Vineyard Haven Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Rentals in Vineyard Haven

Private cottage nestled in center of the Vineyard
Beach nearby

Private cottage nestled in center of the Vineyard

10.0 out of 10, Exceptional, (50)
"This whole experience was better than I could have imagined. The cottage was beautiful in a perfect setting. my Hosts went the extra distance. I didn't arrive until close to midnight. My hosts had left fruit, salad, yogurt and ice cream for me. Since I was unable to get a rental car this meant I had something to eat in the morning. I will definitely stay there again! "
Private cottage nestled in center of the Vineyard
Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass
Property grounds

Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this house. We really enjoyed the location and beach pass to Lambert’s Cove. The host was response and friendly. The house was very cute and had plenty of space for all of us. "
Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (327)
"Nice amenities. "
The price is CA $337
CA $385 total
includes taxes & fees
Sep 2 - Sep 3
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (176)
"We really enjoyed the warm hospitality, the spacious rooms, great location right by the beach and great size pool. It’s close to downtown and walkable to a few restaurants. "
InnSeason Resorts Captain's Quarters
Sea Mist Resort
Indoor pool, outdoor pool, sun loungers

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (134)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is CA $252
CA $288 total
includes taxes & fees
Sep 15 - Sep 16
Sea Mist Resort
Beachside Village Resort
Seasonal outdoor pool

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort
Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (85)
"Great stay! "
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
Beach nearby

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

8.4 out of 10, Very good, (20)
"So turn key and perfect for Month, Joy is an exceptional host and I’d recommend her place anytime"
The price is CA $110
CA $244 total
includes taxes & fees
Sep 2 - Sep 3
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
Southcape Resort Mashpee a Ramada by Wyndham
Exterior

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (201)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Exterior

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

6.4 out of 10, (26)
"The property is quiet, spacious and was within a walkable mile of downtown Oak Bluffs. The beds were comfortable. Plenty of clean linens and towels. The house could use some updating. The coffee maker, drinking glasses, and silverware need to be replaced with cleaner ones. And the torn portions of the sectional couch should be fixed. I would definitely stay at the property again."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Steps from Marina, beach, restaurants!
Beach nearby, sun loungers, beach towels

Steps from Marina, beach, restaurants!

9.8 out of 10, Exceptional, (11)
"Property was as described. This was only a quick stay & wish we had a longer visit. Location was great with lots to do. Owner was available to answer any questions "
The price is CA $147
CA $353 total
includes taxes & fees
Sep 2 - Sep 3
Steps from Marina, beach, restaurants!
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Interior

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.4 out of 10, Exceptional, (84)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is CA $526
CA $881 total
includes taxes & fees
Sep 2 - Sep 3
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Relax & Unwind this Fall, at a very private & relaxing 1 bedroom 1 bath studio
Outdoor dining

Relax & Unwind this Fall, at a very private & relaxing 1 bedroom 1 bath studio

10.0 out of 10, Exceptional, (8)
Relax & Unwind this Fall, at a very private & relaxing 1 bedroom 1 bath studio
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Dining

Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

9.6 out of 10, Exceptional, (40)
"Fantastic beach cabin in a nice location, close to Gay Head lighthouse and several beaches, including the dog-friendly Lobsterville. Good views, plenty of land, we had a good time!"
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Beach nearby

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (45)
"Great place for a summer vacation"
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Historic Home across from Monument Beach, Central A/C
Exterior

Historic Home across from Monument Beach, Central A/C

10.0 out of 10, Exceptional, (90)
"Great location and easy walk to the beach."
Historic Home across from Monument Beach, Central A/C
The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub
Interior

The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub

9.4 out of 10, Exceptional, (8)
"Beautiful house perfect location ideal for all aspects of a vacation."
The price is CA $70
CA $711 total
includes taxes & fees
Sep 1 - Sep 2
The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub
Walking to the beach. Bars and Restaurants.
Paper towels

Walking to the beach. Bars and Restaurants.

9.6 out of 10, Exceptional, (4)
"The home was very nice and in a convenient location. Ana was very helpful and quick with communications during our stay. Would highly recommend for anyone traveling to Oak Bluffs! "
Walking to the beach. Bars and Restaurants.
The Costal Corner - Martha's Vineyard
Microwave, oven, stovetop, dishwasher

The Costal Corner - Martha's Vineyard

2.0 star property
10.0 out of 10, Exceptional, (1)
"This property was great for our golf trip. The 3 bedrooms were exceptional "
The Costal Corner - Martha's Vineyard
Oceanview 2 Double Bed Groundfloor Suite
Outdoor dining

Oceanview 2 Double Bed Groundfloor Suite

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 CA $253
CA $315 total
includes taxes & fees
Sep 2 - Sep 3
Oceanview 2 Double Bed Groundfloor Suite
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 Vineyard Haven Hotel Reviews

Find out more about Vineyard Haven

Find out more about Vineyard Haven

Everything you need to know about Vineyard Haven vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Vineyard Haven vacation rental for you. At Expedia, you can take your pick from private vacation 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 Vineyard Haven vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Vineyard Haven vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Vineyard Haven. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Vineyard Haven vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Vineyard Haven vacation rentals we have selected for you start as low as CA $70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Vineyard Haven rentals

At Expedia, we put the best Vineyard Haven vacation 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 Vineyard Haven 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 Vineyard Haven vacation.

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Vineyard Haven?

Yes, there are vacation rentals in Vineyard Haven close to Island Cove Adventures, or you can choose a 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.

What are some of the best vacation home rentals that Vineyard Haven has to offer?

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome: Visitors give good reviews to this Vineyard Haven vacation home rental, which is located in the city center and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette as a favorite home for rent in Vineyard Haven.

How many vacation rentals are there in Vineyard Haven?

With 213 Expedia vacation rentals, you're sure 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 Tisbury Town 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 vacation rentals like in Vineyard Haven?

Vacation rentals are private properties you can reserve for several days or longer in Vineyard Haven. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.