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Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guesthouse in Newark

4.9 out of 5 average rating, 630 reviews

Hilltop Guesthouse

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Cottage in Newport

4.93 out of 5 average rating, 146 reviews

THE SECRET OF THE SWALLOWTAIL

NO WHERE is more beautiful than ON BROWNINGTON POND. It is breathtaking! .. A peaceful, private and completely relaxing location and cottage. Something you might see in a movie. It is a place to get away from it all. Yet only 7 miles to shopping in Newport Vt. There is a TV & DVDs and a bookcase for reading. There are 2 kayaks and a row boat for your use for free. We don't charge for anything including the firewood for the outside pit. A quiet, slowdown cottage ! NO PETS NO EXCEPTION !

Rental unit in Sutton

4.99 out of 5 average rating, 405 reviews

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking including fresh eggs from our hens when available. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet & WiFi not always reliable due to rural area. NO PETS. Please don't ask.

Yurt in Newport

4.97 out of 5 average rating, 121 reviews

Vermont Yurt Farm Stay | Vermont Glamping

Welcome to Russwood Farm Yurt, nestled in the breathtaking Northeast Kingdom! Disconnect & unwind while enjoying the comforts of glamping in our spacious 30-foot (700 sq. ft.) off-grid yurt. With plenty of creature comforts & a pet-friendly policy, our yurt is perfect for a relaxing & immersive outdoor adventure. Nestled on a small homestead with horses, goats, chickens, & dogs. A short drive away from local landmarks, including Lake Memphremagog, Lake Willoughby, Burke Mountain, & Jay Peak.

Rental unit in Newport

4.99 out of 5 average rating, 150 reviews

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Farm stay in Irasburg

4.95 out of 5 average rating, 100 reviews

Private suite on small farm

Relax in the bucolic Northeast Kingdom on a small peaceful homestead & native plant sanctuary. We endeavor to make the space a cozy haven for you as well. Those efforts include reducing our environmental impact. We strive to be as plastic-free & organic as possible. We also compost & recycle and request that you do the same. We clean with Blueland products to create a healthy & welcoming space for all. Though the road crew takes good care, please note that the road is unpaved. Thank you!

Home in Brownington

4.99 out of 5 average rating, 125 reviews

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!

Home in US

4.92 out of 5 average rating, 219 reviews

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!

Guest suite in Newport

4.84 out of 5 average rating, 225 reviews

Lake View Studio

Cozy studio apartment with patio and yard that has a beautiful view of the international Lake Memphremagog. Dog & cat friendly. It is close to the Kingdom Trails, Burke Mountain, Jay Peak Resort and just a 10 minute drive to Canada (30 minutes to Magog, Quebec). Lots of opportunity for outdoor activities such as hiking, kayaking, mountain biking, fishing, sailing, skiing/snowboarding and more. Welcome to use the patio and fire pit (Please bring your own wood and buy local).

Cabin in Newport

4.98 out of 5 average rating, 306 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Cabin in Coaticook

4.88 out of 5 average rating, 252 reviews

Chalet Kalel

Chalet situé en montagne environnement paisible distance de marche de la montagne et près du lac lyster. Equipé d'une cuisine complète, d'un poêle a bois et d'une thermopompe vous serez dans le confort peu importe la metéo. Le chalet possede un lit king pour les occupants principaux et queen pliable pour invités/ enfants ou des enfants. Le bois est fournis pour le foyer durant la saison hivernale. L'eau provient d'un puit artesien et est potable.

Rental unit in West Glover

4.98 out of 5 average rating, 515 reviews

The Lodge at Blackberry Hill

CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!

Vacation rentals for every style

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Unique stays

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Popular amenities for Charleston vacation rentals

Free parking on premises

Air conditioning

Stay near Charleston's top sights

The Gap Pub & Grill26 locals recommend

Clyde River Recreation LET'S GO KAYAKING23 locals recommend

NorthWoods Stewardship Center13 locals recommend

WilloughVale Inn & Restaurant9 locals recommend

Willoughby Lake Beach9 locals recommend

Evansville Trading Post & True Value7 locals recommend

Other great vacation rentals in Charleston

Cabin in Newark

5 out of 5 average rating, 22 reviews

The Hut: A Romantic Escape to the Kingdom

Tiny home in Coaticook

4.81 out of 5 average rating, 36 reviews

Lake and mountain chocolate bread

Cottage in Newport

4.93 out of 5 average rating, 42 reviews

Vermont Waterfront Cottage

Guesthouse in East Haven

4.97 out of 5 average rating, 65 reviews

Brookside Loft in East Haven

Cottage in Brighton

4.94 out of 5 average rating, 48 reviews

Lakefront mid-century cottage with chef's kitchen

Cabin in Morgan

4.81 out of 5 average rating, 16 reviews

Rustic Lake Seymour Camp!

Treehouse in Westmore

4.94 out of 5 average rating, 97 reviews

The Lake Willoughy Treehouse

Rental unit in Barton

4.95 out of 5 average rating, 22 reviews

The Grey Chalet

Quick stats about vacation rentals in Charleston

Total rentals
70 properties
Total number of reviews
1.6K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi

Frequently Asked Questions

Do house rentals in Charleston have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Charleston. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in Charleston?
Experience the best of Charleston with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Charleston have free parking?
Absolutely! We offer over 10 cabin rentals with free parking in Charleston. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Charleston?
Charleston has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cottage Rentals in Charleston?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Charleston?
Yes! Work meets play with ease at over 10 vacation rentals in Charleston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Charleston?
Four-legged friends are welcome in Charleston. Choose from more than 40 vacation rentals for guests traveling with pets.
Do cabin rentals in Charleston have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Charleston. Enjoy a tailored experience with all the comforts you desire.

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