Oak Bluffs Holiday Rentals

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Check prices for these dates

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Holiday Rentals in Oak Bluffs

The Club at New Seabury
Enjoy beachside cabanas and umbrellas, a covered pavilion, and scenic views amidst lush greenery.

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The Club at New Seabury
InnSeason Resorts Captain's Quarters
Enjoy a serene beach experience with a gentle slope leading to the calm sea.

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (175)
"Just a quick weekend away. Great location for beach lovers. Also excellent retaurants "
InnSeason Resorts Captain's Quarters
Beachside Village Resort
Enjoy a serene retreat with a pool and lush surroundings.

Beachside Village Resort

3.0 star property
9.4 out of 10, Exceptional, (96)
"Great location! Nice property! "
The price is S$544
includes taxes & fees
12 Aug - 13 Aug
Beachside Village Resort
Sea Mist Resort
Relax by the pool, surrounded by comfortable lounge chairs.

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (133)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is S$258
includes taxes & fees
24 Aug - 25 Aug
Sea Mist Resort
Southcape Resort Mashpee a Ramada by Wyndham
Houses with brick exteriors and white trim stand amidst well-manicured lawns and trees.

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham
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

MV Surfside Hotel

MV Surfside Hotel

10/10 Excellent
"Great place and people the location is excellent "
John 1-night trip
Posted 3 days ago
MV Surfside Hotel

Frequently asked questions

Can I find holiday rentals in Oak Bluffs?

Yes, there are holiday rentals in Oak Bluffs close to Flying Horses Carousel, or you can select a more secluded option if you're looking for a relaxing stay. 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.

How many holiday rentals will I find in Oak Bluffs?

Choose from 264 Expedia holiday rentals in Oak Bluffs for a memorable holiday.

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 holiday rentals like in Oak Bluffs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Bluffs. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.