Kid-friendly holiday rentals in Osterville, Barnstable

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Popular amenities for Osterville, Barnstable family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Barnstable
5 out of 5 average rating, 18 reviews

8 Min Drive to Beaches! Brand New, Bright, & Fresh

NatRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Barnstable
4.9 out of 5 average rating, 103 reviews

Scenic water views, walk to Nantucket Sound beach

NilouRating, 5 stars8 months ago
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!
Top guest favourite
Home in Barnstable
5 out of 5 average rating, 21 reviews

Hyannis Cape Escape

LaurenRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Barnstable
4.98 out of 5 average rating, 42 reviews

Private Lake Beach | Spectacular Views & Amenities

AndrewRating, 5 stars1 month ago
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.
Superhost
Home in Hyannis
4.83 out of 5 average rating, 204 reviews

Private Beach Theme Loft Entire 2nd Floor

AlecRating, 5 stars4 days ago
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.
Guest favourite
Home in Barnstable
4.97 out of 5 average rating, 37 reviews

Cozy ranch with private neighborhood beach

AngelaRating, 5 stars6 days ago
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.
Guest favourite
Home in Hyannis Port
4.88 out of 5 average rating, 162 reviews

Cottage with private beach in Hyannis Port

JustinRating, 5 stars5 days ago
Great cottage in a private community with private beach. Can't recommend enough for a relaxing Cape weekend!
Guest favourite
Home in Barnstable
5 out of 5 average rating, 23 reviews

New Home 1 Bedroom and Bath Sleeps 4

JacquelineRating, 5 stars9 months ago
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

Top guest favourite
Flat in East Falmouth
4.95 out of 5 average rating, 314 reviews

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

KateRating, 5 stars7 months ago
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!
Top guest favourite
Flat in Mattapoisett
4.98 out of 5 average rating, 103 reviews

Brand new! Whole apartment, huge tub, full kitchen

MiriamRating, 5 stars5 days ago
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!
Superhost
Flat in Fairhaven
4.77 out of 5 average rating, 109 reviews

Main Street on the Park

VivekRating, 5 stars3 weeks ago
Beautiful and well-maintained place. We had a minor issue, but Jonas was very proactive in resolving it. Felt right at home.
Guest favourite
Flat in Onset
4.94 out of 5 average rating, 159 reviews

⭐ Gorgeous Beach Views -- The Sand Dollar Suite

GinaRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Oak Bluffs
4.98 out of 5 average rating, 206 reviews

Sunny Studio Apartment on Martha's Vineyard

TracyRating, 5 stars3 weeks ago
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
Guest favourite
Flat in Falmouth
4.95 out of 5 average rating, 171 reviews

Your Private Garden

VeronicaRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Hyannis Port
4.88 out of 5 average rating, 126 reviews

Great Location. Near Beach & Main Street. Unit M1

EmmaRating, 5 stars1 week ago
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!
Guest favourite
Flat in Hyannis
4.84 out of 5 average rating, 149 reviews

Prime Location! Hyannis Center New 2 Bed Apartment

CindyRating, 5 stars4 weeks ago
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

Guest favourite
Apartment in Brewster
4.97 out of 5 average rating, 180 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

JeremyRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Chatham
4.86 out of 5 average rating, 103 reviews

Steps to Private Beach in Chatham

IsaacRating, 5 stars3 weeks ago
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.
Superhost
Apartment in Mashpee
5 out of 5 average rating, 3 reviews

1BR Condo w/ Balcony in Mashpee, MA

TylerRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Dennis Port
4.86 out of 5 average rating, 203 reviews

The 5 minute walk to beach Super Cute Beach Condo

JonathanRating, 5 stars1 week ago
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.
Guest favourite
Apartment in East Sandwich
4.97 out of 5 average rating, 38 reviews

Sandy Neck Provisions - Full Apartment

KevinRating, 5 stars7 months ago
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.
Top guest favourite
Apartment in Chatham
4.96 out of 5 average rating, 330 reviews

In-town, Pied-a-Terre. Private, Sunny Urban Oasis

Madeleine & CaseyRating, 5 stars2 weeks ago
Thank you for the warm welcome, useful information, and a lovely space to stay while visiting the Cape! We would definitely come back!
Guest favourite
Apartment in Brewster
4.88 out of 5 average rating, 253 reviews

Shining Sea Condo

SpencerRating, 5 stars1 day ago
Courtney was an amazing host! Her place was beautiful and clean. I would definitely stay again! Check this place out it’s perfect!
Guest favourite
Apartment in Falmouth
4.88 out of 5 average rating, 123 reviews

A Spectacular. Walk to beach, town and harbor 20

KatieRating, 5 stars8 months ago
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

    $64 SGD 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

Destinations to explore