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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$18,840 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
4.83 out of 5 average rating, 138 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
Home in Westmore
4.94 out of 5 average rating, 16 reviews

Westmore Home near trails with Willoughby view!

Come enjoy all the northeastern Vermont has to offer! Whether hiking Pisgah or going right out the door onto 350 acres of state land or tons of other trails. Westmore is known for stunning Lake Willoughby with swimming, boating and has it's own Farmer's Market on Mondays. The Kingdom Trails for mountain biking are just 25 minutes away in East Burke. The surrounding towns have outdoor concerts, antiques, great food, craft breweries and historic sites. Or relax and take in the view from our deck!

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, 256 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, 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.

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
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, 201 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!

Guest favorite
Home in Whitefield
4.97 out of 5 average rating, 281 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.

Top guest favorite
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, 227 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
A modern, multi-level home is set on a hillside, surrounded by greenery. A spacious deck extends across the front, with outdoor seating arranged nearby on a gravel patio. A circular fire pit is visible, surrounded by large stones and complementing the natural landscape.
Home in Westmore
5 out of 5 average rating, 33 reviews

Top Of The World

Indescribable 270 degree panorama VT/NH/Quebec. Accommodations- custom house and 144 acres bordering SP above Lake Willoughby. Recreate from front door! - Hike, mountain bike, snowshoe, stargaze, stormwatch, X-County ski. Downhill ski (25 min Burke, 45 min Jay). IMPORTANT: With "top of mountain" views come "top of mountain" remoteness, snow, wind, and ADVENTURE. Steep access requires 4/AWD AND Severe Snow Service tires (google “3PMSF”) or Chains November-April.

Top guest favorite
The exterior of the cabin features a vibrant red door adorned with a wreath, complemented by large windows allowing natural light. A wood storage area is seen to the side, filled with neatly stacked logs. Snow covers the ground, surrounded by trees for added privacy.
Home in Craftsbury
4.91 out of 5 average rating, 295 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe and kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Popular amenities for Charleston house rentals

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  4. Orleans County
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