
Kid-friendly holiday rentals in Osterville, Barnstable
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Top-rated family-friendly rentals in Osterville, Barnstable
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Kid-friendly house rentals

8 Min Drive to Beaches! Brand New, Bright, & Fresh
Exceeded our expectations! We had a wonderful stay at Priscilla’s place in Barnstable over Memorial Day weekend. We spent three nights there, and it had everything we needed. The neighborhood was quiet, the space was newly renovated, and the backyard was huge; perfect for our dog, Oxford, who loved every moment of yard playtime. We had the pleasure of meeting Priscilla, who was friendly and welcoming right from the start. Oxford enjoyed her company too—it was clear he liked her! We’ll definitely stay again.

Scenic water views, walk to Nantucket Sound beach
We loved our stay at Stephen's! The house is lovely and so cozy. We were there for a beautiful fall weekend and the sunlight pouring in in the mornings was so special and having a fire going in the evenings really hit the spot. Stephen was so kind and responsive. We loved being able to drive to the beach in just a few minutes. Would definitely come back!

Hyannis Cape Escape
My friends and I stayed here for my bachelorette, and it was absolutely amazing! The hosts went above and beyond to make sure our stay was great and even left treats for us upon arrival. The house is stunning, clean, and in a wonderful area on the cape. Cannot recommend it enough!

Private Lake Beach | Spectacular Views & Amenities
This is an absolutely beautiful rental and location. Cleanest, most pristine location we have been to. Appliances and bathrooms are glimmering. Host is immediately responsive and kind. 10 out of 10 in all respects.

Private Beach Theme Loft Entire 2nd Floor
Sharon was an incredible host, she was incredibly responsive and made everything super easy! The place is really cute and gives you that sea side vibe. The bed is incredibly comfortable and the bathroom was clean. I would absolutely come back.

Cozy ranch with private neighborhood beach
The home was lovely. The inside and outside were just as described in the pictures. The home had everything needed in the kitchen for cooking, although we chose to order food for delivery. The neighborhood was very quiet with friendly neighbors. The location was close to groceries and shopping—great locations for the ferries (Woodhole and Island Queen) to Martha's Vineyard. Although my stay was short, the accommodations were perfect! CONS: It was most challenging to navigate the channels on the TV's in the home. I would only recommend having a local channel guide available.

Cottage with private beach in Hyannis Port
Great cottage in a private community with private beach. Can't recommend enough for a relaxing Cape weekend!

New Home 1 Bedroom and Bath Sleeps 4
The house was cozy, clean, and a great place to stay for our time in Cape Cod. Steven is very responsive and we had a fun and easy time there.
Family-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!

Brand new! Whole apartment, huge tub, full kitchen
If I could give 100 stars I would!! Out of all the airbnbs I have stayed at Jennifer’s listing has outdone them all!! First of all, Jennifer was the most amazing host and treated us like family! Secondly, the house was spotless, not a speck could be found (and I am usually picky about cleanliness) — it was absolutely exceptional!!! I will definitely be coming back multiple times. Thank you Jennifer for hosting us!

Main Street on the Park
Beautiful and well-maintained place. We had a minor issue, but Jonas was very proactive in resolving it. Felt right at home.

⭐ Gorgeous Beach Views -- The Sand Dollar Suite
Relaxing girls get away weekend. Amazing views, very walkable and friendly town and beach. (Delicious local ice cream shop- vegan options too!). The perfect place to relax, catch up with friends, and make some delightful memories.

Sunny Studio Apartment on Martha's Vineyard
We had such a great stay! The hosts were super accommodating and really attentive to anything we needed. The place was spotless, cozy, and fully stocked with all the essentials (and then some). They went out of their way to make us feel at home, and it honestly made the whole experience so relaxing and enjoyable. We loved everything about our stay and are already looking forward to making this an annual tradition! Tracy Thomas and Drenary Gwynn Baltimore Maryland

Your Private Garden
We had a lovely time at Mary Alice’s place. She was incredibly kind, helpful, and responsive before, during and after our stay. Even though we weren’t able to meet in person, she made sure we felt welcomed and had what we needed. She also offered flexible checkin/checkout which we didn’t end up needing, but it was nice to have as an option! The location is a quiet and cozy neighborhood that offered us privacy but was also walkable to the main street. Many thoughtful touches incorporated into the place - I can tell that she treats her home with so much love and care, and it shows! Would recommend!

Great Location. Near Beach & Main Street. Unit M1
This was my second time staying at Chris’ place and it’s was just as nice and convenient as I remembered. Great location, efficient studio condo with everything you need. I look forward to coming back and staying there again!

Prime Location! Hyannis Center New 2 Bed Apartment
This was our first time visiting Cape Cod and the location was perfect. Just about an hour away from each end of the island. We were able to explore the entire Cape in a week. The place was clean and spacious. The restaurant downstairs had great food and music. We took advantage of their steak night on Friday night and their half off tapas and jazz night on Tuesday. You do hear a thumping sound in the apt., but it really didn't bother us. Renee did provide ear plugs if you need them. We didn't. Communication was great and we would definitely stay there again.
Family-friendly apartment rentals

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Anna’s place was exactly what we needed to have a peaceful and relaxing Memorial Day weekend stay. We knew the weather might be on the cooler side, so purposefully wanted to stay where there was the possibility of using the indoor pool – the sponsored guest passes were a huge benefit here, and Oceans Edge staff even went above and beyond, adding an extra day to our pool access since we were picking them up so late in the day. The condo was clean and filled with all the essentials, in a very quiet area of the property. Would definitely stay again!

Steps to Private Beach in Chatham
Great location for a quiet, peaceful Cape Cod family getaway. Perfect space for group of 4, located on quiet corner of Chatham/cape cod. Very walkable to downtown and lighthouse beach (best beach in cape cod). Julia is a wonderful host, extremely responsive and her local recommendations for visitors were outstanding, especially for first time visitors to CC. Would recommend.

1BR Condo w/ Balcony in Mashpee, MA
We needed to stay close by for a funeral and Jenny & Ania’s spot was just what we needed. We had a very easy check-in, the place was spotless, and was very cozy for our needs. There was a perfectly convenient shopping area with restaurants less than .2 miles away which was great as we got in late. Our only regret is not having time to try the pool! Thanks so much Jenny and Ania.

The 5 minute walk to beach Super Cute Beach Condo
I had a wonderful stay! The space was clean, quiet, and very comfortable. Perfect for a good night’s sleep after spending the day out. I came to Dennis, MA to celebrate a friend’s birthday and used the space primarily for resting, and it was just what I needed. The heat worked well, and the check-in and check-out process was smooth and hassle-free. Overall, I really enjoyed my stay and would definitely return if I’m in the area again.

Sandy Neck Provisions - Full Apartment
The location was quiet during our low season stay and close to a beach with 5 mins drive. The house was clean and had lots of board games to have fun with. Meghan was responsive to answer our questions and to addressed issues. I would stay there again in the future.

In-town, Pied-a-Terre. Private, Sunny Urban Oasis
Thank you for the warm welcome, useful information, and a lovely space to stay while visiting the Cape! We would definitely come back!

Shining Sea Condo
Courtney was an amazing host! Her place was beautiful and clean. I would definitely stay again! Check this place out it’s perfect!

A Spectacular. Walk to beach, town and harbor 20
Amazing stay. Didn’t have to get an Uber once, everything was walkable. Brian communicated consistently.
Quick stats about holiday rentals that are kid-friendly in Osterville, Barnstable
Total rentals
30 properties
Nightly prices starting at
₹4,304 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Island Park Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach