
Family-friendly holiday 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.

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!

The Barnbrook House
Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

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

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

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.

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!

Two bedroom. Separate entrance.
Please be advised that during winter months you may need to walk up Winterberry lane and our driveway if you do not have an AWD vehicle with good snow tires. Two bedroom apartment in the heart of Vermont. Snowmobile trail located off lane. Snowshoe, hike, or mountain bike from the door. Quiet private location with separate entrance and parking onsite. Ramp to access apartment, with stair free access. Pond, views and located in the center of the state, a great place to start!

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

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

Cozy Yurt with Beautiful Farm View!
It’s camping with a few comfy extras. *No running water or shower until the ground thaws mid-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.
Popular amenities for Randolph family-friendly rentals
Family-friendly home rentals with a hot tub

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

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

Brand new Beautiful Modern Clean Home On River

Romantic Treehouse- PVT Hot tub, 20 Min to KLT

The Overlook - Views | Hot Tub | Fire Pits | Games

Riverfront Cabin Mountain View, Fireplace, Hot tub

Private Barn On a Hilltop in Fairlee, Vermont

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

Captain Tom's Cabin - Secluded Vermont Getaway

Vermont Treehouse in the Woods with Sauna & Stream

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Epic Views of the Green Mountains

Vermont Chalet

Hancock hideaway

Yurt In The Woods - Come to the Yurt.

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Mountain View Farmhouse w/ Orchard, Spring Fever

Ranch at Mendon Mt Orchards

Moon Valley Country Retreat no clean fee pets yes

Cozy Quechee Cabin near Woodstock and Killington

Dog-Friendly/Spa Onsite/Pool/Wine Bar

Secluded Cabin Getaway Mountain Lake Community!

Spring ski 1 nite Ok 1 bedrm Ski in Ski out
When is the best time to visit Randolph?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 SGD | $223 SGD | $185 SGD | $164 SGD | $169 SGD | $185 SGD | $185 SGD | $187 SGD | $185 SGD | $202 SGD | $202 SGD | $202 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 $102 SGD 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
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- 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
- Dartmouth College
- Stowe Mountain Resort
- University of Vermont
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Emerald Lake State Park
- Middlebury College
- Warren Falls
- Shelburne Museum
- Stinson Lake
- Waterfront Park
- Lake Champlain Chocolates
- Plymouth State University
- Shelburne Vineyard
- Camp Plymouth State Park




