
Holiday rentals in Charleston
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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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Charleston holiday rentals include wifi 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 holiday rentals in Charleston
Guests agree: these stays are highly rated for location, cleanliness and more.

Cabin Nestled in the Northeast Kingdom of Vermont!
Direct Access to VAST Snowmobile & VASA ATV Trails. Cabin nestled in the Northeast Kingdom of Vermont! Whether you want to snowmobile, ski, hike or just relax this is the perfect cabin! Less than 20 min from Burke Mtn. and Kingdom Trails. Five minutes from Island Pond where you can enjoy fishing, boating and swimming. Easy access off Rt 114, VT. Plenty of parking. Bed one 1 queen 1 twin, Bed two 1 full 1 twin, Bed three 2 fulll, loft has queen futon, 2 full baths, Sleeps 10 max. No pets

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.

Secluded Luxury Treehouse - Hot Tub + Projector
Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

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.

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!

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.

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

Balance Farm: Modern Cabin near Jay Peak
Escape to this tiny luxury cabin nestled in the peaceful woods of Irasburg, Vermont. Surrounded by towering trees and the sounds of nature, this secluded retreat offers a perfect getaway for relaxation and adventure. Enjoy the scenic trails just outside your door or stargaze from your bed. Thoughtfully designed with modern amenities and rustic charm, the cabin features a cozy sleeping space, a well-appointed kitchenette, and everything needed for a peaceful retreat in the woods.

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!

Sugar Hill
Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

True North
True North is a brand new four season vacation home nestled in a private setting with incredible partial view of Lake Willoughby, and long range mountain view. This one-bedroom with loft and cathedral ceiling is light and airy with lots of windows/sliders to be one with nature. A brook on the property offers a unique escape (for those with mobility) along with soothing white noise (dependent on Mother Nature). True North is a slice of heaven on earth!
Popular amenities for Charleston holiday rentals
Other great holiday rentals in Charleston

Gateway to the northeast kingdom

The Hut: A Romantic Escape to the Kingdom

Stunning Lake House in Vermont's Northeast Kingdom

Cozy 3-bedroom cottage with indoor fireplace

Boreal Camp & Sauna

The Carriage House at Applegate Farm

Top of the Hill View Cabin

Wrights Getaway suite
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 SGD | $166 SGD | $169 SGD | $169 SGD | $195 SGD | $195 SGD | $195 SGD | $195 SGD | $179 SGD | $195 SGD | $174 SGD | $197 SGD |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°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 $70 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 20 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 house rentals in Charleston have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Charleston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Charleston have wifi?
Absolutely! We offer over 20 house rentals with wifi in Charleston. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Charleston have free parking?
Absolutely! We offer over 10 cabin rentals with free parking in Charleston. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Prince Edward Holiday rentals
- Rentals with a firepit Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- Rentals with beach access Charleston
- Family-friendly rentals Charleston
- House rentals Charleston
- Rentals with a washing machine and dryer Charleston
- Rentals with a fireplace Charleston
- Rentals with a patio Charleston
- Waterfront rentals Charleston
- Rentals with lake access Charleston
- Jay Peak Resort
- Owl's Head
- Jay Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Santa's Village
- Ski Bromont
- Omni Mount Washington Resort
- Stowe Mountain Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Spa Bolton
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Green River Reservoir State Park
- Parc de la Pointe-Merry





