
House vacation rentals in Charleston
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Quick stats about house rentals in Charleston

Total vacation rentals
Explore 20 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at G$14,629 GYD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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 house rentals in Charleston
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

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.

Trailside Home in East Burke
Our cozy home is newly constructed, well-appointed, and tastefully decorated, tucked in a private clearing with direct access to the Kingdom Trail network and VAST snowmobiling trails, minutes from Burke Mountain, and a short drive to Lake Willoughby. Just up the road from the village of East Burke, we are close to nearby amenities yet in a quiet hillside surrounded by nature, the perfect location for a weekend getaway, whether you are biking, skiing, hiking or exploring the Northeast Kingdom.

As Unique as they come!
We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.

Cedar Creek! Privacy, quick walk to the beach
Enjoy any of Vermont's 4 glorious seasons in this newly constructed mini home. Relax on the private back deck listening to the babbling stream. Barbecue dinner on the grill, then enjoy s'mores around the fire pit, and ample back lawn great for games or tenting. A quick walk gets you to the beach at Shadow Lake, one of the area's best kept secrets. A 5 minute drive brings you to town. VAST and VASA trails are accessible from the property and the back roads are great for biking and walks.

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!

Trout River Lodge - Discount Jay Peak Lift Tix
Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!
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 the newly added Hot Tub and 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. Recently added a brand new Star gazing dome - Glampers welcome !!! Lake Eden –Frontyard! Jay Peak - 25 min drive Stowe – 30 Min Drive

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!

Sunny Waterfront Cottage at FarAway Pond
Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the Hot Tub, fire table & bright cottage with Japanese soaking tub, (small) +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Follow trails through forest & meadow to the nearby Gold Mine Trail. The Big Barn occasionally opens its doors for an impromptu Wine Tasting Hour-complimentary! This is more than a stay; it is an escape with miles of trails and a private pond waiting for you to explore.

Ann’s Schoolhouse
Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!
Popular amenities for Charleston house rentals
House rentals with a pool

ML home w beach, great views, hot tub, Pool/gym!

Mountain View Farmhouse w/ Orchard, Pool is Open!

Maison Greenwood CITQ 172351

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Beautiful home with spa, pool, fire pit, game room

Sugar House Homestead: A Perfect Retreat

River Access|Gas stove|Min to N. Conway, Attitash

Lakefront Peaceful Getaway in Mountain Lakes
Weekly house rentals

Beautiful House with Mountain Views

Stunning Lake House in Vermont's Northeast Kingdom

King Beds, Game Loft • Fireplace Near Burke/Trails

Lake Willoughby 1/4 mile away. Beaches and hiking!

Wright’s Mountain Retreat

Romantic Cabin Boat Stay For Two With Kayaks

Charming 1-bedroom Waterfront Cottage in Morgan VT

Le Roselin - Owl's Head
Private house rentals

Luxury Converted Country Church

Riverfront-2 bed/2.5 bath close to downtown

Secluded Paradise in Greensboro on Barr Hill

Peaceful Meadow Retreat • Cobbler Hill Farm Stay

Modern Luxe: Starlink, Heated Floors, EV Charging

The Gambrel Mountain Retreat at Twin Ponds

Kingdom Carriage House Est. 1842

Lakefront Paradise with direct Vast & ATV Access
Destinations to explore
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- Family-friendly rentals Charleston
- Rentals with a fire pit Charleston
- Rentals with beach access Charleston
- Rentals with a washer and dryer Charleston
- Rentals with a fireplace Charleston
- Rentals with a patio Charleston
- Waterfront rentals Charleston
- Rentals with lake access Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- House rentals Orleans County
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- House rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Jay Peak
- Bolton Valley Resort
- Santa's Village
- Omni Mount Washington Resort
- Ski Bromont
- Stowe Mountain Resort
- Cannon Mountain Ski Resort
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