Charles Town Holiday Rentals

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Check prices for these dates

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Charles Town

Fridge, microwave, oven, stovetop
The River House

The River House

Charles Town
10.0 out of 10, Exceptional, (9)
"Excellent experience. Super clean house. Excellent location right on the river! Would definitely rent again!!"
United States
Casey W.
The price is HK$1,190
HK$2,639 total
includes taxes & fees
10 Nov - 11 Nov
The River House
Outdoor spa tub
Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town
9.6 out of 10, Exceptional, (64)
"I recommend this house for the Harpers Ferry location. Four spacious bedrooms, three bathrooms, hot tub, and games."
United States
joshua s.
The price is HK$778
HK$3,116 total
includes taxes & fees
20 Nov - 21 Nov
Terra Alta - Incredible River Views and Hot Tub!
Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (63)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is HK$308
HK$814 total
includes taxes & fees
18 Nov - 19 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Middletown
9.6 out of 10, Exceptional, (104)
"Very cute cottage, filled with rustic charm. Convenient to hiking in Catoctin and restaurants in Frederick. AC worked great on a hot weekend! No door on the bathroom, just a curtain, FYI!"
United States
Cate O.
The price is HK$544
HK$1,442 total
includes taxes & fees
9 Nov - 10 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Games room
Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River

Hedgesville
10.0 out of 10, Exceptional, (9)
"I booked this and Racheal warned me she was on the West Virginia side of the river... I hoped I would find a bridge across near her place but I didn't (I'm riding a bike across America). Her communication was impeccable! I only wish I could have stayed! Maybe next time! "
United States
Dan
The price is HK$583
HK$1,253 total
includes taxes & fees
9 Nov - 10 Nov
Bring Your Own Boat - Meticulously restored house on the Potomac River
Fridge, microwave, oven, stovetop
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Jefferson
9.8 out of 10, Exceptional, (58)
"Very conveniently located for our visit with an amazing bakery and awesome meat market across the street. "
United States
Kathryn B.
The price is HK$739
HK$1,920 total
includes taxes & fees
10 Nov - 11 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
3 bedrooms, free WiFi, bed sheets
Lakefront Log Cabin w/ Dreamy Waterfront Patio!

Lakefront Log Cabin w/ Dreamy Waterfront Patio!

2.0 star property
Harpers Ferry
9.6 out of 10, Exceptional, (10)
"Exactly what we expected from the listing. Nice, clean, well appointed cabin on the lake with comfortable beds. Easy check-in and check-out procedures and good communication with management. "
United States
Kimberly J.
The price is HK$777
HK$2,569 total
includes taxes & fees
11 Nov - 12 Nov
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!

3.0 star property
Leesburg
The price is HK$9,330
HK$14,381 total
includes taxes & fees
16 Nov - 17 Nov
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Outdoor spa tub
Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (8)
"This very clean, well-kept cabin was a wonderful throw-back to grandma's cabin where you would want the whole family to spend a weekend. There were only two of us, but if you have a group you won't be disappointed! The views from the deck and hot tub at sunset were spectacular. Text communication from the property management was excellent."
United States
Joan R.
The price is HK$777
HK$2,967 total
includes taxes & fees
19 Nov - 20 Nov
Aslan's How - Cabin with Valley Views & Hot Tub!
Interior
Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!

Keedysville
9.8 out of 10, Exceptional, (31)
"Nice property, but expensive for two nights."
United States
Sue S.
The price is HK$879
HK$2,902 total
includes taxes & fees
25 Nov - 26 Nov
Antietam Look Out - Incredible Sunset Views!
Terrace/patio
Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

Middletown
10.0 out of 10, Exceptional, (138)
"Lovely home Centrally located to explore historic sites/ towns Very quiet little town "
United States
M Theresa B.
The price is HK$739
HK$1,920 total
includes taxes & fees
10 Nov - 11 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown
Dining
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Harpers Ferry
10.0 out of 10, Exceptional, (79)
"Absolutely delightful!"
United States
John M.
The price is HK$805
HK$2,176 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!

Harpers Ferry
9.6 out of 10, Exceptional, (21)
"Was really able to relax and enjoy during our brief stay. Would come again."
United States
Emily B.
The price is HK$778
HK$2,829 total
includes taxes & fees
13 Nov - 14 Nov
Lake View Retreat - Cottage Near a Peaceful Lake!
Dining
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Keedysville
9.8 out of 10, Exceptional, (64)
"Very nice property. My family had a fun stay!"
United States
Radha V.
The price is HK$778
HK$2,872 total
includes taxes & fees
17 Nov - 18 Nov
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Fridge, microwave, oven, stovetop
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC

Brunswick
9.8 out of 10, Exceptional, (52)
"Nice place. We loved all the thoughtful touches that Kim has put into the place. My sister's and I stayed in the "Cozy" cottage.Thanks for a great stay!"
United States
June H.
The price is HK$630
HK$1,244 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Property grounds
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Harpers Ferry
10.0 out of 10, Exceptional, (15)
"My boyfriend and our friends stayed here for a quick weekend trip for a wedding. The house was very cozy with an absolutely BEAUTIFUL view. We wish we could’ve stayed longer!"
United States
Kiersten M.
The price is HK$777
HK$3,070 total
includes taxes & fees
17 Nov - 18 Nov
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Terrace/patio
Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

Harpers Ferry
10.0 out of 10, Exceptional, (16)
"House located top on hill has a great scenic view. Property was nice,clean and spacious. "
United States
Sonjaay P.
The price is HK$855
HK$3,867 total
includes taxes & fees
13 Nov - 14 Nov
Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!
Fridge, microwave, oven, stovetop
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry
9.4 out of 10, Exceptional, (27)
"We had a great stay and the house was perfect for a quick getaway weekend for our family. Close to wineries and explored Harper’s Ferry. Communication with the host Tony was great. We would stay here again!"
United States
Samantha W.
The price is HK$1,650
HK$2,798 total
includes taxes & fees
13 Nov - 14 Nov
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Exterior
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (19)
"The house was beautiful and clean. All the beds were so comfortable! Kids had a lot of fun running around the huge backyard and playing croquet. We're already wanting to go back!"
United States
Abigail R.
The price is HK$1,283
HK$2,381 total
includes taxes & fees
18 Nov - 19 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Fridge, microwave, oven, stovetop
Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!

Harpers Ferry
10.0 out of 10, Exceptional, (33)
"We were charmed by the house and pleased with all the amenities. We would definitely stay there again. "
United States
Jennifer T.
The price is HK$777
HK$3,070 total
includes taxes & fees
11 Nov - 12 Nov
Secluded Cabin a Stone's Throw From the A.T.!
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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Top Charles Town Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean rooms, friendly staff. Very welcoming. "
Dawn 1-night trip
Posted 22 hours ago
Microtel Inn & Suites by Wyndham Winchester

Find out more about Charles Town

Search for holiday rentals in Charles Town on Expedia! You can easily find your home rentals, villas, holiday apartments in Charles Town using one of the methods below:

  • View our selection of featured holiday rentals in Charles Town
  • Use the map to find apartments and other holiday homes in the Charles Town neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charles Town while they last

Look no further and take a look at our great range of rental properties in Charles Town!

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?

Modern Country House on the Shenandoah River : This highly rated holiday home rental in Charles Town is located on a river, and has a balcony, a garden 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. You and your friends and family can relax into your holiday with amenities such as a selection of games. Our travellers also rate Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries! as a favourite home for rent in Charles Town.

How many holiday rentals will I find in Charles Town?

Choose from 12 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.