
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.

Peaceful Woodland Yurt with Pond View
Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Upper Yurt Stay on VT Homestead
We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Relax by the living pool, unwind in the traditional sauna, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of two listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT and Tiny house on VT homestead

Cozy/Private, close to hospital, i-89
Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Historic Wayside Farm - a working dairy farm
Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

Cozy Cabin Studio
Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

Macintosh Hill Farm
Originally built in 1817 by the Macintosh Family, our family farm is steeped in historical beauty. Nestled in the hills of Bethel, we live in an area rich with skilled farmers, shepherds, cheese makers, and artists. We make apple cider from our orchard, raise chickens, make maple syrup, and grow produce for our family. Our home is surrounded by far reaching views, big skies and lush countryside. Each booking gets privacy & exclusivity, making our farm your perfect retreat.

Vermont Highland
Large private home built in 1890. Stained glass windows, pocket doors. 4 bedrooms, 9 beds ...two of the bedrooms have 1 queen and a daybed with trundle, third bedroom has 1 queen and fourth bedroom has a daybed with a trundle (this room is still awaiting some floor work but is function-able for sleeping) and a full size couch can be used as well in the TV room which has doors for privacy. Sleeps 12 people comfortably. Automatic thermostat

Private Guest Suite on 155 Acre Royalton Town Farm
1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!

Cozy Yurt with Beautiful Farm View!
It’s camping with a few comfy extras. Come live the simple life at Wild Earth Farm with soft sheets and a memory foam mattress. Our 14 foot yurt is a tiny oasis from the hustle and bustle of every day life. Your door looks out over the edge of one of our pastures where you might see our organic cow herd or Icelandic sheep flock grazing.

Stylish factory-farmhouse deluxe loft
Welcome to our historic, newly renovated loft-style home. 3,ooo square feet of peace and quiet, it spreads out the entire 2nd floor of an early 20th century former creamery. On the White River, in the East Valley, it is an inspired Vermont hide-away; It's a cozy space for two, yet large enough for your entire family or ski group.

The Tiny Home with Barrel Sauna
Charming + cozy tiny house, centrally located in the hills of middle Vermont. Rain or shine, enjoy the beautiful covered patio, relax in the cedar barrel sauna, roast marshmallows over a wood burning fire, explore all that Vermont has to offer or rest easy with our various spa amenities.
Popular amenities for Randolph family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Bow House Perched in Trees w/ Hot Tub & View

Hilltop Haven

Scandinavian design Chalet w/ private hiking trail

Private Barn On a Hilltop in Fairlee, Vermont

Cozy Cabin -Top of Hill with Views

Secluded tiny house resort - DOG FRIENDLY

Town’s End, a Private Retreat with Mountain Views

Rustic and Cozy Vermont Getaway at Sugarwood Cabin
Family- and pet-friendly home rentals

Cabin on the Hill

"Swiss Charm"- A Beautiful Riverfront Chalet

The SugarMaple Treehouse @ Vermont ReTREEt

Fairytale cabin at The Wild Farm

Sunday Mountain Surprise

Love Shack Yurt on Star Lake (100% off grid)

Private Tiny House Retreat

Peaceful Log Cabin in the Woods
Family-friendly home rentals with a pool

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Ski home to Trail Creek!

Right at Killington !

Epic Views of the Green Mountains

Beautiful Spacious Condo at Killington Resort

Bunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool

Private Suite in the Green Mountains
When is the best time to visit Randolph?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 SGD | $225 SGD | $186 SGD | $166 SGD | $171 SGD | $186 SGD | $186 SGD | $189 SGD | $186 SGD | $190 SGD | $225 SGD | $225 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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 $116 SGD per night before taxes and fees

Verified guest reviews
Over 2,110 verified reviews to help you choose

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

4.9 Average rating
Randolph stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Okemo Mountain Resort
- Sugarbush Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Dartmouth Skiway
- Whaleback Mountain
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Montshire Museum of Science
- Storrs Hill Ski Area
- Burlington Country Club
- Ethan Allen Homestead Museum
- Baker Hill Golf Club
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Killington Adventure Center
- Lincoln Peak Vineyard
- Montcalm Golf Club




