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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Vineyard Haven cottages

Exterior

1. LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (62 reviews)
"Great for a short stay on the island. Close to downtown area with shops, cafes, etc. "
United States
Andrew S.
The price is CA $860
CA $1,098 total
includes taxes & fees
Sep 21 - Sep 22
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Property grounds

2. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
East Falmouth
9.6 out of 10, Exceptional, (4 reviews)
"Oh were we ever excited to check-in to this Cape Cod style charming house! . It made us feel like we were Definitely visiting "The Cap"!. The decor was so nice and the outside patio area so comfortable. The location turned out to be perfect. We were concerned at first since we did not know the area but once we were out & about we realized we were in a good spot and on a beautiful street."
United States
Joyce G.
The price is CA $185
CA $890 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Cottage (2 Bedrooms) | Interior

3. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
3.0 star property
East Falmouth
The price is CA $245
CA $868 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Exterior

4. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is CA $256
CA $610 total
includes taxes & fees
Oct 14 - Oct 15
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Outdoor dining

5. Mashpee Heaven Lake front

Mashpee Heaven Lake front
Mashpee
8.0 out of 10, Very good, (1 review)
"Location was very nice. The kayaks were a plus. The interior was like retro 1960's, but very comfortable. The exterior was a bit unkempt."
United States
Richard B.
The price is CA $325
CA $1,332 total
includes taxes & fees
Sep 21 - Sep 22
Mashpee Heaven Lake front
Terrace/patio

6. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
The price is CA $441
CA $730 total
includes taxes & fees
Sep 21 - Sep 22
Charming cottage overlooking the bay in Padanaram Village.
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

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

8/10 Good
"This is a nice little place, ideally set for the ferry and Vineyard Haven centre. The staff are friendly, and there is a small beach with interesting views of what's going on in the harbour. The bathrooms are a bit dated, though clean and functional enough. It didn't matter too much to us, but the room wasn't made up. I'd stay there again."
Martin 2-night trip
Posted 8 hours ago
Vineyard Harbor Motel - Private Beach

Find out more about Vineyard Haven

Vineyard Haven Cottages information

Number of reviews
88
Accommodation
232 Cottages
Lowest Price
CA $610
Highest Price
CA $1,332

Frequently asked questions

How much do cottages in Vineyard Haven cost?
Cottages in Vineyard Haven range between CA $610 and CA $1,332 per night. These retreats offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Vineyard Haven?
There are 232 cottages in Vineyard Haven. Whether you're traveling with the family or organizing a weekend retreat with your friends, Expedia can help you find the perfect space to reconnect with nature.
Why book your cottage in Vineyard Haven with Expedia?
Booking a cottage in Vineyard Haven is as easy as clicking on your travel dates and choosing your ideal place for outdoor recreation and relaxation. From high-end retreats to low-cost properties and cottages that have amenities like laundry facilities, Expedia has something for all traveler styles. As for irresistible deals? We've have them as well!
How can I find cheap cottages in Vineyard Haven?
Expedia can help you easily locate cheap cottages in Vineyard Haven. To lock in your special stay in a few clicks, simply use our convenient filter tool to tailor your search results by star rating, budget and amenities.
What is there to do in Vineyard Haven near my cottage?
Vineyard Haven has enough experiences to keep you amused for weeks (or months!), starting with Martha's Vineyard Museum. Martha's Vineyard Film Center, Vineyard Playhouse and Island Cove Adventures are other wonderful attractions. If you're sticking around a while, Long Point Wildlife Refuge and Vineyard Haven Public Library will add the finishing touches to your itinerary.

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