Charleston Holiday Rentals from NZ$271: Search Short-Term Rentals

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

Vermont Mountain Retreat Near Lake Willoughby : This highly rated holiday home rental in Charleston is located on a lake, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Our top choices for Charleston holiday rentals

A cozy living room with a stone fireplace, wooden ceiling, and a comfortable seating area with a sofa and a bench.

1. Mountain Lake Cottages

Orleans

BOYD

includes taxes & fees

3 Sept - 4 Sept

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

2. Throw your tent anywhere on property

Westmore

Yulia

includes taxes & fees

31 Aug - 1 Sept

A modern kitchen with white cabinets, a dishwasher, a coffee maker, and a microwave.

3. Cozy Mountain View Retreat

Brighton

Sara Lynn B.

includes taxes & fees

3 Sept - 4 Sept

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

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

Barton

Alix W.

includes taxes & fees

31 Aug - 1 Sept

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

5. Peaceful camp with breathtaking views

Westmore

miranda W.

includes taxes & fees

31 Aug - 1 Sept

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

6. Rv/camper hook ups with scenic views

Westmore

Lynda M.

includes taxes & fees

31 Aug - 1 Sept

A wooden shower enclosure with a showerhead and two faucets.

7. Throw your tent anywhere!

Westmore

Kim D.

includes taxes & fees

31 Aug - 1 Sept

8. Between the Brook and Lake

Newport

Tabitha D.

includes taxes & fees

31 Aug - 1 Sept

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

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

Newark

Shreshth

includes taxes & fees

31 Aug - 1 Sept

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

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

Brighton

David P.

includes taxes & fees

31 Aug - 1 Sept

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

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

Newport

Anne K.

includes taxes & fees

2 Sept - 3 Sept

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

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

Brighton

Jordon T.

A bedroom with a sloped ceiling, a wooden ceiling fan, a bed with a quilt, a chair, and a dresser.

13. A cozy little house with everything you need

Newport

Nate B.

includes taxes & fees

15 Sept - 16 Sept

A wooden staircase leading to a white building with a metal door.

14. Private 2 bedroom lofted garage getaway.

Newport Center

Emily H.

includes taxes & fees

1 Sept - 2 Sept

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

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

Brighton

Doug T.

includes taxes & fees

13 Sept - 14 Sept

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

Scott

includes taxes & fees

31 Aug - 1 Sept

A two-story house with a porch and a staircase leading to the entrance.

17. Adventurer's Home: Kingdom Trails with Swimming Hole

Burke

Anonymous traveller

includes taxes & fees

31 Aug - 1 Sept

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

18. 5 minutes to well known mountain bike venue “Kingdom Trails”.

Lyndon

Carter S.

includes taxes & fees

4 Sept - 5 Sept

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.

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

Brighton

"The location is great if you want to go snowmobiling; its very easy to get onto the VAST trail system from apartment. Unfortunately you need to leave your sled down in the back of the property, but its not very far. The interior of the apartment is very nice as was communicating with the rental agency. The only downside is that you can hear everything that is happening in the upstairs apartment. Every step that someone takes upstairs you can hear and can easily hear people talking as well. "

Lucas F.

includes taxes & fees

14 Sept - 15 Sept

20. Riverfront in town: The Badger @ East Burke

Burke

includes taxes & fees

31 Aug - 1 Sept

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Top Charleston Hotel Reviews

Edgeview Cottage - Willoughby Lake View and Private Beach Access

10/10 Excellent

"Lovely cottage situated above the road running along the east shore of the lake with drop dead gorgeous view and a lovely deck from which to enjoy it. Quaint, charming, and cozy it was the perfect place to spend time with family and a dog. It's also very private and quiet- backing up to woods and at the end of a dirt road cul de sac. We will absolutely stay here again!"

Lakeside Isbell Cottage and Isbellita Guest Cottage

10/10 Excellent

"We had a wonderful stay in Vermont at your charming and rustic home.It was peaceful with ample space for sleeping. I absolutely loved the porch swing and had many morning coffees there.My kids spent a lot of time at the dock fishing The sunsets were gorgeous from the dock Definitely stop at the country store for chicken tenders and ice cream!!!And for a great hike and astonishing views go the south beach/state park I felt like I was in Hawaii Thank you for the unforgettable memories *The Briggs*"

Waterfront home on the lake shore of Beautiful Lake Memphremagog, Newport, VT.

10/10 Excellent

"The home was so comfy and spotless, stocked with everything we needed for a multi-generational family gathering. The lake was quiet and right out the back door with views from the deck. I hope to be able to book this place again - our trip was too short!"

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

10/10 Excellent

"Beautiful property! We loved using the kayaks and canoe, and enjoyed spending time on the screened in porch. Cornhole and many games at the house were a hit! The main floor is accessible layout is very, which made it easy for my elderly parents. Overall this is a great spot for a multigenerational vacation."

All Season Vermont Vacation Cottage. Pet Friendly!

8/10 Good

"Beautiful cottage, very private, very quiet, rustic but well kitted-out. John was exceptionally helpful, and saved the day when we had an emergency passport delivery. Bed was only issue. Not great for two people, felt smaller than a queen, and had a divot in the middle. Probably not as much of an issue for others but I’m not the best sleeper and it was very noticeable to me. Would also encourage replacing the cookware- mostly older nonstick pans with the coating coming off. But otherwise loved the property. Thank you for the great stay!"

Find out more about Charleston

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charleston holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charleston. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Charleston. Seeing all the best attractions is bound to make you fall in love with Charleston. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Charleston short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Charleston?

Yes, there are holiday rentals close to the most popular sights in Charleston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Vermont Mountain Retreat Near Lake Willoughby: This highly rated holiday home rental in Charleston is located on a lake, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Charleston?

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

What’s there to see and do in Charleston?

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

What’s a holiday rental in Charleston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charleston. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Charleston holiday rentals

1. Mountain Lake Cottages

2. Throw your tent anywhere on property

3. Cozy Mountain View Retreat

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

5. Peaceful camp with breathtaking views

6. Rv/camper hook ups with scenic views

7. Throw your tent anywhere!

8. Between the Brook and Lake

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

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

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

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

13. A cozy little house with everything you need

14. Private 2 bedroom lofted garage getaway.

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

16. Modern one bedroom home within Kirby’s mountains

17. Adventurer's Home: Kingdom Trails with Swimming Hole

18. 5 minutes to well known mountain bike venue “Kingdom Trails”.

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

20. Riverfront in town: The Badger @ East Burke

Find holiday rentals that suit your style

Top Charleston Hotel Reviews

Edgeview Cottage - Willoughby Lake View and Private Beach Access

Lakeside Isbell Cottage and Isbellita Guest Cottage

Waterfront home on the lake shore of Beautiful Lake Memphremagog, Newport, VT.

Essex House and Tavern

Pine Crest Motel And Cabins

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

Grandma's Rustic Cottage

All Season Vermont Vacation Cottage. Pet Friendly!

Moms House

Find out more about Charleston

Frequently asked questions

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