Holiday rentals near Hollywood Casino at Charles Town Races
We found 512 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Hollywood Casino at Charles Town Races that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, such as Wi-Fi and cable TV. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Hollywood Casino at Charles Town Races
Showing deals for:15 Aug - 22 Aug
Image gallery for Luxury Wine Country Escape: Hot Tub & Scenic Views
1010 out of 10 rating
Exceptional
(23 reviews)
Luxury Wine Country Escape: Hot Tub & Scenic Views
Round Hill, VA
20% off
Price is NZ$10,603
NZ$10,603
NZ$1,515 per night
includes taxes & fees
Image gallery for Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
Harpers Ferry, WV
16% off
Price is NZ$5,210
NZ$5,210
NZ$744 per night
includes taxes & fees
Image gallery for Spacious Riverview Escape: Just Half Mile to Harpers Ferry National Park Center
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Spacious Riverview Escape: Just Half Mile to Harpers Ferry National Park Center
Harpers Ferry, WV
16% off
Price is NZ$5,300
NZ$5,300
NZ$757 per night
includes taxes & fees
Image gallery for The Poplar Place at the foot of South Mountain!
9.09.0 out of 10 rating
Wonderful
(7 reviews)
The Poplar Place at the foot of South Mountain!
Middletown, MD
16% off
Price is NZ$2,175
NZ$2,175
NZ$311 per night
includes taxes & fees
Image gallery for Fully Converted Skoolie on Charming 40-Acre Farm with Hot Tub
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Fully Converted Skoolie on Charming 40-Acre Farm with Hot Tub
Charles Town, WV
12% off
Price is NZ$2,527
NZ$2,527
NZ$361 per night
includes taxes & fees
Image gallery for Lamontagne Farmhouse a Rural Pristine Setting
1010 out of 10 rating
Exceptional
(7 reviews)
Lamontagne Farmhouse a Rural Pristine Setting
Bluemont, VA
8% off
Price is NZ$3,621
NZ$3,621
NZ$517 per night
includes taxes & fees
Image gallery for Historic Schoolhouse on Winery Row
1010 out of 10 rating
Exceptional
(12 reviews)
Historic Schoolhouse on Winery Row
Purcellville, VA
6% off
Price is NZ$3,059
NZ$3,059
NZ$437 per night
includes taxes & fees
Image gallery for Escape from the City. House near Harpers Ferry
1010 out of 10 rating
Exceptional
(5 reviews)
Escape from the City. House near Harpers Ferry
Knoxville, MD
8% off
Price is NZ$2,650
NZ$2,650
NZ$379 per night
includes taxes & fees
Image gallery for Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
Harpers Ferry, WV
6% off
Price is NZ$2,802
NZ$2,802
NZ$400 per night
includes taxes & fees
Image gallery for Modern Country House on the Shenandoah River
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Modern Country House on the Shenandoah River
Charles Town, WV
8% off
Price is NZ$3,937
NZ$3,937
NZ$562 per night
includes taxes & fees
Image gallery for Still Point Cabin - Harper's Ferry, WV - Mountain Getaway - 3 Bedrooms/AC/WiFi
8.88.8 out of 10 rating
Excellent
(6 reviews)
Still Point Cabin - Harper's Ferry, WV - Mountain Getaway - 3 Bedrooms/AC/WiFi
Bluemont, WV
7% off
Price is NZ$2,732
NZ$2,732
NZ$390 per night
includes taxes & fees
Image gallery for Mountain View Cottage @ 66-acre Horse Farm
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Mountain View Cottage @ 66-acre Horse Farm
Berryville, VA
8% off
Price is NZ$4,267
NZ$4,267
NZ$610 per night
includes taxes & fees
Image gallery for Charming 2-bedroom townhome centrally located in historic Harpers Ferry
1010 out of 10 rating
Exceptional
(8 reviews)
Charming 2-bedroom townhome centrally located in historic Harpers Ferry
Harpers Ferry, WV
11% off
Price is NZ$2,712
NZ$2,712
NZ$387 per night
includes taxes & fees
Image gallery for Delightful Country Home in the Heart of Virginia Wine Country, tons of amenites
1010 out of 10 rating
Exceptional
(6 reviews)
Delightful Country Home in the Heart of Virginia Wine Country, tons of amenites
Purcellville, VA
16% off
Price is NZ$5,990
NZ$5,990
NZ$856 per night
includes taxes & fees
Image gallery for Cozy Mountain Cottage - Perfect for Friends, Family
1010 out of 10 rating
Exceptional
(13 reviews)
Cozy Mountain Cottage - Perfect for Friends, Family
Harpers Ferry, WV
8% off
Price is NZ$3,920
NZ$3,920
NZ$560 per night
includes taxes & fees
Image gallery for Tyrolean Garden Suite w/pool/private entrance n patio
8.88.8 out of 10 rating
Excellent
(21 reviews)
Tyrolean Garden Suite w/pool/private entrance n patio
Purcellville, VA
21% off
Price is NZ$3,390
NZ$3,390
NZ$484 per night
includes taxes & fees
Image gallery for A unique mountaintop getaway overlooking Willow Croft Winery.
1010 out of 10 rating
Exceptional
(95 reviews)
A unique mountaintop getaway overlooking Willow Croft Winery.
Leesburg, VA
16% off
Price is NZ$6,843
NZ$6,843
NZ$978 per night
includes taxes & fees
Image gallery for Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
9.69.6 out of 10 rating
Exceptional
(91 reviews)
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry, WV
7% off
Price is NZ$3,279
NZ$3,279
NZ$468 per night
includes taxes & fees
Image gallery for A Peaceful Retreat Nestled in the Woods - Fast Wi-Fi, Grill, Deck, & Fire Pit
9.89.8 out of 10 rating
Exceptional
(8 reviews)
A Peaceful Retreat Nestled in the Woods - Fast Wi-Fi, Grill, Deck, & Fire Pit
Gerrardstown, WV
8% off
Price is NZ$2,732
NZ$2,732
NZ$390 per night
includes taxes & fees
Image gallery for Mountain Farmhouse Suite Near Harpers Ferry
1010 out of 10 rating
Exceptional
(22 reviews)
Mountain Farmhouse Suite Near Harpers Ferry
Knoxville, MD
8% off
Price is NZ$1,383
NZ$1,383
NZ$198 per night
includes taxes & fees
Image gallery for Rustic Cottage near the Potomac River
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Rustic Cottage near the Potomac River
Knoxville, MD
16% off
Price is NZ$2,211
NZ$2,211
NZ$316 per night
includes taxes & fees
Image gallery for Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Harpers Ferry Cottage: Hot Tub, WiFi, Dog-Friendly
Harpers Ferry, West Virginia
7% off
Price is NZ$2,582
NZ$2,582
NZ$369 per night
includes taxes & fees
Image gallery for Colonial Getaway near Old Town Historic Winchester
1010 out of 10 rating
Exceptional
(33 reviews)
Colonial Getaway near Old Town Historic Winchester
Winchester, VA
8% off
Price is NZ$1,877
NZ$1,877
NZ$268 per night
includes taxes & fees
Image gallery for Mountain Top View Spacious Family Cottage Walking Distance from Appalachian Trl
9.09.0 out of 10 rating
Wonderful
(67 reviews)
Mountain Top View Spacious Family Cottage Walking Distance from Appalachian Trl
Harpers Ferry, WV
8% off
Price is NZ$1,879
NZ$1,879
NZ$268 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Hollywood Casino at Charles Town Races
❤️ Secluded 1940s Romantic Tiny House on the River
Sleeps 2 · 0+ bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Aslan's How - Cabin with Valley Views & Hot Tub!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Sleeps 7 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Wild And Wonderful Silos
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Charming 2-bedroom 2nd floor apartment with WiFi, AC in lovely Charles Town
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value