Discover a selection of 1,000 vacation rentals in Vineyard Haven, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $114 per night, and houses and cottages are popular options for a stay in Vineyard Haven. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Vineyard Haven
Destination guide

Explore the beachside setting in Vineyard Haven

The area's wineries and festivals are just a few of the reasons to vacation in Vineyard Haven. Renowned for its beaches, island views and shopping, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Things to do

Activities and attractions in Vineyard Haven

Are you looking for attractions to visit in the city? Venture out of your cozy vacation rental and check out everything that makes Vineyard Haven a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Shining Sea Bikeway (8.6 mi / 13.8 km)
  • Cape Cod Country Club (11.7 mi / 18.8 km)
  • Farm Neck Golf Club (2.1 mi / 3.4 km)
  • Falmouth Country Club (10.3 mi / 16.5 km)
  • Chilmark Chocolates (10.8 mi / 17.4 km)
  • Menemsha Blues Charters (10.9 mi / 17.6 km)

Seasonal weather in Vineyard Haven

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 66°F.

Natural features

Exploring the natural features in Vineyard Haven

Travelers enjoy Vineyard Haven for its beaches and island views. Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Vineyard Haven is a great place to get out in nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Oak Bluffs Town Beach (2.4 mi / 3.9 km)
  • Inkwell Beach (2.6 mi / 4.1 km)
  • Lambert's Cove Beach (3.5 mi / 5.7 km)
  • Falmouth Beach (6.1 mi / 9.7 km)
  • Surf Drive Beach (6.1 mi / 9.8 km)
  • Falmouth Heights Beach (6.3 mi / 10.1 km)
How to get there

Traveling to and around Vineyard Haven

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 4.5 mi (7.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Hyannis, MA (HYA-Barnstable Municipal), which is 22 mi (35.4 km) away.

What are the top vacation rentals in or near Vineyard Haven?

The heart wants what it wants, and right now it's craving a vacation. It's time to pack your suitcase and head for one of these top vacation rentals in or near Vineyard Haven:

  • "Panoramic Views Of Snug Harbor In Beautiful West Falmouth" is a hit with guests. Around 11 miles from Vineyard Haven, it has 6 bedrooms and loads of handy amenities, including nearby museums and a stovetop.
  • Another great choice is "Exceptional - Waterfront Home", which is around 11 miles from Vineyard Haven. With 3 bedrooms, a garden and nearby whale-watching activities, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Vineyard Haven vacation rental for you.

What are the best tiny house vacation rentals in or near Vineyard Haven?

You need only set foot inside one of our tiny house vacation rentals in Vineyard Haven to realize that awesome things really do come in small packages. Expertly designed to maximize every square inch of space, these pint-sized pads promise a big vacation experience:

  • Enjoy a simpler way of life at "Marion Village's Very Best Cottage - Tiny Home Living Close To The Town Beach". Amenities at this small wonder in Marion Center include WiFi, cookware, dishware and utensils and more.
  • Alternatively, get comfy at "Stay In A Tiny House 0. 4mi To Beach Village Restaurants Pet Friendly 2 Bikes". Situated in Dennis Port, this little gem comes with heating and a blender.

Can I find log cabins to rent in or near Vineyard Haven?

Whether you want to spend your getaway chasing outdoor adventure or kicking back with your crew, Vrbo has beautiful log cabins where you can do both. Check out these top options in and around Vineyard Haven:

  • "Spacious Wellfleet Tree Top Log Cabin Great For Families And Reunions": Enjoy a week or so unwinding at this great escape in the middle of nature. Once you've recharged, enjoy golf or sailing, which are some of the best activities in this area.
  • "Rustic Cozy Log Cabin": Stay in and enjoy the quiet atmosphere or get out and try some exciting activities nearby, such as mountain biking and fishing. The choice is all yours around here.

What are the top-rated vacation rentals for weekend getaways in or near Vineyard Haven?

Nothing's better than squeezing in a short break to reenergize your batteries. Pack your overnight bag and take five at one of these weekend getaways in and around Vineyard Haven:

  • "Luxurious Estate Includes - Tennis Court" is a comfortable option around 20 miles northeast of the center of Vineyard Haven. You'll never have to go far to find an unforgettable experience around here. Get outdoors and explore Chapin Memorial Beach and Hyannis Harbor. Activities like tennis and basketball will add an adventurous touch to your mini break.
  • Alternatively, unpack your bags at "Oceanfront Contemporary Home - Breathtaking Views". About 20 miles north of Vineyard Haven, activities around here include fishing and cycling. Prefer sightseeing? Plan an outing to South Beach and Cape Cod National Seashore.

Can I find studio apartments for rent in and around Vineyard Haven?

Generally compact, inexpensive and well located, it's hard not to fall for the appeal of a studio apartment. Make yourself comfortable in one of these vacation rentals and get to know Vineyard Haven up close:

  • Make "Luxurious Harbor View “eliza” Cottage Next To White Elephant" your home for a few days or more. This top vacation rental features amenities including a garden and a games room.
  • "Cape Cod/oceanfront On Nantucket Sound W" is another great choice. Get cozy and take advantage of a kitchen, a theme park and more.

There are loads of highlights around Vineyard Haven to add to your agenda. Satisfy your inner culture fan with a visit to Showcase Live and Rockland Trust Bank Pavilion.

Can I find short term rentals in or near Vineyard Haven?

Every once in a while, you've just got to take some time out, even if it's only for one or two days. Enjoy a nice combination of relaxing and exploring at one of these short-term rentals in or around Vineyard Haven:

  • If you're eager to be near the action, "Located Steps Away To Main Street And. 7 Miles From Surf Drive Beach" will be just the thing. It's within easy reach of the center of Vineyard Haven and a superb base to check out attractions like Walden Pond and Louisa May Alcott's Orchard House.
  • Sleep, eat and explore from "Water View - Walk Town/beach, Pets Considered", another excellent option. Old Manse and Concord Visitors Center should be on your itinerary when you're ready to see the sights.

What are the best romantic weekend getaways in or near Vineyard Haven?

Nothing says "I love you" quite like a romantic weekend escape. If you'd like to spend a couple of relaxing evenings away with your significant other, we've got some romantic getaways in and around Vineyard Haven that will get your heart racing:

  • Sneak away on Friday for a few passion-filled evenings at "Panoramic Views Of Snug Harbor In Beautiful West Falmouth". Located approximately 11 miles from Vineyard Haven, it comes with lots of nice touches, including a fireplace and a nearby bay.
  • "Exceptional - Waterfront Home" is another wonderful option that's guaranteed to impress. It's approximately 11 miles from Vineyard Haven and comes with winery tours and a fireplace.

What are the best large group vacation rentals in or near Vineyard Haven?

Share your vacation and double the fun. Whether you're organizing an action-packed getaway with buddies or an overdue family reunion, you'll have your choice of large group vacation rentals in and around Vineyard Haven:

  • A nice range of amenities including an ocean view and a water park make "Panoramic Views Of Snug Harbor In Beautiful West Falmouth" a favorite with groups. This generous retreat has 6 bedrooms and sleeps up to 12 guests. From the heart of Vineyard Haven, it's around 11 miles away to the north.
  • Invite as many as 14 of your favorite folks to "Luxurious Estate Includes - Tennis Court" and fill the place with laughter and love. This popular option has 6 bedrooms and is around 20 miles to the northeast of central Vineyard Haven. It's crammed with features to keep your group happy and comfortable, including a swimming pool and a fireplace.

What are the best houses for rent with a pool in or near Vineyard Haven?

Nothing says fun and frivolity like a pool does. Grab your inflatable swan and browse these houses in or near Vineyard Haven that come with this added perk:

  • Pack your swimming gear and book a few days at "New House, Steps To Beaches, Main St". There are plenty of other convenient amenities here, including a dining table and childrens activities.
  • Alternatively, unpack your bags at "Hóll Adventure House - Perfect For Groups". Along with a refreshing pool, make use of nearby whale-watching activities and a barbecue grill.

Vineyard Haven has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 70 ºF. But you don't have to wait until summer to visit. Check out the search bar at the top of the page and adjust the filters to find the ideal Vineyard Haven vacation rental and plan your escape for whatever season you like.

What are the best large family vacation rentals in or near Vineyard Haven?

Whether your ideal getaway is high in the hills or down by the sea, you'll enjoy it even more if you share it with people you love. Consider one of these large family vacation rentals in or near Vineyard Haven and bring along the whole crew:

  • Located about 11 miles to the north of Vineyard Haven, "Panoramic Views Of Snug Harbor In Beautiful West Falmouth" has 6 bedrooms and fits up to 12 guests. It comes with lots of amenities, including a living room and childrens activities.
  • Another great choice is "Luxurious Estate Includes - Tennis Court". This large rental is 20 miles northeast of Vineyard Haven and features childrens activities, a dishwasher and more. With 6 bedrooms accommodating up to 14 people, don't worry about leaving anyone off your invitation list.

If you want to see some family-friendly attractions around the area, there's no shortage of choice. New England Aquarium, Newbury Street and CoCo Key Water Resort - Boston promise lots of fun for all the crew.