Oak Bluffs Vacation Rentals

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Vacation Rentals in Oak Bluffs

Summercamp

3.5 star property
9.2 out of 10, Wonderful, (1003)
"Gorgeous hotel right by the water, and activities "
The price is CA $320
CA $357 total
includes taxes & fees
Oct 6 - Oct 7
Summercamp

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (23)
"Great spot, very clean and convenient. "
The price is CA $231
CA $517 total
includes taxes & fees
Oct 1 - Oct 2
The Island Inn on Martha's Vineyard

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (819)
"Great place and people the location is excellent "
The price is CA $526
CA $588 total
includes taxes & fees
Sep 11 - Sep 12
MV Surfside Hotel

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (540)
"Great location. Close to the beach & the center of town. Very clean & quiet!"
The price is CA $234
CA $261 total
includes taxes & fees
Oct 5 - Oct 6
Pequot Hotel

The Attleboro House

2.5 star property
9.8 out of 10, Exceptional, (83)
"We will be staying here again in the future!"
The price is CA $312
CA $348 total
includes taxes & fees
Oct 5 - Oct 6
The Attleboro House

Morgan Hotel

2.5 star property
8.6 out of 10, Excellent, (176)
"Great property! "
The price is CA $410
CA $458 total
includes taxes & fees
Sep 14 - Sep 15
Morgan Hotel

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (77)
"Our visit was very short on Martha's Vineyard, only two days and one night for a family of 4. We were very pleased with our stay at Madison Inn. It had a feeling of a bed and breakfast place. It was a cozy, clean, and centrally located inn with an amazing staff. The staff were attentive, helpful, and made us feel welcome. Everything was within a walking distance and easy to explore from where we stayed. Highly recommend this place."
Madison Inn

Narragansett House

2.5 star property
8.8 out of 10, Excellent, (47)
"very clean and very helpful staff. breakfast only continental not very good for celiacs. stairs not good for older people"
Narragansett House

The Oak Bluffs Inn

3.0 star property
9.6 out of 10, Exceptional, (11)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
The Oak Bluffs Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Bluffs Hotel Reviews

Find out more about Oak Bluffs

Find out more about Oak Bluffs

Everything you need to know about Oak Bluffs vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Bluffs vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Bluffs vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oak Bluffs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Bluffs. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Bluffs vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Bluffs vacation rentals we have selected for you start as low as CA $127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oak Bluffs rentals

At Expedia, we put the best Oak Bluffs vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oak Bluffs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Bluffs vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Bluffs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Oak Bluffs?

Yes, you can find vacation rentals in Oak Bluffs near Flying Horses Carousel, or you can go with a more secluded option if you're looking for extra privacy while you relax. The shops and waterfront are just a few reasons why tourists like Oak Bluffs. Allow lots of time to check out the beaches and wineries during your visit.

What are some of the best vacation rentals in Oak Bluffs?

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: Visitors give good reviews to this Oak Bluffs vacation home rental, which is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Other favorite homes for rent in Oak Bluffs are Cozy getaway in a central location w/ a full kitchen & furnished deck and MOST CHIC SPOT! Your Martha's Vineyard Getaway!.

How many vacation rentals will I find in Oak Bluffs?

Choose from 249 Expedia vacation rentals in Oak Bluffs for a memorable vacation.

What can I see and do in Oak Bluffs?

Ocean Park and Oak Bluffs Town Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Oak Bluffs Fishing Pier. Other places in town to visit include Circuit Avenue and Oak Bluffs Harbor.

What are vacation rentals like in Oak Bluffs?

Vacation rentals are private accommodations you can reserve for several days or longer in Oak Bluffs. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.