Charles Town Holiday Rentals

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Holiday Rentals in Charles Town

Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
10.0 out of 10, Exceptional, (26)
"We loved our one night stay at this cozy cabin, the steam shower was amazing. Definitely recommend!"
The price is HK$1,132
per night
22 May - 23 May
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is HK$586
per night
16 Jun - 17 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (92)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
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Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is HK$2,108
per night
22 May - 23 May
18th Century Stone Cottage minutes from historic Middleburg
Property grounds
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (62)
"We had an absolute amazing time at this cabin. Not only was it very clean but they used labels to help you find out which light switches turned on what and where things went so we could easily find/use whatever we needed in the cabin. There was only one dish towel but the other linens provided were fine. Only suggestion would be more dishtowels. The beds were comfortable, so was the couch! We loved our stay!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (99)
"Very clean and well-kept house!"
The price is HK$781
per night
21 May - 22 May
Charming "Cream of the Crop" Cape ~❤️of Middletown
Property grounds
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (35)
"Our time spent at the Farm House was wonderful! 14 of us from 12-80 years old all had a bed and a place at the dining room table! Perfect setting inside and out to celebrate my husbands birthday with all our children and grandchildren! We will be returning for future celebrations!"
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is HK$1,054
per night
22 May - 23 May
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (11)
"This property is so wonderful. Great location. Wonderfully comfortable beds! And very clean! We look forward to coming back!"
The Oculus - Huge Cabin with a Hot Tub!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
White House Inn - Historic Home in Harpers Ferry!
Property grounds
Waterfront property in Harpers Ferry - Private River Access
10.0 out of 10, Exceptional, (13)
"Really enjoyed staying at the property. Matthew was very responsive prior to arrival and once we got there everything was in great shape. The house is very clean and well maintained and the yard is as well. We spent a lot of time by the firepit and did some fishing as well, which was enjoyable. Great white water rafting nearby with River Riders and a Wal-Mart grocery store is a short 12 minute drive from the property. Will definitely consider returning!"
Waterfront property in Harpers Ferry - Private River Access
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Property grounds
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (20)
"Wonderful property and location to spend time with your loved ones."
Modern Country House on the Shenandoah River
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (54)
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here again when we are in the area."
The price is HK$1,132
per night
2 Jun - 3 Jun
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Fridge, microwave, oven, stovetop
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (225)
"What an incredible house! We hosted our friends and siblings for our wedding weekend and comfortably fit 9 of us - it could easily fit 12 adults though. The property manager was so helpful with our booking; she was willing to answer countless questions and she suggested some really great vendors! Our plan was to use the balcony for our reception/dinner but the weather turned on us, so we moved it inside. They allowed us to move all the furniture to accommodate our event and the space was...
Breathtaking views with an indoor private pool, come escape with us
Exterior
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (20)
"We were very happy with our stay at this cottage. We're always looking for historic houses to stay in on our trips and this one did not disappoint. We loved sitting by the fire at night and enjoyed the screened-in porch on the rainy mornings. The neighborhood was nice and quiet. We would definitely stay here again."
The price is HK$1,320
per night
29 May - 30 May
Historical cottage in the town of Paris
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Exterior
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.8 out of 10, Exceptional, (43)
"My family and I enjoyed our weekend at this comfortable cabin in the mountains. The six of us co-habited for a few days and there was plenty of room to move around comfortably without being on top of each other. The bedrooms are good sized and the game room kept my kids occupied for hours. The hot tub was an added bonus and it was warm and ready for use upon our arrival. The bathrooms are well stocked with all the necessary toiletries and we found all the equipment we needed in the kitchen to...
The price is HK$1,078
per night
20 May - 21 May
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Interior
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (39)
"Very clean property. We enjoyed the elevated deck and timed our trip for some great bird watching. Amazing westward views. Even got to see a thunderstorm roll in. Saw deer and fox in the backyard doing their thing. We had no trouble but the driveway is steep."
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Property grounds
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
Rustic Log Cabin with Private Dock on the Lake!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Charles Town you may be interested in

Terrace/patio
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (614)
"Great place to stay"
The price is HK$1,189
per night
30 May - 31 May
Home2 Suites by Hilton Charles Town
Hiking
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (794)
"All the staff i encountered were very friendly and helpful. Room and breakfast area were very clean! I would definitely stay here again."
The price is HK$562
per night
22 May - 23 May
Rodeway Inn & Suites - Charles Town, WV
Exterior
The Inn at Charles Town
3.0 star property
8.4 out of 10, Very good, (327)
"I appreciate having a complimentary breakfast to start the day. My only complaint is that I sprung for the trackside room (more expensive) and there was not an ottoman for my legs. The standard room has one."
The price is HK$796
per night
22 May - 23 May
The Inn at Charles Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

Are there holiday rentals in Charles Town?

Yes, there are holiday rentals close to the most popular sights in Charles Town, or you can select a more secluded option if you're looking for a relaxing stay. Charles Town is known for its casinos and entertainment choices. Make sure you have time to check out the cathedral while you're in the area.

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

Terra Alta - Incredible River Views and Hot Tub!: This highly rated holiday home rental in Charles Town is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Our travellers also rate Modern Country House on the Shenandoah River as a favourite home for rent in Charles Town.

How many holiday rentals will I find in Charles Town?

Choose from 10 Expedia holiday rentals in Charles Town for a memorable holiday.

What’s there to see and do in Charles Town?

Cultural attractions include Old Opera House, whereas Shenandoah River is a spot to enjoy nature. While here, Charles Town Library and Hollywood Casino at Charles Town Races are other places worth a visit.

What’s a holiday rental in Charles Town like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charles Town. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.

Recent reviews of Charles Town properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

5/5 Excellent
"The beds were extremely comfortable. Room was clean and quality linens. Breakfast was really good."
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Winchester
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Winchester