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, 347 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.

Superhost

Townhouse in Bretton Woods

4.86 out of 5 average rating, 59 reviews

CR11 Top Rated Ski-In/Out with views, AC, Pool/gym

Popular 3-level townhouse in upscale Crawford Ridge development. No need to drive to hit the slopes, and enjoy fireplaces and views of Mt. Washington. 2 living areas, AC, modern amenities, and close to attractions. Open kitchen, dining, and living room with stone fireplace. Primary bedroom with electric fireplace and ensuite bathroom. 2 additional bedrooms and shared bathroom upstairs. Lower level with second living room, 2 bedrooms, and shared bathroom. Central location for outdoor adventures!

Guest favourite

Home in Carroll

4.94 out of 5 average rating, 158 reviews

Cozy Townhouse: Bretton Woods Mt. Washington Place

In the Mount Washington Resort (Bretton Woods) and near Cannon Mountain. Inviting four-season end-unit town home with warm ambiance, all the comforts you need, and great views. A mountain vacation getaway at a great value. Modern kitchen, comfortable dining and living room with fireplace. Four bedrooms, three floors, each with private bathroom (three full, one with shower). Large entertainment / recreation room for the family, outside deck with seating to enjoy the wildlife and a grill.

Guest favourite

Townhouse in Stowe

4.98 out of 5 average rating, 61 reviews

Stowe Depot townhouse - Fireplace -Deck- Rec Path

Spacious Stowe Village townhouse, in walking distance to many shops, restaurants and Park. The Main 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!

Superhost

Guest house in Eden

4.87 out of 5 average rating, 274 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

4.93 out of 5 average rating, 135 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

Apartment in Cambridge

4.97 out of 5 average rating, 63 reviews

The Best View at Smugglers' Notch

Escape to paradise at my stunning condo nestled in the heart of Smugglers' Notch Resort! With easy access to skiing, snowboarding, disc golf, and breathtaking seasonal foliage views from the 270-degree second-story roof deck, your perfect vacation spot is waiting. Enjoy ultra-high-speed Starlink Wi-Fi, Cable TV, air conditioning, washer, dryer, dishwasher, Keurig coffee machine, and a fully stocked kitchen. With my dog-friendly policy, your furry friend can join the fun.

Top guest favourite

Home in Cambridge

5 out of 5 average rating, 53 reviews

Sunning Home w/ Mtn Views near Smuggs/Stowe

Welcome to the Mirador- our Vermont getaway! Escape to the picturesque beauty of Vermont and indulge in a memorable stay at our charming retreat. Located just a stone's throw away from Smugglers Notch and conveniently close to popular wedding venues, this inviting house provides a comfortable and convenient base for your adventures. With its charm, modern amenities, and breathtaking surroundings, it's the ideal place to relax and explore all that Vermont has to offer.

Top guest favourite

Home in Jay

5 out of 5 average rating, 30 reviews

Best Location & Remodeled| Ski-in/Out by Waterpark

Completely remodeled 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 & linens are very well stocked. Well behaved dogs welcomed.

Superhost

Townhouse in Stowe

4.93 out of 5 average rating, 14 reviews

4 BR Home at Topnotch Resort & Spa, Stowe Vermont

Indulge yourself and your loved ones in this luxurious yet relaxed home, situated at the magnificent Topnotch Spa & Tennis Resort. All our Overlook Resort Homes at Topnotch feature the same stunning floor plan, with unique furnishings and decor that reflect the tastes of their owners. This lavish 4-bedroom, 4-bath Resort Home boasts exquisite Restoration Hardware furnishings and a well-appointed kitchen with brand new stone counters and stainless steel appliances.

Top guest favourite

Flat in Waterbury Center

4.98 out of 5 average rating, 63 reviews

Sir Richards Waterbury Stowe Lake View Escape 2Br

A fun, filled, peaceful property surrounded by nature. Drift into an amazing, relaxed state sitting on the front deck listening to the water fountains & closeness to nature. Only the mountains, ponds, woods & lake on your side and in front of you. And yet, only 2 blocks from busy Route 100 attractions. Spacious 1200 sq. ft. 4 prs. snowshoes winter, 2 kayaks, & a canoe on the 6 1/2 mile Reservoir. Hiking & fishing summer & winter. "Memories Are Made Here."

Guest favourite

Townhouse in Stowe

4.89 out of 5 average rating, 167 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!