Search Oak Bluffs Cottage Rentals from CA $276

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Oak Bluffs Cottages

Our top choices for Oak Bluffs cottages

Make Lasting Memories In This Adorable Vineyard Cottage!

9.8 out of 10, Exceptional, (147)
"Absolutely loved this place. Had everything we needed. Such cute decor. Perfect cute little rental in convenient location. "
The price is CA $346
CA $706 total
includes taxes & fees
Sep 1 - Sep 2
Make Lasting Memories In This Adorable Vineyard Cottage!

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (28)
"Jim is fantastic to work with."
The price is CA $291
CA $542 total
includes taxes & fees
Sep 21 - Sep 22
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

10.0 out of 10, Exceptional, (29)
"We had a great trip and look forward to staying there again. Location is the best part!"
The price is CA $276
CA $875 total
includes taxes & fees
Sep 17 - Sep 18
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

The price is CA $484
CA $987 total
includes taxes & fees
Sep 21 - Sep 22
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

WATERFRONT Downtown Cottage w/ Beach

10.0 out of 10, Exceptional, (47)
"Super clean, great location and all the amenities a true gem right on the beach. Host was wonderful"
The price is CA $1,176
CA $1,501 total
includes taxes & fees
Aug 31 - Sep 1
WATERFRONT Downtown Cottage w/ Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oak Bluffs Hotel Reviews

Find out more about Oak Bluffs

Find out more about Oak Bluffs

Oak Bluffs Cottages information

Number of reviews
926
Accommodation
236 Cottages
Lowest Price
CA $276
Highest Price
CA $1,176

Explore a world of travel with Expedia

Explore a world of travel with Expedia