
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.

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

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!

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!

Walking Distance to RISD, Brown, & Convention Hall
Historic charm in downtown Providence! Enjoy restaurants and attractions within walking distance! Conveniently located in the heart of DownCity, and less than a half mile from Brown University, you'll enjoy endless dining options in one of America's top 10 foodie cities. Take a quick walk over to the East Side to experience Providence's historic culture while walking the grounds of Brown University. Whether you're staying a week or a month you will have endless options to explore in PVD!

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.

Cozy Private Suite halfway between Cape & Boston
Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

Lovely studio on the coast! Beach close by!
Wonderful location located in north Weymouth. Quiet, Spacious studio apartment. Outdoor deck with patio furniture. Plenty of space for 3 guests max. - Walking distance to George lane beach & Wessagusset beach. - Convenience store, Pizza & Sandwich shop on our block. - 2 miles to Hingham shipyard - 5 miles to Nantasket beach - In between several commuter rail stations and across the street from a bus stop. - 4 miles to Quincy center - 30 minute drive to Boston!

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 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.

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

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!

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 family-friendly rentals
Family-friendly home rentals with a hot tub

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

Spacious 3 bed, in unit laundry, parking available

Cozy Home next to City Park

Ocean Side, Amazing View, close to town/beach, Spa

Lakeside apartment, patio, hot tub, outside shower

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Relaxing retreat in the village

1790 Stone Manor Farm
Family- and pet-friendly home rentals

Flower Farm Getaway 2BR, 20 Min To Boston

Lionsgate at Cohasset

Historic JP Brownstone with Parking. Pets Welcome!

Renovated Cozy City Getaway

Cozy, historic 3 bedroom home close to Boston!

The Bookstore|King Beds|Walk2Beach|Private Parking

AKBrownstone: cozy private studio by T

New Super Modern 2 bed in Waltham
Family-friendly home rentals with a pool

Hopkinton Mass 3+ Bedrooms - Great location!

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

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Country Cottage in the City

Oceanfront Pool. Close to Boston. Free Parking.

Cozy Private Studio Unit w/ Laundry and Parking!

Get comfy in the country!

Antique Home - Steps from Harbor - Private Pool
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 $104 AUD per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Randolph holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- MIT Museum
- New England Aquarium
- Boston University
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Duxbury Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Easton Beach
- Quincy Market
- Onset Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Second Beach




