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Holiday houses in Charleston

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Top-rated holiday rentals in Charleston

Guests agree: these stays 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
4.82 out of 5 average rating, 129 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 favourite
Guesthouse in Newark
4.89 out of 5 average rating, 722 reviews

Hilltop Guesthouse #1

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

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, 110 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 favourite
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, 180 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 favourite
A serene lake view is captured at dawn, with soft orange and purple hues reflected on the still water. A wooden dock extends into the lake, framed by silhouetted trees. Mist hovers above the water, contributing to the tranquil atmosphere.
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 favourite
A private log cabin is set amid a spacious green lawn, surrounded by trees. The cabin features large windows and a dark exterior, with a gravel path leading towards the entrance. The clear blue sky completes the serene outdoor setting.
Cabin in Glover
4.93 out of 5 average rating, 168 reviews

Private NEK Cabin

Nestled in the heart of the NEK,this private log cabin offers privacy and exquisite views.Close to Parker Pie, Jay Peak, Burke Mountain, Crystal Lake, Craftsbury Outdoor Center.Whether you are looking to downhill ski,cross country ski, snowmobile,mountain bike,snow shoe,this is the perfect vacation spot for you to relax.Cabin offers 1 bedroom on the main level, loft that has 2 beds, and walkout basement with set of queen bunk beds. All towels,linens,cooking utensils, dinnerware,etc included.

Top Guest favourite
A cozy cabin exterior, constructed from logs, is set against a backdrop of snow-covered trees. A front porch is accessed by a set of stairs, and seasonal decorations, including a snowman and a gingerbread figure, add a cheerful touch.
Cabin in Brownington
4.96 out of 5 average rating, 136 reviews

By Lake-Westmore-Hike-Ski-Lots to do. Cabin 3-View

Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

Top Guest favourite
A charming white cottage is nestled among greenery, with a stone path leading to the water's edge. Flower box planters brighten the windows, and colorful chairs are positioned by the lakeshore, providing an inviting outdoor space. Trees frame the cottage, enhancing the natural setting.
Cabin in Barton
4.82 out of 5 average rating, 171 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Top Guest favourite
Large glass sliding doors open to a deck, offering expansive views of the surrounding landscape, including distant mountains. Natural light floods the interior space, highlighting the warm-toned floors and minimalist design. A small coat rack is mounted nearby for convenience.
Cabin in Burke
5 out of 5 average rating, 106 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 favourite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton
4.99 out of 5 average rating, 219 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 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, 154 reviews

East Burke Mountain Bike Cabin! 😀

Fat Tire Biking, Snowmobiling, Snowshoeing, Skiing, Snowboarding, Cross Country Skiing! 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? Message me for details.

Top Guest favourite
Cabin in Burke
4.99 out of 5 average rating, 343 reviews

Razzle's Cabin trailside

Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!

Popular amenities for Charleston holiday rentals

When is the best time to visit Charleston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$208 AUD$212 AUD$196 AUD$184 AUD$212 AUD$212 AUD$212 AUD$212 AUD$195 AUD$212 AUD$189 AUD$215 AUD
Avg. temp-8°C-7°C-1°C6°C13°C18°C20°C19°C15°C8°C2°C-5°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Charleston?

    Charleston has more than 40 family-friendly stays. 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 $80 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 vacation rentals with a dedicated workspace in Charleston?

    Yes! Work meets play with ease at over 10 vacation 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 cabin rentals in Charleston have wifi?

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

  • Do house rentals in Charleston have free parking?

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

Quick stats about holiday rentals in Charleston

  • Total holiday rentals

    Explore 70 holiday rentals in Charleston

  • Nightly prices starting at

    Charleston holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!

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