Dog-friendly vacation rentals in Oak Bluffs

We found 9 vacation rentals waiting for you.

Furry friends and wagging tails welcome

Oak Bluffs is even more fun with your four-legged friends. Discover pet-friendly vacation homes with amenities your pup will love, like large outdoor spaces to play and cozy nooks for napping.

Top-rated dog-friendly rentals in Oak Bluffs

Pet parents have spoken. Explore some of their favorite dog-friendly homes in Oak Bluffs, offering the perfect blend of relaxation and adventure for your pup.

Seabreeze Retreat
4 Bed | 2 Bath | Sleeps 8

Seabreeze Retreat - Oak Bluffs, MA

From $546
(excludes fees and taxes)
5.0 (1)
Island Breeze
3 Bed | 2 Bath | Sleeps 6

Island Breeze - Oak Bluffs, MA

From $804
(excludes fees and taxes)
4.47 (34)
Beach House
5 Bed | 2 Bath | Sleeps 12

Beach House - Oak Bluffs, MA

From $863
(excludes fees and taxes)
Marsh Walk
3 Bed | 1 Bath | Sleeps 6

Marsh Walk - Oak Bluffs, MA

From $251
(excludes fees and taxes)
3.59 (17)

Explore All Dog-friendly Vacation Rentals

Recent guest reviews

We had such a great time at this home. Very private yet steps to town. This home is highly recommended. Thanks!
William C. | Jul 2025
We have rented on the island several times and found this location to be perfect! As my husband said, if you're renting this home with a bunch of friends and going to play golf it's a 5 star experience. If you have a family you might feel differently about it. The two upper lofts for sleeping have precarious stairs to navigate. Not ideal for every renter. There is a bit of a feeling that you are staying in your grandmother's home. The kitchen is well equipped. We made several meals. Could use more essentials, such as garbage bags and paper towels. Overall, I would recommend this property.
kathy h. | Jul 2025
This was a great spot for a few nights on MV with my wife and adult kids. Less than 10 minutes from Oak Bluffs harbor and close to everything. The basement tenant was very quiet and we barely saw them. The property next door is in tough shape and I honestly thought it was abandoned at first. Quiet neighborhood and a good spot to set up base for a few nights.
Patrick Q. | Jun 2025
This property is in a quiet residential area that is a few minutes from Oak Bluffs. The porch was a lovely place to have coffee in the morning. The three bedrooms were good sized and comfortable. Two full baths made it quite comfortable for two couples. Edgar Town was a short drive from the property. If you do not have a car, Ubers are easily accessible for a very reasonable cost. The check in and check out process was very simple. We definitely would stay here again.
Roberta H. | Jun 2025
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Yes, a pet fee is charged at all of our pet-friendly vacation rentals. No deposit is required. The amount varies depending on the property’s location, size, and helps to cover extra cleaning procedures.

Dogs are the only type of animals allowed in our pet-friendly vacation homes. As required by law, we also allow service animals in our vacation rentals.

Weight limits and the number of dogs allowed vary by home; any limits will be clearly stated in the description of each listing.

Le nombre d'animaux autorisés par location dépend de la taille de la maison, des préférences du propriétaire et des restrictions de la communauté ou de l'association de propriétaires. Le nombre d'animaux autorisés est indiqué dans la description de l'annonce.

Some homes offer designated pet relief areas on the property. We recommend checking the property description or contacting us for details.

Pet waste bags are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Rules concerning dogs are always changing. We suggest going to the official city website, where you’ll often find a list of any regulations, leash laws, and other relevant information. In addition, certain homeowners' associations have restrictions regarding pets.

Pet food and water bowls are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Dog towels are not usually offered at pet-friendly vacation homes (though some homes may offer them as an extra amenity), so it is best to bring your own.

Dogs are not usually allowed on the furniture in vacation rentals. We recommend bringing your pet's favorite blanket or bed to lie on.
USA > Massachusetts > Oak Bluffs > Dog-friendly