
Family-friendly vacation rentals in Randolph
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Top-rated family-friendly rentals in Randolph
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Private constructed yurt on organic farm
Take it easy at this unique and tranquil getaway. The entire constructed yurt is yours to enjoy privately. Nestled on an organic farm, it sits a bit above Bristol offering sweeping views of the valley and the beautiful Adirondack mountains. There are many farm animals on the property and farm tours are available upon request. PLEASE NOTE: The queen bed is only accessible by a ladder. The property is located up a steep driveway. During the winter months all wheel drive vehicles are required.

Remote, pond view log home, fully loaded, sleeps 6
Enjoy our remote, easily accessible, immaculate, pond-side cabin, 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 and pans, utensils and many other amenities. Screened in porch. In the heart of the Vermont ski corridor. Explore the trails, and our meditation yurt when available!

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!

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.

Tiny House on Vermont 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 three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay and Upper Yurt on VT Homestead

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.
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

River House Apartment - Dog friendly

Hilltop Haven

Scandinavian design Chalet w/ private hiking trail

Private Barn On a Hilltop in Fairlee, Vermont

Cozy Cabin -Top of Hill with Views

Town’s End, a Private Retreat with Mountain Views

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

"Swiss Charm"- A Beautiful Riverfront Chalet

Sunday Mountain Surprise

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

Sculpted Earthen Yurt Near World Class Skiing

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

Private Tiny House Retreat

Private Modern Cabin w/View of Fields, Hills

Beautiful 1 Bedroom Suite with private entrance
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

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

Ski home to Trail Creek!

Epic Views of the Green Mountains

Ski Patrol Cabin -Pets, Shared Hot Tub & Lap Pool

Dog-Friendly/Spa Onsite/Pool/Wine Bar

Beautiful Spacious Condo at Killington Resort

Newly renovated ski retreat at Killington
When is the best time to visit Randolph?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ533 | ﺩ.ﺇ643 | ﺩ.ﺇ533 | ﺩ.ﺇ474 | ﺩ.ﺇ488 | ﺩ.ﺇ533 | ﺩ.ﺇ533 | ﺩ.ﺇ540 | ﺩ.ﺇ533 | ﺩ.ﺇ544 | ﺩ.ﺇ643 | ﺩ.ﺇ643 |
| 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 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.ﺇ331 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

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

4.9 Average rating
Randolph stays are highly rated by guests—averaging 4.9 out of 5!
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- Country Club of Vermont
- Montshire Museum of Science
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- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
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