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Family-friendly holiday rentals in Charleston

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Charleston

  • Total holiday rentals

    Explore 40 holiday rentals in Charleston

  • Nightly prices starting at

    Charleston holiday rentals start at $136 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Charleston holiday 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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Top Guest favourite
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

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.

KitchenIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 123 reviews
Guest favourite
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

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.

KitchenIndoor spacesHeating

4.97 out of 5 average rating, 336 reviews
Top Guest favourite
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

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.

Indoor spacesFamilyQuiet

4.9 out of 5 average rating, 195 reviews
Top Guest favourite
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

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.

Indoor spacesFamilyAccess

4.98 out of 5 average rating, 173 reviews
Guest favourite
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

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.

FamilyIndoor spacesBarbecue

4.93 out of 5 average rating, 121 reviews
Top Guest favourite
A glass of beer is placed on a wooden dock, with a calm lake reflecting the blue sky and surrounding green hills. The serene water stretches into the distance, creating a peaceful setting for relaxation.
Home in Barton

VT Lakeside getaway on beautiful Crystal Lake.

In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!

KitchenFamilyBeach

4.79 out of 5 average rating, 276 reviews
Top Guest favourite
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

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!

KitchenFamilyComfort

4.99 out of 5 average rating, 163 reviews
Top Guest favourite
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

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!

KitchenIndoor spacesHeating

4.92 out of 5 average rating, 235 reviews
Superhost
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

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.

Indoor spacesKitchenQuiet

4.83 out of 5 average rating, 162 reviews
Guest favourite
Yurt in Newport

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.

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 143 reviews
Top Guest favourite
Cabin in Burke

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!

KitchenIndoor spacesLocation

4.99 out of 5 average rating, 359 reviews
Top Guest favourite
A welcoming cabin is set against a backdrop of vibrant trees. The exterior features a green facade with wooden trim. A covered porch with two red chairs and pumpkins creates an inviting entryway. Two windows flank the door, allowing natural light to illuminate the interior.
Cabin in Brownington

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.

FamilyKitchenAccess

4.99 out of 5 average rating, 157 reviews

Popular amenities for Charleston family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A dining area features a round table surrounded by six black chairs, with a view of snow-covered trees visible through large windows. A cozy sitting area is seen to one side, complemented by a fireplace and natural wooden accents in the ceiling and decor.
Tiny home in Mansonville

La Cabine Potton

FamilyIndoor spacesBathroom

4.96 out of 5 average rating, 209 reviews
Top Guest favourite
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

Spring Hill Farm, coffee & hot tub

FamilyKitchenDecor

4.99 out of 5 average rating, 523 reviews
Guest favourite
An exterior view of the chalet showcases a combination of wood and glass panels. A seating area with several chairs is arranged around a fire pit. A covered grill is positioned nearby, and large windows provide a glimpse into the interior space.
Chalet in Canton-de-Stanstead

Chalet scandinave neuf : Intimité et nature !

Indoor spacesKitchenHiking

4.94 out of 5 average rating, 103 reviews
Guest favourite
A spacious jacuzzi hot tub is situated in a wooden gazebo, surrounded by large windows that allow for abundant natural light. The wooden ceiling features exposed beams and a ceiling fan, while soft seating is visible in the background.
Chalet in Mansonville

Chalet forêt • Spa & sauna privés • Calme

Indoor spacesFamilyWalkability

4.9 out of 5 average rating, 293 reviews
Guest favourite
The A-frame treehouse is illuminated by warm string lights, showcasing a spacious deck above the ground. The structure is nestled among trees, featuring a mix of wooden materials and large windows that highlight the inviting interior. A cozy seating area is visible on the deck.
Treehouse in Johnson

Designer A-Frame Treehouse | Hot Tub & Sauna

FamilyIndoor spacesTV

4.92 out of 5 average rating, 105 reviews
Guest favourite
A hot tub is situated beneath a covered gazebo, surrounded by natural foliage. A pathway leads through decorative stones to a cedar sauna in the background, while a gentle mist rises from the hot tub, creating a serene atmosphere.
Chalet in Mansonville

Chalet Potton Cottage - spa, sauna & pool

KitchenFamilyAir conditioning

4.86 out of 5 average rating, 415 reviews
Luxe
A spacious chalet is surrounded by tall trees and lush greenery. A multi-level deck with red outdoor seating enhances the inviting outdoor space. A well-maintained garden features a stone border and a variety of plants, creating a serene setting.
Chalet in Potton

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

FamilyIndoor spacesNearby

4.99 out of 5 average rating, 135 reviews
Superhost
A serene view of a tree with expansive branches overlooks a gently flowing river. Lush greenery surrounds the area, complementing the tranquil atmosphere. A charming house is partially visible through the foliage, harmonizing with the natural setting.
Chalet in Barnston-Ouest

Chalet zen Expérience Thermale : Spa/sauna/rivière

KitchenIndoor spacesAccuracy

4.84 out of 5 average rating, 241 reviews

Family- and pet-friendly home rentals

Guest favourite
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

NEK Base Camp and Retreat w/ Sauna

FamilyIndoor spacesWi-Fi

4.83 out of 5 average rating, 144 reviews
Top Guest favourite
A spacious lodge architectural design features wooden logs and multiple levels. Balconies adorn the upper floors, and warm lights emanate from the windows, giving a welcoming appearance. Firewood is stacked nearby, and a well-maintained yard is visible with greenery and flowers in bloom.
Farm stay in Danville

Curtis Vance Memorial Orchard

Indoor spacesKitchenBarbecue

4.92 out of 5 average rating, 200 reviews
Top Guest favourite
A two-story house with a sloped metal roof is situated on a spacious grassy yard. A large wrap-around deck features wooden railings, allowing for outdoor relaxation. Surrounding green foliage enhances the natural setting, with clear skies visible above.
Home in Sutton

Perfect NEK Getaway w/pond

KitchenFamilyBreakfast

4.95 out of 5 average rating, 240 reviews
Top Guest favourite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown

200 acre Stowe area Bunkhouse.

KitchenFamilyPets

4.97 out of 5 average rating, 244 reviews
Guest favourite
A spacious living area features large windows allowing natural light to fill the space. A wood stove is positioned beside a modern, blue sofa. A dining table with green chairs occupies the center, complemented by wooden cubes that serve as additional seating.
Chalet in Sutton

Le chalet des bois, Peace and calm in the woods

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 269 reviews
Top Guest favourite
Apartment in West Glover

The Lodge at Blackberry Hill

Indoor spacesKitchenHiking

4.98 out of 5 average rating, 587 reviews
Guest favourite
An open-concept living area features high cathedral ceilings with wooden beams. A glass dining table is surrounded by four black chairs, while a modern kitchen with wooden cabinets and stainless steel appliances provides convenience. Natural light enters through ample windows, enhancing the spacious feel.
Chalet in Stanstead

LE 3

FamilyKitchenValue

4.96 out of 5 average rating, 222 reviews
Top Guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg

The Rustic Retreat at Twin Ponds

FamilyIndoor spacesHiking

5.0 out of 5 average rating, 208 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Condo in Newport

Fall Peeping and/or SKI 30 minutes Jay's Peak!

FamilyKitchenAccuracy

4.97 out of 5 average rating, 109 reviews
Top Guest favourite
A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.
Apartment in Newport

The House of the Setting Sun, Private Apartment

FamilyIndoor spacesPool

4.99 out of 5 average rating, 282 reviews
Guest favourite
The outdoor area features a heated lap pool surrounded by lush greenery and a well-kept lawn. An intimate patio area with lounge chairs and shaded umbrellas is visible, alongside a charming seating arrangement for gatherings. The elegant home serves as a backdrop to this serene setting.
Cottage in Hatley

Hatley House - Pool, Garden, Cycling

FamilyIndoor spacesAir conditioning

4.9 out of 5 average rating, 189 reviews
Top Guest favourite
A guest cabin nestled in the woods is visible, featuring a spacious green yard and a flowing brook nearby. A hammock hangs between trees, while red outdoor chairs are arranged around a stone fire pit. The cabin's elevated deck overlooks the serene landscape.
Guesthouse in Montgomery Center

Cabin in the Woods VT - Discount Jay Peak Lift Tix

Indoor spacesKitchenNearby

4.97 out of 5 average rating, 407 reviews
Guest favourite
A charming treehouse is nestled among tall trees, featuring a red door and decked steps leading to it. Surrounding seating areas are crafted from wood, accompanied by a shaded table with a red umbrella. Soft lights are seen strung among the branches, adding a serene touch.
Treehouse in West Brome

Treehouse, House & Spa. Sleeps 8.

FamilyIndoor spacesDecor

4.81 out of 5 average rating, 220 reviews
Top Guest favourite
The living room features tall windows that provide ample natural light and overlook the surrounding wooded area. A stone fireplace is flanked by a television and cozy seating options, including a leather sofa and lounge chairs. A patterned rug adds texture to the wooden floor.
Chalet in Westfield

Cozy Chalet at Jay Peak

FamilyIndoor spacesHot tub

4.97 out of 5 average rating, 145 reviews
Top Guest favourite
The exterior of a charming house is framed by lush greenery, showcasing dark wooden siding and a sloped roof. A small porch with steps leads to the entrance, while neatly stacked firewood is placed beside the house, surrounded by carefully tended plants.
Chalet in Sutton

The Charming House in the Mountains

KitchenIndoor spacesBathroom

4.97 out of 5 average rating, 179 reviews
Top Guest favourite
A red-painted two-story house is framed by lush green grass and colorful flower beds. A welcoming porch features two white chairs and wooden barrels. A friendly dog is seated at the entrance, adding a homely touch to the exterior.
Place to stay in Johnson

Château Chavis

KitchenFamilyBiking

4.98 out of 5 average rating, 185 reviews

When is the best time to visit Charleston?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$333 NZD$339 NZD$305 NZD$327 NZD$331 NZD$333 NZD$310 NZD$327 NZD$297 NZD$339 NZD$322 NZD$339 NZD
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