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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Top Guest favourite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.98 out of 5 average rating, 126 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Guest favourite
A living room area is depicted, featuring a green sofa and a wooden TV stand. Skylights allow natural light to fill the room, highlighting the warm wooden floor. In the background, a small kitchen can be seen through an open doorway, with two stools arranged at a counter.
Apartment in Bridgewater
4.84 out of 5 average rating, 259 reviews

Charming New England 2brm Apt. South of Boston

Welcome to a bright, comfortable 2-bedroom apartment just a 4-minute walk to BSU. Perfect for visiting families, traveling nurses, professors, and corporate guests. Enjoy private driveway parking, Wi-Fi, a fully equipped kitchen, and quiet residential neighborhood with a spacious backyard. located near Good Samaritan Medical Center and the VA, with easy access 2 Boston, Gillette Stadium, Plymouth, Rhode Island, & Cape Cod. A peaceful, homelike alternative 2 hotels for short or extended stays.

Guest favourite
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, 144 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 favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Apartment in Ashmont
4.96 out of 5 average rating, 165 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Top Guest favourite
Guest suite in Dover
4.97 out of 5 average rating, 318 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.

Guest favourite
Guest suite in Stoughton
4.93 out of 5 average rating, 27 reviews

Peaceful 2BR w/ 2-Car Parking by Gillette & Boston

Relax in this modern, sun-filled 2BR suite, 20 min to Boston or Gillette Stadium and <10 min to Stoughton Commuter Rail (direct to Boston). This spacious retreat features a luxury King-sized master, a second Queen bedroom, and a full kitchen with stainless appliances. Enjoy high-speed WiFi, smart TVs in both the living area and master, and in-unit laundry. Ideal for pros or families, the suite offers a private entrance, 2-car parking, and central air. Strictly smoke-free and quiet property.

Top Guest favourite
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
4.95 out of 5 average rating, 218 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 favourite
The living room features a comfortable couch adorned with a soft throw blanket. A large piece of artwork hangs on the wall, showcasing a vibrant floral design. Two stylish glass tables are positioned in front of the couch, accompanied by a decorative rug.
Home in Hyde Park
4.91 out of 5 average rating, 376 reviews

~*30min to Downtown*~ THE COSMOPOLITAN

Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Guest favourite
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.
Holiday home in Randolph
4.97 out of 5 average rating, 103 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.

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
4.95 out of 5 average rating, 85 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
A spacious living room is displayed, featuring a large sectional sofa with accent pillows. A coffee table sits atop a textured area rug. A modern fireplace is framed by brick, and a wall-mounted TV offers entertainment options. Natural light is provided through large windows.
Guesthouse in Foxborough
4.96 out of 5 average rating, 197 reviews

Bates Boutique ☆ Home Away From Home

Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

Guest favourite
A bright yellow house is presented, featuring multiple windows and a welcoming entrance. The pathway is lined with grass, leading to the front door. Autumn leaves cover the ground, and a small tree is positioned to one side, adding to the home's outdoor aesthetics.
Home in Foxborough
4.88 out of 5 average rating, 113 reviews

House 3 miles from Gillette Stadium

Welcome to my home in a beautiful house in a quiet green neighbourhood. We can’t host more than 6 people. The house location has easy access to Interstate highways. Small dogs are allowed and we do have security cameras outside for safety purposes. Attractions: Gillette Stadium – 4 miles Plainridge Park Casino – 6 miles The Wrentham Outlets – 9 miles Gym, Shops and Outlet

Popular amenities for Stoughton holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Stoughton?

    Stoughton has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Stoughton with our apartment 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 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.

  • Where should I stay in Stoughton?

    Make yourself at home in Stoughton by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in Winters Corner, and over 40 vacation rentals in Brockton Heights.

  • Do apartment rentals in Stoughton have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Stoughton. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Stoughton have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Stoughton. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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 air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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

    40 of Stoughton holiday 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!