- Main Fridge + Beverage/Wine Fridge + Basement Fridge
- 5-Burner Induction Stove
- Lobster Pot
- Air Fryer/Toaster Oven
- Microwave
- Coffee Machine w Latte Maker
- Pour Over Coffee Pot
- Electric Kettle
- Tea + Coffee
- AC splits in every bedroom, plus one split for basement
- All bedrooms have dark-out shades and lights on dimmers.
- The southern-facing Outdoor Shower is *incredible* after a day at the beach
LAMBERT'S COVE BEACH is available to West Tisbury Residents. Beach stickers are required from mid-June through Labor Day (7am-6pm), and we will share instructions on how to easily obtain one. (A sticker is not required in the off season and the beach can be accessed without a sticker before 7am and after 6pm during peak season - great spot for catching sunsets!).
FERRY RESERVATIONS for peak summer season open up each year around January for those bringing cars to the island. Info can be found on the Steamship Authority website. If your ideal reservation time isn't immediately available, you can book a spot that is in the ballpark and add the waitlist option. Have hope, things tend to shuffle around as the summer approaches and visitors can usually find a time that works out.
Please note we do have exterior-only security cameras for safety.
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Menemsha, MA
Ratings and reviews
10 / 10Outstanding·May 2026
Wish we could have stayed longer, wonderful, remote, location, tucked away down a country road in a quiet part of West Tisbury, the beautiful open floor plan is light filled, and was perfect for our gathering. Sliding doors opened to the large deck with views across the neighbors pasture to a pond in the distance. Only a 10 minute drive to Lambert’s Cove Beach, which reminded me of the Caribbean with perfect sand and aqua to deep blue water. We would recommend Fleetwood to anyone.
$$$$
Top rated by guests
10Outstanding
(6 Ratings)
"Wish we could have stayed longer, wonderful, remote, location, tucked away down a country road in a quiet part of West Tisbury, the beautiful open floor plan is light filled, and was perfect for our g..."
Eleanor C.Don't miss out! Price and availability may change
