Vacation rentals in Randolph

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Top-rated vacation rentals in Randolph

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 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!

Guest favourite
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, 18 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 favourite
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
4.92 out of 5 average rating, 83 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!

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.

Guest favourite
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton
4.85 out of 5 average rating, 40 reviews

Hidden Gem near Boston w/ Private lake access

Waterfront 3BR home 1 mile from commuter rail to Boston. 1 mile from Blue hills ski. 2.2 miles from New England's 1st and only TopGolf. This 3BR, 2.5 BA features an open floor plan w/ view of your private lake from the kitchen and dining rooms. Head downstairs to play pool, ping pong or darts. Or relax by the fire and watch tv (all streaming channels). Warmer months turns into a resort: Fishing, boating, swimming, grill, fire pit, furnished cabanas, hiking the blue hills and much much more.

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
Guest suite in Braintree
4.85 out of 5 average rating, 109 reviews

Sunset LAKE VIEW studio. Recently upgraded!

Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

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, 131 reviews

Near 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
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
4.97 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.

Guest favourite
Home in Randolph
4.94 out of 5 average rating, 32 reviews

4BR Large Single Home w/Parking Pet-Friendly - 17

🔥 LIMITED-TIME OFFER: SAVE UP TO 30% ON SELECTED STAYS! A roomy, pet-friendly home ideal for families and larger groups who want to enjoy a comfortable stay together. ★ Entire private single house ★ Family & group-friendly layout ★ First-floor bedroom (elderly-friendly) ★ Fully equipped kitchen ★ Flat-screen TV ★ High-speed Wi-Fi ★ Laundry area in the basement ★ Fresh linens, towels & toiletries provided ★ Parking: 1 garage + 3 reserved parking spaces

Guest favourite
Home in Randolph
4.92 out of 5 average rating, 24 reviews

Quiet 1BR • Wi-Fi • Parking Included • In Randolph

Private 1BR basement near Randolph Center. Close to restaurants, fast-foods, cafés and a luxury cinema. Independent entrance with stairs, living room with TV, dining area, equipped kitchen, queen bedroom and renovated bathroom with walk-in shower. Wi-Fi included and parking for 2 cars. Great for short or long stays, ideal for couples, professionals and travelers seeking comfort and value.

Popular amenities for Randolph vacation rentals

When is the best time to visit Randolph?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Randolph?

    Randolph has more than 10 family-friendly house rentals. 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 $60 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 Randolph?

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

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

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

  • 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 a kitchen?

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

  • Do house rentals in Randolph have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Randolph. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Randolph have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Randolph. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Randolph

  • Total vacation rentals

    Explore 50 vacation rentals in Randolph

  • Nightly prices starting at

    Randolph vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Randolph vacation 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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