Menemsha Holiday Rentals

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Holiday Rentals in Menemsha

InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (187)
"Great location and helpful staff"
InnSeason Resorts Captain's Quarters
Coastal chic meets French Provençal in this newly renovated oceanfront home.
10.0 out of 10, Exceptional, (87)
"Great stay! "
The price is AU$1,942
includes taxes & fees
27 Oct - 28 Oct
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Cozy getaway in a central location w/ a full kitchen & furnished deck
6.8 out of 10, (23)
"The furniture and amenities provided were good"
Cozy getaway in a central location w/ a full kitchen & furnished deck
Beachside Village Resort
3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
6.4 out of 10, (31)
"The weather was perfect and our crew made the best of our trip."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Last minute deal - walk to the beach - 4 bedroom - super cute!
9.6 out of 10, Exceptional, (88)
"We had a wonderful visit! The house was so nice and clean and the location was perfect! A short walk to the ocean. Would definitely stay again!"
Last minute deal - walk to the beach - 4 bedroom - super cute!
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
10.0 out of 10, Exceptional, (71)
"Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend."
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
8.8 out of 10, Excellent, (33)
"The peaceful woodland setting is just beautiful! Enjoyed a quiet stay in this spacious one bedroom house. The porch wraps around entire house and gave our morning coffee and breakfast a very special vacation feel."
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
The price is AU$1,882
includes taxes & fees
20 Oct - 21 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
9.6 out of 10, Exceptional, (57)
"Loved the house, perfect location. Very well kept it was our second time staying at this house and we will be back"
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
9.4 out of 10, Exceptional, (91)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is AU$774
includes taxes & fees
17 Oct - 18 Oct
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Spacious colonial home close to town with AC, porches, & W/D
9.4 out of 10, Exceptional, (6)
"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
Classic Cape Cod - Ocean Views - Steps to Falmouth Heights Beach.
10.0 out of 10, Exceptional, (52)
"Beautiful home in a great location! "
Classic Cape Cod - Ocean Views - Steps to Falmouth Heights Beach.
The Costal Corner - Martha's Vineyard
2.0 star property
10.0 out of 10, Exceptional, (4)
"This property was great for our golf trip. The 3 bedrooms were exceptional "
The Costal Corner - Martha's Vineyard
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
10.0 out of 10, Exceptional, (29)
"Perfect for my family of 4. Very walkable to everything Vineyard Haven. "
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Spacious home for entertaining, centrally located to beach, ferry, and airport.
10.0 out of 10, Exceptional, (4)
"We loved this home, its amenities and how easy the process was! We would recommend it to anyone!! Thank you!"
Spacious home for entertaining, centrally located to beach, ferry, and airport.
Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach
2.0 star property
10.0 out of 10, Exceptional, (1)
"The location was great and the pullouts were comfortable. The only downside is the walk through bathroom."
Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach
Ground-Floor Studio w/ 2 King Beds & Kitchenette (103)
6.0 out of 10, (2)
"Our trip was a last minute decision, and needed to stay just one night. The location, the fast response, clear instructions, cleanliness, assigned parking and pricing all came together very nicely! "
The price is AU$265
includes taxes & fees
28 Oct - 29 Oct
Ground-Floor Studio w/ 2 King Beds & Kitchenette (103)
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
10.0 out of 10, Exceptional, (36)
"This house had everything you could need for a fun and relaxing stay on Chappy. The hosts were very responsive to any questions and the house was amazing. Great experience for our family and can’t thank the hosts enough for their attention to detail. "
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs
10.0 out of 10, Exceptional, (7)
"Excellent property with a wonderful pool and quiet neighborhood. Listing was accurate as described and communication with owner was prompt and helpful to all questions. Excellent amenities including game room with pool table and boats games. Great location for adults and children to enjoy. "
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs
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.
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Top Menemsha Hotel Reviews

Find out more about Menemsha

Everything you need to know about Menemsha holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Menemsha holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Menemsha holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Menemsha holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Menemsha. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Menemsha holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Menemsha holiday rentals we have selected for you start as low as AU$265 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Menemsha rentals

At Expedia, we put the best Menemsha holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Menemsha rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Menemsha holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Menemsha. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Menemsha?

Yes, there are holiday rentals close to the most popular sights in Menemsha, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Menemsha has to offer?

Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly: This holiday home rental outside of Menemsha is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Menemsha?

Expedia has 6 holiday rentals for your stay in Menemsha.

What’s there to see and do in Menemsha?

Explore the area and family-friendly sights such as Oak Bluffs Fishing Pier, or get out into nature at a spot like Menemsha Beach. In the wider area, you’ll find Gay Head Lighthouse and Aquinnah Cliffs.

What’s a holiday rental in Menemsha like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Menemsha. Holiday rentals feature extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips.