Destination guide

Scenic Oak Bluffs will entice you

Enjoy the wineries and other features of Oak Bluffs. Travellers especially like the beaches, shopping and local tours in this walkable and scenic city. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.


Activities and attractions in Oak Bluffs

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Oak Bluffs has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Farm Neck Golf Club (0.3 mi / 0.6 km)
  • Island Cove Adventures (2.2 mi / 3.6 km)
  • Falmouth Country Club (10.9 mi / 17.5 km)
  • Cape Cod Country Club (12.4 mi / 19.9 km)

Seasonal weather in Oak Bluffs

If you're planning a holiday around warm-weather activities, August, July, June and September are the hottest months to visit, when temperatures average 25°F.

Natural highlights

Exploring the natural landscape of Oak Bluffs

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Oak Bluffs is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Inkwell Beach (1.2 mi / 2 km)
  • Ocean Park (1.2 mi / 2 km)
  • Oak Bluffs Town Beach (1.5 mi / 2.4 km)
  • Joseph Sylvia State Beach (1.8 mi / 2.8 km)
  • Tisbury Town Beach (2 mi / 3.2 km)
  • Gus Ben David's World of Reptiles and Birds Park (2.2 mi / 3.5 km)
How to get there

Transport options to and around Oak Bluffs

Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), the closest airport, located 4.1 mi (6.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hyannis, MA (HYA-Barnstable Municipal), which is 21.5 mi (34.5 km) away.

Where to stay near Oak Bluffs?

Our 2019 accommodation listings offer a large selection of 858 holiday rentals near Oak Bluffs. From 711 Houses to 71 Cottages, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Oak Bluffs for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Oak Bluffs?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Oak Bluffs:

  • East Chop: 306 holiday homes
  • Pocasset: 84 holiday homes
  • West Hyannisport: 142 holiday homes
  • Buzzards Bay: 100 holiday homes
  • Hyannis: 597 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Oak Bluffs?

HomeAway offers a large selection of holiday homes near great places in Oak Bluffs. From HomeAway travellers, the most popular points of interest to stay near are:

  • Ocean Park: 1,162 holiday rentals
  • Oak Bluffs Public Library: 2,431 holiday rentals
  • Chappaquiddick Graveyard: 2,512 holiday rentals
  • Cottage Museum: 1,153 holiday rentals
  • Trinity Park Tabernacle: 2,490 holiday rentals

But there are many other points of interest around Oak Bluffs listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Oak Bluffs?

Yes, of course. HomeAway offers 711 Houses in Oak Bluffs. Our other popular types of Oak Bluffs holiday rentals include:

  • Cottages: 71 holiday houses
  • Bungalows: 71 holiday houses
  • Condos/Apartments: 37 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Cabins and more.

Can I find a holiday accommodation with pool in Oak Bluffs?

Yes, you can select your preferred holiday accommodation with pool among our 111 holiday homes with pool available in Oak Bluffs. Please use our search bar to access the selection of holiday rentals available.

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