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House vacation rentals in Charleston

Find and book unique houses on Airbnb

Quick stats about house rentals in Charleston

  • Total vacation rentals

    Explore 20 vacation rentals in Charleston

  • Nightly prices starting at

    Charleston vacation rentals start at G$14,640 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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 house rentals in Charleston

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

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Guest favorite
The red house, surrounded by lush greenery, features a large wrap-around deck with colorful flags gently swaying. A rock-lined shoreline leads to the clear water, creating a natural boundary between the house and the lake.
Home in Charleston
5 out of 5 average rating, 38 reviews

Stunning Lake House in Vermont's Northeast Kingdom

Enjoy Vermont's pristine Northeast Kingdom on one of the state's cleanest lakes. Survey the gorgeous panoramic view from the large wrap around deck. Canoe, fish or swim the cool, clean waters. Take a bike ride or walk around the approximately 5 miles of dirt roads that encircle the lake. Check out the abundant wildlife such as moose, deer, turkeys, loons, bald eagles, and migrating birds. Fast high speed internet included. The NEK is full of stunning landscapes and natural beauty. Come explore!

Superhost
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
4.82 out of 5 average rating, 136 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.

Guest favorite
The wooden cabin, characterized by a pitched roof and large front deck, is nestled in a grassy area surrounded by trees. A stack of firewood is neatly arranged beneath the deck, while a dog is seen exploring the green lawn.
Home in Westfield
4.96 out of 5 average rating, 255 reviews

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

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, 122 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
A spacious open living area is illuminated by natural light streaming through large glass doors. A Stuv wood stove serves as a focal point, surrounded by modern seating and decor. A dining table with pendant lights is visible, adjacent to a cozy seating nook adorned with a textured throw.
Home in Elmore
4.98 out of 5 average rating, 130 reviews

Modern Barn Perched on 24 Acres w/ Stunning Views

Relax and recharge at this bucolic 24 acre retreat perched up on a stunning country road. With expansive 180 degree views of Mt Mansfield (Stowe ski resort), your own trails to explore, and great hiking/XC trails nearby, The Lookout is a truly special spot for a romantic or low key getaway in the mountains. Feel away from it all, with tons to explore out your back door, while having modern amenities in a renovated, beautifully designed barn < 15 min to Stowe Village and 10 min to Morrisville.

Top guest favorite
A covered porch features wicker seating with blue cushions, positioned around a small table. A colorful vase of flowers adds a fresh touch. The walls are painted in a light green, and light pours in through the windows, creating an inviting space.
Home in Saint Johnsbury
4.98 out of 5 average rating, 278 reviews

Fairbanks Retreat - Cozy 2 bedroom 2nd floor home

Keep it simple at this peaceful and centrally-located upstairs apartment. Walk to many restaurants, cafes and shops, as well as St. Johnsbury Academy, The Fairbanks Museum and Planetarium and the Athenaem. Sit outside and enjoy your coffee, meals or a cocktail on the spacious covered porch. Try some of our amazing local restaurants or cook in and share your meals at the large dining room table. Get comfy on the couches and watch a movie, play a game, do a puzzle, read a book or just relax.

Top guest favorite
Home in Richford
4.99 out of 5 average rating, 159 reviews

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

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, 160 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
A wooden picnic table is situated near a gently flowing river, surrounded by lush greenery. Large rocks are visible along the water's edge, and trees provide a natural backdrop under a partly cloudy blue sky.
Home in Montgomery
5 out of 5 average rating, 293 reviews

Trout River Lodge - Discount Jay Peak Lift Tix

Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***

Top guest favorite
The vacation home features a rustic wood exterior, with large windows providing ample natural light. A spacious deck surrounds the front entrance, adorned with flower pots. Lush greenery and trees form a serene backdrop, enhancing the connection to nature.
Home in Lyndon
4.94 out of 5 average rating, 200 reviews

Scenic VT Vacation Home: Kingdom Trails/Burke Mtn

Bike the Kingdom Trails, ski Burke Mountain, Jay Peak, hike our woodlands and enjoy spectacular stargazing from one of the loveliest panoramic views in Vermont’s Northeast Kingdom. Our beautiful uniquely designed four-bedroom, 8 beds, two full bath vacation home includes 37 acres with spectacular, stunning views of Burke Mountain and the Kirby Mountain Range. This spacious vacation home is a quintessential Vermont gem with breathtaking mountain and valley views from every room.

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!

Top guest favorite
Home in Whitefield
4.97 out of 5 average rating, 279 reviews

Sunny Waterfront Cottage at FarAway Pond

Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the Hot Tub, fire table & bright cottage with Japanese soaking tub, (small) +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Follow trails through forest & meadow to the nearby Gold Mine Trail. The Big Barn occasionally opens its doors for an impromptu Wine Tasting Hour-complimentary! This is more than a stay; it is an escape with miles of trails and a private pond waiting for you to explore.

Popular amenities for Charleston house rentals

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  3. Vermont
  4. Orleans County
  5. Charleston
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