
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.
Indoor spacesKitchenBackyard
4.83 out of 5 average rating, 144 reviews
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.
Indoor spacesFamilyPets
4.98 out of 5 average rating, 123 reviews
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
Log Cabin featured on HGTV House Hunters. EV Charger. 3 Mins from Willoughby Lake North Beach, VAST/VASA trails. Perfect place for snowmobiling,ATV and mountain biking at KINGDOM TRAILS. Jay Peak is 49 minutes away and Burke Mountain is 31 minutes away. This cozy Log Cabin boasts exposed wood beams and wood paneling all throughout the house. You will wake up in your three bedrooms and One loft with views of the woods. During the off winter months, enjoy your time in the lake and hiking trails.
KitchenFamilyNearby
4.9 out of 5 average rating, 148 reviews
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.
FamilyKitchenTV
4.97 out of 5 average rating, 335 reviews
Pristine Lake Location in Vermont
Our cottage is located on Lake Memphremagog, an international lake shared with Canada. Visit our nearby hobby farm/children’s museum. Kayak, bike or hike to stunning natural settings or take day trips to a variety of interesting destinations, including maple sugar shops, alpaca or dairy farms, golf courses, a ski resort with indoor waterpark; or cross the Canadian border a few miles away and explore Quebec. A boat dock is available for use at our cottage with an access ramp a 1/4 mile away.
KitchenFamilyBeach
4.9 out of 5 average rating, 195 reviews
Trailside Home in East Burke
Our cozy home is newly constructed, well-appointed, and tastefully decorated, tucked in a private clearing with direct access to the Kingdom Trail network and VAST snowmobiling trails, minutes from Burke Mountain, and a short drive to Lake Willoughby. Just up the road from the village of East Burke, we are close to nearby amenities yet in a quiet hillside surrounded by nature, the perfect location for a weekend getaway, whether you are biking, skiing, hiking or exploring the Northeast Kingdom.
KitchenIndoor spacesBiking
4.98 out of 5 average rating, 173 reviews
Vermont North East Kingdom Lakefront Hideaway
Soak up lake life as you bask in coffee and magic sunrises right outside your window. Right on the VAST trails, location is perfect for two to three snowmobiler’s or two couple’s by request. The lake only 40 feet away, nesting loons and moose, great fishing. Canoes and kayaks at the ready. This classic pine "camp" style apartment will be your ultimate hideaway in Vermont. Fully sanitized private apartment, Entire downstairs, private outside entrance. Gorgeous window sunrise lake views.
FamilyKitchenBeach
4.93 out of 5 average rating, 121 reviews
The House of the Setting Sun, Private Apartment
The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.
Indoor spacesFamilySleep quality
4.99 out of 5 average rating, 282 reviews
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 spacesKitchenLaundry
4.99 out of 5 average rating, 163 reviews
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!
Indoor spacesKitchenAccess
4.92 out of 5 average rating, 235 reviews
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 spacesFamilyBreakfast
4.96 out of 5 average rating, 143 reviews
Razzle's Cabin trailside
Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!
FamilyKitchenCheck-in
4.99 out of 5 average rating, 359 reviewsPopular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

La Cabine Potton
Indoor spacesKitchenHeating
4.96 out of 5 average rating, 209 reviews
Spring Hill Farm, coffee & hot tub
KitchenFamilyWifi
4.99 out of 5 average rating, 523 reviews
La Binocle: Peaceful Architect Cottage
Indoor spacesFamilyHot tub
4.99 out of 5 average rating, 252 reviews
Forest Chalet • Private Spa & Sauna • Quiet
FamilyKitchenComfort
4.9 out of 5 average rating, 293 reviews
New Scandinavian cottage: Privacy and nature!
FamilyKitchenOutdoor spaces
4.94 out of 5 average rating, 102 reviews
Chalet Potton Cottage - spa, sauna & pool
FamilyKitchenLaundry
4.86 out of 5 average rating, 415 reviews
HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
FamilyIndoor spacesHiking
4.99 out of 5 average rating, 135 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
Indoor spacesFamilyHospitality
4.92 out of 5 average rating, 105 reviewsFamily- and pet-friendly home rentals

VT Lakeside getaway on beautiful Crystal Lake.
Indoor spacesKitchenGetting around
4.79 out of 5 average rating, 276 reviews
Perfect NEK Getaway w/pond
FamilyIndoor spacesDecor
4.95 out of 5 average rating, 240 reviews
Hilltop Guesthouse #1
KitchenIndoor spacesView
4.89 out of 5 average rating, 746 reviews
Curtis Vance Memorial Orchard
Indoor spacesFamilyGrill
4.92 out of 5 average rating, 200 reviews
The Lodge at Blackberry Hill
Indoor spacesKitchenNearby
4.98 out of 5 average rating, 587 reviews
Le chalet des bois, Peace and calm in the woods
KitchenIndoor spacesRiver
4.96 out of 5 average rating, 269 reviews
200 acre Stowe area Bunkhouse.
Indoor spacesKitchenWalkability
4.97 out of 5 average rating, 244 reviews
The Rustic Retreat at Twin Ponds
FamilyIndoor spacesLayout
5.0 out of 5 average rating, 208 reviewsFamily-friendly home rentals with a pool

Fall Peeping and/or SKI 30 minutes Jay's Peak!
FamilyKitchenHospitality
4.97 out of 5 average rating, 109 reviews
Hatley House - Pool, Garden, Cycling
FamilyIndoor spacesComfort
4.9 out of 5 average rating, 189 reviews
Cabin in the Woods VT - Discount Jay Peak Lift Tix
KitchenFamilyLocation
4.97 out of 5 average rating, 407 reviews
Mountain View Farmhouse w/ Orchard, Pool is Open!
FamilyKitchenComfort
4.82 out of 5 average rating, 149 reviews
Treehouse, House & Spa. Sleeps 8.
Indoor spacesFamilyParks
4.81 out of 5 average rating, 220 reviews
Cozy Chalet at Jay Peak
KitchenIndoor spacesAccess
4.97 out of 5 average rating, 145 reviews
Maison Greenwood CITQ 172351
Indoor spacesFamilyBathroom
4.85 out of 5 average rating, 157 reviews
The Charming House in the Mountains
Indoor spacesKitchenSkiing
4.97 out of 5 average rating, 179 reviewsWhen 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 |
Destinations to explore
- Montreal Vacation rentals
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- Quebec City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- York County Vacation rentals
- Bar Harbor Vacation rentals
- Cambridge Vacation rentals
- Prince Edward Vacation rentals
- Jay Peak Resort
- Owl's Head
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Spa Bolton
- Mont-Orford National Park
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Green River Reservoir State Park
- Jericho Mountain State Park





