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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Guest favorite

Guesthouse in Newark

4.9 out of 5 average rating, 600 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.

Jan 26 – Feb 2

ﺩ.ﺇ352 per night

Guest favorite

Cottage in Newport, Vermont, US

4.93 out of 5 average rating, 139 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 !

Feb 12 – 19

ﺩ.ﺇ549 per night

Guest favorite

Apartment in Sutton

4.99 out of 5 average rating, 379 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.

Jan 17 – 24

ﺩ.ﺇ330 per night

Guest favorite

Treehouse in Newport

4.97 out of 5 average rating, 152 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.

Jul 11 – 18

ﺩ.ﺇ1,793 per night

Guest favorite

Yurt in Newport, Vermont, US

4.97 out of 5 average rating, 110 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.

Sep 4 – 11

ﺩ.ﺇ498 per night

Guest favorite

Apartment in Newport, Vermont, US

4.99 out of 5 average rating, 125 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.

Jan 5 – 12

ﺩ.ﺇ394 per night

Guest favorite

Home in Irasburg

4.97 out of 5 average rating, 121 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!

Sep 18 – 25

ﺩ.ﺇ426 per night

Guest favorite

Home in Brownington

4.99 out of 5 average rating, 116 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!

Aug 22 – 29

ﺩ.ﺇ665 per night

Guest favorite

Apartment in Newport

4.95 out of 5 average rating, 544 reviews

Big Green Victorian - Upstairs Quiet & Comfortable

The snow has come and The "Big Green Victorian" is a great place to stay while experiencing it! Right on the Canadian Border, this little City is surrounded by all the things you're looking for, scenic drives, skiing, winter biking, cross country skiing, hiking, walking, close to Jay Peak & its water park, breweries, restaurants & more! All without the crush of people. Come explore, stay & visit family, or friends, or do business. The "Big Green Victorian" hopes to welcome you here!

Mar 27 – Apr 3

ﺩ.ﺇ436 per night

Guest favorite

Home in US

4.92 out of 5 average rating, 212 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!

Feb 25 – Mar 4

ﺩ.ﺇ724 per night

Guest favorite

Guest suite in Newport, Vermont, US

4.85 out of 5 average rating, 207 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).

Jul 13 – 20

ﺩ.ﺇ340 per night

Superhost

Home in Irasburg

4.83 out of 5 average rating, 441 reviews

Eco friendly. Military discount available.

If you are looking for a serene location that is nestled in the woods off a quiet country road and yet only 1 mile from the town square with its locally owned grocery store and gas station, you’ve come to the right spot! We are centrally located between Burke Mtn and Jay Peak resort, both being 30 minutes away. We sit 1/4 mile from the VAST trail and are near several lakes and hiking trails. Also close by is the Craftsbury Outdoor Ctr, Creek Hill Barn and breweries.

Oct 8 – 15

ﺩ.ﺇ431 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Charleston vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Charleston's top sights

The Morgan Country Store5 locals recommend

Clyde River Recreation LET'S GO KAYAKING23 locals recommend

Vermont Reindeer Farm5 locals recommend

Other great vacation rentals in Charleston

Guest favorite

Home in Newark

4.96 out of 5 average rating, 113 reviews

Orchard House - cozy getaway near Burke

Nov 4 – 11

ﺩ.ﺇ408 per night

Guest favorite

Cabin in Coaticook, Canada

4.88 out of 5 average rating, 219 reviews

Chalet Kalel

Mar 16 – 23

ﺩ.ﺇ616 per night

Guest favorite

Treehouse in Newport

4.99 out of 5 average rating, 761 reviews

Treehouse, Private cedar hot tub, pond side, WIFI

Oct 27 – Nov 1

ﺩ.ﺇ1,236 per night

Guest favorite

Cabin in Newport

4.98 out of 5 average rating, 296 reviews

Sugar Hill

Dec 6 – 13

ﺩ.ﺇ660 per night

Guest favorite

Cabin in Morgan, Vermont, US

5.0 out of 5 average rating, 10 reviews

Rustic Lake Seymour Camp!

Sep 7 – 14

ﺩ.ﺇ578 per night

Superhost

Home in Brownington, Vermont, US

4.85 out of 5 average rating, 68 reviews

NEK Base Camp and Retreat w/ Sauna

Nov 15 – 22

ﺩ.ﺇ421 per night

Guest favorite

Cabin in Brownington

4.99 out of 5 average rating, 73 reviews

Cabin 2 of 2. Clean, cozy, near lake, skiing, hike

Apr 26 – May 3

ﺩ.ﺇ445 per night

Guest favorite

Cottage in Morgan, Vermont, US

5.0 out of 5 average rating, 12 reviews

Maple Tree Lake House on Seymour Lake

Sep 24 – Oct 1

ﺩ.ﺇ701 per night

Show all

Quick stats about vacation rentals in Charleston

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

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 $120 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 Cabin Rentals in Charleston?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, 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 20 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 30 vacation rentals for guests traveling with pets.
Do house rentals in Charleston have wifi?
Absolutely! We offer over 20 house rentals with wifi in Charleston. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Charleston

Top-rated vacation rentals in Charleston

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Charleston vacation rentals

Stay near Charleston's top sights

Other great vacation rentals in Charleston

Home in Newark

Cabin in Coaticook, Canada

Treehouse in Newport

Cabin in Newport

Cabin in Morgan, Vermont, US

Home in Brownington, Vermont, US

Cabin in Brownington

Cottage in Morgan, Vermont, US

Quick stats about vacation rentals in Charleston

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Charleston have a kitchen?

How much does it cost to stay in cottage rentals in Charleston?

Do house rentals in Charleston have free parking?

Are there family-friendly vacation rentals in Charleston?

What are the most popular amenities for Cabin Rentals in Charleston?

Are there vacation rentals with a dedicated workspace in Charleston?

Are there pet-friendly vacation rentals in Charleston?

Do house rentals in Charleston have wifi?

Destinations to explore