
Vacation rentals in Oak Bluffs
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Oak Bluffs
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Oak Bluffs vacation rentals
Other great vacation rentals in Oak Bluffs
Guest favourite

Home in Mattapoisett
4.89 out of 5 average rating, 9 reviews5 Blocks to Beach+Town, Stocked Kitchen, Cozy Beds
Pei-TzuRating, 5 stars2 days ago
Lovely house and peaceful and quiet neighborhood.
Guest favourite

Vacation home in Falmouth
4.96 out of 5 average rating, 24 reviewsFabulous Falmouth Heights home steps to beach!
KatieRating, 5 stars2 weeks ago
Beautiful home in Falmouth Heights. Plenty of room, looked just like the photos. Quiet neighborhood and a quick walk up to the beach. Plenty of space where we didn’t feel like we were on top of each other but absolutely LOVED the big couch so we could all hang out and watch movies together on the cold nights. Lesley was super responsive and accommodating to all of our needs and questions. Amazing place and host!
Guest favourite

Vacation home in Falmouth
4.92 out of 5 average rating, 52 reviews2 Acre Waterfront Oasis Overlooking Waquoit Bay
RebeccaRating, 5 stars3 weeks ago
We had the most wonderful time here! The place was so comfortable and on a very peaceful beautiful property. We would definitely come again! It was perfect for our party of 8, sleeping and hanging and cooking and enjoying the off season quiet.
Top guest favourite

Home in East Falmouth
5 out of 5 average rating, 36 reviewsSpacious and immaculate custom home.
LeslieRating, 5 stars8 months ago
We had a fantastic family vacation in Falmouth and Anne’s house greatly exceeded all of our expectations! Comfortable, beautiful decorated and appointed with every amenity. We will be back!
Top guest favourite

Home in Woods Hole
5 out of 5 average rating, 32 reviewsElisa's Cottage - Your Family Vacation Destination
LisaRating, 5 stars5 months ago
We had the pleasure of staying at this incredible Airbnb, and can honestly say it exceeded our expectations! From the moment we arrived, the host made us feel incredibly welcome with thoughtful touches like a personalized welcome note and a basket of local treats. Great location along with being peaceful and quiet at night. Overall, we highly recommend! The host was communicative, the space was perfect for our family of 6!
Superhost

Home in Oak Bluffs
4.81 out of 5 average rating, 108 reviewsBeautiful 3 bedroom in Oak Bluffs, walk to beach
BrendaRating, 5 stars3 weeks ago
We enjoyed our time and found the place very beautiful and well laid out. We enjoyed the board games and the large sized rooms. Angela was very helpful and gave clear instructions. It was surprising and outside of normal expectations that we were expected to wash and dry all towels and linens prior to departure I have never had to do that in an AirBnB before. It made for a bit of stress on departure. If you go, keep that in mind when planning ferry departure times. You can’t leave too early. But aside from that our stay was lovely.
Superhost

Home in Teaticket
4.8 out of 5 average rating, 25 reviews5 Bedroom, Central Air, Close to Beaches and MORE!
CarolRating, 5 stars8 months ago
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.
Superhost

Home in Falmouth
4.75 out of 5 average rating, 4 reviewsNEW! 2 Houses, Main House plus Guest House
CassandraRating, 5 stars8 months ago
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!
Quick stats about vacation rentals in Oak Bluffs
Total rentals
720 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
500 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
40 properties have a pool
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Roger Williams Park Zoo
- Nickerson State Park
- Oakland Beach
- Grey's Beach
- Chapin Memorial Beach
- Coast Guard Beach
- Scusset Beach
- Corn Hill Beach
- Pinehills Golf Club
- South Shore Beach
- Earle Road Beach
- Cahoon Hollow Beach
- Baker's Beach Club
- Fort Adams State Park
- Salty Brine State Beach
- Agawam Hunt
- Rocky Point Beach