
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
4.86 out of 5 average rating, 7 reviews5 Blocks to Beach+Town, Stocked Kitchen, Cozy Beds
DavidRating, 5 stars2 months ago
Caitlin was a wonderful hostess, and the house was very nice. I would definitely recommend if you were going to be in the area.
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 Woods Hole
5 out of 5 average rating, 32 reviewsElisa's Cottage - Your Family Vacation Destination
LisaRating, 5 stars4 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!
Guest favourite

Apartment in Oak Bluffs
4.93 out of 5 average rating, 135 reviewsVictorian Oasis: Driveway, hot tub, grill & more
EmilyRating, 5 stars7 months ago
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.
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 stars7 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!
Superhost

Home in Oak Bluffs
4.9 out of 5 average rating, 10 reviews❇️Walking to the Beach❇️Bars and Restaurant’s
WilliamRating, 5 stars8 months ago
Ana is a fantastic host! This was our second time here and it was just as great as the first...looking forward to visiting again as soon as possible!
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
- Oakland Beach
- Grey's Beach
- Coast Guard Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- South Shore Beach
- Chapin Memorial Beach
- Earle Road Beach
- Corn Hill Beach
- Fort Adams State Park
- Agawam Hunt
- Rocky Point Beach
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach