Owner Direct Vacation
Rentals in Vineyard Haven
The Best Owner Direct Vacation Rentals in Vineyard Haven. Explore thousands of vacation home rentals, large cabins, and villas near Vineyard Haven
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Explore the Best Vineyard Haven Vacation Homes
Looking for the perfect place to stay in Vineyard Haven? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Vineyard Haven character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Vineyard Haven Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Vineyard Haven
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Popular Neighborhoods for Vineyard Haven Vacation Rentals
What are the best areas to stay in Vineyard Haven
Discover the top neighborhoods in Vineyard Haven and choose a place that suits your stay.
Wednesday Feb 25
Vineyard Haven, Massachusetts
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Vineyard Haven vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Vineyard Haven
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How to Reserve Your Vineyard Haven Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
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Vineyard Haven Vacation Rental FAQs
1. What are the top vacation rentals in Vineyard Haven?
There are a lot of options in Vineyard Haven. If you plan on staying in the Vineyard Haven area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Vineyard Haven:
- Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
- Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.
- Close to Lambert's Cove Beach. Pastoral setting. Elegant farmhouse & guest house
- Sea Captain's Victorian studio bedroom apartment. Pets OK
- Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
- Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
- Classic Downtown Property
- Well-Appointed 3 bedrm 4 bathrm with AC and 50+ 5-star reviews!
- Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!
- Vineyard Haven Beach House
2. How many vacation rentals have private pools in Vineyard Haven?
There are 12 vacation rentals with private pools near Vineyard Haven. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Vineyard Haven are best for families?
If you are looking for a family-friendly vacation home in Vineyard Haven, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Vineyard Haven:
4. How many vacation rentals are available in Vineyard Haven?
Currently, the total number of properties listed in 2026 is over 421 in the Vineyard Haven area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Vineyard Haven.