Holiday houses in Stoughton

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Top-rated holiday 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
4.93 out of 5 average rating, 136 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!

Superhost
A historic stone house is showcased surrounded by lush greenery. The multi-level structure features a prominent entrance with large windows and a charming roofline. A well-maintained driveway leads to the front, with a vehicle parked near the entrance.
Guest suite in Sharon
4.76 out of 5 average rating, 51 reviews

3Bd Suite in Small Castle House

This is a unique historic stone house in Sharon MA. Goog-le search "wikipedia Stoneholm Sharon". The entrance is shared with the host family The suite is on the 3rd floor, including 3 BR (2 king 1 queen) 1 bath 1kitchen, 1 living room Convenient location: 15 mins to Gillette Stadium 30 mins to City Boston 30 min to Providence RI 35 min to Harvard U 15 min walk to the Massapoag Lake, you can boat, swim and fish in Summer time 5 min to famous local ice cream shop. Slight cooking is allowed

Top Guest favourite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.98 out of 5 average rating, 322 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Superhost
A welcoming entryway is highlighted by a decorative artwork featuring bold colors. A patterned rug is positioned on tiled flooring, and a built-in bench with hooks lines one wall, providing functional space for guests. Natural light is provided by an overhead fixture.
Home in Stoughton
4.69 out of 5 average rating, 54 reviews

The Page Place Tranquil

My place is a newly renovated space with brand new appliances and furnishings. Each room has it's own smart TV so guests with family or friends can enjoy watching their own program. Once guests walk in, they will appreciate the cozy feeling of my beautifully decorated space. My house is 0.4 miles to route 24. It is very close to Target, BJ's and few restaurants. 25 mins to Boston. 19 mins to Gillete Stadium. About an hour to Cape Cod. Kick back and relax in this calm, stylish space.

Guest favourite
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, 123 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!

Top Guest favourite
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
4.97 out of 5 average rating, 62 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 favourite
The exterior of the house is shown at dusk, featuring a two-story design with a mix of gray siding and white trim. Soft lighting highlights the entrance and landscaping along the front, while a large grassy area is visible in front of the home.
Townhouse in Norwood
4.97 out of 5 average rating, 32 reviews

Family Vacation Modern Home

Our home is in a quiet and family-friendly neighborhood, yet still offers easy access to the vibrant city as well as the surrounding natural beauty. Enjoy the many next door restaurant within waking distance : Texas Road house , Panera Bread, Five Guy Burger, McDonald. Taco Bell , Panda Express and chili's. Wapole Mall : Kohl’s, Old Navy. Barnes and Noble , Joann Ann Fabric, T-Mobile , Party City and Five Below, and Aldi.

Guest favourite
A cozy living room space is presented, featuring a comfortable sectional sofa facing a flat-screen television. A brick fireplace adds warmth to the ambiance, while a modern chandelier provides overhead lighting. Decorative elements like a small plant and a vase are placed on a nearby table.
Home in Brockton
5 out of 5 average rating, 20 reviews

Entire Private Modern Lower Level Loft

Entire rental unit (low- level floor) near Downtown Brockton With private entrance, private bathroom and living room Outdoors/ yard area is shared with family living upstairs This spacious lower level loft is located 5 minutes away from downtown Brockton, 10 minutes to route 24 , MBTA train station and BAT Center bus station. Driving distance to Boston is about 40 minutes so it's from Gillette Stadium as well 👍

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.86 out of 5 average rating, 367 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

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
4.6 out of 5 average rating, 163 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 favourite
Condo in Norwood
4.79 out of 5 average rating, 101 reviews

The Plant Haus

A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!

Top Guest favourite
Guesthouse in Westwood
4.97 out of 5 average rating, 31 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.

Popular amenities for Stoughton holiday rentals

When is the best time to visit Stoughton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$211 NZD$197 NZD$164 NZD$130 NZD$207 NZD$211 NZD$259 NZD$302 NZD$259 NZD$206 NZD$213 NZD$187 NZD
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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 a kitchen, over 20 homes with free parking, over 20 homes with wifi, over 20 homes with air conditioning, 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 holiday rentals in Stoughton

  • Total holiday rentals

    Explore 40 holiday rentals in Stoughton

  • Nightly prices starting at

    Stoughton holiday rentals start at $86 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Stoughton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Stoughton rentals

  • 4.8 Average rating

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