
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$18,831 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.
LocationFamilyWifi

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!
FamilyValueLong stay

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.
FamilyLocationAccess

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.
FamilyValueWalkability

VT Lakeside getaway on beautiful Crystal Lake.
In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!
FamilyValuePool

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!
ValueFamilyWifi

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!
FamilyValueIndoor spaces

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.
ValueFamilyAmenities

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!
FamilyLocationHospitality

Spacious, private & close to everything!
Gorgeous & sparkling clean! No charge for extra guests<6! Totally private, yet close to town, between Jay Peak and the lake! Semi-detached guest home-7 rooms w/2 private entries, 3 BR/3 beds, huge, sunny kitchen, dining, living & rec rooms! Wi-Fi, Cook's kitchen, ping-pong, board games & huge yard! Ample parking, grill, close to swimming, boating, shopping, dining, hiking and entertainment! (ABSOLUTELY NO ANIMALS IN GUEST HOUSE (ALLERGY) THANK YOU!)
FamilyValueHospitality

Waterfront cabin
This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe and kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.
LocationValueSkiing

Maple Sugar Shack | Hot Tub, Sauna, River & Views
Welcome to The Maple Sugar Shack, a cozy tiny house along the Lamoille River in Johnson, Vermont. Guests enjoy access to a shared riverside spa experience with a year-round hot tub, treehouse barrel sauna, and river access for cold plunges. With Buffalo check décor, local maple touches, Green Mountain views, and nearby skiing, hiking, and zip-lining, it’s a perfect Vermont getaway.
ValueFamilyIndoor spaces
Popular amenities for Charleston house rentals
House rentals with a pool

Sutton Hideaway: Opulent Mountain Couples Retreat
LocationFamilyGetting around

RLL Breathtaking views, hot tub, privacy!
FamilyValueAccuracy

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

The Country House in the Mountains
FamilyLocationCleanliness

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

Relaxation in the heart of the forest
LocationFamilyGetting around

The Blue Mountain Lodge, 6 bedroom, 4 bathrooms...
LocationFamilySkiing

Home-style hotel - Le Zénith, panoramic view!
LocationFamilySleep quality
Weekly house rentals

Stunning Lake House in Vermont's Northeast Kingdom
LocationFamilyComfort

Amazing Lakeshore Home w/Dock; Sleeps 7.
FamilyValueOutdoor spaces

Lake Willoughby Retreat
LocationFamilyBathroom

West Burke Cabin - Hot Tub & Mountain Views
FamilyLocationIndoor spaces

Vermont Mountain Retreat Near Lake Willoughby
LocationComfortHospitality

Scenic VT Vacation Home: Kingdom Trails/Burke Mtn
FamilyLocationAccess

Charming 1-bedroom Waterfront Cottage in Morgan VT
FamilyLocationAccuracy

Jay Mountain Retreat
ValueFamilyAmenities
Private house rentals

Beautiful House with Mountain Views
FamilyLocationNearby

A Magical Mountainside Farm: Your Personal Narnia
LocationFamilyComfort

Walk into the woods with views !
FamilyLocationSleep quality

Lakewood Bungalow & Sauna
LocationFamilyIndoor spaces

Kingdom Carriage House Est. 1842
FamilyLocationLayout

Romantic Cabin Boat Stay For Two With Kayaks
LocationNearbyIndoor spaces

Affordable Family Getaway In The Heart Of Town!
ValueFamilyComfort

Le Roselin - Owl's Head
FamilyLocationView
Destinations to explore
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- Jay Peak Resort
- Owl's Head
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Mont-Orford National Park
- Spa Bolton
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Elmore State Park
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Green River Reservoir State Park
- Jericho Mountain State Park





