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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in East Montpelier

4.94 out of 5 average rating, 269 reviews

Cottage Farmhouse Apartment in Heart of Vermont!

A sweet, bright, spacious, private second floor cottage-apartment in our 1830's brick farmhouse, close to Montpelier the bustling state capital, completely redecorated for guests with a comfortable queen bed in the sleeping area, vintage farmhouse kitchen and lovely living/dining room. Refinished maple floors and travertine tiled bathroom with a rain shower. Nestled into the countryside with eastern mountain views & active farm fields -glorious morning sun and black-out shades for sleeping in.

Apr 21 – 28

ﺩ.ﺇ437 per night

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 857 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Jan 31 – Feb 7

ﺩ.ﺇ471 per night

Guest favorite

Guest suite in Royalton

4.96 out of 5 average rating, 167 reviews

Bluestone Farm

Bluestone Farm is a private second story guest suite with all the amenities. High ceilings, quiet, on a Vermont back road with 70 plus acres of land and a pond. You have a full working kitchen; private bathroom with large walk in shower; living room, and private bedroom with a queensize mattress. Nearby to Vermont Law School, 40 minutes to Ben and Jerry's, Woodstock, and Montpelier. 2 miles from Worthy Burger and a quick ride to Interstate 89 for many other Vermont attractions.

Jul 24 – 31

ﺩ.ﺇ430 per night

Guest favorite

Cabin in Hancock

4.95 out of 5 average rating, 221 reviews

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

May 8 – 15

ﺩ.ﺇ537 per night

Guest favorite

Yurt in Randolph

4.96 out of 5 average rating, 386 reviews

4 Season Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Our homestead is based in 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. No cleaning fee! This is one of three listings at our place. We can accommodate groups of six by booking: 4 season Lower Yurt Stay on VT Small Farm and Tiny house on VT homestead.

Nov 18 – 25

ﺩ.ﺇ254 per night

Guest favorite

Guest suite in Waterbury Center

4.94 out of 5 average rating, 415 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room is very cozy with radiant heat in the floor during the winter. The separate entrance is off a covered porch. The porch has chairs and a table and is very pleasant in the warmer months The little kitchen alcove is convenient for coffee or tea or a light meal. We live in a historic building and our neighborhood is located very close to Rte 100. Waterbury village and Stowe as well as skiing, hiking and biking are all nearby.

Mar 19 – 26

ﺩ.ﺇ199 per night

Guest favorite

Cabin in Hancock

4.97 out of 5 average rating, 343 reviews

Funky, family-friendly cabin

Our funky, fun house is nestled in the woods, with a waterfall and brook rushing by outside the large wall of windows. Situated in the Green Mountains, this is the perfect place to relax and play. The large open-floor plan is perfect for families with school-age children. Families with infants and toddlers may not find our home as friendly, as the waterfall, loft and attached farm buildings may create some safety challenges.

Apr 25 – May 2

ﺩ.ﺇ608 per night

Guest favorite

Apartment in Rutland

4.96 out of 5 average rating, 524 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Nov 2 – 9

ﺩ.ﺇ364 per night

Guest favorite

Guesthouse in Groton

4.98 out of 5 average rating, 246 reviews

Groton Forest Retreat

Comfortable, secluded, sparkling clean 2nd story loft IN Groton State Forest, and offering privacy, peace, and quiet. Forest trails outside your door; star-gaze with little to no light pollution! Hike, byo bike, swim, byo kayak, explore; foliage in Fall. To ensure the safety of all guests, A&K are fully COVID-19 vaccinated and ask all guests to be fully vaccinated as well.

Dec 13 – 20

ﺩ.ﺇ428 per night

Guest favorite

Cottage in Waitsfield

4.94 out of 5 average rating, 223 reviews

The Bent Hill Schoolhouse

The Tinmouth Vermont Schoolhouse c.1840, was moved and restored in 1981 to Bent Hill Settlement in Waitsfield Vermont. This charming, private one-room schoolhouse sits on 6 acres and has been newly updated in 2017. A fully equipped kitchen is at your disposal. Private bath off open living space. Bedroom upstairs in the garret. Outside patio table and gas BBQ grill.

Oct 21 – 28

ﺩ.ﺇ408 per night

Guest favorite

Tiny home in Chelsea

4.91 out of 5 average rating, 119 reviews

Windswept Acres Sugarhouse

Looking for a Rustic adventure? ...the Sugar House is your stop. Well water comes via a hand pump and there is an outhouse in the back. A favorite of many of our "regulars" with a great view of the sunrise. You are on 55 acres with two ponds for swimming, fishing, and paddling, plenty of hilltops to hike to and soak in panoramic views... and plenty of privacy.

Nov 30 – Dec 7

ﺩ.ﺇ289 per night

Guest favorite

Cabin in Warren

4.93 out of 5 average rating, 360 reviews

Cabin in the Woods

This cozy cabin is on a well maintained town (dirt) road a short walk to Blueberry Lake (on National Forest land, non-motorized) and is within 15 minutes of Breadloaf Wilderness Area, Sugarbush Ski Resort, Mad River Glen Ski Area, restaurants and dining, arts and crafts, sports and specialty shops. It's wooded, quiet, has a light open feeling inside.

Dec 21 – 28

ﺩ.ﺇ446 per night