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House holiday rentals in Charleston

Find and book unique houses on Airbnb

Quick stats about house rentals in Charleston

  • Total holiday rentals

    Explore 20 holiday rentals in Charleston

  • Nightly prices starting at

    Charleston holiday rentals start at $153 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 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 house rentals in Charleston

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

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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, 140 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.

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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
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.

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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
4.98 out of 5 average rating, 170 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.

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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
4.79 out of 5 average rating, 276 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!

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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
4.99 out of 5 average rating, 162 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!

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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
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!

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Top Guest favourite
The exterior of a charming one-bedroom getaway is displayed, featuring natural wood siding and a welcoming front porch with steps leading up to the entrance. Lush greenery surrounds the house, contributing to the serene atmosphere of the property.
Home in Morristown
5 out of 5 average rating, 101 reviews

Cozy home with mountain views

Welcome to our charming one-bedroom getaway, just moments away from Stowe! Experience cozy comfort with an open floor plan that makes the house feel delightfully spacious. Sholan Road presents a moderately steep and uneven incline, not suitable for low sports cars. While the driveway and Sholan Road will be cleared during the snowy winter season, it's crucial to note that effective winter tires with front-wheel, all-wheel, or 4-wheel drive are essential for safe navigation.

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Guest favourite
Home in Whitefield
4.97 out of 5 average rating, 287 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.

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Top Guest favourite
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!

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Top Guest favourite
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
4.94 out of 5 average rating, 107 reviews

Spacious, private & close to everything!

Gorgeous & sparkling clean! No charge for extra guests<6! Totally private, yet close to town, between Jay Peak and the lake! Semi-detached guest home-7 rooms w/2 private entries, 3 BR/3 beds, huge, sunny kitchen, dining, living & rec rooms! Wi-Fi, Cook's kitchen, ping-pong, board games & huge yard! Ample parking, grill, close to swimming, boating, shopping, dining, hiking and entertainment! (ABSOLUTELY NO ANIMALS IN GUEST HOUSE (ALLERGY) THANK YOU!)

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Top Guest favourite
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, 298 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'.

ValueLocationBiking

Top Guest favourite
A modern cabin is displayed with a wooden exterior, complemented by a sloped metal roof. Two bicycles are parked on a grassy area in front. Surrounding trees feature vibrant fall foliage, adding to the cabin's natural setting. An outdoor stairway leads to a second-level deck.
Home in Burke
4.99 out of 5 average rating, 164 reviews

East Burke Mountain Bike Cabin! 😀

MTB Season is here! E-bikes are allowed at KTA. Book now, if dates are not available send me a message to verify. The Brookside Bike & Ski Cabin is a newly remodeled modern home with fast wi/fi, off street parking, lockable bike storage, bike wash station, outdoor shower, and more. Please check the Cabin photos and descriptions for detailed info & tips! Interested in a Long Term Winter rentals for 2026/27? Message me for details.

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Popular amenities for Charleston house rentals