Kid-friendly holiday rentals in Oak Bluffs

Andrea’s place was perfect for the time we spent there. This house was a last-minute find after our Nantucket house rental flooded the day before we were set to leave. Her house was clean, close to stores, and comfortable. There was lots of room as the basement had more beds and space for kids. We were able to salvage our trip and actually found this location perfect. Anyone staying here will also love the backyard with multiple amenities. We were very lucky to find this on Airbnb.

We had a great time!!! Perfect for a nice relaxing girls weekend.

Our family of 5 adults and two dogs enjoyed our stay. Everyone had a comfortable bed and the dogs loved having the fenced in yard. The house was clean and had everything we needed. We appreciated the Brita for filtered water in the fridge. Midori was a helpful host when we needed local dog friendly restaurant recommendations. Definitely recommend for anyone who is bringing their pup(s) to Cape Cod. It is not easy to find places that accept more than one dog and we are thankful we found such a great place!

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.

Craig was awesome and extremely nice and understanding! The house was clean and one of the best I have stayed in. The location is quiet and tucked in a small neighborhood. I had the most amazing stay and would suggest this to anyone going to this location!

This little beach oasis is such a great value! We thoroughly enjoyed our stay here. As mentioned in the description, Patty & Bruce's spot is legitimately only a few minute walk from multiple beaches and is in such a cute little neighborhood! They have plenty of beach items should you not bring your own, which is great. The space itself is perfect for a quick little weekend getaway.

Great weekend at Susan's place. Susan met us with the key when we arrived and gave us a quick orientation and some great recommendations for local restaurants. The house was clean, had everything we needed, and the interior wood and many windows gave it a warm, bright feel. The neighborhood was very quiet. If you don't have a car, it is about a mile walk to downtown Oak Bluffs, which we enjoyed. The back patio among the trees and outdoor shower were additional pluses. We would definitely return and hope we get a chance to do so!

We had an enjoyable stay at Rach's place - the home is cute, in a good location, and clean. She was a great communicator.

We had a short but pleasant stay at Gail’s and the in-law apartment was perfect! Check in was easy and the apartment was clean, comfortable, and well-appointed with great snacks! This is a great location for exploring Falmouth and the rest of the Cape and Gail is super friendly and responsive. We hope to stay longer next time!

We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

Great home for our superintendent to stay in while working on a project. Highly recommend!

This was one of the nicest, if not the nicest AirBnB I've stayed in. The apartment was beautifully decorated, spotlessly clean and Paige and Roberto could not have been better hosts. I would recommend staying here when you're visiting Martha's Vineyard. It's very close to Vineyard Haven and the ferry terminal, and a short drive to Oak Bluffs. I was there with my bicycle but if you have a car there would be plenty of parking. The location was very peaceful, quiet and secure. Absolutely perfect.

I had an incredible experience staying at Monica and TJ’s place! From the moment I arrived, everything was seamless. The check-in process was smooth, and the home was exactly as described—clean, cozy, and beautifully decorated. The location was perfect, making it easy to explore the area. The host was incredibly accommodating and responsive, ensuring I had everything I needed throughout my stay. The little touches, like [mention any standout amenities, e.g., complimentary snacks, extra towels, a well-stocked kitchen], made the experience even better. I would highly recommend this Airbnb to anyone looking for a comfortable and enjoyable stay. I’ll definitely be booking again in the future!

Mary Alice's place is so charming, equipped with everything I needed in daily life, and surrounded by full of green and peaceful neighbors. She is also very responsive and supportive in the communication. Definetely recommend, and wish to come back again!

We absolutely loved this cozy, charming apartment! It was comfortable, well appointed, and full of thoughtful touches, like a Bluetooth speaker and a well-curated bookshelf in the bedroom reading nook. The detailed house manual, including local recommendations, was very helpful as this was our first visit to Oak Bluffs. We'd love to come back and stay here again!

We loved our stay here!! Kari is such a lovely host and it was so cool to stay in a building that has such interesting history. Truly beautiful architecture. We had a wonderful time, highly recommend!!

Place was amazing and spacious. To bad we didn't have more time to enjoy it.

Brian is a truly excellent host and his places are consistently great. I will always book with him if his properties are available!

Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.

Heathers condo was great and so close to ocean / beach. Would love to stay again during the summer to enjoy all it has to offer.

Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

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.

We were very happy with this comfortable 2 bedroom condo. Very clean and furnished nicely. Easy walk into town for shopping and dining. We had a few questions, which Leah answered quickly and in a friendly manner. Would stay again. Thank you Leah!

The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.