
Family-friendly vacation rentals in Charleston
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Charleston

Total vacation rentals
Explore 40 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Charleston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charleston rentals

4.9 Average rating
Charleston stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Charleston
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

NEK Base Camp and Retreat w/ Sauna
Nestled in a corner of Vermont's Northeast Kingdom, this basecamp with private sauna is the perfect place to relax after a day of activities. After an action packed day, treat yourself to a few cycles in our sauna Adventures are everywhere in the NEK. 100+ miles of mountain biking. Skiing at Jay Peak, Burke Mountain and Lake Willoughby Backcountry. 100s of miles of ATV and Snowmobile trails. You'll find classic Vermont adventures, not to mention Golf, fishing, and hiking you can embark on.
FamilyIndoor spacesSleep quality

Vintage, Off-Grid Airstream in the Woods by Stream
Surrounded by forest and the sound of a flowing brook, Fallingwater Airstream is a place to slow down and reconnect. Sip coffee on the deck, sway in the hammock overlooking the water, and gather by the fire beneath a sky full of stars. Perfect for couples seeking a quiet escape, this lovingly restored 1965 Airstream offers vintage charm and simple comforts—an introvert’s paradise for rest, solitude, and rejuvenation, with just enough warmth to make this woodland glamping stay feel truly special.
KitchenIndoor spacesRiver

Unique stay at a horse sanctuary
Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.
KitchenFamilyView

Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.
FamilyIndoor spacesNearby

Secluded Luxury Treehouse - Hot Tub + Projector
Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.
Indoor spacesFamilyLocation

By Lake-Westmore-Hike-Ski-Lots to do. Cabin 3-View
Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3
KitchenFamilyGetting around

Davignon Farm, Northeast Kingdom, Brownington, VT
Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!
Indoor spacesKitchenAmenities

Northeast Kingdom, VT Clyde River House
Clyde River Farm & Forest's secluded Northeast Kingdom river retreat, the Clyde River House provides stunning views, shoreline, numerous birds, including bald eagles, nesting osprey, blue herons, and a pair of loons. Canoes and kayaks available for your use. Hiking, biking, cross country, downhill skiing trails, and snowmobile trails are within a short hike or drive of the house. Check out the many seasons of the Clyde River House. There's sure to be a time for you to visit!
FamilyKitchenRiver

Vermont Yurt Farm Stay | Vermont Glamping
Spacious 30-ft off-grid yurt (700 sq ft) on a Vermont farm with horses, goats & friendly dogs. Larger than most expect, with room to relax and unwind. Peaceful, private, and pet-friendly, with a short walk to the yurt for added seclusion. Guests love the cozy wood stove, thoughtful amenities, and clear night skies. Near Lake Willoughby, Burke Mountain & Jay Peak. No WiFi or strong cell service—ideal for unplugging, slowing down, and recharging.
Indoor spacesFamilyAccess

Village Camping Cabin
Located in the heart of Brownington Village, and about 15 miles from the Canadian border, our property allows for easy access to many scenic locations. Enjoy all that Vermont's Northeast Kingdom has to offer including many beautiful lakes, hiking trails, bike paths, and ski areas. There are about a dozen homes in the village and you will hear traffic going by, including horses and buggies carrying our Amish neighbors.
Indoor spacesKitchenPets

The Cabin
Welcome to The Cabin! This cozy, rustic cabin is a part of 85 private acres in Danville, VT, just up the road from The Forgotten Village at Greenbank’s Hollow. Perched at the crest of a 12 acre pasture, enjoy both local and long range views of the Presidential Range. Trails lead you in various directions throughout the woods. The Cabin is a place to breathe deep, enjoy nature, and simply get away from it all!
FamilyIndoor spacesAccess

By Lake, Westmore, Hike, swim, Lots to do. Cabin 2
Comfortable All seasons cabin comes with all the amenities you will need. Rates are for 2 adults and 2 children.. Minutes to lake, golf, skiing, hiking,fishing. Two bedroom, includes sleeping loft. Beautifully landscaped property. Television streaming and WIFI included, New build, very clean. **Please leave the cabin as clean as you found it. *** Grill on the porch or just relax with a cup of coffee. Cabin #2
KitchenIndoor spacesParking
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic NEK Log Cabin w/ Hot Tub & Fireplace
Indoor spacesFamilyAccuracy

Scandinavian chalet • Sauna spa • Quiet nature
FamilyKitchenEV charging

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit
Indoor spacesFamilyCleanliness

Spring Hill Farm, coffee & hot tub
FamilyKitchenQuiet

La Cabine Potton
FamilyKitchenOutdoor spaces

HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
Indoor spacesFamilyLayout

La Binocle: Peaceful Architect Cottage
FamilyKitchenTV

Nature Chalet, Private Hot Tub, Pond
KitchenIndoor spacesComfort
Family- and pet-friendly home rentals

200 acre Stowe area Bunkhouse.
KitchenFamilyComfort

Cady’s Falls Cabin
KitchenFamilyBiking

EPIC Luxury Treehouse - next to Dog Mountain !
Indoor spacesFamilyCheck-in

VT Lakeside getaway on beautiful Crystal Lake.
Indoor spacesKitchenDecor

Razzle's Cabin trailside
FamilyIndoor spacesBathroom

Rustic Timber Framed Cabin - Kingdom Trails
Indoor spacesFamilyPets

Trailside Home in East Burke
FamilyKitchenBathroom

The Lodge at Blackberry Hill
Indoor spacesKitchenAccess
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling
FamilyKitchenValue

Cabin in the Woods VT - Discount Jay Peak Lift Tix
KitchenIndoor spacesView

Mountain View Farmhouse w/ Orchard, Pool is Open!
FamilyKitchenOutdoor spaces

Maison Greenwood CITQ 172351
FamilyIndoor spacesSleep quality

Cozy Chalet at Jay Peak
Indoor spacesKitchenLayout

The Country House in the Mountains
KitchenFamilyNearby

The House of the Setting Sun, Private Apartment
KitchenIndoor spacesParks

Chalet Potton Cottage - spa, sauna & pool
FamilyKitchenBeach
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 720 | ﺩ.ﺇ 735 | ﺩ.ﺇ 661 | ﺩ.ﺇ 709 | ﺩ.ﺇ 716 | ﺩ.ﺇ 720 | ﺩ.ﺇ 672 | ﺩ.ﺇ 709 | ﺩ.ﺇ 643 | ﺩ.ﺇ 735 | ﺩ.ﺇ 698 | ﺩ.ﺇ 735 |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°C | -5°C |
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