Charles Town Holiday Rentals

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Check prices for these dates

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Charles Town

Terra Alta - Incredible River Views and Hot Tub!
Outdoor spa tub

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (57)
"Multiple generations enjoyed this lovely house with plenty of space, well stocked kitchen, and great location for winery visits. Highlights include extra sleeping space, local coffee provided by the host, and the hottub! Gorgeous views and responsive hosy! "
The price is HK$785
HK$3,179 total
includes taxes & fees
23 Jul - 24 Jul
Terra Alta - Incredible River Views and Hot Tub!
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
Terrace/patio

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

10.0 out of 10, Exceptional, (17)
"Just exceptional. Perfectly located for adventure. "
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (33)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (25)
"Wonderful little cabin situated perfectly in the area. Great access to the Potomac River and many little towns of interest nearby."
The price is HK$1,280
HK$2,367 total
includes taxes & fees
20 Jul - 21 Jul
Charming Cabin in the Woods with River Access
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior detail

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (123)
"Great location to hiking trails and Harper’s Ferry National Park, shops, and restaurants. Charming, cozy house with a great sense of history, complete with wonky angles and creaky floorboards. Gas fireplace is a nice bonus."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Outdoor dining

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (86)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (52)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is HK$1,038
HK$2,367 total
includes taxes & fees
9 Jul - 10 Jul
Cottage on King | Charming Historic Leesburg Home
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (121)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Fridge, microwave, oven, stovetop

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Kalia’s Mountain Momma Getaway
Dining tables

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (7)
"Location was nice"
The price is HK$856
HK$1,388 total
includes taxes & fees
14 Jul - 15 Jul
Kalia’s Mountain Momma Getaway
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (136)
"We thoroughly enjoyed our visit!"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Breathtaking View with an Indoor Pool
Outdoor dining

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (253)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool
Blue Ridge Getaway - Sunset Views, A.T. Access
Exterior

Blue Ridge Getaway - Sunset Views, A.T. Access

10.0 out of 10, Exceptional, (52)
"Our stay was perfect "
The price is HK$785
HK$2,874 total
includes taxes & fees
14 Jul - 15 Jul
Blue Ridge Getaway - Sunset Views, A.T. Access
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (45)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is HK$2,159
HK$3,066 total
includes taxes & fees
15 Jul - 16 Jul
18th Century Stone Cottage minutes from historic Middleburg
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Fridge, microwave, oven, stovetop

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

9.0 out of 10, Wonderful, (2)
"The apartment is great. I suspect it would be particularly awesome for a long-term stay. It's a basement apartment, so stairs weren't a surprise. Obviously, if you're not mobile, you won't pick this apartment. However, if you're a little wobbly, the stairs only have one handrail (it's not sketchy, but I rely pretty heavily on my handrails, and this one was not comforting), the bathroom floor is shiny and terrifying, the walk to the unit is bumpy, with lots of tree roots, uphill, and possibly...
The price is HK$863
HK$2,663 total
includes taxes & fees
9 Jul - 10 Jul
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
❤️ Secluded 1940s Romantic Tiny House on the River
Beach

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (56)
"We truly loved this location and definitely will be back!"
The price is HK$530
HK$1,068 total
includes taxes & fees
15 Jul - 16 Jul
❤️ Secluded 1940s Romantic Tiny House on the River
Luxury Getaway on The Potomac
Exterior

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (13)
"What a wonderful weekend, in this spacious and beautiful home on the scenic Potomac River. We had plenty of room to spread out and enjoy the area. The host was very accommodating and responsive. We can't wait to come back in the summer to enjoy the dock, river front patio, and fire pit. We'd highly recommend this to locals too as a great spot for a staycation."
Luxury Getaway on The Potomac
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (43)
"The PERFECT stay! We came for the Upperville horse show and you cannot beat the location of this charming cottage. Close proximity to dining, grocery stores, wineries, horse show, and on a quiet street. William was an excellent host with attention to detail, thoughtfulness, and quick and responsive to any questions. "
Historical cottage in the town of Paris
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Smart TV, DVD player, books, video library

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (71)
"The cabin was beautiful! Brigid has the cabin well stocked. She was very welcoming. Our family with kids and a dog felt very comfortable and even pampered!"
The price is HK$1,130
HK$2,586 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Firehouse Cottage | Walk to all of downtown HF
1 bedroom, iron/ironing board, travel cot, WiFi

Firehouse Cottage | Walk to all of downtown HF

9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay at Admirals Row! We are already itching to go back! It was perfect for my husband and I! The property was so nice and clean. The beach is just beautiful! Definitely recommend!"
The price is HK$1,138
HK$1,862 total
includes taxes & fees
21 Jul - 22 Jul
Firehouse Cottage | Walk to all of downtown HF
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?

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!: This highly rated holiday home rental in Charles Town is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 15 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, Jefferson County Courthouse and Charles Town Library 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.