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House vacation rentals in Charleston

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Top-rated house rentals in Charleston

Guests agree: these houses are highly rated for location, cleanliness, and more.

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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

4.84 out of 5 average rating, 124 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 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.

4.98 out of 5 average rating, 124 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.

A serene lake view is presented, with gentle waves lapping at the sandy shore. A lone figure stands in the clear water, framed by lush green trees and rolling hills. The sky above features scattered clouds, casting soft shadows on the landscape.

4.81 out of 5 average rating, 101 reviews

Cedar Creek! Privacy, quick walk to the beach

Enjoy any of Vermont's 4 glorious seasons in this newly constructed mini home. Relax on the private back deck listening to the babbling stream. Barbecue dinner on the grill, then enjoy s'mores around the fire pit, and ample back lawn great for games or tenting. A quick walk gets you to the beach at Shadow Lake, one of the area's best kept secrets. A 5 minute drive brings you to town. VAST and VASA trails are accessible from the property and the back roads are great for biking and walks.

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.

4.78 out of 5 average rating, 255 reviews

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!

A countertop coffee station is displayed against a wall with a subtle floral pattern. The setup includes a coffee maker, a tray with creamers, and neatly arranged cups on shelves above. Below, a cabinet offers storage space, complementing the cozy kitchen environment.

Home in Irasburg

4.95 out of 5 average rating, 177 reviews

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

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, 141 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!

An open layout features a spacious bed complemented by layered bedding, set beside a contemporary sofa in neutral tones. Large windows provide natural light and views of greenery outside, enhancing the inviting atmosphere of the loft.

4.95 out of 5 average rating, 324 reviews

Lake & Mountain View Bed & Breakfast Heated Pool

Seeking an escape in the EasternTownships? Look no further. Two-storey design loft well located & features unsurpassed views of lake, open plan layout, grand windows & skylights. Outdoor furniture, rooftop with views, fire pit. 5mins to Orford, Sepaq. Equipped with modern furniture, all you need for cooking, pillowtop bed, bathrobe, AppleTV\Wifi\Netflix. Modern B&B|self catered| Granola, Nespresso coffee & tea. *pool open but noguaranteed heating after Sept 1st. Currently no AC.

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.

4.92 out of 5 average rating, 227 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!

A historic red schoolhouse stands amidst green trees, featuring a front porch adorned with hanging flower baskets. The structure showcases a classic bell tower on the roof and large windows that invite natural light. A grassy area surrounds the building, enhancing its serene setting.

Home in Craftsbury

4.97 out of 5 average rating, 205 reviews

Ann’s Schoolhouse

Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!

Top guest favorite

The home is set against a clear blue sky, showcasing its warm exterior and sloped roof. Lush greenery and vibrant flower beds, prominently featuring deep red foliage, frame the property, enhancing the natural beauty of the surrounding landscape.

4.97 out of 5 average rating, 106 reviews

Jay Mountain Retreat

Our modern home is just 8 miles to Jay Peak. We have long range mountain views, you can check if the tram is running and enjoy exquisite sunsets all from the couch. The loft upstairs has an open floor plan with a comfortable living space, bathroom and platform bed, where you can view Jay Peak conditions. We now have Starlink high speed internet. There are 8 private acres half woods half open meadow feel free to walk around the property and enjoy the quiet sounds of nature.

Top guest favorite

A quaint white structure is surrounded by a lush garden filled with vibrant purple and orange flowers. The setting includes trees and rolling hills in the distance, complemented by a clear blue sky. Natural light enhances the peaceful atmosphere.

4.97 out of 5 average rating, 174 reviews

Burke Nest Modern Farmhouse

A true labor of love: "Burke Nest" is a 19th century remodeled farmhouse located halfway between the celebrated Kingdom Trails, Burke Mountain and the stunning Willoughby Lake // Major renos 2016-2018 // Property borders a small river that provides a beautiful soundscape // large deck with views of grazing cows and Burke Mountain // Especially designed for family or friend group vacations.

The expansive yard is framed by lush greenery and trees, with a dirt path leading to the inviting country house. A blue sky hosting scattered clouds stretches above, enhancing the peaceful outdoor setting typical of this rural location.

4.94 out of 5 average rating, 214 reviews

Perfect NEK Getaway w/pond

Private, peaceful, quintessential VT getaway. A great hang-out house and perfect place to get away with 22 acres and a pond to explore and enjoy! Plenty of adventure to be had within the confines of the property but also very close to spectacular Lake Willoughby, hiking, Kingdom trail system, Burke Mountain, and Hill Farmstead brewery!

Vacation rentals for every style

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Popular amenities for Charleston house rentals

Free parking on premises

Air conditioning

House rentals with a pool

The image captures a charming brick house surrounded by a lush green lawn. Tall trees provide shade, while a clear sky creates a serene backdrop. The spacious outdoor area invites relaxation and connection with nature.

Home in Frelighsburg

4.97 out of 5 average rating, 36 reviews

La maison du Mont Pinacle

4.96 out of 5 average rating, 24 reviews

Sutton Hideaway: Opulent Mountain Couples Retreat

Top guest favorite

4.98 out of 5 average rating, 53 reviews

Sylvan Hideaway - Private Inground Pool - Fire Pit

Home in Cowansville

4.86 out of 5 average rating, 135 reviews

Maison Greenwood CITQ 172351

A private above-ground pool is positioned beside a spacious deck, with views extending to rolling hills and mountains in the distance. A red barn with white trim sits nearby, surrounded by lush farmland that displays the natural beauty of the Vermont landscape.

Home in Morristown

4.92 out of 5 average rating, 13 reviews

The Vista - 180º Mt. views w/Pool 12min to Stowe

Top guest favorite

A spacious wooden deck surrounds an above-ground pool, complemented by a patterned railing and steps leading down to the landscaped yard. A gazebo is positioned nearby, offering a peaceful retreat amidst the surrounding trees and greenery.

Home in Memphrémagog

4.97 out of 5 average rating, 38 reviews

Beautiful home with spa, pool, fire pit, game room

4.97 out of 5 average rating, 32 reviews

The best spot for fall foliage

A clear blue above-ground pool is seen, bordered by white fencing. Red and white striped chairs are positioned near the house, which features multiple windows and a covered porch. Lush green trees provide a natural backdrop against a bright blue sky.

4.98 out of 5 average rating, 277 reviews

EPIC Stowe Getaway - Great For Families & Friends

Weekly house rentals

A charming lakeside cottage rests alongside a grassy yard that gently slopes to the water's edge. A spacious deck is visible, inviting outdoor gatherings. Lush trees provide a natural backdrop, and the calm lake reflects the clear sky.

4.89 out of 5 average rating, 9 reviews

Willoughby Cove

An open living area features a spiral staircase, hardwood flooring, and large windows allowing natural light. A comfortable sofa and a kitchen with a central island are visible. The space is complemented by wooden beams and a view of the deck through the glass door.

5 out of 5 average rating, 6 reviews

A Magical Mountainside Farm: Your Personal Narnia

A spacious screened-in porch showcases a suspended hammock beside a dining table with plates and candles. Light from a chandelier softly illuminates the wooden beams and inviting atmosphere. Lush greenery surrounds the area, providing a serene view through the expansive screens.

Home in Greensboro

4.98 out of 5 average rating, 48 reviews

Private Cabin Escape on Barr Hill, pure wilderness

A serene outdoor scene captures a fire pit surrounded by comfortable seating, with a calm water view reflecting the sunset. Distant mountains frame the background, while lush greenery lines the area, creating a tranquil spot for relaxation.

Home in Brighton

5 out of 5 average rating, 25 reviews

The Only View at Island Pond!

Top guest favorite

A serene view of a lakeside marina showcases several boats docked alongside a wooden pier. The backdrop features rolling mountains under a soft twilight sky, creating a peaceful atmosphere. Gentle ripples can be seen on the water's surface, reflecting the subdued colors of dusk.

Home in Newport

4.96 out of 5 average rating, 76 reviews

Beautiful Vermont! Flat rate>6 guests! 3BR/7 RMS!

A cabin cruiser is docked at the marina, with masts of nearby sailboats visible in the background. Gentle ripples on the water reflect the blue sky, while green hills provide a serene backdrop. The scene invites relaxation and tranquility by the lakeside.

Home in Newport

4.83 out of 5 average rating, 42 reviews

Romantic Cabin Boat Stay For Two With Kayaks

A log cabin is situated on the edge of a serene lake, surrounded by lush greenery. The building features a green roof and large windows, offering a view of the lawn and surrounding trees. A peaceful atmosphere is conveyed by the natural landscape.

4.96 out of 5 average rating, 25 reviews

Hudson House Log Cabin Lake Parker West Glover Vt

A modern chalet is nestled amidst autumn foliage, featuring a sleek exterior design with large glass panels. The structure's angular roofline enhances its contemporary aesthetic, while a gravel driveway leads to the entrance. Stone accents and surrounding trees add to the natural landscape.

Home in Mansonville

4.88 out of 5 average rating, 43 reviews

Le Roselin - Owl's Head

Private house rentals

Top guest favorite

A modern chalet stands within a serene forest setting, framed by lush green trees. The structure features a dark exterior with large windows, which offer views of the natural surroundings. A gravel path leads up to the entrance, enhancing the tranquil environment.

Home in Mansonville

5 out of 5 average rating, 54 reviews

La chouette rayée

Top guest favorite

The exterior of a modern, dark-colored house is shown, partially covered in snow. Large floor-to-ceiling windows reflect the surrounding snowy landscape. A sloped roof and a covered porch extend from the structure, while a path leads through the snow to the entrance.

Home in Waterbury

5 out of 5 average rating, 53 reviews

Modern Dwell Home +Sauna between Stowe/Waterbury

Top guest favorite

A rustic cottage is nestled among lush green trees, reflecting beautifully on the calm surface of the lake. The charming structure features a mix of wood and natural elements, with subtle colors blending into the serene surroundings.

4.97 out of 5 average rating, 32 reviews

Cozy Lake Eden Cottage

A modern living space features large windows that flood the room with natural light. Comfortable seating arrangements include a blue velvet sofa, a taupe couch, and an orange butterfly chair. A wooden coffee table is placed in front of the seating area, complemented by bookshelves along the wall.

Home in Abercorn

4.98 out of 5 average rating, 53 reviews

Modern, clean, natural light filled chalet

Top guest favorite

A covered porch provides a cozy seating area with soft cushions, looking out towards Lake Memphremagog. The outdoor dining set features a table and several chairs, while lush greenery and distant hills create a serene backdrop against a colorful sunset.

Home in Newport

4.98 out of 5 average rating, 81 reviews

Amazing Lakeshore Home w/Dock; Sleeps 7.

An outdoor dining area is featured on a patio, consisting of a rectangular table with several chairs. A vibrant red umbrella provides shade beside a fire pit, with views of the lawn leading towards the lake visible in the background.

Home in Newport

4.88 out of 5 average rating, 33 reviews

Lake House, Lake Memphremagog, Jay Peak, Private

The A-frame house features a green metal roof and a wooden deck that extends around the structure. The exterior showcases a combination of light-colored siding and a white lattice foundation. Surrounding trees provide a sense of privacy in the natural setting.

4.88 out of 5 average rating, 33 reviews

NEK Adventure house- 10 min to kingdom trails

Top guest favorite

The exterior of a newly built hillside home is shown, featuring a wooden facade with a sloped roof. Surrounded by tall trees, the structure includes large windows and a garage attached to the side. A clear pathway leads to the entrance amidst a snowy landscape.

Home in Waterbury Village Historic District

4.99 out of 5 average rating, 70 reviews

Perry Pond House

Quick stats about house rentals in Charleston

Total rentals
20 properties
Total number of reviews
940 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore