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Vacation rentals in Stoughton

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Stoughton

Guests agree: these stays 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
4.94 out of 5 average rating, 129 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 unlimited on-street parking. Pet friendly!

Guest favorite
The living-dining area features a comfortable seating arrangement with a brown leather sofa and matching armchair. A wooden table adds functionality, while a lamp illuminates the space. Artwork adorns the walls, and a TV is placed on a cabinet alongside a potted plant.
Guest suite in Randolph
5 out of 5 average rating, 15 reviews

Wildwood

Wildwood is an elegant, in-law suite located in a serene residential neighborhood. The cozy living-dining area opens onto a full kitchen with large refrigerator. The elegant bedroom has a queen bed, lovely dresser and spacious closet. The bathroom offers a rain shower and standard amenities. Your in-suite washer and dryer await if needed. Your private driveway accommodates two vehicles parked in tandem, and leads directly to your private entrance. All other parking areas are reserved for use.

Guest favorite
A spacious sleeping area features a wooden bed with a decorative headboard, topped with a patterned quilt and coordinating pillows. Adjacent bedside tables and a matching armoire provide ample storage. The floor is accented with a soft area rug, complemented by wall decor showcasing woven baskets.
Loft in Brockton
4.96 out of 5 average rating, 74 reviews

Modern Studio Apt with Pool

This warm and inviting, spacious basement apartment is located in the Historical west side of Brockton, prime location for all the “Hotspots” of Mass. Minutes to route 24 and 15 minutes walk or you can take the bus in front of the house to commuter rail to Boston. Perfect for long term stays! or just a few nice days of tranquility. Your home-away-from-home awaits you! You have access to heated saltwater pool and beautiful garden. Expect a quiet and relaxing environment while staying with us!

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
4.97 out of 5 average rating, 205 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.

Guest favorite
A bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.
Guesthouse in East Braintree
4.99 out of 5 average rating, 85 reviews

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

Top guest favorite
A backyard space features four Adirondack chairs arranged around a fire pit, with gentle string lights strung overhead. A green lawn provides a soft surface, while trees and plants enhance the natural setting, creating an inviting atmosphere for outdoor gatherings.
Home in Brockton
5 out of 5 average rating, 53 reviews

Peaceful Oasis: King Bed, Fire Pit, & Grill

Escape to a tranquil family retreat ! This charming house boasts a spacious backyard, open floor plan, and a welcoming front porch. Enjoy the convenience of central air conditioning and a prime location on a quiet, dead-end street, perfect for easy commutes and trips to Boston or Cape Cod. With 3 bedrooms and 2.5 bathrooms, including a master suite with a private bath, this home offers comfort and convenience for your family getaway.

Top 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
4.96 out of 5 average rating, 55 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.

Superhost
The spacious basement studio features a cozy sleeping area with a neatly made bed, complemented by a comfortable futon. A television is positioned in front of a seating area, while a well-equipped kitchen is visible in the background. Natural light is provided by windows, enhancing the inviting space.
Guest suite in Canton
4.65 out of 5 average rating, 114 reviews

Charming studio in private home, newly renovated.

Brand New, quiet, comfortable studio, private home. One queen bed with a comfortable mattress. Full bathroom, fully equipped new kitchen, extra large smart TV, WiFi. Fenced in yard, on quiet street close to both the 95 or 93 highways. Ideal for one or two people. There is also a portable playpen we could install for your baby (please request ahead of time). You have access to the laundry room.

Superhost
A blue-painted two-story house is shown from the front, featuring a welcoming porch with two rocking chairs. The façade displays white shutters and doors, with one door painted pink. An open area is visible in front of the house, accompanied by a landscaped border.
Home in Canton
4.58 out of 5 average rating, 159 reviews

Cozy Pet Friendly Cottage Just Outside Boston!

This cozy cottage like house is located down the street from 2 commuter rails and is just a short drive to Boston. Allowing for easy access. This home is from the 1800s and therefor has some unique qualities, the main being that the second and third bedrooms are set up like a Captain's House. Meaning guests will walk through the second bedroom in order to get to the third bedroom.

Guest favorite
Guesthouse in Westwood
5 out of 5 average rating, 19 reviews

Cozy & Bright Guest Unit

Welcome to your home away from home! This newly renovated, garden-level 1-bedroom apartment suite offers the perfect mix of comfort and convenience. Whether you’re staying for a short visit or an extended trip, you’ll have everything you need to relax and enjoy the Greater Boston area.

Guest favorite
A bright kitchen is presented with modern appliances, including a stainless-steel refrigerator and stove. White cabinetry contrasts against a light blue backsplash. A sink is integrated into the countertop, with decorative elements like flowers arranged nearby. Natural light illuminates the space from a window.
Apartment in Randolph
4.7 out of 5 average rating, 20 reviews

Cozy 1 Bedroom Home

Perfect for extended stay or short stay to explore Boston and south of Boston suburbs. Near restaurants and shopping center, this place is great for solo traveller of group up to 4 with queen size bed, queen sofa bed, working desk, private kitchen and bathroom, easy parking, etc.

Top guest favorite
A comfortable bedroom features a spacious bed layered with soft linens and a textured throw. Natural light fills the room through a large window dressed with sheer curtains. A ceiling fan provides airflow, while a wall-mounted TV and minimalist decor enhance the serene atmosphere.
Guesthouse in Abington
5 out of 5 average rating, 134 reviews

Cozy In-Law Apartment

Spacious and private entire one bedroom apartment in a quiet residential neighborhood and just minutes to Route 3 and Route 24. Heart of the South Shore with train access to Boston & landmarks! Close to historic & famous spots! Located right in between the big city & Cape Cod!

Popular amenities for Stoughton vacation rentals

When is the best time to visit Stoughton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,542 GYDG$23,867 GYDG$19,889 GYDG$15,702 GYDG$25,123 GYDG$25,542 GYDG$31,822 GYDG$31,404 GYDG$29,729 GYDG$24,914 GYDG$25,751 GYDG$22,611 GYD
Avg. temp-3°C-2°C2°C8°C14°C19°C22°C22°C18°C11°C6°C0°C

Frequently Asked Questions

  • Do house rentals in Stoughton have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Stoughton. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Stoughton?

    Experience the best of Stoughton with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Stoughton?

    Four-legged friends are welcome in Stoughton. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Stoughton?

    Stoughton has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Stoughton have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Stoughton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stoughton have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Stoughton. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Stoughton?

    Yes! Work meets play with ease at over 20 vacation rentals in Stoughton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Stoughton have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Stoughton. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Stoughton?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Where should I stay in Stoughton?

    Make yourself at home in Stoughton by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Winters Corner, and over 50 vacation rentals in Brockton Heights.

Quick stats about vacation rentals in Stoughton

  • Total vacation rentals

    Explore 40 vacation rentals in Stoughton

  • Nightly prices starting at

    Stoughton vacation rentals start at G$10,468 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 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!