Charleston Vacation Rentals from SAR 1,433: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Charleston has to offer?

A cozy little house with everything you need : This vacation home near Charleston is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Charleston vacation rentals

A modern living room with hardwood flooring, a dining area with a wooden table and chairs, a black sofa, and a kitchen with wooden cabinets and appliances.

1. Island Pond Apartment on VAST Trail – 1BR, 1BA

Brighton

Neil

SAR 890 total

includes taxes & fees

8 Dec - 9 Dec

An outdoor seating area with two red chairs and a table set for two, overlooking a grassy field and distant hills.

2. Peaceful camp with breathtaking views

Westmore

miranda W.

SAR 299 total

includes taxes & fees

12 Nov - 13 Nov

An outdoor area with a barbecue grill, a table with a chair, and a guitar leaning against a wooden structure.

3. Throw your tent anywhere on property

Westmore

Yulia

SAR 180 total

includes taxes & fees

12 Nov - 13 Nov

An outdoor area with a barbecue grill, a table with a gas cylinder, and a violin leaning against a chair.

4. Rv/camper hook ups with scenic views

Westmore

Lynda M.

SAR 299 total

includes taxes & fees

12 Nov - 13 Nov

A wooden shower enclosure with a showerhead and two faucets.

5. Throw your tent anywhere!

Westmore

Kim D.

SAR 180 total

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a grey sofa, a coffee table with a magazine, a TV mounted on the wall, and a wooden floor.

6. Historic Island Pond Home on VAST Trail – 3BR, 2BA

Brighton

David P.

SAR 1,722 total

includes taxes & fees

6 Dec - 7 Dec

A living room with a sofa, a coffee table, and a dining area with chairs and a table.

7. Island Pond Apartment on VAST Trail – 2BR, 1BA

Brighton

Doug T.

SAR 1,062 total

includes taxes & fees

12 Nov - 13 Nov

A spacious cabin with a wooden interior, a fireplace, a sofa, and a dining area.

8. HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

Barton

Alix W.

SAR 2,269 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with a black countertop and white cabinetry, a dining area with a wooden table and chairs, and a large window providing natural light.

9. Modern Luxe: Starlink, Heated Floors, EV Charging

Newport

Daniela B.

SAR 1,818 total

includes taxes & fees

12 Nov - 13 Nov

A covered porch with a wooden railing, a grill, and a view of a snowy landscape.

10. Island Pond Apartment on VAST Trail – 3BR, 2BA

Brighton

Jordon T.

SAR 1,611 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with chairs overlooking a forested river.

11. Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton

Barton

SAR 1,719 total

includes taxes & fees

13 Nov - 14 Nov

A two-story building with a balcony, a fire pit, and outdoor seating.

12. Charming ski chalet nestled in Vermont's Northeast Kingdom

Newark

Shreshth

SAR 2,381 total

includes taxes & fees

12 Nov - 13 Nov

A wooden cabin with a bed made of pallets, large windows, and a ceiling fan.

13. Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

Newport

Anne K.

SAR 2,168 total

includes taxes & fees

12 Nov - 13 Nov

A deck with a round table and chairs, an umbrella, and a view of a mountainous landscape.

14. Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91

Wheelock

SAR 1,037 total

includes taxes & fees

15 Nov - 16 Nov

A hallway with a wooden door, a black doormat, a wicker basket on a console table, and a lamp.

15. 5 minutes to well known mountain bike venue “Kingdom Trails”.

Lyndon

Carter S.

SAR 950 total

includes taxes & fees

14 Nov - 15 Nov

A forested area with a fire pit and two Adirondack chairs facing a scenic view of mountains and trees.

16. Modern one bedroom home within Kirby’s mountains

Kirby

Nate L.

SAR 1,850 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with wooden beams, a long countertop, and three stools.

17. Journeys End Chalet - Minutes to Jay Peak!

Jay

Pete T.

SAR 1,433 total

includes taxes & fees

12 Nov - 13 Nov

A two-story house with a large front porch, a covered patio area, and a well-maintained lawn.

18. The Badger @ East Burke Village Ride-Ski-Play-Stay

Burke

Erin M.

SAR 1,445 total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Find vacation rentals that suit your style

Apartments

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Charleston Hotel Reviews

Seymour Lake Lodge

10/10 Excellent

"Absolutely wonderful hosts. This place lives up to its description. Super charming, beautiful. Felt at home. We will be returning."

All Season Vermont Vacation Cottage. Pet Friendly!

10/10 Excellent

"Peaceful, charming, cozy, quiet and surrounded by beautiful Vermont! Property worked just fine for us; our young adult daughter slept in the loft and my husband and I were in the one bedroom. Pup loved the outdoor space zooming around. We cooked dinner both nights and had all we needed. Thank you dear hosts!!"

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

10/10 Excellent

"Email before check-in was very thorough. We had no questions when we arrived. Everything we needed was there, even a write up about what is nearby. It was a beautiful setting to watch the changes in the Fall sky morning and night!! Thank you"

Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

10/10 Excellent

"We had a fabulous fall weekend in the Northeast Kingdom and this secluded lake house was the perfect base. The kitchen was fully stocked (appreciate both the Keurig and big coffee maker options!) and there was plenty of room to enjoy meals together. We took advantage of the screened in porch for sunrise/sunsets with our drinks. Not only did we see two bald eagles fly right up to the seating area overlooking the lake but we were greeted by the sound of loons in the mornings. At night the sky was so clear we were able to identify many constellations and even saw the Milky Way (all while around the campfire). Location was close to a few restaurants and grocery stores too. Highly recommend taking the 30 minute drive down to Lake Willoughby for a gorgeous hike and a 15 minute drive to Rooty's Orchard for delicious and fresh pressed apple cider and warm apple cider donuts. Thank you to our wonderful hosts for sharing this lovely home and making it such a cozy vacation!"

Frequently asked questions

Can I find vacation rentals in Charleston?

Yes, we give you a choice of vacation rentals close to popular attractions in Charleston, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Charleston has to offer?

A cozy little house with everything you need: This vacation home near Charleston is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Charleston?

Choose from 4 Expedia vacation rentals in Charleston for a memorable vacation.

What’s there to see and do in Charleston?

Seymour Lake and Echo Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Seymour Lake and Charleston Historical Society Museum are other places worth a visit.

What’s a vacation rental in Charleston like?

Vacation rentals are private properties you can stay in for a long or short time in Charleston. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Charleston vacation rentals

1. Island Pond Apartment on VAST Trail – 1BR, 1BA

2. Peaceful camp with breathtaking views

3. Throw your tent anywhere on property

4. Rv/camper hook ups with scenic views

5. Throw your tent anywhere!

6. Historic Island Pond Home on VAST Trail – 3BR, 2BA

7. Island Pond Apartment on VAST Trail – 2BR, 1BA

8. HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

9. Modern Luxe: Starlink, Heated Floors, EV Charging

10. Island Pond Apartment on VAST Trail – 3BR, 2BA

11. Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton

12. Charming ski chalet nestled in Vermont's Northeast Kingdom

13. Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

14. Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91

15. 5 minutes to well known mountain bike venue “Kingdom Trails”.

16. Modern one bedroom home within Kirby’s mountains

17. Journeys End Chalet - Minutes to Jay Peak!

18. The Badger @ East Burke Village Ride-Ski-Play-Stay

Find vacation rentals that suit your style

Top Charleston Hotel Reviews

Seymour Lake Lodge

Essex House and Tavern

The Wildflower Inn

The Jay Village Inn

A cozy little house with everything you need

All Season Vermont Vacation Cottage. Pet Friendly!

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Cozy Vermont Cabin

Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

Frequently asked questions

Go further with the Expedia app