Family-friendly vacation rentals in Randolph

Find and book unique family-friendly homes on Airbnb

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$16,702 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 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!

Top-rated family-friendly rentals in Randolph

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic cabin is set against a backdrop of vibrant autumn foliage, showcasing hues of orange, red, and yellow. The structure features a covered porch, and the surrounding landscape includes trees and open fields, creating a serene and natural setting.
Cabin in Randolph
4.92 out of 5 average rating, 235 reviews

Pond view log home, fully loaded, sleeps 6

Enjoy our rustic, 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!

Top guest favorite
A yurt with a beige and red exterior is surrounded by lush greenery. A wooden deck leads to the entrance, with comfortable seating visible. The backdrop features trees and an open view of the hillside, illuminated by natural light under a clear blue sky.
Yurt in Randolph
4.99 out of 5 average rating, 164 reviews

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.

Guest favorite
A cozy yurt is partially obscured by lush greenery, suggesting a tranquil, natural setting. A wooden structure supports a canvas cover nearby, with a table and chairs visible, inviting outdoor dining. Sunlight filters through the trees, enhancing the peaceful atmosphere.
Yurt in Randolph
4.93 out of 5 average rating, 497 reviews

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

Guest favorite
The exterior of a historic farmhouse features a blend of brick and white siding. The structure is surrounded by green grass and mature trees. A private entrance is visible, along with a seating area with chairs. The roof showcases a modern metal design, enhancing the traditional architecture.
Apartment in Randolph
4.98 out of 5 average rating, 237 reviews

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.

Top guest favorite
A bright studio apartment includes a comfortable black sofa and a small dining area with two stools. Natural light fills the space through a large window, which is adorned with light curtains. Warm wooden walls complement the smooth, light-colored flooring.
Apartment in Braintree
4.96 out of 5 average rating, 165 reviews

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!

Top guest favorite
A view from a wooden balcony, showcasing a serene pond surrounded by lush greenery and colorful foliage. The water reflects the cloudy sky and trees, creating a peaceful natural scene. A gravel path and nearby fences add to the rustic charm.
Guest suite in Bethel
4.98 out of 5 average rating, 205 reviews

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!

Top guest favorite
Guesthouse in Randolph
4.96 out of 5 average rating, 284 reviews

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.

Guest favorite
A two-story home is set amidst a lush green landscape, with a metal roof and inviting garage. Vibrant purple flowers are visible in the foreground, and tall trees frame the property, enhancing the natural environment surrounding the residence.
Guest suite in Randolph Center
4.82 out of 5 average rating, 120 reviews

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.

Top guest favorite
Home in Randolph
4.78 out of 5 average rating, 276 reviews

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

Top guest favorite
An expansive view of the farm house reveals a charming structure surrounded by lush grass and autumn foliage. The building features a varied roofline with dormer windows, nestled against a backdrop of hills, showcasing vibrant fall colors under a clear blue sky.
Guest suite in Royalton
4.97 out of 5 average rating, 337 reviews

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!

Top guest favorite
A white yurt is nestled among trees, providing a serene retreat. The wooden door is framed by the natural landscape, showcasing an inviting entry. Soft light filters through the structure, hinting at a cozy atmosphere within the spacious tent.
Yurt in Randolph
4.96 out of 5 average rating, 214 reviews

Cozy Yurt with Beautiful Farm View!

It’s camping with a few comfy extras. Come live the simple life at Wild Earth Farm with organic cotton sheets, a linen duvet cover, 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.

Guest favorite
A rustic cabin with a wooden exterior is set against a backdrop of green hills and mountains. Large windows frame the view, while a high porch invites outdoor relaxation. Lush grass surrounds the cabin, enhancing its tranquil, natural setting.
Farm stay in Royalton
4.84 out of 5 average rating, 264 reviews

A Simple Cabin at Four Springs Farm

Privately located walk-in camping sites are part of this beautiful working organic farm on a west-facing Vermont hillside. Guests will be dazzled by star-studded skies, treated to spectacular sunsets, and entertained by the two young farm cats. The farm is mosquito free but has millions of fireflies in summer. Have fun exploring. It's nature's playground at her best!!!

Popular amenities for Randolph family-friendly rentals

When is the best time to visit Randolph?

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Avg. priceG$31,316 GYDG$29,437 GYDG$31,316 GYDG$31,316 GYDG$30,064 GYDG$31,316 GYDG$30,272 GYDG$30,690 GYDG$30,272 GYDG$33,195 GYDG$33,195 GYDG$33,195 GYD
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