Vineyard Haven Vacation Homes

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Featured Vacation Homes in Vineyard Haven

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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.

Hotel Options in Vineyard Haven

    Vineyard Harbor Motel - Private Beach

    Vineyard Harbor Motel - Private Beach

    60 Beach Road, Vineyard Haven, MA
    $166 nightly
    The price is $186 total per night from Oct 25 to Oct 26
    $186 total
    Oct 25 - Oct 26
    Total with taxes and fees
    9/10 Wonderful! (591 reviews)
    Mansion House Inn And Spa

    Mansion House Inn And Spa

    9 Main Street, Vineyard Haven, MA
    $187 nightly
    The price is $209 total per night from Nov 3 to Nov 4
    $209 total
    Nov 3 - Nov 4
    Total with taxes and fees
    9.2/10 Wonderful! (1,002 reviews)
    Harbor Landing Resort

    Harbor Landing Resort

    15 Beach St, Vineyard Haven, MA
    8/10 Very Good! (195 reviews)

Vineyard Haven Vacation Homes

Book vacation homes in Vineyard Haven
Next time you take a group getaway top Vineyard Haven, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Vineyard Haven vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Vineyard Haven vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Vineyard Haven; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Vineyard Haven rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Vineyard Haven is sure to be a winner.

Vineyard Haven Vacation Homes essential information

Accommodation
1316 Vacation Homes
Lowest Price
$186
Highest Price
$209
Popular accommodation
Cozy getaway in a central location w/ a full kitchen & furnished deck, Moon Compass Escape – Spacious Cape Cod Retreat, Newly Renovated Near Amazing Sunset Beach, Last minute deal - walk to the beach - 4 bedroom - super cute!, Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!, Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome, 2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock , Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry, Luxury Loft Historic Center Oak Bluffs

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