Family-friendly vacation rentals in Wareham

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wareham family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Chatham
4.95 out of 5 average rating, 279 reviews

Slate House - a modern waterfront getaway

ChristyRating, 5 stars1 week ago
We enjoyed our stay—it was a quick 5-minute car ride to Main Street. We also enjoyed watching wildlife in the river! I wish we had brought our binoculars!
Superhost
Home in West Dennis
4.79 out of 5 average rating, 171 reviews

Walk2Beach, HotTub, FirePit, PetsOk

NatalieRating, 5 stars1 month ago
Great stay! Place is in a quiet residential area, yet centrally located and easy to get places. Nice yard and hot tub was a plus (clean and good temp). We didn’t have a chance to use the fire pit, but outdoor furniture and sitting area was nice with space for everyone. House was very clean, beds comfortable. Host was very responsive. Would definitely stay again.
Top guest favorite
Home in Centerville, Barnstable
4.97 out of 5 average rating, 155 reviews

Luxury House 0.25 mi from Craigville Beach

AngieRating, 5 stars2 weeks ago
I had a wonderful experience staying at this Airbnb. The place was exactly as described—clean, cozy, and well-stocked with all the essentials. The host was friendly, responsive, and made check-in and out super easy. The neighborhood was quiet and felt very safe, with great local spots just a short walk or drive away. I’d absolutely stay here again and recommend it to anyone looking for a comfortable and convenient stay!
Top guest favorite
Home in Oak Bluffs
4.93 out of 5 average rating, 198 reviews

Spectacular beach & pool combo; beautiful sunsets!

AshleyRating, 5 stars1 day ago
Came here for a girls weekend. I think it’s even better than the photos! We had a great time!!!
Guest favorite
Apartment in Oak Bluffs
4.93 out of 5 average rating, 135 reviews

Victorian Oasis: Driveway, hot tub, grill & more

EmilyRating, 5 stars8 months ago
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.
Guest favorite
Home in East Falmouth
4.9 out of 5 average rating, 60 reviews

Peaceful waterfront home with dock/ hot tub

ConorRating, 5 stars10 months ago
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!
Top guest favorite
Home in Edgartown
4.99 out of 5 average rating, 78 reviews

Edgartown Beauty: The Perfect Retreat, Dogs OK

JaredRating, 5 stars3 months ago
Beautiful home! David gave perfect instructions for everything about the house and was very responsive. We all had a fantastic weekend, and will definitely be booking again! Thank you David!
Superhost
Condo in Newport
4.87 out of 5 average rating, 31 reviews

Newport Ocean Rentals 1

JanineRating, 5 stars9 months ago
Very convenient in town location. Easy property for parking. Friendly and helpful staff.

Family- and pet-friendly home rentals

Superhost
Condo in Plymouth
4.76 out of 5 average rating, 155 reviews

Clear Pond Pet Friendly Inn

NicklausRating, 5 stars6 months ago
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.
Top guest favorite
Guest suite in West Dennis
4.94 out of 5 average rating, 139 reviews

*Bass River Victorian Escape* Central A/C*WiFi

KristenRating, 5 stars1 week ago
We had an amazing stay here! There was a group of 6 of us (one on the couch) + a dog. Melissa was so sweet and easy to communicate with. They left us a bottle of wine and local snacks, plus had tons of great recommendations! The house had ample space (the downstairs was way more spacious than the photos looked!) and the house was stocked with pantry staples, coffee/tea, games, books, beach towels, etc. They were even nice enough to let us borrow beach chairs for the day! The location was central and a close drive to nice beaches and good restaurants, and the neighborhood was nice for walking in the mornings. Friendly neighbors too! Would recommend to any friends or family!
Guest favorite
Townhouse in Provincetown
4.86 out of 5 average rating, 138 reviews

Minutes to Town with Great ViEWS

BarryRating, 5 stars2 days ago
Glenn’s 3-bedroom condo in Provincetown was clean, comfortable, and perfectly located. It’s an easy walk to Commercial Street and just a short drive to the beach. The central location made it easy to explore everything Provincetown has to offer. We would love to return!
Superhost
Home in Brewster
4.86 out of 5 average rating, 126 reviews

Sun filled single level retreat, outdoor shower

AlexandraRating, 5 stars8 months ago
We had a really great stay and it was perfect for our group of friends to enjoy a wedding that was nearby. The home is comfortable and perfect for cooking and hanging out. Loved the backyard. The bed (at least the one in the master bedroom) was super comfortable for my bad back. Be sure to bring shampoo etc and you’ll have a wonderful time.
Superhost
Apartment in Newport
4.79 out of 5 average rating, 154 reviews

Downtown Hideaway! Walk to Harbor & restaurants.

KirstenRating, 5 stars2 weeks ago
Great spot. Tons of things to do in walking distance. Cute apartment with everything you could need. Responsive and friendly host.
Guest favorite
Home in North Truro
4.97 out of 5 average rating, 194 reviews

Escape to N. Truro 3BR Pet Friendly

SarahRating, 5 stars3 days ago
We had a wonderful stay! Clearly a lot of thought has been put into hosting guests and accommodating pets. We loved this little retreat and can't wait to return!
Top guest favorite
Home in Dennis Port
4.92 out of 5 average rating, 380 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

PedromRating, 5 stars4 weeks ago
Had a great time here! House is in a great location with a fun little backyard to hang out in. Highly recommend!
Top guest favorite
Home in Newport
4.97 out of 5 average rating, 288 reviews

Atlantic Street Guesthouse

CinthiRating, 5 stars1 week ago
We had a wonderful stay with our kids and dogs. The property is in a great location - close to restaurants, shops, etc. Scott is super helpful and welcoming. The kids appreciated all the snacks! One of our favorite Airbnb stays - highly recommend and would stay again!! Thanks for everything Scott

Family-friendly home rentals with a pool

Guest favorite
Condo in Provincetown
4.97 out of 5 average rating, 214 reviews

P-Town Beach Beauty on the Bay. Water View!

the H-PsRating, 5 stars6 days ago
Spectacular place to stay!!! Definitely recommend and will stay again when we return to the area! Perfect, perfect, perfect!!!
Top guest favorite
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

MarkRating, 5 stars7 months ago
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G
Superhost
Townhouse in Middletown
4.97 out of 5 average rating, 35 reviews

Townhouse Close to Downtown Newport & Beaches

WillaRating, 5 stars21 months ago
My family had a great weekend at Kristin’s house. I love this Beautiful, clean, well maintained property. The fire pit is great for marshmallow. We did not get to use the lovely pool because it got really cold at night. Bonus: filtered water from fridge, blinds + curtain, skylight in bathroom.
Guest favorite
Condo in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars8 months ago
Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!
Guest favorite
Home in Dennis
4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

JustinRating, 5 stars9 months ago
Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.
Top guest favorite
Guesthouse in West Roxbury
4.95 out of 5 average rating, 194 reviews

Country Cottage in the City

MariaRating, 5 stars6 days ago
What a perfect weekend in a private cottage by the pool. Although the weather did not cooperate for pool time, Mark & Susan’s cottage was a perfect place to have a central location outside of Boston. You would never know you were close to the city. Absolutely lovely! Their cottage was super clean and inviting and lacked nothing necessary for a long weekend away. They were very proactive in communicating with us about checking in and if we needed anything during our stay. Really terrific!
Guest favorite
Condo in Provincetown
4.93 out of 5 average rating, 101 reviews

Modern, clean waterviews

LexiRating, 5 stars2 weeks ago
We had a wonderful stay at Garrett’s place. The apartment location can’t be beat, right on the water and walking distance to town but also nice and peaceful. Our family enjoyed the balcony and the comfy living room and kitchen. Would recommend!
Guest favorite
Home in Middletown
4.92 out of 5 average rating, 63 reviews

6/29 to 7/6 open, POOL, Central AC, Walk to beach

MarciRating, 5 stars4 weeks ago
This place was beautiful! The kitchen was spacious and accommodated our larger group nicely. Hosts left clear instructions and proactively checked in. They were even nice enough to open their pool a little earlier so we could enjoy it. Highly recommend staying here if you are planning a girls’ weekend. Bedrooms were comfy, and everyone in my group had a lovely time. Thank you!

Quick stats about vacation rentals that are family-friendly in Wareham

  • Total rentals

    270 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    8K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    270 properties include access to wifi

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