Holiday rentals in Charleston

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Top-rated holiday rentals in Charleston

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Guest favourite

Cabin in Stowe

4.93 out of 5 average rating, 332 reviews

The Canopy House—Remodeled Vermont A-Frame Near Downtown

Awarded as one of the top Airbnb's in New England by Condé Nast and Boston Globe! Featured on multiple global publications. Watch the snowflakes fall from the comfort of the 6-person outdoor hot tub, with first-class stargazing to be had all year long. Back inside, the vaulted interior features OM Home Furniture, while a 50” TV with soundbar sits above a real fire. Less than a two mile drive to all downtown Stowe has to offer. 3 BD 2 BA modern A-Frame with two living rooms, 6 person hot tub, Fireplace, two new Roku TV's , soundbar, AC unit, WiFi, deck and back patio, rainfall shower, high-end mattresses, Sonos speaker and furnished by OM Home Furniture. Close to Main Street, 5 miles to Von Trapp, 9 miles to Stowe Mountain Resort and .5 miles from rte 100 to get you easily in and out of town. you will have access to entire house accept for one personal closet in back downstairs bedroom. Less than a 2-mile drive to downtown Stowe, this home is on a hill just off Route 100. Nearby Von Trapp is full of restaurants and other amenities. Ski and snowboard from Stowe Mountain Resort 9 miles away, with picturesque hiking in the summer. I would highly recommend a four wheel or all wheel drive vehicle. House is on a hill with a pretty steep road leading to it.

Guest favourite

Townhouse in Stowe

4.86 out of 5 average rating, 320 reviews

Carolyn's Rustic Modern Chalet

Beautiful Stowe Historic Village 4BR 4bath with rustic modern interior. This is truly a luxury condo 2600SF living space, granite, stainless steel and hardwood. The level of detail is impressive. Walk to everything, restaurants, bars, supermarket, town hall, and the Mountain Shuttle to Stowe Mountain Resort. This private view of, and access to, Sunset Rock conservation land is rare in Stowe Village. The setting is private and park like. Hike/ bike out of your heated garage. Easy Rec Path access.

Guest favourite

Townhouse in Burke

4.78 out of 5 average rating, 9 reviews

Beautiful vacation Town Home at Burke Mt, Vermont

Mt Bike, ski, ride, hike from your front door depending on the season. Pet friendly, ski in/ski out, beautiful, spacious, fabulous views, 5 bedroom, 3 bathroom, full kitchen. 3 floors, heated 1 car garage with new EV charging station Trailside location for easy skiing, boarding and mountain biking with exciting trails throughout Burke Mt and Kingdom Trails. Enjoy skiing, riding, hiking, biking, lots of attractions, eateries and local bars and pubs. Hot tub gym and pool at the Burke Mt hotel.

Guest favourite

Townhouse in Stowe

4.98 out of 5 average rating, 56 reviews

Stowe Depot townhouse - Fireplace -Deck- Rec Path

Spacious Village townhome in Stowe, in walking distance to many shops, restaurants and Park. The Master suite has a King bed, 40" HDTV, and an en-suite bathroom with Jacuzzi tub. The second bedroom has a queen bed, 27" HDTV and an en-suite bathroom. Beautiful kitchen with granite counters, coffee maker and grinder. Living room features a gas fireplace, smart TV and nice furniture. There is a comfortable Murphy bed and an air mattress for additional guests, plus a nice covered deck to enjoy!

Guest favourite

Cabin in Barton

4.81 out of 5 average rating, 159 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!

Superhost

Cabin in Bethlehem

4.92 out of 5 average rating, 12 reviews

80PVR New Log Home 20 min from Bretton Woods!

Bretton Woods Vacations presents a new log home in historic Bethlehem, a premier New England destination. Close to ski resorts and White Mountains attractions, Bethlehem is a popular town with great restaurants and charming downtown. Completed in 2021, this cozy log home offers modern comforts like AC, stainless steel appliances, granite countertops, and a flat-screen TV with surround sound. With a gas fireplace, outdoor firepit and deck, and 2 levels featuring bedrooms and loft!!

Superhost

Guest house in Eden

4.87 out of 5 average rating, 271 reviews

Teeny Tiny Cottage on Lake Eden Water Front

This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2), kayaks, (1) two man canoe, dock spaces for rent for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.

Superhost

Home in Eden

4.94 out of 5 average rating, 130 reviews

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

Enjoy a quintessential Vermont getaway at this lakefront home. It’s the perfect place for remote workers and families looking for a perfect base for outdoor activities. Relax in then hot tub & admire gorgeous lake views, and enjoy direct access to the water. Rainy days are no less fun, with a game room and fireplace to keep you busy. Lake Eden –Frontyard! Eden Ethical Dog Sledding – 8 Min Drive Stowe – 30 Min Drive Create Lasting Memories In Eden With Us & Learn More Below!

Guest favourite

Home in Jay

5 out of 5 average rating, 17 reviews

Fully Remodeled Ski-In/Out next to Waterpark/Rink

Completely renovated in 2024. Ski-in / Ski-out. Cannot beat the location! Steps to the water park, ice rink, tram, restaurants, and bars. Enjoy an upscale two story, 3 bed, 2 bath family-friendly luxury condo with a private back deck & small yard. You do not have to use your car at all. Quiet corner unit with no one above or below you. Each guest will be given a unique door code prior to check-in. Kitchen and linens are very well stocked. Well behaved dogs welcomed.

Superhost

Home in Newport

4.8 out of 5 average rating, 45 reviews

Lake Front/Peaceful retreat but close to town

My place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends. Lake access is not ideal swimming, being shallow We do at times have a floating dock out. But we have had issues with Ducks taking over, and making a mess. Its a sit by the lake and immerse yourself in lake life type of spot. We do have Kayaks and Canoe available for exploring the lake. Feel free to reach out for more clarification of property.

Guest favourite

Townhouse in Stowe

4.89 out of 5 average rating, 161 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!

Superhost

Home in Stowe

4.82 out of 5 average rating, 151 reviews

Great For Large Groups with Hot Tub

This property is not suited to noisy groups - please don’t book for partying. Recently renovated to meet every vacation need, this unique property has everything you require for a great trip. The property is huge, ideally located right on Mountain Rd - minutes to slopes, spas, breweries, restaurants, hiking, biking and swimming holes. With 4 large comfortable bedrooms, fun basement, huge living space with fireplace and private hot tub.