
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 1,590 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.

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.

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

Private Studio Nestled in the Hills of Vermont
With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

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!

Tiny House Cabin between Burlington and Stowe
The Four Seasons has all the comforts of home with the calm and quiet of the mountains. Enjoy the beautiful sunset views from the wooded deck or in front of the cozy wood stove. We are minutes from hiking the Long Trail, rock climbing the Bolton Dome, skiing Bolton Valley, Stowe Mountain Resort, or Smugglers Notch, swimming in Lake Champlain, or playing golf at the West Bolton Golf Course. We are also less than an hour drive to Burlington, Montpelier, Stowe and the Canadian border.

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Rustic Timber Framed Cabin - Kingdom Trails
Rustic, off grid (no electricity) timber framed cabin nestled in the hills 5 minutes from Kingdom Trails mountain bike network and Burke Mountain bike park! Our cabin sits in a meadow surrounded by wildflowers and adjacent to a small apple orchard. You'll have beautiful views of Burke Mountain with a short walk up the hill and 38 acres to explore. We have an outdoor fire pit, lawn games and a composting toilet close by. Come enjoy this magical place with your friends and family!

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!

Mother in Law Guest Suite.
Take it easy at this unique and tranquil getaway. A home away from home. 1 Bedroom (Queen Bed), private Mother in Law Suite, Fully stocked with everything you need. Cute Coffee bar, Wi-Fi/Streaming Services. Direct access to snowmobile/ATV trails. Enjoy the outdoors by a toasty fire pit, beautiful sunsets, direct access to Lake Memphremagog’s far south end, fishing and canoeing. Only a short 3 mile drive to downtown Newport. Only 30 minutes from Jay Peak or Burke Mountain.

Jay Peak Retreat
The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!!

La Cabine Potton
The cabin is a mini Scandinavian-style chalet that will appeal to lovers of nature, calm and ski slopes in winter as well as cycling and hiking in summer. This chalet was designed in harmony with its environment. Moreover, its size allows you to enjoy nature while reducing its ecological footprint. With its two bedrooms, fireplace, large terrace and hot tub, it is fully equipped to meet your needs. Come and relax in this unique place! CITQ Certificate #311739
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Chalet Belle Vie - Private spa - Nature - Estrie

Modern 3-BD Mountain Cabin w/ Hot Tub, Deck, Loft

Spring Hill Farm, coffee & hot tub

Caboose Tiny Home | Hot Tub, Sauna, River & Views

The Binocular: Peaceful Architect Cottage

Rustic cabin, cedar hot tub, pond, canoes, WIFI

Hill Top Apartment With Amazing View Near Stowe
Family- and pet-friendly home rentals

Peaceful Treehouse in Woods with Sauna & Stream

Chalet Kalel

Meadow Cottage on Organic Farm with Mountain Views

House&loft near 5 lakes, pool table, fireplace, AC

Charming log cabin w/ fireplace in Stowe village

The Rustic Retreat at Twin Ponds

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Jay Peak 3 miles - secluded with spectacular view!
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Rest between Lake and Mountain, entire condo

Cozyluxe! Chic and warm condo with hot tubs!

The House of the Setting Sun, Private Apartment

LOFT on Lake Memphré. Within walking distance of downtown!

Cute Cottage - Poolside - Minutes To Activities

Off-Grid Mini Cabin Escape | Pool & Stargazing

Chalet Potton Cottage - spa, sauna & pool
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 533 | ﺩ.ﺇ 709 | ﺩ.ﺇ 731 | 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 |
Destinations to explore
- Plainview Vacation rentals
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- Rentals with a fireplace Charleston
- Rentals with a patio Charleston
- Rentals with lake access Charleston
- Rentals with a fire pit Charleston
- Rentals with beach access Charleston
- House rentals Charleston
- Rentals with a washer and dryer Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- Waterfront rentals Charleston
- Family-friendly rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Omni Mount Washington Resort
- Stowe Mountain Resort
- Bolton Valley Resort
- Cannon Mountain Ski Resort
- Ski Bromont
- Jay Peak Resort Golf Course
- Jay Peak
- Santa's Village
- Pump House Indoor Waterpark
- Spa Bolton
- Elmore State Park
- Mont-Orford National Park
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium
- Kingdom Trails
- Bleu Lavande
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Parc de la Pointe-Merry
- Green River Reservoir State Park





