Vineyard Haven Holiday Rentals

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Holiday Rentals in Vineyard Haven

Fridge, microwave, oven, stovetop
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
8.4 out of 10, Very good, (21)
"I thoroughly enjoyed my stay at this property. Easy to find, down a well-maintained dirt road. Check-in was a breeze. Private and quiet. The woods surrounding the property were peaceful and welcome. Deer in the front yard, turkeys in the back, rabbits all around. Super clean and comfy! Weather was spectacular affording many walking opportunities both from and near this rental. Biking would be a plus. Have been renting in April on MV for years...this new location is a prize winner!"
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Exterior
Secluded waterfront oasis w/private beach and mooring, dock, patio - 1 dog OK
7.6 out of 10, Good, (17)
"We thoroughly enjoyed the property and loved the old wood paneling and crown moldings. The home was warm and cozy and the dock and beach front were a hit for our Golden retriever, Murphy. Will be back next year"
Secluded waterfront oasis w/private beach and mooring, dock, patio - 1 dog OK
Exterior
Cozy New TimberFrame Vineyard Haven!
10.0 out of 10, Exceptional, (7)
"This cozy timber frame was the best vacation rental I have booked by far in Martha's Vineyard. The place was just like being at home with the amenities. It has everything you need in the kitchen, closets with hangers, and a nice size shower. The owners are locals and were kind, thoughtful, and responsive. There is no hesitation about returning to this place."
Cozy New TimberFrame Vineyard Haven!
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Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (281)
"Good "
The price is NZ$435
includes taxes & fees
22 May - 23 May
The Club at New Seabury
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (388)
"Was a relaxing stay"
The price is NZ$244
includes taxes & fees
23 May - 24 May
Cape Winds Resort by VRI Americas
On the beach, white sand
InnSeason Resorts Captain's Quarters
3.5 star property
9.6 out of 10, Exceptional, (144)
"We had an amazing time and stay. Just wish we had known in advance that this was a no smoking town. Not many places to smoke. But will totally come back again. Every day i went to the beach and collected the most beautiful shells."
InnSeason Resorts Captain's Quarters
Balcony
Harbor-view home with seasonal hot tub, kayaks & fireplace - walk to beach
8.8 out of 10, Excellent, (5)
"I sent review comments previously: Dirty blanket was put back in closet Beer bottle in back yard Enjoyed the house/location as we were in town for a wedding."
Harbor-view home with seasonal hot tub, kayaks & fireplace - walk to beach
5 bedrooms, desk, iron/ironing board, travel cot
Coastal chic meets French Provençal in this newly renovated oceanfront home.
10.0 out of 10, Exceptional, (63)
"We very much enjoyed our stay. Scott was a terrific host."
The price is NZ$1,901
includes taxes & fees
3 Jun - 4 Jun
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Exterior
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
9.8 out of 10, Exceptional, (64)
"Host is extremely efficient, welcoming and willing to go the extra mile to make the stay very pleasant."
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
Interior
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
9.2 out of 10, Wonderful, (27)
"We really enjoyed our stay. There were a few issues. We couldn’t get in through the front door at all we had to go in through the garage. There were no potholders for cooking. Missing sugar for morning coffee. Napkins and tissues also unavailable. The only major concern that was an inconvenience neither of the bathrooms had heat. Thank you We will definitely be back again"
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
Private kitchen
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
9.0 out of 10, Wonderful, (37)
"Very clean and updated property! Conveniently located near the water. Comfortable place for us to rest and give my daughter/husband their space. Recommend this place and look forward to hopefully staying again. My only suggestion is to add dimmable lighting. We felt on stage in the living/kitchen area, bedroom. It would be nice to turn down bathroom light during the night."
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
Beach
Wonderful waterfront getaway with furnished deck, pond access, kayaks & WiFi
9.8 out of 10, Exceptional, (21)
"This beautiful home was clean and well maintained. It was spacious enough for our mid winter getaway with friends- plenty of room to spread out in the living room and the dining room table was big enough for our nightly board games."
Wonderful waterfront getaway with furnished deck, pond access, kayaks & WiFi
Aerial view
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0 star property
10.0 out of 10, Exceptional, (3)
"Great hosts and excellent service!! Lots of details in the house and amenities nearby! We had lots of fun and enjoyed the stay!"
The price is NZ$894
includes taxes & fees
27 May - 28 May
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Property grounds
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
10.0 out of 10, Exceptional, (12)
"All my wife's children and grandchildren gathered at this lovely home to celebrate her 70th birthday. The home and grounds/neighborhood are simply great and Thomas was a wonderful and responsive host. Since some folks stayed the whole visit and others were only with us for a long weekend, we were thrilled that the dining area accommodated our whole group when necessary, and the kitchen allowed many hands to make light work. The dining table doubled as a spot for the family to gather and...
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Property grounds
Popponesset Waterfront - Private Deeded Beachfront Home, 3 bedrooms, 2 baths
10.0 out of 10, Exceptional, (7)
"Beautiful home with a great view, right on the ocean. Was very quiet when we went (off season), but will definitely be renting again. Very clean, and had just about everything you would need!"
Popponesset Waterfront - Private Deeded Beachfront Home, 3 bedrooms, 2 baths
Outdoor dining
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
10.0 out of 10, Exceptional, (158)
"We had a great vacation dispite the weather. The property could not have been nicer!"
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
Fridge, microwave, oven, stovetop
Beautiful bright home with firepit, deck & backyard - walk to beach
9.6 out of 10, Exceptional, (45)
"Very clean, welcoming"
Beautiful bright home with firepit, deck & backyard - walk to beach
Aerial view
Breathtaking Views with Private Dock & Pool: Summer Special 40% off!
9.2 out of 10, Wonderful, (17)
"We had 3 family birthdays this week & for the 1st time in years we were all together. What made it extra special was this fantastic property & superb location. Maria was so easy to communicate with, it just made everything super smooth. When you get the weather here in the creeks and rivers it is an incredibly enjoyable place to stay, protected kayaking, peaceful yet close to the shops at Mashpee Commons for all the essentials. Thank you Maria."
Breathtaking Views with Private Dock & Pool: Summer Special 40% off!
3 bedrooms, WiFi, bed sheets
Escape on conservation land with furnished deck, pond views, sunroom, & AC
8.8 out of 10, Excellent, (9)
"Very nice property. Excellent location!"
Escape on conservation land with furnished deck, pond views, sunroom, & AC
Iron/ironing board, WiFi, bed sheets
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.8 out of 10, Exceptional, (36)
"Great location, lots of amenities - pool, fire pits, tennis courts, nearby restaurant. Communication for checking was excellent."
Romantic seaside getaway with pool & tennis courts - dog-friendly
Don't see what you're looking for?
See all available properties in Vineyard Haven
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.

Other types of properties in Vineyard Haven you may be interested in

View from property
Mansion House Inn And Spa
3.5 star property
9.4 out of 10, Exceptional, (961)
"Very clean, worker supper kind, nice view,very nice mansion "
The price is NZ$480
includes taxes & fees
23 May - 24 May
Mansion House Inn And Spa
Panoramic Studio, 2 Queen Beds, Non Smoking, Ocean View | Terrace/patio
Vineyard Harbor Motel - Private Beach
2.5 star property
9.0 out of 10, Wonderful, (284)
"Nice place "
Vineyard Harbor Motel - Private Beach
Fridge, microwave, oven, stovetop
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
8.4 out of 10, Very good, (21)
"I thoroughly enjoyed my stay at this property. Easy to find, down a well-maintained dirt road. Check-in was a breeze. Private and quiet. The woods surrounding the property were peaceful and welcome. Deer in the front yard, turkeys in the back, rabbits all around. Super clean and comfy! Weather was spectacular affording many walking opportunities both from and near this rental. Biking would be a plus. Have been renting in April on MV for years...this new location is a prize winner!"
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Vineyard Haven holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Vineyard Haven. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Vineyard Haven. Seeing all the best attractions is bound to make you fall in love with Vineyard Haven. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Vineyard Haven short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Vineyard Haven?

Yes, there are holiday rentals in Vineyard Haven close to Island Cove Adventures, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the wineries and beaches in Vineyard Haven. Leave some time to check out the shops and waterfront during your trip.

How many holiday rentals are there in Vineyard Haven?

With 223 Expedia holiday rentals, you're guaranteed to find just the right place for your Vineyard Haven stay.

What can I see and do in Vineyard Haven?

Enjoy the outdoors at Lambert's Cove Beach and Long Point Beach, or simply take in cultural attractions like Martha's Vineyard Film Center and Martha's Vineyard Museum. While here, Martha's Vineyard Chamber of Commerce and Vineyard Haven Terminal are other places worth a visit.

What are holiday rentals like in Vineyard Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Vineyard Haven. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip.

Recent reviews of Vineyard Haven properties
Expedia verified reviews