Discover a selection of 1,000 holiday rentals in Oak Bluffs, MA, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and air conditioning. Prices start at £ 124 per night, and houses and cottages are popular options for a stay in Oak Bluffs. Either way, you'll find a rental for everyone's needs.
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 features

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.

Can I find a vacation rental around Oak Bluffs?

Yes, our 2020 property listings offer a large selection of 1,244 vacation rentals near Oak Bluffs. From 1,121 houses to 99 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oak Bluffs for a holiday or a weekend are on Vrbo.

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

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Oak Bluffs:

  • Katama: 257 vacation rentals
  • Summersea: 37 vacation rentals
  • West Chop: 17 vacation rentals
  • Fells Pond: 98 vacation rentals
  • Falmouth Heights: 211 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Oak Bluffs?

Vrbo UK offers a large selection of vacation rentals near lovely places in Oak Bluffs. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Trinity Park Tabernacle: 1,730 vacation rentals
  • Oak Bluffs Harbor: 1,754 vacation rentals
  • Cottage Museum: 1,739 vacation rentals
  • East Chop Light: 1,786 vacation rentals
  • Farm Neck Golf Club: 1,594 vacation rentals

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

Can I rent Houses in Oak Bluffs?

Yes, of course. Vrbo UK has 1,121 Houses in Oak Bluffs. Our other popular types of vacation rentals in Oak Bluffs include:

  • Cottages: 99 rentals available
  • Flats: 73 rentals available
  • Cabins: 99 rentals available

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

Can I find a vacation rental with pool in Oak Bluffs?

Yes, you can select your preferred vacation rental with pool among our 187 vacation rentals with pool available in Oak Bluffs. Please use our search bar to access the selection of vacation rentals available.

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