
Family-friendly vacation 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.

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.

Remote new log home, gorgeous view, fully loaded.
Enjoy our remote, easily accessible, immaculate log cabin, set in nature on 109 acres. Pond, woods, and trails; with high speed internet and smart TV! Sleeps 6 with two bedrooms and a queen size sofa bed. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots and pans, utensils and many other amenities. Views from every room! Explore our trails, use our meditation yurt when available in season, find peace in nature! In the heart of the ski corridor!

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!

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.

Valley View Escape
Our split level, has basic mini fridge, for cooking: microwave, toaster oven, coffee maker, electric tea pot, and grill outside. Our finished basement guest suite is on a country road, 4 miles from Interstate 89. 4 miles from MacDonalds 2miles from two country stores 6 miles from regional hospital Grazing cattle, and horses nearby. Working 600 acre farm borders our property. Silloway Maple Sugarhouse within walking or bicycling distance.

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!

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.

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.
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

River House Apartment - Dog friendly

Private Barn On a Hilltop in Fairlee, Vermont

Rustic and Cozy Vermont Getaway at Sugarwood Cabin

Luxury Glass Tiny House - Mountain View + Hot Tub

The Birch Perch! Treehouse with spa and fire pit!

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Family- and pet-friendly home rentals

Cabin on the Hill

Captain Tom's Cabin - Secluded Vermont Getaway

Pine Cabin, Galusha Hill Farm, incredible view!

1958 Classic "Hunting Cabin" w/ Breathtaking Views

The Cabin

Windswept Acres Sugarhouse

Camping on a Private Pond

Vermont private retreat with gorgeous views.
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Ski In/Ski Out with upgrades!

Ranch at Mendon Mt Orchards

Dream Catcher Farm

AC • Vermont Retreat • Dogs Welcome • Pool & Spa

Newly renovated ski retreat at Killington

Updated large condo across from AT and skiing

Bike Hike 1 bedrm 1 night ok Pico free shuttles
When is the best time to visit Randolph?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,371 GYD | G$29,488 GYD | G$31,371 GYD | G$26,979 GYD | G$27,815 GYD | G$30,325 GYD | G$30,325 GYD | G$30,743 GYD | G$30,325 GYD | G$33,253 GYD | G$33,253 GYD | G$33,253 GYD |
| 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 G$16,731 GYD per night before taxes and fees

Verified guest reviews
Over 2,270 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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- Dartmouth College
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