
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.

Secluded Log Home on 109 Acre Natural Wonderland!
Enjoy our remote, easily accessible, immaculate new log house, set in nature on 109 acres. Pond, woods, fields and trails; with high speed internet and smart TV! Sleeps 6, including a queen bed, 2 bunk beds, and a sleep sofa. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots & pans, utensils and many other amenities. Screened in porch. Views everywhere! In the heart of the ski corridor. Explore the trails, and the meditation yurt when available!

Lower Yurt Stay on VT Homestead
We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, 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 three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

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.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

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!

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. *No running water or shower until April* 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.

Treehut - Secluded Treehouse in the Forest
Discover the Treehut, a cozy off-grid escape nestled among four trees that we built by hand. This unique retreat features a tiny wood stove inside, an invigorating outdoor shower (with hot water), and a serene fire pit under the stars. Ideal for nature enthusiasts seeking peace and quiet, yet only 10 minutes from Randolph. Unplug and unwind in this magical hideaway.

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.

Spacious Country Guesthouse
Strafford is a picturesque Vermont village. Our light-filled guesthouse, a former art studio in our backyard is an easy walk to the general store, a quick drive to historic sites and many local hiking trails. It has a loft bedroom and long-range river valley views.
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

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Newly Renovated, Hot tub, 2min to Killington lift

Beautiful Spacious Condo at Killington Resort

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC

Newly renovated ski retreat at Killington

Serene Top Floor Condo (resort style amenities)
Family- and pet-friendly home rentals

"Swiss Charm"- A Beautiful Riverfront Chalet

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

Fairlee Log Cabin

Spacious 1-Bedroom Apartment at Log Heaven

Hancock hideaway

Cozy 4-season Cabin on Pond - "East Cabin"

Private Tiny House Retreat

Windswept Acres Sugarhouse
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Sugarbush Mountainside Retreat - Ski in Ski out

Winterplace - Steps away from Slopes

Dog-Friendly/Spa Onsite/Pool/Wine Bar

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Free Shuttle Route-Charming 3 BR 2 BA Ski Home/Off

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 | £108 | £130 | £108 | £96 | £99 | £108 | £108 | £109 | £108 | £118 | £118 | £118 |
| 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 £59 per night before taxes and fees

Verified guest reviews
Over 2,150 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
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Okemo Mountain Resort
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Ice Castles
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Montshire Museum of Science
- Dartmouth College
- University of Vermont
- Shelburne Museum
- Middlebury College
- Stinson Lake
- Plymouth State University
- Emerald Lake State Park
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Lake Champlain Chocolates
- Fairbanks Museum & Planetarium




