Find Winery Hotels in Vineyard Haven, MA

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Our top choices for Vineyard Haven hotels with winery

Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (294)
"Beat B&B i have ever stayed at! "
United States
Philip
$169 nightly
The price is $193
Dec 10 - Dec 11
Total with taxes and fees
Frederick William House
Beach nearby, sun loungers, beach towels
Steps from Marina, beach, restaurants!

Steps from Marina, beach, restaurants!

Wareham
9.8 out of 10, Exceptional, (12)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
$210 nightly
The price is $235
Dec 11 - Dec 12
Total with taxes and fees
Steps from Marina, beach, restaurants!
Exterior
Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast

3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (157)
"Breakfast was great!"
United States
William
$120 nightly
The price is $134
Dec 11 - Dec 12
Total with taxes and fees
Delano Homestead Bed & Breakfast
Front of property
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1002)
"amazing stay"
United States
Cristi
$226 nightly
The price is $252
Dec 14 - Dec 15
Total with taxes and fees
Faraway Martha's Vineyard
Interior
Cape Cod Escape at Casa de Leo!

Cape Cod Escape at Casa de Leo!

2.5 star property
Falmouth
$1,228 nightly
The price is $1,405
Dec 10 - Dec 11
Total with taxes and fees
Cape Cod Escape at Casa de Leo!
4 bedrooms, desk, iron/ironing board, travel crib
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Dartmouth
10.0 out of 10, Exceptional, (13)
"Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun."
United States
Nick R.
$1,133 nightly
The price is $1,265
Jan 4 - Jan 5, 2026
Total with taxes and fees
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
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

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Updated room, great price, good breakfast. Hot water was almost non existent!"
Sean 1-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel

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