Family-friendly holiday 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 favourite
Home in Chatham
4.95 out of 5 average rating, 279 reviews

Slate House - a modern waterfront getaway

ChristyRating, 5 stars3 weeks 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 favourite
Home in West Hyannis Port
4.97 out of 5 average rating, 155 reviews

Luxury House 0.25 mi from Craigville Beach

AngieRating, 5 stars3 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 favourite
Home in Oak Bluffs
4.93 out of 5 average rating, 198 reviews

Spectacular beach & pool combo; beautiful sunsets!

AshleyRating, 5 stars1 week ago
Came here for a girls weekend. I think it’s even better than the photos! We had a great time!!!
Guest favourite
Flat in Oak Bluffs
4.93 out of 5 average rating, 136 reviews

Victorian Oasis: Driveway, hot tub, grill & more

MarleyRating, 5 stars1 week ago
It was a beautiful and peaceful place to land after our wedding! We are grateful for the time and would love to come back some day. Sharon, Deb and Rhianna are the most wonderful hosts, very helpful and kind. We will always have lovely memories from here!!
Guest favourite
Home in Edgartown
4.98 out of 5 average rating, 65 reviews

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

HannahRating, 5 stars1 month ago
We visited Island Grace for a long weekend and enjoyed the many perks of this beautiful home! It was a perfect spot to visit Edgartown, Oak Bluffs, and beaches and just a short drive to other areas and towns. We enjoyed biking, the hot tub, and the well-appointed kitchen. The beds were so comfortable! We truly had everything we needed and thought it was so fun to watch their HGTV episode!
Superhost
Guest suite in Canton
4.72 out of 5 average rating, 106 reviews

Newly renovated, close to Foxboro and Boston

MeganRating, 5 stars7 months ago
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.
Guest favourite
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!

Family- and pet-friendly home rentals

Guest favourite
Apartment in Newport
4.92 out of 5 average rating, 682 reviews

Boutique Hotel Special pricing available

TammyRating, 5 starstoday
Pelham Court was a great stay. Great communication for checking in and checking out as well as during our stay. Very clean! The bed and pillows were extremely comfortable. It was great to be able to walk to all the restaurants and the shops. Would definitely recommend staying here.
Guest favourite
Home in Middletown
4.96 out of 5 average rating, 278 reviews

Rustic Retreat,unique home, minutes to Newport, RI

JoelleRating, 5 stars1 week ago
Stayed here one night with our two small kids and we felt right at home. Such a cute, rustic vibe. You can tell the owners have put a lot of thought into the place. Had access to everything we needed. The power went out briefly due to an issue in town and they were super responsive, ready to hook up the generator if needed. They were also flexible with check out, which helped us a lot. Would definitely stay here again if in the Newport area!
Guest favourite
Cabin in Cohasset
4.92 out of 5 average rating, 332 reviews

Lionsgate at Cohasset

SkyRating, 5 stars2 weeks ago
Very warm and welcoming home with a beautiful garden surrounding it!
Guest favourite
Home in Tisbury
4.98 out of 5 average rating, 272 reviews

Sunny, Spacious Vineyard Retreat

LindaRating, 5 stars1 day ago
Fran's house is lovely, everything one needs for a fabulous stay. She is a very good host - responsive and informative. She lives on the prpoerty but we never saw her. We had a really great stay!!!
Superhost
Home in Eastville
4.83 out of 5 average rating, 196 reviews

Waterview, Private, Walk to Beach, Mile to Town

BrittneyRating, 5 stars1 week ago
Lisa's place is so lovely. It is so peaceful and has a great view. Check in was super easy and everything was as expected. Lisa is a great communicator and we were easily able to get questions answered. When we had an issue (not related to our stay) Lisa was so helpful and kind. Highly recommend.
Guest favourite
Home in Tiverton
4.94 out of 5 average rating, 110 reviews

Bella House, Private home on a dead end street

MarcusRating, 5 stars1 week ago
A beautiful home in a peaceful neighborhood. I loved hearing the birds sing in the morning! Lots to do within the home, and very short ride to the city. I would definitely recommend this home to anyone looking for a home vibe! Also, lots of art on display and plenty of books to read. Thank you for the hospitality!
Superhost
Home in Westport
4.78 out of 5 average rating, 243 reviews

Kayak in the Westport River!

MichelleRating, 5 stars7 months ago
Absolutely LOVE staying at Anna’s home that she graciously shares! Her home is like coming to your favorite aunts house while she is out of town and you just get to chill out and enjoy the area!! Quiet and peaceful, yet close enough to what I’ll call the “mall area” that has everything usually around a mall. Definitely check out The Head Landing Country Store for their coffee and DELICIOUS home baked goodies!!!
Top guest favourite
Cottage in West Yarmouth
4.84 out of 5 average rating, 240 reviews

Charming Cottage near Beach and Ferry.

SaraRating, 5 stars2 weeks ago
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.

Family-friendly home rentals with a pool

Superhost
Apartment in Provincetown
4.97 out of 5 average rating, 216 reviews

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

OctaviaRating, 5 stars2 days ago
Rob was a great host ! He responded within a timely manner and the place was very clean and felt just like home. I would suggest bringing board games and such for the rainy days. For the folks who enjoy cooking the kitchen was fully stocked with everything you need. I would also recommend renting bikes or taking an Uber if you don't like walking. The walk to town was about 25 minutes. Overall great stay would love you stay her again it gives you the peace and quiet while also being close enough to everything and a beautiful view of the ocean.
Superhost
Home in West Dennis
4.88 out of 5 average rating, 32 reviews

Water Views Private Pool Access to Cove!

MichaelRating, 5 stars2 days ago
Perfect house for 8 guests (we had 10 guests one night, but they had to sleep on a pull out couch). The pool and hot tub in the backyard is awesome for a summer getaway. Tons of common space/living areas, wish we were able to use it more! Kitchen has everything you need. The layout is pretty unique and took a bit to get used to, but it added to the overall charm. I would definitely stay here again and recommend it for a long weekend (we were here for a wedding and made a weekend out of it) or if you’re looking for a getaway to the Cape for a week. Great location too!
Superhost
Apartment in Vineyard Haven
5 out of 5 average rating, 21 reviews

Relax....You're on Island Time......

JocelynRating, 5 stars9 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Superhost
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
Flat in Hyannis Port
4.84 out of 5 average rating, 51 reviews

1 bdrm 4ppl apartment,stairs,pool,no meals,deck

MichaelRating, 5 stars10 months ago
We stayed in the tree house suite. It had a lovely deck surrounded by trees and a great view of the sky. Craig and Ginny are as friendly a couple you will ever meet--always quick to answer questions and offer some great suggestions, Craig even offered to drop us off at a few places. They were so kind they felt like old friends. The beach is beautiful and a five minute walk away--which is great because they charge 25 bucks to park. So do the easy walk, and Ginny will provide chairs, towels, and umbrellas. Hyannis itself is a great place to walk around with lots of shops and great restaurants. We also took a ferry to Nantucket which was delightful, as well. I would visit them again without question. Go. You won't be disappointed. Michael and Rebecca
Superhost
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.
Superhost
Apartment in Provincetown
4.93 out of 5 average rating, 102 reviews

Modern, clean waterviews

LexiRating, 5 stars3 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!
Superhost
Apartment in Falmouth
4.72 out of 5 average rating, 18 reviews

Condo in Falmouth MA

MarkRating, 5 stars1 month ago
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.

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

  • Total rentals

    270 properties

  • Nightly prices starting at

    ₹3,426 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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