
House vacation rentals in Charleston
Find and book unique houses on Airbnb
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$14,644 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.

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.

Comfortable Home, Hot Tub, Trails on 140 Acres
This property is located in a remote and beautiful area of Vermont. The house is on 140 acres of fields and forest. There are 2.5 miles of private walking/snow shoeing trails in the woods. A large mowed area around the house provides space for grilling, outdoor dining, fire pit and games. The outdoor hot tub (emptied and refilled after each stay) is heated to 104 degrees year-round. This property is easily accessed from Route 2 and is on a well maintained dirt road. Minimum age to book: 25

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

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!

Jay Mountain Retreat
Our modern home is just 8 miles to Jay Peak. We have long range mountain views, you can check if the tram is running and enjoy exquisite sunsets all from the couch. The loft upstairs has an open floor plan with a comfortable living space, bathroom and platform bed, where you can view Jay Peak conditions. We now have Starlink high speed internet. There are 8 private acres half woods half open meadow feel free to walk around the property and enjoy the quiet sounds of nature.
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!

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

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

EPIC Stowe Getaway - Great For Families & Friends

Beautiful 3 BR, 2 Bath, Sleeps 8, w/wading pool

Relaxation in the heart of the forest
Weekly house rentals

Beautiful House with Mountain Views

Stunning Lake House in Vermont's Northeast Kingdom

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

The Gambrel Mountain Retreat at Twin Ponds

Romantic Cabin Boat Stay For Two With Kayaks

Charming 1-bedroom Waterfront Cottage in Morgan VT

Le Roselin - Owl's Head

Jay Peak 3 miles - secluded with spectacular view!
Private house rentals

Luxury Converted Country Church

Lake Willoughby Retreat

Secluded Paradise in Greensboro on Barr Hill

King Beds, Game Loft • Fireplace Near Burke/Trails

Walk into the woods with views !

Modern Luxe: Starlink, Heated Floors, EV Charging

Hillside Cottage, East Burke, Vermont

Memphremagog Lakeside Cottage
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- Family-friendly rentals Charleston
- Rentals with beach access Charleston
- Rentals with a washer and dryer Charleston
- Rentals with a fireplace Charleston
- Rentals with a fire pit 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
- House rentals Vermont
- House rentals United States
- 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
- Parc de la Pointe-Merry
- Green River Reservoir State Park





