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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 G$16,702 GYD 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.

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Guest favorite
A cozy tiny house is positioned among lush greenery, with a natural stone pathway leading to its entrance. White Adirondack chairs are visible on the patio, surrounded by wildflowers and large rocks. Tall trees provide a backdrop, enhancing the tranquil outdoor setting.
Home in Brownington
4.83 out of 5 average rating, 147 reviews

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.

Top guest favorite
The exterior of the cottage is shown, featuring a spacious deck adorned with potted flower arrangements and outdoor seating. A woodpile is neatly stored beneath the deck, while the grassy lawn and clear blue sky create a serene atmosphere.
Home in Charleston
4.98 out of 5 average rating, 123 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.

Guest favorite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 340 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.

Top guest favorite
A wooden boat dock extends over calm waters, with a boat moored alongside. Lush green grass and vibrant orange flowers frame the scene, providing a natural border to the water's edge.
Cottage in Newport
4.9 out of 5 average rating, 195 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.

Top guest favorite
The newly constructed cabin features large windows and a wraparound deck, surrounded by lush greenery. A shed is positioned nearby on the well-maintained lawn, providing additional storage. The sky above is filled with dynamic clouds, enhancing the tranquil outdoor setting.
Home in Burke
4.98 out of 5 average rating, 176 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.

Guest favorite
A serene lake view is captured at dawn, with soft orange and purple hues reflected on the still water. A wooden dock extends into the lake, framed by silhouetted trees. Mist hovers above the water, contributing to the tranquil atmosphere.
Guest suite in Brighton
4.93 out of 5 average rating, 122 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.

Top guest favorite
A classic white farmhouse is set against a clear blue sky, surrounded by lush green grass and shrubs. A rustic wooden fence frames the foreground, while a silver barn is visible to the right, completing the rural landscape.
Home in Brownington
4.99 out of 5 average rating, 164 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!

Top guest favorite
Loft in Newport
4.93 out of 5 average rating, 267 reviews

Luxury Waterfront Loft · Kayaks, Firepit & Dock

Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

Top guest favorite
The tranquil Clyde River reflects the vibrant hues of autumn foliage along its banks, with tall grasses swaying gently. A charming house is nestled among the trees, showcasing a harmonious blend with the natural landscape under a clear blue sky.
Home in Charleston
4.92 out of 5 average rating, 237 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!

Guest favorite
A living area features a comfortable blue sofa, a wooden coffee table, and a matching entertainment center with a television. Two dining chairs are positioned around a table, accompanied by a decorative lamp providing soft light. Dark curtains frame a window, while framed artwork adds character to the room.
Apartment in Newport
4.83 out of 5 average rating, 163 reviews

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.

Top guest favorite
A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.
Apartment in Sutton
4.99 out of 5 average rating, 525 reviews

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

Guest favorite
Aerial view of a peaceful landscape showcasing a tranquil lake surrounded by lush greenery and rolling hills. The vibrant foliage indicates a lush environment, while the distant mountains enhance the serene backdrop. A small structure is visible among the trees, suggesting a secluded retreat.
Cabin in Coaticook
4.87 out of 5 average rating, 346 reviews

Chalet Kalel

Chalet situé en montagne environnement paisible distance de marche de la montagne et près du lac lyster. Equipé d'une cuisine complète, d'un poêle a bois et d'une thermopompe vous serez dans le confort peu importe la metéo. Le chalet possede un lit king pour les occupants principaux et queen pliable pour invités/ enfants ou des enfants. Le bois est fournis pour le foyer durant la saison hivernale. L'eau provient d'un puit artesien et est potable.

Popular amenities for Charleston family-friendly rentals

When is the best time to visit Charleston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,920 GYDG$41,755 GYDG$37,579 GYDG$40,293 GYDG$40,711 GYDG$40,920 GYDG$38,206 GYDG$40,293 GYDG$36,536 GYDG$41,755 GYDG$39,667 GYDG$41,755 GYD
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