
Vacation rentals in Charleston
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Quick stats about vacation rentals in Charleston

Total vacation rentals
Explore 60 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Charleston vacation 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 vacation rentals in Charleston
Guests agree: these stays are highly rated for location, cleanliness, and more.

Stunning Lake House in Vermont's Northeast Kingdom
Enjoy Vermont's pristine Northeast Kingdom on one of the state's cleanest lakes. Survey the gorgeous panoramic view from the large wrap around deck. Canoe, fish or swim the cool, clean waters. Take a bike ride or walk around the approximately 5 miles of dirt roads that encircle the lake. Check out the abundant wildlife such as moose, deer, turkeys, loons, bald eagles, and migrating birds. Fast high speed internet included. The NEK is full of stunning landscapes and natural beauty. Come explore!

Westmore Home near trails with Willoughby view!
Come enjoy all the northeastern Vermont has to offer! Whether hiking Pisgah or going right out the door onto 350 acres of state land or tons of other trails. Westmore is known for stunning Lake Willoughby with swimming, boating and has it's own Farmer's Market on Mondays. The Kingdom Trails for mountain biking are just 25 minutes away in East Burke. The surrounding towns have outdoor concerts, antiques, great food, craft breweries and historic sites. Or relax and take in the view from our deck!

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.

Back Forty Acres
Our cozy private cabin nestled in 40 acres of picturesque Amish country offers a tranquil escape.Immerse yourself in the wildlife and peaceful ambiance of the glacial lake just 10 miles away.Experience unparalleled hospitality and indulge in the finest Vermont maple treats during your stay. Privacy seamlessly intertwines with nature, allowing you to observe and revel in the local wildlife from the comfort of the window, the inviting back porch, or the warmth of the firepit. Located on Gravel Rd

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.

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!

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!

Loon Lookout on Seymour Lake
Escape to a waterfront retreat in the heart of the Northeast Kingdom. Our unique log cabin is the perfect blend of rustic charm and modern comfort for up to 9 guests. Whether you enjoy indoor or outdoor activities, we've got you covered year-round. Come for the hiking, kayaking, fishing, skiing and snowmobiling Vermont is famous for. Stay for the game room, well-equipped kitchen and late night chats by the fire or sunrise coffee on the deck that our cabin is known for.

Top Of The World
Indescribable 270 degree panorama VT/NH/Quebec. Accommodations- custom house and 144 acres bordering SP above Lake Willoughby. Recreate from front door! - Hike, mountain bike, snowshoe, stargaze, stormwatch, X-County ski. Downhill ski (25 min Burke, 45 min Jay). IMPORTANT: With "top of mountain" views come "top of mountain" remoteness, snow, wind, and ADVENTURE. Steep access requires 4/AWD AND Severe Snow Service tires (google “3PMSF”) or Chains November-April.

Vermont Lakefront Cottage Getaway
This private cottage in the Northeast Kingdom offers the perfect getaway for your family and friends, or just on your own. It's located at the end of a dirt road, yet minutes from town. Enjoy fishing, swimming, kayaking, canoeing, boating and gazing at sunsets from your beach. The porch overlooks the lake and is perfect for sipping coffee or rediscovering board games with your family. Or explore nearby hiking, biking, sightseeing and shopping opportunities.

West Burke Cabin - Hot Tub & Mountain Views
Built as our family's dream home in Vermont's Northeast Kingdom, this handcrafted retreat sits on 5 private acres with stunning sunset views of Sutton Ridge. Minutes from Kingdom Trails, Burke Mountain, and Lake Willoughby, it's the perfect basecamp for adventure or relaxation. Enjoy a hot tub, fire pit, game room, gas fireplace, and room for the whole family. We built much of the interior ourselves and are excited to share this special place with you!
Popular amenities for Charleston vacation rentals
Other great vacation rentals in Charleston

Lake Salem Waterfront Estate

Walk into the woods with views !

Top of the Hill View Cabin

Balance Farm: Modern Cabin near Jay Peak

Vermont Mountain Retreat Near Lake Willoughby

A cozy little house with everything you need

Cottage with Lake Willoughby view & access

Vermont Waterfront Cottage
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,610 GYD | G$26,773 GYD | G$27,192 GYD | G$28,238 GYD | G$33,467 GYD | G$37,650 GYD | G$31,375 GYD | G$31,375 GYD | G$28,865 GYD | G$31,375 GYD | G$28,028 GYD | G$31,793 GYD |
| 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 $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 30 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 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 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.
Destinations to explore
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- Jay Peak Resort
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- Ski Bromont
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