Pet-friendly vacation rentals in Oak Bluffs

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Oak Bluffs pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in East Falmouth
5 out of 5 average rating, 4 reviews

Home in East Falmouth

JoshuaRating, 5 stars2 months ago
I moved my family to Cape Cod in September and stayed here while shopping for a permanent home. I’ve never done a long term (4+ month) Airbnb rental before and it’s a little different from the normal experience. But Jessica and family were very nice and this was the right place for us to make that transition. Conveniently located to Falmouth and Mashpee Commons and a very reasonable price for the area. There were a couple of situations that required Jessica to be very flexible with us and she was very accommodating. We would stay here again.
Guest favorite
Home in Marstons Mills
4.95 out of 5 average rating, 73 reviews

Cozy Cape Cod garden retreat close to everything

AdriannRating, 5 stars1 month ago
We've stayed here three times now, and it's always a pleasure! Stocked with everything you might need, and Nick is responsive and great.
Guest favorite
Home in East Falmouth
4.93 out of 5 average rating, 130 reviews

Summer House Close To Beaches

JulieRating, 5 stars4 months ago
Location was great and the neighborhood was quiet and beautiful. Robert was very responsive and accommodating. The ease of finding the home & access with the great directions along with a bottle of wine in the fridge were added bonuses after driving all day/night and a late night arrival.
Superhost
Home in Oak Bluffs
4.73 out of 5 average rating, 30 reviews

Walk to OB Town & Beach | Family & Dog Friendly

EmilyRating, 5 stars6 months ago
Andrew’s place was a great landing place for us attending a family wedding in the area. Very close to lots of shops and restaurants. The house had much more space than we even realized. We had a 4 month old baby with us and while we brought our own pack and play, there actually were several there already, as well as a changing table in the basement. There were 4 of us (1 couple, 2 singles) + the baby and the house could have accommodated many more. It had all the amenities we needed and then some. Andrew was kind to accommodate an earlier check in and offer some suggestions for food while we waited. I would certainly stay here again.
Guest favorite
Home in Barnstable
4.93 out of 5 average rating, 43 reviews

Walk2Lake | Fence | Cragiville | 3Livings | Pet AC

AmyRating, 5 stars3 weeks ago
The house was a perfect for a group of friends and family meeting up. we were here very off season because it was convenient to a larger group event. We never even found the lake (too cold out). The house had a large dining table and a kitchen with what you would expect. Very happy with the house stay and the responsiveness of the host!
Guest favorite
Home in Barnstable
4.93 out of 5 average rating, 117 reviews

Cozy 1-level fenced yard Craigville Beach 2000sqft

LaraRating, 5 stars5 days ago
Midori’s place was located in a quiet neighborhood and had plenty of restaurants, shops and activities within a 15-20 minute driving radius. Check-in was easy. Hosts were friendly. House was clean, cozy and pictures online were accurate. We thoroughly enjoyed our stay.
Top guest favorite
Home in Tisbury
4.98 out of 5 average rating, 268 reviews

Sunny, Spacious Vineyard Retreat

LizRating, 5 stars3 weeks ago
This is the third time my family has stayed in this beautifully furnished and extremely comfortable home, located on a quiet cul de sac. Always perfect for our Vineyard get-aways.
Guest favorite
Home in Oak Bluffs
4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

LaurenRating, 5 stars6 months ago
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!

Pet-friendly home rentals with a pool

Home in New Seabury
5 out of 5 average rating, 3 reviews

Private home with heated pool near the beach!

BryanRating, 5 stars20 months ago
The pictures don’t do this listing any justice. Very nice home with plenty of room for the family. The pool also is bigger than it looked in the photos. The home is very close to the inn and marketplace which makes things very easy. If you need a pet friendly rental that is close to all this is your place.
Superhost
Home in Barnstable
4.58 out of 5 average rating, 26 reviews

Contemporary Gem with Private Pool!

SameerahRating, 5 stars2 days ago
I want to start off by saying this house was sooo worth it !! every bit of it! Staying here felt peaceful, relaxing, and honestly like a home away from home. The house was even more beautiful in person than in the pictures .Clean, stylish, and cozy. The neighborhood was great and felt super safe. The location was perfect ,not far from anything I needed. The host was amazing and responded incredibly fast to any questions. Check-in was easy, and everything about this stay exceeded my expectations. I’ll definitely be back!
Superhost
Home in Mashpee
5 out of 5 average rating, 3 reviews

Mashpee Manor Pool House

JeffreyRating, 5 stars7 months ago
House was very clean and comfortable. Kathleen was very responsive to all my inquiries both prior to and during our stay. House was easy drive to shopping and dinning as well as the local ponds and beaches. Although we did not cook if u plan to prepare meals be aware kitchen has limited pots and pans for cooking. Also would have like to have a tea pot to boil water. Otherwise had everything we needed for a wonderful stay
Guest favorite
Home in Cotuit
4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

ZackRating, 5 stars6 months ago
Perfect stay - just be sure to bring or order sheets and towels!
Home in Barnstable
4.75 out of 5 average rating, 12 reviews

Centerville Oasis, Heated Saltwater Pool!

SarahRating, 5 stars7 months ago
We had a lovely stay at this house. Really felt like a gem with a very private backyard and lovely pool. Such a convenient location near many different beaches and the house was very clean and comfortable. There was an issue with the front door code when we arrived, but Drew and his team were incredibly responsive and got us inside quickly. The only thing we wish we had were some fans in the bedrooms.
Guest favorite
Condo in Tisbury
4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

JamikaRating, 5 stars8 months ago
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.
Guest favorite
Condo in Falmouth
4.71 out of 5 average rating, 14 reviews

Condo in Falmouth MA

JuanRating, 5 stars1 month ago
Patrick’s place was absolutely perfect! We made great use of the kitchen with no problem whatsoever. We really appreciated the nearby trail to get some fresh air and enjoyed being close to a grocery store for cooking meals. Highly recommend this place if you want a quiet laidback place to rest and refit!
Home in East Falmouth
4.85 out of 5 average rating, 74 reviews

5 BR, 2 BA; AC; Inground heated Pool; Pet-Friendly

RonaldRating, 5 stars8 months ago
Jon's house is the ideal family Cape Cod destination. The 5 very comfortable air condition bedrooms, spacious street level well stocked kitchen, dining room, living room , huge full bath with washer and dryer that has a door that leads to the back yard. The huge fenced in backyard with heated inground pool , with 4 chaise loungers and multiple pool floats was perfect . The outdoor shower with changing room was a plus for our large family. The large covered deck worked out well. It was convenient to have the house stocked with all the essentials needed for your stay. We loved the Friday to Friday rental. It made traveling easy. The list is endless . There wasn't one thing that our group of 8 found wrong with this property. We will definitely be back next year!!

Private, pet-friendly home rentals

Superhost
Guesthouse in Cotuit
4.89 out of 5 average rating, 89 reviews

The Cotuit Bungalow

LisaRating, 5 stars8 months ago
This the kind of spot one comes to enjoy the quiet elegance of what Cape Cod offers. Beautiful homes and gardens. Adorable villages rich in history. And if that wasn’t enough…the food was fabulous and the residents were some of the friendliest people I have ever encountered.
Superhost
Guest suite in Oak Bluffs
4.78 out of 5 average rating, 318 reviews

Cottage suite between the harbors: no minimum stay

MeganRating, 5 stars7 months ago
This was exactly what we were looking for--it was equal distant from vineyard haven and oaks bluff, right along the bus route. We ended up renting bikes and biking to and from different towns, which was amazing. Theda was extremely responsive and even let us check in and out when we needed. We'll definitely stay here again when we're in town!
Guest favorite
Home in West Falmouth
4.95 out of 5 average rating, 21 reviews

Falmouth 4BR with A/C, private beach, bike path

VicaryRating, 5 stars4 months ago
We had a great Thanksgiving visit in a wonderful setting. The house is equipped with everything you could possibly need. The space worked very well for our family and the beds were comfortable. Jess provided us with all the information we needed for a great stay!
Guest favorite
Home in Falmouth
4.89 out of 5 average rating, 54 reviews

Charming 2 Bed Steps to Falmouth Heights Beach

MikeRating, 5 stars3 months ago
Wonderful home. Plenty of space, beautiful kitchen, comfy beds, great tv streaming choices, just a few minutes into town, and about a five minute walk to the water. Could not have asked for more. Also, having a fenced in backyard was great for my dog. Loved the place.
Superhost
Home in New Seabury
4.86 out of 5 average rating, 35 reviews

New Seabury French Chateau Inspired

NicoleRating, 5 stars7 months ago
My friends and I loved our stay at the chateau! We attended a wedding at the inn and It was the perfect location, great proximity to the venue and so many things in the area. Anya was so wonderful to communicate with and made our stay such a breeze! The house is so beautiful, spacious and such a great space to gather im. We spent so much time on the deck and my dog loved the fenced in backyard! I can’t recommend this place enough
Superhost
Vacation home in Edgartown
5 out of 5 average rating, 8 reviews

Beautiful Martha's Vineyard Home

JorgeRating, 5 stars1 month ago
For this being my first Air B&B, I couldn’t be more pleased. Perfect location. Jon was a phone call away with any questions or concerns and I felt like it was a home away from home. Definitely recommend for a great stay at the Vineyard!
Guest favorite
Home in Oak Bluffs
4.92 out of 5 average rating, 39 reviews

Charming Vacation Home in Oak Bluffs.

UgiRating, 5 stars7 months ago
Amazing stay. We felt so at home during our time there. Five of us total (including a 7 year old) and we had more than enough space. Amazing light and peaceful. All amenities we needed. Short 5 minute drive to Circuit Ave and everything we needed. We were barely home. Great communication and was extremely flexible about our check in. Looking forward to booking again!
Guest favorite
Home in Barnstable
4.88 out of 5 average rating, 33 reviews

Perfectly situated home in beautiful Osterville

WilliamRating, 5 stars5 months ago
This was our second year in row here for a pre-Thanksgiving family celebration. The house is terrific and the amenities are great. We will definitely be back. Mark is a pleasure to work with. Very accessible and quick to respond.

Quick stats about vacation rentals that are pet-friendly in Oak Bluffs

  • Total rentals

    170 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    6.8K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

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