
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$18,840 GYD per night before taxes and fees

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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.

Stunning Lake House in Vermont's Northeast Kingdom
Enjoy Vermont's pristine Northeast Kingdom on one of the state's cleanest lakes. Survey the gorgeous panoramic view from the large wrap around deck. Canoe, fish or swim the cool, clean waters. Take a bike ride or walk around the approximately 5 miles of dirt roads that encircle the lake. Check out the abundant wildlife such as moose, deer, turkeys, loons, bald eagles, and migrating birds. Fast high speed internet included. The NEK is full of stunning landscapes and natural beauty. Come explore!

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.

Westmore Home near trails with Willoughby view!
Come enjoy all the northeastern Vermont has to offer! Whether hiking Pisgah or going right out the door onto 350 acres of state land or tons of other trails. Westmore is known for stunning Lake Willoughby with swimming, boating and has it's own Farmer's Market on Mondays. The Kingdom Trails for mountain biking are just 25 minutes away in East Burke. The surrounding towns have outdoor concerts, antiques, great food, craft breweries and historic sites. Or relax and take in the view from our deck!

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.

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!

Scenic VT Vacation Home: Kingdom Trails/Burke Mtn
Bike the Kingdom Trails, ski Burke Mountain, Jay Peak, hike our woodlands and enjoy spectacular stargazing from one of the loveliest panoramic views in Vermont’s Northeast Kingdom. Our beautiful uniquely designed four-bedroom, 8 beds, two full bath vacation home includes 37 acres with spectacular, stunning views of Burke Mountain and the Kirby Mountain Range. This spacious vacation home is a quintessential Vermont gem with breathtaking mountain and valley views from every room.

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!

Top Of The World
Indescribable 270 degree panorama VT/NH/Quebec. Accommodations- custom house and 144 acres bordering SP above Lake Willoughby. Recreate from front door! - Hike, mountain bike, snowshoe, stargaze, stormwatch, X-County ski. Downhill ski (25 min Burke, 45 min Jay). IMPORTANT: With "top of mountain" views come "top of mountain" remoteness, snow, wind, and ADVENTURE. Steep access requires 4/AWD AND Severe Snow Service tires (google “3PMSF”) or Chains November-April.

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'.
Popular amenities for Charleston house rentals
House rentals with a pool

Morrisville's Cottage Style Coziness

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

64J Stunning sunset, AC, Hot Tub! Pool/gym passes!

Relaxation in the heart of the forest

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

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

Beautiful House with Mountain Views

Lake Willoughby Retreat

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

Kingdom Carriage House Est. 1842

Romantic Cabin Boat Stay For Two With Kayaks

Charming 1-bedroom Waterfront Cottage in Morgan VT

Lakewood Lodge & Hot Tub

Family-Friendly NEK Basecamp Near Jay Peak
Private house rentals

Luxury Converted Country Church

King Beds, Game Loft • Fireplace Near Burke/Trails

Ohmland

Lakefront Paradise with direct Vast & ATV Access

Hudson House Log Cabin Lake Park West Glover Vt

Affordable Family Getaway In The Heart Of Town!

Les espaces sens, The Chalet

Le Roselin - Owl's Head
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- Family-friendly rentals Charleston
- Rentals with beach access Charleston
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- Rentals with a fire pit Charleston
- Waterfront rentals Charleston
- Rentals with a patio Charleston
- Rentals with lake access Charleston
- Rentals with outdoor seating Charleston
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- House rentals Orleans County
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- House rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Santa's Village
- Bolton Valley Resort
- Jay Peak
- Omni Mount Washington Resort
- Ski Bromont
- Stowe Mountain Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
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- Pump House Indoor Waterpark
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