An aerial view of a coastal area with a sandy beach, a small island with buildings, and numerous boats in the water.

Vineyard Haven Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Vineyard Haven vacation rentals

Terrace/patio

1. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (54 reviews)
"Very beautiful, very clean with incredible views of the Vineyard Haven harbor views"
United States
John M.
$1,300 nightly
The price is $1,452
Sep 8 - Sep 9
Total with taxes and fees
WATERFRONT Downtown Cottage w/ Beach
Smart TV, fireplace, books, printers

2. Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Tisbury
10.0 out of 10, Exceptional, (40 reviews)
"Great place, awesome location!"
United States
Connor B.
$968 nightly
The price is $1,081
Sep 6 - Sep 7
Total with taxes and fees
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Interior

3. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (30 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
$404 nightly
The price is $451
Sep 7 - Sep 8
Total with taxes and fees
Brand new! Lovely apartment-Vineyard Haven
Interior

4. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
$523 nightly
The price is $584
Sep 1 - Sep 2
Total with taxes and fees
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Dining

5. A View Fit for Royalty! Top Compliments: so clean! fab hot tub! best view!

A View Fit for Royalty! Top Compliments: so clean! fab hot tub! best view!
Tisbury
10.0 out of 10, Exceptional, (31 reviews)
"Host was very informative before the arrival, house was spotless and everything was easy to find "
United States
Anonymous traveler
A View Fit for Royalty! Top Compliments: so clean! fab hot tub! best view!
Exterior

6. serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower

serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
West Tisbury
$703 nightly
The price is $785
Sep 12 - Sep 13
Total with taxes and fees
serene wooded 3-bedroom house West Tisbury deck, screen porch and outdoor shower
Terrace/patio

7. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.4 out of 10, Very Good, (9 reviews)
"Very accommodating early check in and great communication "
United States
Katelyn K.
$561 nightly
The price is $627
Aug 30 - Aug 31
Total with taxes and fees
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Interior

8. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
"TLDR: House is nice,"
United States
Rachel
$1,975 nightly
The price is $2,206
Sep 8 - Sep 9
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Private beach nearby, beach bar

9. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (367 reviews)
"Overall, very good. Pool and beach area were not the most convenient to access. Short drive required."
United States
Grayson
$222 nightly
The price is $255
Sep 8 - Sep 9
Total with taxes and fees
The Club at New Seabury
Property grounds

10. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (8 reviews)
"Great stay, flexible and responsive host. Difficult location, however, as it was not centrally located or easy to access transportation, etc."
United States
Aviva M.
$671 nightly
The price is $750
Sep 7 - Sep 8
Total with taxes and fees
Lovely two bedroom apartment with indoor fireplace
Interior

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

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (96 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
$623 nightly
The price is $696
Sep 8 - Sep 9
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Coffee/tea maker, fridge, microwave, oven

12. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (6 reviews)
"This is a new, beautiful and tastefully decorated 2 bedroom one bathroom house with a really nice big yard. Owner was very responsive and We had everything we needed for an enjoyable stay!"
United States
Elizabeth O.
$912 nightly
The price is $1,019
Sep 7 - Sep 8
Total with taxes and fees
Brand New Guest house
Property grounds

13. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
6.2 out of 10, (10 reviews)
"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"
United States
Bethann N.
$635 nightly
The price is $709
Aug 31 - Sep 1
Total with taxes and fees
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Exterior

14. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (8 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
$1,251 nightly
The price is $1,397
Sep 7 - Sep 8
Total with taxes and fees
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Property grounds

15. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (155 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
$457 nightly
The price is $510
Sep 2 - Sep 3
Total with taxes and fees
Make Lasting Memories In This Adorable Vineyard Cottage!
TV, fireplace, books

16. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
$760 nightly
The price is $849
Sep 11 - Sep 12
Total with taxes and fees
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Sun loungers, beach towels

17. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
$799 nightly
The price is $893
Sep 8 - Sep 9
Total with taxes and fees
Charming Vacation Home in Oak Bluffs.
Exterior

18. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (3 reviews)
"Brenda and Derek were amazing hosts. They have a beautifully landscaped property with all the amenities needed for a relaxing family vacation. They are super responsive and take a lot of pride in giving their guests a top-notch experience. We will definitely consider staying at their properties again."
United States
Lamar A.
$3,328 nightly
The price is $3,717
Sep 13 - Sep 14
Total with taxes and fees
Beautiful Estate with salt water pool & pond with kayaks
Smart TV

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

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
$480 nightly
The price is $536
Sep 10 - Sep 11
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
TV, fireplace

20. LUX on Main | Downtown | Parking | Sleeps 6, #203

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
10.0 out of 10, Exceptional, (5 reviews)
$798 nightly
The price is $913
Aug 27 - Aug 28
Total with taxes and fees
LUX on Main | Downtown | Parking | Sleeps 6, #203
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

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Happy to stay there and I will be back again"
Anna Kanichada 1-night trip
Posted 2 hours ago
Sea Crest Beach Resort

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Vineyard Haven in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $255 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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

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?

Coastal chic meets French Provençal in this newly renovated oceanfront home. : This vacation home rental outside of Vineyard Haven is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Vineyard Haven?

With 215 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.