Family-friendly vacation rentals in Massachusetts

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Massachusetts family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The exterior of a recently renovated home is shown, featuring a sloped roof and large windows that provide ample natural light. A deck surrounds the house, complemented by landscaped greenery. The setting is open, with a clear blue sky overhead.
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!
Guest favorite
A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars2 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Top guest favorite
A charming red farmhouse is set against a backdrop of rolling hills and blue skies. The property includes a separate red building nearby, surrounded by lush green grass and a landscaped stone garden featuring colorful flowers and greenery.
Home in Colrain
4.94 out of 5 average rating, 178 reviews

Secluded Farmhouse Retreat - stunning views

HerinRating, 5 stars1 month ago
Mark's High Pocket Bed and Barn was absolutely stunning and cozy. My friends and I stayed while attending a wedding nearby, and were so delighted by the home the minute we walked in. Thoughtful furniture and decoration through out the house, as well as beautiful yard and walking paths that were so nice to explore on a sunny spring day. The home was immaculately clean and well stocked. Mark was very communicative and responsive. We would all very happily stay at this home again!
Superhost
The sunroom features a poker table and a foosball table, surrounded by large sliding doors that allow for natural light and fresh air. A ceiling fan is present to enhance airflow. The space is designed for leisure with a clear view of the outdoors.
Home in 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.
Guest favorite
An 8-person hot tub bubbles gently under the night sky, surrounded by trees. A scenic trail, lined with colorful lights, winds through the woods leading toward a well-lit deck. The inviting ambiance is set for relaxation and exploration.
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars3 weeks ago
Very nice place, beautiful big deck, awesome creativity to the lighting around the property. A walking path, fire pit, hot tub, big deck to relax on, and a fully equipped stage. It is a step above camping but not quite glamping. A lot of fun, and Apple is a sweet bonus hostess.
Superhost
A charming farmhouse is depicted, featuring a white exterior and a welcoming red front door. Windows provide natural light, and a wood pile is neatly stacked beside the entrance. Lush greenery and seasonal foliage surround the home, set against a clear blue sky.
Home in Northampton
4.88 out of 5 average rating, 637 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

AngieRating, 5 stars1 month ago
This is our second time staying in The Farmhouse, and our 5th or 6th time booking with Ginny. This property is very relaxing, we brought our three dogs and they loved the backyard. The house was clean and organized. We enjoyed breakfast on the farmers porch. The hot tub was nice. It’s a quick drive to downtown NoHo, Florence and EastHampton. So much to do in this area. We highly recommend.
Top guest favorite
The exterior of the house is surrounded by well-maintained greenery and tall, lush trees. A welcoming front entrance is framed by neatly trimmed hedges, leading to a slate pathway and steps. Large windows allow natural light to brighten the façade.
Home in Centerville, Barnstable
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 favorite
The exterior of a charming house is shown, featuring a gray shingle facade and a welcoming covered porch. Lush greenery and ornamental shrubs frame the entrance, while a gravel driveway leads up to the front door, creating an inviting approach.
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!!!

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.
Superhost
The vintage beach cottage is depicted with a light blue exterior, settled near the edge of a sandy beach. Waves gently crash against the shoreline while a lush green area surrounds the cottage, providing a serene coastal setting. A single vehicle is parked near the entrance.
Cottage in Sandwich
4.86 out of 5 average rating, 400 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

YmanRating, 5 starstoday
Great stay! The place was clean, cozy, and just like the photos. The host was kind and helpful. I’d definitely stay here again.
Guest favorite
The entrance to the private suite features a wooden deck leading to a purple door. Large windows on either side allow natural light to illuminate the entryway. Surrounding greenery and a gravel pathway create a welcoming approach to the suite.
Home in Feeding Hills
4.89 out of 5 average rating, 974 reviews

Farm Fresh Feeding Hills

MichaelRating, 5 stars2 weeks ago
This was our second stay and again it was a very pleasant experience. Mornings are beautiful as the sun lights up farm and the hillside. The sounds of the animals are soothing to the soul. We hope to stay again on our next visit.
Top guest favorite
A private waterfront deck offers a serene view of Flax Pond, surrounded by lush greenery. Adirondack chairs are positioned for relaxation, providing a perfect spot to enjoy the tranquil waters and natural surroundings.
Home in Dennis
4.99 out of 5 average rating, 280 reviews

Stunning Waterfront! 3bdr/2bth/GasFireplace/kayaks

LauraRating, 5 stars1 week ago
What a wonderful 6 day vacation we had at Meg’s pond front cottage! The views are spectacular and the house had very amenity you could ask for.
Top guest favorite
A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.
Home in New Salem
4.89 out of 5 average rating, 218 reviews

Stone n' Sky Lodge

EmilyRating, 5 stars2 weeks ago
Sarah and her place were absolutely wonderful!! There are not enough great things to say about Stone n’ Sky Lodge. Our big group of 9 fell in love with cabin immediately, and Sarah was very responsive and made us feel so at-home. As past umass grads, we were familiar with the area, but the cabin gave us a new place to make memories in western Mass. Thank you so much Sarah, you made our trip unforgettable and we can’t wait to come back!
Superhost
A scenic farmstead is presented, featuring grazing sheep across a grassy field. The structure includes an historic barn surrounded by trees and a fenced garden area. A birdbath stands in the foreground, offering a tranquil farm setting.
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Top guest favorite
The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.
Home in Russell
4.96 out of 5 average rating, 265 reviews

South Quarter House

SheilahRating, 5 stars1 week ago
We stayed at South Quarter House for a week with our dogs while competing in a national agility event in the area. It was a great and quiet place to stay and rejuvenate before each day’s events.
Guest favorite
A charming pond-side house is nestled among well-manicured gardens, featuring colorful blooming azaleas. Large windows offer views of the surrounding landscape. A gravel driveway leads up to the property, with the water visible in the background under a clear, blue sky.
Home in Plymouth
4.96 out of 5 average rating, 159 reviews

1 of a Kind Pond-Front Home, Minutes from Downtown

AngelaRating, 5 stars1 week ago
The house is amazing! It has everything that you would need and is so comfortable. The property is peaceful, and it feels like you’re on your own little island while still being minutes from stores and restaurants. We had a perfect weekend celebrating some milestone birthdays in our family.

Family-friendly home rentals with a pool

Guest favorite
Condo in Provincetown
4.97 out of 5 average rating, 216 reviews

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

OctaviaRating, 5 stars3 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.
Top guest favorite
A saltwater pool is set within a stone patio area, surrounded by lush greenery. Lounge chairs and a shaded table with a red umbrella offer comfortable seating options. The serene view of Morey Pond is visible beyond the pool, framed by trees under a clear blue sky.
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

MarkRating, 5 stars8 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
Top guest favorite
A light yellow cottage is positioned adjacent to a spacious swimming pool, surrounded by lush greenery. The pool features a diving board and a decorative tile border. Two lounge chairs sit nearby, while steps lead up to the entrance of the cottage.
Guesthouse in Dedham
4.95 out of 5 average rating, 196 reviews

Country Cottage in the City

JulieRating, 5 stars1 week ago
Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.
Guest favorite
A comfortable living area features a dark sectional sofa and a light wood coffee table. A large flat-screen TV is mounted on the wall. Bright natural light filters through sliding glass doors, revealing views of the ocean and outdoor deck. Light furnishings enhance the airy feel.
Condo 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!
Guest favorite
A wooden play structure occupies the backyard, featuring a slide, swings, and a small climbing area. Surrounding the playset, a grassy area is scattered with fallen leaves, and wooden fencing provides privacy. A couple of outdoor chairs are positioned nearby, adding to the inviting space.
Apartment in Northampton
4.94 out of 5 average rating, 224 reviews

Light-bathed 3br w porch in best downtown location

RachelRating, 5 stars2 weeks ago
My family had a wonderful stay at Susan’s place! It was very clean, well stocked, spacious, and accurately described. My toddlers especially loved playing with the toy trains. There was also a welcome bottle of wine with cheese and crackers which was so thoughtful. The location was great and only a short walk to town. We were visiting for a college reunion and will definitely look to stay here on future trips.
Top guest favorite
Home in Barnstable
4.95 out of 5 average rating, 114 reviews

Private Pool, near beaches, 3 BR/3 BA, Central Air

ZackRating, 5 stars8 months ago
Awesome stay! Great house/location and Sandy is an awesome host. Highly recommend
Superhost
A spacious backyard is shown, featuring a wooden playset with a slide and swings. Lush greenery surrounds the yard, with tall trees providing shade and privacy. The grass is well-maintained, creating a suitable area for outdoor activities.
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 favorite
The pool area is framed by lush greenery, featuring a large in-ground pool with a slide. A colorful inflatable float is seen in the water. A shaded patio table with chairs provides a space for relaxation, alongside a sun umbrella that casts shade over the area.
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars3 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

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