
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$14,642 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.

Lux Waterfront Cottage at FarAway Pond
Luxurious Cottage on beautiful private pond. Hot Tub! Outdoor wood fireplace, kayaks & gas fire table. Graceful bridges lead to your Private Island with screened gazebo and hammock. Lounge on the deck with mountain and lake view or hike the trails on our 68 acres to the Gold Mine Trail. With a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces, this dog-friendly luxury cottage has it all! Adjacent guest house available for larger groups.

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!

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.

Relaxing Craftsbury Retreat
One bedroom house in pastoral setting with deck, small pond and screened in sitting area. Newly renovated kitchen and full bath. Kick back with a book in front of the stove after a day on the trails or out on the amazing NE kingdom gravel roads at the Craftsbury Outdoor Center (4 mi). Short stroll to maple buns at the Genny or Creemees at Village Store (1/2 mi). Spend the day on the lake at Caspian (8 mi). Stock up at Hill Farmstead Brewery (10 mi).

Caboose Tiny Home | Hot Tub, Sauna, River & Views
Welcome to Uncommon Accommodations, a collection of unique tiny homes and glamping stays on a 14-acre property along the Lamoille River. This cozy caboose-style tiny home includes access to a shared riverside spa experience with a year-round hot tub, brand-new treehouse sauna, and river access for cold plunges. Enjoy mountain views, swimming holes, and nearby Dog’s Head Falls—an ideal retreat near Stowe.
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

4-season swimming pool, hot tub & sauna nestled in the forest!

Sugar House Homestead: A Perfect Retreat

EPIC Stowe Getaway - Great For Families & Friends
Weekly house rentals

Beautiful House with Mountain Views

Stunning Lake House in Vermont's Northeast Kingdom

Comfortable Home, Hot Tub, Trails on 140 Acres

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Modern Luxe: Starlink, Heated Floors, EV Charging

The Gambrel Mountain Retreat at Twin Ponds

Cabin Sutton 268 – 2 minutes from the slopes!

Charming 1-bedroom Waterfront Cottage in Morgan VT
Private house rentals

Secluded Paradise in Greensboro on Barr Hill

Peaceful Meadow Retreat • Cobbler Hill Farm Stay

King Beds, Game Loft • Fireplace Near Burke/Trails

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

Lakewood Bungalow & Sauna

Romantic Cabin Boat Stay For Two With Kayaks

Lakefront Paradise with direct Vast & ATV Access

Memphremagog Lakeside Cottage
Destinations to explore
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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
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- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Green River Reservoir State Park
- Parc de la Pointe-Merry





