
Family-friendly holiday rentals in Randolph
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Randolph
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

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.

Modern, Naturally lit Loft
Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.

Sunny studio on the East Side!
Quiet, sunny 300 sq foot studio, great neighborhood, on National Historic Register! Close to Miriam, Brown & RISD. You have the entire second floor to yourself, w/ driveway parking, private entrance & bath, lounge, work/eating counter, high speed WiFi & Roku Smart TV. There's a small fridge, microwave, Brio hot/cold filtered water dispenser, Keurig. Coffee, tea, milks, homemade muffins, granola bars :). Please note: GUESTS MUST BE ON THE LISTING. VISITORS MUST BE APPROVED PRIOR TO STAY.

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!

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 ☀️ 🌅

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!

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 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.

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.

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!

Clean Studio Apartment on Federal Hill, Providence
Delightful small studio apartment on the 3rd floor of a fully renovated historic house. Full bathroom and granite/stainless kitchen. Located on a quiet back street in Federal Hill close to coffee shops/restaurants /breakfast places. Just 15min walk to downtown Providence and all it's attractions.

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.
Popular amenities for Randolph family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house get-away with a Yellow Door

Hopkinton Mass 3+ Bedrooms - Great location!

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Manomet Boathouse Station #31

Cozy Home next to City Park

Winery Studio w/ Private Hot Tub+Fireplace+Tasting

Lakeside apartment, patio, hot tub, outside shower

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Family- and pet-friendly home rentals

Flower Farm Getaway 2BR, 20 Min To Boston

Adorable Tiny House in Picturesque Seaside Village

Cheery & Airy Loft East Side of Providence

Cozy Private Suite halfway between Cape & Boston

Charming Downtown Gem ~ 2min to Salem ~ Workspace!

New Super Modern 2 bed in Waltham

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Unique Loft/ Studio Guesthouse (super convenient)
Family-friendly home rentals with a pool

Dwntwn 1BR/Pool/Gym/Parking/Hi-Speed WiFi/King Bed

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Spacious vacation unit in premium suburban town

Luxury suite with room divider near downtown

Stylish and Cozy at Revere Beach

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!

Get comfy in the country!
Quick stats about holiday rentals that are family-friendly in Randolph

Total holiday rentals
Explore 20 holiday rentals in Randolph

Nightly prices starting at
Randolph holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 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!
Destinations to explore
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- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- East Sandwich Beach
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston University
- Boston Seaport
- Canobie Lake Park
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Gillette Stadium
- Easton Beach
- Onset Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station




