
Family-friendly vacation rentals in Randolph
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Randolph

Total vacation rentals
Explore 20 vacation rentals in Randolph

Nightly prices starting at
Randolph vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Randolph vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Randolph
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

“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
KitchenFamilyCondition

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!
Indoor spacesKitchenAccuracy

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.
FamilyKitchenDecor

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.
Indoor spacesFamilyHeating

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.
Indoor spacesKitchenDecor

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 ☀️ 🌅
Indoor spacesKitchenBiking

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!
Indoor spacesFamilySleep quality

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.
Indoor spacesKitchenCondition

1 Bedroom Basement Apartment
Cozy basement apartment in a private home with separate entrance and parking. Features a fully equipped kitchen, bathroom, and living room. Located in Randolph, MA, just south of Boston. 6-minute drive to public transportation (Quincy Adams Train Station). Accessible by car only, so we recommend renting a car or using Uber. Close to local beaches and ski areas for outdoor adventures. Perfect for a peaceful, convenient stay with easy access to Boston and surrounding attractions.
FamilyIndoor spacesLong stay

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.
KitchenIndoor spacesNearby

Gorgeous 2nd Floor Home with Private Entry
Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.
FamilyIndoor spacesLocation

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
Indoor spacesFamilyLaundry
Popular amenities for Randolph family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn
Indoor spacesKitchenNearby

Tiny house get-away with a Yellow Door
KitchenIndoor spacesCheck-in

Romantic Getaway w/private Jacuzzi• Fire Pit•
FamilyIndoor spacesAccuracy

Manomet Boathouse Station #31
FamilyKitchenBiking

Cozy Home next to City Park
FamilyKitchenOutdoor spaces

Winery Studio w/ Private Hot Tub & Wine Tasting
KitchenIndoor spacesWalkability

Lakeside apartment, patio, hot tub, outside shower
FamilyIndoor spacesAccuracy

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

2-Bedroom Ocean View Walk to Beach and Downtown
Indoor spacesKitchenOutdoor spaces

Cozy, well-equipped beach cottage, steps to beach!
FamilyKitchenLaundry

Tiny Farm House on a Horse Farm
FamilyKitchenWalkability

Lionsgate at Cohasset
FamilyKitchenHiking

Cozy Private Suite halfway between Cape & Boston
KitchenIndoor spacesHeating

Great place for concerts- Walk to Gillette Stadium
Indoor spacesKitchenTV

FREE Parking, Cozy Kid-Friendly Near Adams Park
FamilyKitchenCheckout

Entire home 3 miles from Gillette, sleeps 7.
KitchenIndoor spacesAccuracy
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D
FamilyIndoor spacesLayout

Cozy Barrington Home with a Private Pool
KitchenFamilyOutdoor spaces

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
FamilyKitchenSolo travel

Spacious vacation unit in premium suburban town
Indoor spacesFamilyComfort

Cozy Private Studio Unit w/ Laundry and Parking!
FamilyIndoor spacesLocation

Pool Is Open! Steps from Harbor + Walk to Old MHD
FamilyIndoor spacesDecor

Private Suite• Pool • Sleeps 4 • Boston • Airport
FamilyKitchenGrill

Artist studio in the woods
Indoor spacesKitchenCheck-in
When is the best time to visit Randolph?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,047 | ﺩ.ﺇ 885 | ﺩ.ﺇ 1,050 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,359 | ﺩ.ﺇ 1,609 | ﺩ.ﺇ 1,161 | ﺩ.ﺇ 1,091 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 1,172 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 970 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Destinations to explore
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- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- East Sandwich Beach
- Duxbury Beach
- Northeastern University
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Easton Beach
- Roger Williams Park Zoo
- Sandy Neck Beach





