Family-friendly vacation rentals in Stoughton

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 20 vacation rentals in Stoughton

  • Nightly prices starting at

    Stoughton vacation rentals start at G$10,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Stoughton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stoughton rentals

  • 4.8 Average rating

    Stoughton stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Stoughton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton
4.93 out of 5 average rating, 152 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Top guest favorite
A view of the calm water on Mirror Lake is framed by a flower-lined, stone patio leading to a wooden dock. The water reflects the greenery from the surrounding trees under a clear blue sky.
Home in Wrentham
4.96 out of 5 average rating, 101 reviews

Relaxing Waterfront Lakehouse, 10 min to Gillette

Relax at this peaceful, family-friendly lake house on Mirror Lake. Fully renovated 3-bedroom, 2 full bath getaway directly on the water with private deck, dock, patio area, propane grill, paddle boards, kayak, fishing, and more. Located nearby Gillette Stadium, Patriot Place, Wrentham Premium Outlets, Plainridge Park Casino, an abundance of restaurants, wedding venues, walking trails and central to Boston or Providence, this is a great location for many activities or just lounging by the water.

Top guest favorite
Guest suite in Dover
4.98 out of 5 average rating, 332 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Top guest favorite
A well-maintained yard sits on a spacious acre, featuring lush green grass and a variety of trees. The house is partially visible on the right, and a clear path leads to the sunroom entrance. Flower beds with blooming plants add color to the landscape.
Home in Walpole
4.89 out of 5 average rating, 104 reviews

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

Top guest favorite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.
Guest suite in Sharon
4.96 out of 5 average rating, 228 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Top guest favorite
A serene lake view is captured at twilight, with soft clouds reflecting in calm waters. Soft lights from nearby docks and boats twinkle in the distance, creating a peaceful ambiance. A yellow inflatable is anchored nearby, and the scene is framed by the gentle curve of the hot tub.
Cottage in Mendon
4.95 out of 5 average rating, 147 reviews

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Guest favorite
A modular queen sofa with light blue upholstery is positioned in a brightly colored living area. Vibrant patterned cushions enhance the seating, while an ottoman and area rug with a similar design add comfort and style. The kitchenette and additional furnishings are visible in the background.
Apartment in Randolph
4.86 out of 5 average rating, 133 reviews

TLC Boston- private unit in family home.

One bedroom unit, with a well decorated open space living room area. Queen bed and queen modular sofa and optional air bed. 15 miles from Logan Airport and located just .2 miles once you exit the highway. Convenient highway access to Boston, Foxboro Stadium, and Cape Cod. Short distance to the Blue Hills hiking trails, shopping mall, shopping centers, and restaurants. Few blocks walk to bus stop to access public transportation into Boston. A diverse community and family friendly!

Guest favorite
An open living area is illustrated, featuring a light-colored sectional sofa with blue accent pillows. A large flat-screen television is mounted on the wall. A wooden coffee table sits on a patterned area rug, while a dining area is visible in the background.
Vacation home in Randolph
4.96 out of 5 average rating, 112 reviews

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Kick back and relax in this calm, quiet & stylish single new built home. Within 20-25 minutes driving distance to Boston downtown, Logan International Airport, Encore Casino, China Town, Financial District. 5-10 minutes away from Park & Ride shuttle to The Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, Tavern in The Square, Bank of America, AMC movie theater, South Shore Shopping Mall, Chase Bank, BJ or Costco, Kohl’s, Olive garden.

Guest favorite
A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. Two lamps provide soft lighting. Mirrored closet doors reflect the room, and artwork hangs on the wall, adding a touch of character. Warm wooden flooring complements the neutral decor.
Home in Canton
4.95 out of 5 average rating, 101 reviews

Gorgeous 2nd Floor Home with Private Entry

Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.

Top guest favorite
A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.
Home in Dedham
4.98 out of 5 average rating, 296 reviews

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

Guest favorite
Home in Canton
4.82 out of 5 average rating, 195 reviews

3 bedroom impeccable private home, quiet street

Clean, quiet house with 3 bedrooms, full kitchen, fenced in yard, smart TVs (no cable). Quiet, safe, clean neighborhood, close to restaurants, and amazing outdoor destinations (Blue Hills reservation for hiking, swimming, photography, biking, etc), also golf course, horse barns, rock climbing, ice rink and more! Please note, the driveway and yard are shared with the downstairs unit.

Top guest favorite
The cottage features a white exterior with blue shutters and a sloped gray roof. A gravel pathway leads to the entrance, bordered by well-maintained shrubs. In the background, a barn is visible among the trees, and grassy areas surround the home.
Cottage in Millis
4.98 out of 5 average rating, 145 reviews

Windy Knob Farm Cottage - stay on a working farm

A former caretaker's cottage located on a 92-acre historic farm just 40 minutes from Boston. Home to abundant wildlife and farm animals, spectacular sunsets, lush pastures, rolling hills and meadows, woodlands, a pond and bogs. Walking trails nearby on property, and farmstand produce/eggs are produced onsite. Come stay to enjoy a change of scenery!

Popular amenities for Stoughton family-friendly rentals