Updated on Jun 15, 2025
|
Type
|
Private vacation home
|
|
Bedrooms
|
3
|
|
Bathrooms
|
1
|
|
House Rules
|
-
No pets allowed
-
Children allowed: ages 0-17
-
Smoking is not permitted
-
No events allowed
|
|
Max Occupancy
|
6
|
|
Host Language
|
English
|
|
Property Id
|
4443376
|
Step Into Vineyard history—with a modern twist. Originally part of the historic Methodist Campground in Oak Bluffs, this lovingly preserved gingerbread cottage now sits tucked away in the desirable Vineyard Highlands neighborhood. Moved to its current location generations ago, the home still radiates the same whimsical charm of its past—while offering the modern comforts today’s travelers expect.
Inside, each room tells a story. The Flying Horses bedroom nods to the iconic carousel just a stroll away. The Vineyard Vines room brings coastal calm with bright, breezy touches. And the Ocean Park bedroom evokes the serene elegance of Oak Bluffs’ beloved green space. Whether you’re drawn to the nostalgia or the location, this home invites you to slow down and soak it all in.
The real showstoppers? Three expansive porches—including a classic wraparound, a sunny back deck, and a private upstairs perch—designed to draw the indoors out. Sip coffee at sunrise, grill dinner under the stars, or unwind after the beach with a glass of wine in the breeze.
Just steps from Sunset Lake, and within walking distance to downtown Oak Bluffs, beaches, ferry, and iconic gingerbread cottages—this home offers the best of old and new.
Come experience the Vineyard the way it was meant to be—full of charm, character, and timeless memories.
Please note: Linens and towels are not provided. Guests may bring their own or arrange delivery through local services such as Martha’s Vineyard Linen Rentals (https://marthaslinenrental.com/rentals). Bedrooms include one queen bed, one double bed, and two twin beds.
Oak Bluffs is home to this vacation home. Woods Hole Ferry Terminal and Oak Bluffs Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Inkwell Beach and Long Point Wildlife Refuge. Flying Horses Carousel and Oak Bluffs Fishing Pier are also worth visiting.
Get the full listing »
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts - Vrbo Property # 1101066
A hidden gem tucked in the woods of the desirable Tea Lane neighborhood. A freshly painted interior, brand new second floor carpeting, conservation grade Birch flooring on the main floor, modern...
3 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts - Vrbo Property # 2143104
Three Winds is a modern beach home in Aquinnah, Martha's Vineyard; The island's westernmost point. The house sits on windswept rolling terrain, overlooking the Vineyard Sound and the Elizabeth...
4 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts - Vrbo Property # 883157
One of the most spectacular oceanfront rentals available on the exclusive Island of Marthas Vineyard. This unique residence is situated on the Chilmark bluff overlooking Lucy Vincent Beach and the...
3 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts - Vrbo Property # 371811
*** Please make an inquiry before booking. ***This quintessential Up-Island 1920s summer house has panoramic water sunsets thanks to its hillside position overlooking the Vineyard Sound. (An East...
2 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts - Vrbo Property # 119441
This well-furnished and architecturally unique two-to-three bedroom house is located on 2.5 secluded acres in Aquinnah. The house has gorgeous 180 degree water views and the private beach is just a...
2 Br Private Vacation Home Vacation Rental In Chilmark, Massachusetts - Vrbo Property # 293733
Superb fields-to-ocean-to-islands views from this charming guesthouse, on a historic Chilmark property. You'll enjoy a wealth of beach options. Squibnocket beach is only 5-minutes away by car....
3 Br Cottage Vacation Rental In Chilmark, Massachusetts - Vrbo Property # 2877615
Everyday is a beach day! A magical beach retreat cottage at the water's edge, nicknamed Gadget. Wades Cove at Chilmark Pond. has immediate, private access to the barrier beach on the Atlantic. just...
3 Br Cottage Vacation Rental In Aquinnah, Massachusetts - Vrbo Property # 3792495
Charming waterfront cottage on the North Shore of Aquinnah overlooking the Elizabeth Islands with panoramic water views. Completely renovated with vintage charm intact. One hundred yards to a...
4 Br Private Vacation Home Vacation Rental In Aquinnah, Massachusetts - Vrbo Property # 3913437
Escape to this delightful summer haven just a short walk from Philbin Beach, Marthas Vineyard's most beautiful. The spectacular Aquinnah/Gay Head cliffs are a mere half mile up the road. The...
2 Br Cottage Vacation Rental In Chilmark, Massachusetts - Vrbo Property # 2879868
A wonderful two bedroom cottage nicknamed The Palace ,and it truly is one!on a private estate with private access to the Chilmark Pond barrier beach facing the Atlantic. newly renovated, updated,...