Family-friendly vacation rentals in Randolph

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Top-rated family-friendly rentals in Randolph

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A bright and airy room features a comfortable bed adorned with colorful bedding. Two wooden desks with chairs are positioned thoughtfully, along with various seating options. Natural light filters through a window, accentuating the room's warm wood flooring and blue walls.

Guest suite in Boston

4.9 out of 5 average rating, 145 reviews

Boston arbor oasis - cute one bedroom suite

Upbeat, beautiful one bedroom with attached bathroom. Have the ground floor / lower level of our home to yourself. Your own private entrance, come and go as you like. Located on a quiet, dead end street in a very safe, residential Boston neighborhood, with big beautiful evergreen trees. Convenient to 93. Five minute Uber or short bus ride to Ashmont station, from here take the train downtown Boston. Free off street parking. Easy walk to coffee shops, restaurants, bars, and Neponset River trail!

Guest favorite

A modern dining area features a glass-top table surrounded by four black chairs, positioned over a decorative rug. A colorful wall art piece is displayed nearby, and an electric fireplace adds warmth to the space. Light-colored walls and flooring enhance the ambiance.

Apartment in Quincy

4.95 out of 5 average rating, 107 reviews

“Very Modern Apartment” Dedicated Driveway Parking

Whether you are just getting away for the weekend or looking for an extended stay, we are committed to creating a comfortable experience. Professionally cleaned & sanitized Great customer service High quality linens and towels. Very spacious 1100 sq ft 2 bedrooms and 1 bath unit with high ceiling. Each bedroom features a queen bed with foldable twin beds. Fully stocked with everything you might need for longer comfortable stay. Located in a very nice residential area.Dedicated driveway parking

Guest favorite

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

4.95 out of 5 average rating, 124 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 favorite

A charming historic home is framed by lush greenery, featuring a welcoming front porch and bright red door. Stone steps lead to the entrance, flanked by a variety of plants. An American flag adds a patriotic touch to the porch railing.

Guest suite in Dover

4.97 out of 5 average rating, 275 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 favorite

The open kitchen and dining area feature a round dining table surrounded by four chairs. Natural light fills the space through large windows, illuminating the glossy stained hardwood floors. A decorative plant adds a touch of greenery, enhancing the overall inviting ambiance.

Apartment in Wollaston

4.96 out of 5 average rating, 186 reviews

Short Train 2 Boston, Luxury prvt unit w parking

Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room, gorgeous stained hardwood floors. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Guest favorite

The exterior of the building features a unique blend of brick and siding, with a striking orange bottom section. Windows are placed symmetrically, allowing for natural light. A garage door is visible, along with a set of steps leading to the entrance, framed by a well-kept area.

Guest suite in Franklin

4.89 out of 5 average rating, 170 reviews

Cozy, Cute & Charming In-Law Apt w/Private Access

Cozy, Cute & Charming In-Law Apt w/ Private Access & Parking in Franklin City Center. Everything is within walking distance. It’s perfect for couples, solo adventures and business travelers. Just minutes walk to Train Station, Shopping Centers, Restaurants, Museum, Theater House, Libraries, Dean College, Trail & Tracking. Few minutes drive to Gillette Stadium, Wrentham Outlets, Xfinity Center, Boston Marathon Starting Point. You can easily visit Boston, Providence, Newport & Worcester, too!

Superhost

A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.

Tiny home in Pembroke

4.85 out of 5 average rating, 120 reviews

Tiny farm house on horse farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have and many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

Superhost

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, 111 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!

Guest favorite

A spacious bedroom features a cozy bed with dark bedding, complemented by decorative pillows. Original artwork lines the wall above the bed, while a colorful chair and a small table add character to the room. Natural light enhances the inviting atmosphere.

Home in Quincy

4.97 out of 5 average rating, 149 reviews

Artist's Haven (2)

Explore Quincy/Boston from my spotless home! As a Superhost, I'm committed to providing a memorable stay to earn your 5-star review. Experience a vibrant, artsy, and tranquil environment that mirrors my passion for art. This immaculate, peaceful 1-bedroom apartment on the SECOND floor is crafted for a perfect energy flow—a sanctuary of creativity, designed, and adorned with my original artworks, adding a unique and inspiring touch to every corner. Certificate # STR-23-8

Guest favorite

The layout of the luxury in-law suite is displayed, featuring designated spaces including a bedroom, living room, kitchen, and dining room. The dimensions of each area are noted, along with a small deck, providing an overview of the suite's structure and flow.

Guest suite in Abington

4.88 out of 5 average rating, 331 reviews

South Shore Luxury Apartment

Luxury in-law suite with new appliances, new bed and bedroom furniture, heated bathroom floors, jacuzzi tub, electric fireplace, and off street parking just steps from your own private entrance nestled into the Ames Nowell State Park. Just minutes away from the South Shore Hospital, make this your home away from home! FireTV, Echo Studio, Wii console & games in living room for guest use. 2 hours Early Check-in/Late Check-out available $30

Guest favorite

A charming house is depicted with a well-maintained front yard, featuring a pathway leading to the entrance. Lush green grass surrounds the structure, and carefully trimmed shrubs frame the front. A dark door is complemented by light-colored siding and traditional white windows.

Apartment in Randolph

4.88 out of 5 average rating, 339 reviews

1 Bedroom basement apartment

Apartment is in a basement of a one family house with a separate entrance and parking. Includes a private kitchen , bathroom and living room. located in Randolph Ma South of Boston,6 minutes to public transportation reachable only by car since you can only get there by taking the highway. We recommend our guests to rent a car or use uber. Closest train station is Quincy Adams Train Station, beaches , ski area

Top guest favorite

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, 171 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