Holiday rentals in Randolph

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Top-rated holiday rentals in Randolph

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious master bedroom is depicted, featuring a large bed with crisp white linens. Rich, dark curtains frame tall windows, complementing the soft pink walls. A modern television is mounted on the wall, and mirrored doors reflect the inviting decor, enhancing the room's brightness.
Guest suite in Ashmont
4.96 out of 5 average rating, 267 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

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!

Top guest favourite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Flat in Newtonville
4.87 out of 5 average rating, 555 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Guest favourite
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.
Guest house in East Braintree
4.99 out of 5 average rating, 90 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 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!

Top guest favourite
The living room features light-colored sofas and a coffee table placed on a warm area rug. Bright natural light enters through several windows, illuminating the space. A wall-mounted TV is visible, and a stylish coat rack adds a modern touch.
Home in Braintree
4.95 out of 5 average rating, 123 reviews

Close to Boston w/ parking & deck, 3-bedroom home

Bright and cozy space located in Braintree Center, just 10-miles outside of Boston. Our home is an ideal location for families, friends, business travelers, and even wedding parties looking for more space, while also enjoying the proximity to Boston, Logan Airport, and more. Have a wedding, event, or want to see a sunset view of the Boston skyline? Granite Links Golf Course is 4 miles away! Looking to see a concert or Patriots Game at Gillette stadium? Arrive there in just 25 minutes!

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.
Flat 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
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
4.98 out of 5 average rating, 98 reviews

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

Kick back and relax in this calm, stylish brand new built, single home. 15-20 minutes drive to downtown Boston, Encore Casino, China Town. Boston Logan International Airport in 20-25 minutes with moderate traffic. 5 minutes drive to Park & Ride to Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, TGI Friday, Bank of America, AMC movie theater, South Shore Shopping Mall, 10 minutes to Chase Bank, BJ, Costco, Kohl’s, Olive garden.

Top guest favourite
A leather recliner sofa is positioned in a light-filled living area, complemented by a large painting of a serene landscape. A full-size refrigerator and a TV stand are visible, providing essential amenities. An entryway is seen in the background, leading to additional rooms.
Guest house in Framingham
4.97 out of 5 average rating, 312 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Guest favourite
Apartment in Norwood
4.79 out of 5 average rating, 102 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!

Guest favourite
Home in Dedham
4.84 out of 5 average rating, 570 reviews

Private apartment close the city!

New couch! New towels and linens! Fresh paint! New flooring coming soon. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.

Top guest favourite
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.
Guest house in Abington
5 out of 5 average rating, 141 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 Randolph holiday rentals

When is the best time to visit Randolph?

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Frequently Asked Questions

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

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

  • Do house rentals in Randolph have free parking?

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

  • Do house rentals in Randolph have air conditioning?

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

  • Do house rentals in Randolph have wifi?

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

  • Do house rentals in Randolph have a kitchen?

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

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

    Yes! Work meets play with ease at over 10 vacation rentals in Randolph featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Randolph?

    Randolph 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 house rentals in Randolph?

    Experience the best of Randolph 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.

Quick stats about holiday rentals in Randolph

  • Total holiday rentals

    Explore 40 holiday rentals in Randolph

  • Nightly prices starting at

    Randolph holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Randolph holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Randolph rentals

  • 4.8 Average rating

    Randolph stays are highly rated by guests – averaging 4.8 out of 5!

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