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Vacation rentals in Charleston

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Charleston

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

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Superhost
A serene evening scene showcases two Adirondack chairs positioned on a stone patio. Soft light illuminates the surrounding natural landscape, while a bright moon is visible in the night sky, enhancing the peaceful ambiance of the outdoor space.
Home in Brownington
4.83 out of 5 average rating, 132 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
A serene lakeside area features a circle of Adirondack chairs nestled around a fire pit, surrounded by smooth stones. Lush green trees line the background, providing a natural border. A small shed stands off to the side, blending harmoniously with the tranquil setting.
Home in Charleston
4.98 out of 5 average rating, 117 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.

Top guest favorite
Cabin in Morristown
5 out of 5 average rating, 276 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Top 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, 315 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
4.89 out of 5 average rating, 182 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
A serene view of a calm lake surrounded by trees displaying autumn colors, with a well-manicured lawn in the foreground. A quaint cabin is nestled among the greenery, enhancing the tranquil lakeside setting.
Guest suite in Brighton
4.94 out of 5 average rating, 114 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
The farmhouse is framed by trees, with the surrounding landscape showcasing open fields and distant mountains. A blend of red and white structures reflects a classic Vermont aesthetic under a clear sky, hinting at the vibrant colors of the changing seasons.
Home in Brownington
4.99 out of 5 average rating, 157 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
The cabin's exterior is illuminated at dusk, highlighting its wooden façade and large front porch. A welcoming entryway features a contemporary door, while the well-lit deck includes chairs for relaxation. Lush greenery surrounds the structure, enhancing the serene countryside setting.
Cabin in Burke
5 out of 5 average rating, 117 reviews

Mountain view cabin, close to ski Burke Mountain!

Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

Top guest favorite
The chalet is nestled among greenery, featuring a modern design with multiple interconnected sections. Large windows provide views of the surrounding forest. A seating area with a parasol, located outside, enhances the serene atmosphere.
Chalet in West Bolton
4.99 out of 5 average rating, 233 reviews

The Binocular: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

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, 235 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
Chalet in Troy
4.93 out of 5 average rating, 158 reviews

Hidden Chalet 8 minutes from Jay Peak

This one of a kind property, formerly a Historic Grist mill (with ruins still on the property to explore) is surrounded on 3 sides by the Jay Branch River, a crystal clear mountain stream that runs down from Jay peak. The property is filled with Cedar and Maple and the sound of the River permeates through the trees. With multiple swimming holes and a 20 foot waterfall just steps from the deck there’s not another Airbnb like this in the state of Vermont.

Top guest favorite
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
4.99 out of 5 average rating, 134 reviews

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.

Popular amenities for Charleston vacation rentals

When is the best time to visit Charleston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 485ﺩ.ﺇ 470ﺩ.ﺇ 477ﺩ.ﺇ 477ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 507ﺩ.ﺇ 551ﺩ.ﺇ 492ﺩ.ﺇ 558
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Frequently Asked Questions

  • Are there family-friendly house rentals in Charleston?

    Charleston has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Charleston?

    Experience the best of Charleston with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Charleston?

    Four-legged friends are welcome in Charleston. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Charleston?

    Yes! Work meets play with ease at over 10 house rentals in Charleston featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Charleston have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Charleston. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Charleston have a kitchen?

    Absolutely! We offer over 10 cabin rentals with a kitchen in Charleston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charleston have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Charleston. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Charleston have free parking?

    Absolutely! We offer over 10 cabin rentals with free parking in Charleston. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Charleston

  • Total vacation rentals

    Explore 70 vacation rentals in Charleston

  • Nightly prices starting at

    Charleston vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!

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