
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$14,641 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.

Les Hauts Boisés, Écogite, 6 pers
Niché au cœur des montagnes, ce chalet ouvert offre une vue spectaculaire sur le majestueux Mont Orford. Unique au Québec, cet hébergement écologique et énergétiquement durable fonctionne grâce à des panneaux solaires, alliant confort et respect de l'environnement. Avec son foyer au bois, son mur d'escalade intégré, et un espace extérieur dédié aux feux de camp, ce cocon offre une expérience chaleureuse toute l'année. En été, les immenses baies vitrées s'ouvrent pour laisser entrer la nature.

CLASSIC VT STYLE
This is an authentic VT house tucked between two of the state's most celebrated ski resorts, Stowe and Smuggler's Notch. We are about 30 minutes north of Mount Mansfield with tons of hiking and exploration opportunities. In this area you can enjoy some of the state's most popular outdoor recreational attractions and activities. The space is private and serene and works for all different kinds of local adventures in any season. Come experience a unique part of VT in your own unique VT home!

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!

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.

Secluded 3-bedroom log home -borders VT state park
Experience the ultimate Vermont escape at a private rental located directly on the pristine Green River Reservoir State Park. Nestled at the end of a private mile-long driveway, this authentic log cabin offers 600+ acres of "backyard" wilderness. Whether you are seeking a quiet summer on the water or a front-row seat to Vermont’s legendary "Snow Belt," this property is a rare sanctuary for outdoor enthusiasts and those looking to unplug (without losing 1-Gig fiber speeds).

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.

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!

Maison Greenwood CITQ 172351

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

Sugar House Homestead: A Perfect Retreat

EPIC Stowe Getaway - Great For Families & Friends

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

Lakehouse pool central location
Weekly house rentals

Beautiful House with Mountain Views

Relaxing Craftsbury Retreat

Stunning Lake House in Vermont's Northeast Kingdom

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

Goat Path Haven

The Sugar House, Maple Hill Road

Charming 1-bedroom Waterfront Cottage in Morgan VT

Trout River Lodge - Discount Jay Peak Lift Tix
Private house rentals

Luxury Converted Country Church

Secluded Paradise in Greensboro on Barr Hill

King Beds, Game Loft • Fireplace Near Burke/Trails

Private Retreat Near Jay Peak & Smuggs

The Gambrel Mountain Retreat at Twin Ponds

Modern Luxe: Starlink, Heated Floors, EV Charging

Romantic Cabin Boat Stay For Two With Kayaks

Breathtaking Views direct access to ATV trails
Destinations to explore
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- Rentals with a fire pit Charleston
- Rentals with beach access Charleston
- Rentals with a washer and dryer Charleston
- Rentals with a patio Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- Family-friendly rentals Charleston
- Waterfront rentals Charleston
- Rentals with a fireplace Charleston
- Rentals with lake access 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
- Green River Reservoir State Park
- Parc de la Pointe-Merry





