Oak Bluffs Holiday Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Oak Bluffs

The Club at New Seabury
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (307)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is S$252
includes taxes & fees
5 Jan - 6 Jan
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (157)
"Great place right on the water "
The price is S$198
includes taxes & fees
5 Jan - 6 Jan
InnSeason Resorts Captain's Quarters
Cape Winds Resort by VRI Americas
Children’s play area – outdoor

Cape Winds Resort by VRI Americas

3.5 star property
8.8 out of 10, Excellent, (423)
"This was an off-season stay. Older, but very well-maintained property Extremely friendly staff. Nice pool. Bif two-floor unit. Nice kitchen. Very comfortable."
Cape Winds Resort by VRI Americas
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.
Don't see what you're looking for?
See all available properties in Oak Bluffs
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Oak Bluffs you may be interested in

Summercamp
Porch

Summercamp

3.5 star property
9.2 out of 10, Wonderful, (922)
"Easily accessible from the ferry "
Summercamp
MV Surfside Hotel
View from room

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (805)
"We had an excellent stay! The staff made it very enjoyable and gave us recommendations when we needed to switch our plans around due to weather. We will definitely be back!"
MV Surfside Hotel
Morgan Hotel
Interior

Morgan Hotel

2.5 star property
8.4 out of 10, Very good, (124)
"."
The price is S$274
includes taxes & fees
5 Jan - 6 Jan
Morgan Hotel
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.

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 233 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.