591+ Rental Villas and Private Getaways in Oak Bluffs |
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Oak Bluffs Vacation Rentals & One Degree Stays Homes

About Oak Bluffs Vacation Rentals

There are more than 591 vacation rentals that are available in Oak Bluffs. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Oak Bluffs.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Oak Bluffs, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Oak Bluffs. Places to stay near Oak Bluffs are 955.81 ft² on average, with prices averaging US $832 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Oak Bluffs with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Oak Bluffs

Type Count
Vacation Homes 398
Holiday Apartments 76
Cottages 41
Villas 2

Use these Quick Filters to Find a Vacation Rental in Oak Bluffs

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oak Bluffs.

Weather in Oak Bluffs, MA

View the weather forecast for Oak Bluffs before booking your Oak Bluffs Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Oak Bluffs, MA

OneDegreeStays offers a large selection of top attractions around Oak Bluffs. Research things to do on your vacation before you visit Oak Bluffs.


Oak Bluffs Harbor
Inkwell Beach
Oak Bluffs Town Beach
Flying Horses Carousel
East Chop Light
Trinity Park Tabernacle
Ocean Park
Cottage Museum
Oak Bluffs Public Library
Joseph Sylvia State Beach
Farm Neck Golf Club
Chappaquiddick Graveyard
Seaview Beach
Martha's Vineyard Hospital Development
Martha's Vineyard Hospital
Cape Codder Water Park
Hyannis Harbor
Old Silver Beach
Hyannis Port Beach
Falmouth Heights Beach

Other Places to Stay in Oak Bluffs, MA


Joseph Sylvia State Beach 1,198 Properties
Farm Neck Golf Club 1,197 Properties
Oak Bluffs Public Library 1,091 Properties
Martha's Vineyard Hospital 1,077 Properties
Martha's Vineyard Hospital Development 1,064 Properties
Trinity Park Tabernacle 1,054 Properties
Cottage Museum 1,052 Properties
Circuit Avenue 1,045 Properties
Oak Bluffs Harbor 1,036 Properties
Ocean Park 1,028 Properties
East Chop 59 Properties
Lagoon Heights 44 Properties

Frequently Asked Questions About Oak Bluffs?

What are the top vacation rentals in Oak Bluffs?

There are a lot of options in Oak Bluffs. If you plan on staying in the Oak Bluffs area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oak Bluffs:

How many vacation rentals have private pools in Oak Bluffs?

There are 7 vacation rentals with private pools near Oak Bluffs. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Oak Bluffs are best for families?

If you are looking for a family-friendly vacation home in Oak Bluffs, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oak Bluffs:

How many onedegreestays vacation rentals are available in Oak Bluffs?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 591 in the Oak Bluffs area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Oak Bluffs. 


People Also Ask

There are 591 Oak Bluffs, MA Vacation Rentals

Recently Booked Vacation Rentals in Oak Bluffs