Search Vacation Homes in Menemsha

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Vacation Homes in Menemsha

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Residents can stroll along the walking path and enjoy the serene atmosphere of this well-maintained neighborhood.

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (22)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Stroll out to the front porch and enjoy the serene surroundings.

Spacious home in central location with beautiful patio, pool table, W/D, & AC

10.0 out of 10, Exceptional, (1)
"We loved our stay. This is the first time I have rented a house without a prior review. So glad we did! The house seemed brand new or very recently remodeled. The pool table and media area downstairs made the rainy day we had on the island a great one. We had a party of seven and plenty of space to spread out and relax. It was easy to walk to town but we also rented bikes to get around. I would highly recommend this home to anyone looking for a relaxing stay on Martha's Vineyard."
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Relax on the deck with a view of the surrounding landscape and trees, featuring a glass-top table and comfortable seating for four.

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

6.2 out of 10, (17)
"This property has not been well cared for or cleaned. Arrived to a very musty/moldy smell, trash outside, the walls were streaked with dead bug guts and then the stove didn't work!! It was a step above camping. You get what you pay for!"
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Enjoy dining or socializing on the patio surrounded by lush greenery.

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

8.6 out of 10, Excellent, (38)
"Close to the beach , clean and a wonderful Vineyard stay"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Waterfront Home w/ Guest Cottage
Smart TV

Waterfront Home w/ Guest Cottage

10.0 out of 10, Exceptional, (1)
"I lined the view from the home and the safety in the area! Overall, great place for a big family !"
Waterfront Home w/ Guest Cottage
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Property grounds

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice nostalgic home Needs minor work (Toilet seats)(Middle room mirror )AC "
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and coffee maker.

Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.

10.0 out of 10, Exceptional, (15)
"had a great weekend at the house and the area... might be back again"
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
West Falmouth Cottage in the Heart of This Historic Village.
Relax on the beach with comfortable chairs and umbrellas, surrounded by a natural shoreline and lush vegetation.

West Falmouth Cottage in the Heart of This Historic Village.

10.0 out of 10, Exceptional, (51)
"Great location, comfortable and perfect for my family of four. "
West Falmouth Cottage in the Heart of This Historic Village.
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, and dishwasher.

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (52)
"This was a lovely home in a very nice location"
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Spacious colonial home close to town with AC, porches, & W/D
TV, DVD player, books

Spacious colonial home close to town with AC, porches, & W/D

10.0 out of 10, Exceptional, (3)
"We had such a great stay here. Very clean and super close to town. We would definitely stay here again. Thanks!"
Spacious colonial home close to town with AC, porches, & W/D
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
Set amidst lush greenery, this charming house features a two-story design with a prominent gable roof and large windows.

Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

9.4 out of 10, Exceptional, (60)
"Loved the area and the peacefulness"
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views
Guests can enjoy a spacious balcony and a large front porch with outdoor seating and a barbecue grill.

The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had such a wonderful stay at this house! The layout was perfect — all the bedrooms were spacious and comfortable for our whole group. We especially loved the bright, open living space and the kitchen, which made gathering together so easy. The house was clean and full of natural light.The back deck with its patio seating was the perfect spot for an early morning coffee, and the large open field was great for a soccer game with our group. Plus, the hot tub was an amazing bonus. It was so much...
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views
Private cottage nestled in center of the Vineyard
Enjoy a serene beach experience with gentle waves lapping onto the shore.

Private cottage nestled in center of the Vineyard

10.0 out of 10, Exceptional, (48)
"The property worked perfect for our family of 3 along with our dog. It was centrally located, really clean, and Jess was wonderful to deal with as she was very responsive throughout the whole process. We would definitely stay here again."
Private cottage nestled in center of the Vineyard
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
Relax on the deck with a comfortable seating area, featuring a sofa, chairs, and a coffee table.

Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry

10.0 out of 10, Exceptional, (6)
"Nice, newly renovated place. Very well equipped with easy access to either ferry terminals."
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
Walk To Town - Beautiful Edgartown House
Enjoy meals in this kitchen with a dining table for four, a refrigerator, and a window offering a view of the outdoors.

Walk To Town - Beautiful Edgartown House

9.8 out of 10, Exceptional, (57)
"We had a wonderful stay in this home. Perfectly appointed and you can’t beat the location. Especially loved the outdoor shower!"
Walk To Town - Beautiful Edgartown House
Charming 2-bd Home Steps to Falmouth Heights Beach w/ Fab Fenced Patio & Yard
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, refrigerator, and microwave.

Charming 2-bd Home Steps to Falmouth Heights Beach w/ Fab Fenced Patio & Yard

Charming 2-bd Home Steps to Falmouth Heights Beach w/ Fab Fenced Patio & Yard
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Relax in this inviting living area with a comfortable sofa set and a modern kitchen in the background.

Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches

3.8 out of 10, (7)
"We enjoyed our stay here and loved having the big open kitchen to the living room to all hang out in!"
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Terrace/patio

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

8.8 out of 10, Excellent, (33)
"Great spot for a get away. Private with easy access to activities."
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
Enjoy cooking in this well-lit kitchen with a large island and bar stools.

Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK

8.8 out of 10, Excellent, (60)
"Location, plenty of towels"
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Enjoy a peaceful retreat in this cabin with a spacious deck and comfortable outdoor seating area.

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

10.0 out of 10, Exceptional, (51)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Menemsha Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Great people, great room! Stayed with the jet tub suite, everything was clean and comfortable! Definitely no complaints!!"
Maria Vitoria 1-night trip
Posted 1 day ago
Admiralty Inn & Suites - a Red Collection Hotel