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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

4.9 out of 5 average rating, 646 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.

Treehouse

4.97 out of 5 average rating, 196 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Rental unit

4.99 out of 5 average rating, 166 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.

Rental unit

4.95 out of 5 average rating, 161 reviews

Liberterre Farm & Apothecary, Estrie at it's best!

Come and enjoy the beauty and tranquility of Estrie. Our 25 acre farm and Apothecary are in the midst of rolling hills and babbling brooks, forests and ponds waiting for you! Our gardens of medicinal plants and veggies will inspire you to eat better and heal. We have a private 1 bedroom apartment in our house that is fully isolated from the rest of the house. It is available for short or longer stays. Located close to the Tomifobia Trail, Orford. Fitchbay and Lac Memphremagog. CITQ# 307842

Farm stay

4.95 out of 5 average rating, 115 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

4.95 out of 5 average rating, 140 reviews

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Home

4.99 out of 5 average rating, 130 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

4.92 out of 5 average rating, 224 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

4.83 out of 5 average rating, 236 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

4.88 out of 5 average rating, 258 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

4.99 out of 5 average rating, 421 reviews

Spring Hill Farm, coffee & hot tub

Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. 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.

Guest suite

4.98 out of 5 average rating, 398 reviews

On top of the Kingdom

A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

Vacation rentals for every style

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Hotels

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Unique stays

Spaces that are more than just a place to sleep

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

4.86 out of 5 average rating, 21 reviews

NEK Cordwood Cabin near Burke Mountain/Willoughby

Cabin

4.96 out of 5 average rating, 28 reviews

The Hamblett at Hinton Hill

Guest suite

5 out of 5 average rating, 33 reviews

Magical stay in the Eastern Townships

Home

4.9 out of 5 average rating, 20 reviews

GET LOST in the NEK of Vermont!

Guesthouse

4.97 out of 5 average rating, 76 reviews

Brookside Loft in East Haven

Home

4.86 out of 5 average rating, 37 reviews

Echo Lake Respite

Rental unit

4.83 out of 5 average rating, 48 reviews

Mother in Law Guest Suite.

Farm stay

5 out of 5 average rating, 17 reviews

Bedside Manor Farmhouse

Quick stats about vacation rentals in Charleston

Total rentals
80 properties
Total number of reviews
1.8K 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 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.
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 cabin rentals in Charleston?
Experience the best of Charleston with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Charleston have free parking?
Absolutely! We offer over 20 house 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 free parking, over 10 homes with a kitchen, over 10 homes with wifi, 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.

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