
Kid-friendly vacation rentals in Oak Bluffs
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Top-rated kid-friendly rentals in Oak Bluffs
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Popular amenities for Oak Bluffs kid-friendly rentals
Kid-friendly house rentals

Family-Friendly Cape Cod Escape
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.

The Mills Retreat- 3BR/2Bath - Beach pass included
This was a family Christmas getaway, and it was perfect.

Cozy 1-level fenced yard Craigville Beach 2000sqft
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.

Sunny, Spacious Vineyard Retreat
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.

Holiday in the sun!
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!

New Seabury & South Cape Beach State Park
Laura’s cape cottage was fantastic! Beautiful home very clean within walking distance of the beach. We had a bit of rainy weather during our stay but Laura was quick to make recommendations and was very responsive. Will return! Thanks so much for a wonderful stay

Sweet little post and beam
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!

NEW! 2 Houses, Main House plus Guest House
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!
Kid-friendly apartment rentals

In-law apt. with all the amenities of Home.
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!

WATERFRONT PENTHOUSE OAK BLUFFS
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!

5 minutes to downtown 10 minutes to the beaches
Really liked the place, loved the plants. Got to water them since I stood longer than planned. It had everything I needed

Walk downtown from our terrace apartment
This was the nicest airbnb I've stayed in. It feels like a home rather than a commercial rental. I was looking for a writing retreat and this place was perfect. It has two nice workspaces, comfy reading chair and sofa, a kitchen fully stocked with staples.cookware and small appliances, so I could whip up meals easily when I didn't want to go out. It's walkable to all the interesting sights and stores around town; I never used my car for five days. The neighborhood is peaceful, and the interior is warm and charming, just enough nice furnishings and fun art without being cluttered. Best of all, Carlina and Bethany are the most thoughtful, generous and warm hosts you could wish for. They anticipated my every need before and during my stay, responded immediately to questions, supplied me with fresh eggs from their hens, and in general, made themselves completely available while respecting my desire for a solitary retreat. If I lived in New Bedford, I know we'd be good friends.

Centerville Studio with Town Beach Pass
Great home for our superintendent to stay in while working on a project. Highly recommend!

One Bedroom in-law near beach with breakfast
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!

Your Private Garden
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!

In-Town Retreat: Deck, Walk to beach, a Gem!
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!
Kid-friendly condo rentals

Oceanside Cottage Apt next to Craigville beach
Place was amazing and spacious. To bad we didn't have more time to enjoy it.

Stunning. Walk to Beach, Town and Harbor 113B
Brian is a truly excellent host and his places are consistently great. I will always book with him if his properties are available!

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
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.

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Private 3bdrm Condo Tashmoo Woods
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.

Sunny 2bedroom condo w pool, walk to town
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!

Modern Downtown Condo!
We stayed at this Airbnb for a weekend while visiting and attending a couple of family functions. The place was very clean and neat. The check-in was very clear and easy to access. Overall, good stay!!

Condo in Falmouth MA
Wonderfull place very peacefull and quiet . Beautiful lake in the Back as well. Patrick was very quick with his responses.overall great experience
Quick stats about vacation rentals that are kid-friendly in Oak Bluffs
Total rentals
140 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
5.3K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 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
- Rocky Point Beach
- Agawam Hunt
- Surfside Beach
- Pilgrim Beach
- Springhill Beach