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Places to stay near Hollywood Casino At Charles Town Races

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Top-rated holiday rentals near Hollywood Casino At Charles Town Races

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the cabin is showcased from a pathway leading to the entrance, framed by wooden railings. Vibrant autumn foliage enhances the scenic backdrop, while the expansive valley stretches into the distance under a clear sky.
Cabin in Harpers Ferry

Modern Cabin with Sweeping Valley Views!

MOUNTAIN MAMA VACATION HOMES & CABINS Nestled atop the Blue Ridge, this contemporary cabin invites you to an unforgettable escape. The breathtaking views of the Shenandoah Valley will leave you in awe, especially as the sun begins to dip toward the horizon, and the floor-to-ceiling windows in the great room let you bask in that view no matter where you are. With a luxurious kitchen, a cozy wood-burning stove, a hot tub, and captivating outdoor areas, this property promises the perfect retreat

4.92 out of 5 average rating, 114 reviews
Top Guest favourite
The cottage exterior features a combination of beige siding and stone facade, highlighting a spacious screened-in porch. A wooden deck extends from the front, offering access to the inviting outdoor space surrounded by grassy areas and shrubs.
Cottage in Shenandoah Junction

Modern, private cottage at Fairview Organic Farm

Thanksgiving is still available ! We did NOT raise our rates. AIRBNB has added their fees to our rate so the price you now see has their fees included. Traveling Nurses welcome. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, 1737, the cottage is surrounded by pasture, & history at the Harpers Ferry Gap. A few miles to Charles Town, Harpers Ferry, Shepherdstown, the Appalachia trail, & the Shenandoah & Potomac Rivers. Enjoy sun rise from the deck and sunsets from the porch.

4.96 out of 5 average rating, 234 reviews
Guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

4.97 out of 5 average rating, 458 reviews
Guest favourite
A spacious deck surrounds the cabin, featuring a covered gazebo and a hot tub. Decorative string lights create a gentle glow above, while the natural landscape of rocks and greenery provides a serene backdrop. The cabin's exterior showcases a welcoming design in a wooded setting.
Cabin in Harpers Ferry

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

Imagine waking up to the gentle sound of a babbling brook as sunlight filters through the trees. Your mountain escape awaits! This charming, pet-friendly cabin offers the perfect blend of comfort and adventure. Unwind in the hot tub, roast marshmallows by one of the multiple fire pits, or embark on a hike through our private trails. Enjoy modern amenities, including a movie room and arcade games, with a touch of rustic charm. This is your home base for exploring the beauty of West Virginia.

4.96 out of 5 average rating, 142 reviews
Top Guest favourite
The yellow farmhouse features a wrap-around porch and multiple gabled roofs, set against a gently sloping yard. Trees border the property, and a large rock is positioned in the foreground, contributing to the peaceful rural ambiance.
Farm stay in Knoxville

1813 circa Historical Farmhouse

Nestled atop a knoll with breathtaking views of rolling hills, pastures and beautiful South Mountain, our farm is your peaceful home away from home. Swing on the wrap around porch, or enjoy dinner on our 800 sq ft back patio. If adventure is more your thing, you will enjoy the walking trails, creeks and ponds. Guests will have exclusive access to the farmhouse and surrounding 2 acres. The remaining 27 acres is a working farm, with seasonal farm activity. Guests may explore the whole farm.

4.99 out of 5 average rating, 177 reviews
Guest favourite
Tiny home in Harpers Ferry

Romantic & Fun w/Amazing Overlook & Hot Tub

Pet Free majestic views of Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, soaking tub or taking in the beautiful scenery while enjoying a relaxing outdoor shower in our all cedar shower room.

4.96 out of 5 average rating, 217 reviews
Top Guest favourite
A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.
Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

4.97 out of 5 average rating, 140 reviewsA pathway lined with trees leads towards the river, while a spacious deck equipped with outdoor seating is visible. The deck is constructed of wooden planks, providing a view of the natural surroundings. A grill is placed nearby, adding to the outdoor amenities.
Holiday home in Charles Town

Mountain Ferry Landing - Riverfront Access

A perfect fun and relaxing getaway with friends and family. Come relax and enjoy the Shenandoah River at this brand new stylish home. Managed by Heaven On Earth, Mountain Ferry Landing is family owned and operated. The family has lived on this land for over 3 decades and wishes to provide travelers with a comfortable place with river access to enjoy the natural beauties of the Shenandoah. Whether you are coming for summer activities or a peaceful winter retreat, this place is for you!

4.91 out of 5 average rating, 127 reviews
Guest favourite
Home in Charles Town

Historic Charles Town- Artist's Home

In historic downtown Charles Town, this relaxing home is a perfect get away and also close to many local attractions. Walk to restaurants, coffee shops, and boutiques. In a quiet neighborhood, 5 blocks from the charming downtown, this welcoming older house has historic details, charming artsy decor, covered front porch, covered back porch, and large fenced yard. One of the 4 bedrooms is on the 1st floor. 8 mins to historic Harpers Ferry, 12 mins to Shepherdstown shops and theater.

4.9 out of 5 average rating, 150 reviews
Guest favourite
An open-concept living area features a blue sofa and a brown armchair arranged around a patterned area rug. A wooden coffee table and floor lamp add warmth, while a TV is mounted on the wall. Dining space and kitchen are visible in the background.
Home in Harpers Ferry

Relaxing Getaway Near Shenandoah River Access

Come and enjoy our spacious 3bd/2ba home in Harpers Ferry, WV just across the Virginia state line and close to many local attractions! Perfect for families featuring a large fenced in backyard. Centrally located within 15 mins from historic Harpers Ferry; within 1/2 mile of public boat access to the Shenandoah River; 2 miles to Appalachian Trail; less than 15mins to numerous breweries & wineries; 10mins to Charles Town Casino. Enjoy all this wonderful area has to offer!

4.97 out of 5 average rating, 128 reviews
Guest favourite
An A-frame cabin is surrounded by trees, featuring large front windows that invite natural light. A spacious wrap-around deck includes cozy seating, a hot tub, and a fire pit. The warm glow from the interior highlights the modern design and inviting atmosphere.
Cabin in Harpers Ferry

Guest-Favorite A-Frame with Hot Tub Harpers Ferry

Our guests tell us: "We didn't want to leave." Slip into the salt-water hot tub under the stars, enjoy movie night on the TV screen projector with Bose soundbar system, and watch the A-frame windows fill with morning light. The cabin is nestled in a mountain community in Shannondale — 6 min from the Shenandoah River, 20 min from the Appalachian Trail and Historic Harpers Ferry, and 90 min from DC. ★ 4.95 Guest Favorite · Superhost

4.96 out of 5 average rating, 108 reviews
Top Guest favourite
A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.
Home in Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown!

Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.

4.94 out of 5 average rating, 792 reviews

Popular amenities for holiday rentals near Hollywood Casino At Charles Town Races

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other top sights near Hollywood Casino At Charles Town Races

Hollywood Casino At Charles Town Races

176 locals recommend

Paddy's Irish Pub

30 locals recommend

Jefferson County Museum

7 locals recommend

Condo rentals with Wi-Fi

Top Guest favourite
A living room features navy blue sofas adorned with throw pillows, facing a wooden coffee table atop a patterned rug. A circular mirror and a decorative plant are visible on the wall, while a dining area with a white table and chairs is illuminated by natural light from large windows.
Condo in Martinsburg

The Cozy Villa

4.98 out of 5 average rating, 137 reviews
Top Guest favourite
Condo in Leesburg

Downtown 1 BR Condo Steps to Everything

4.94 out of 5 average rating, 294 reviews
Top Guest favourite
A cozy living space features dark blue walls and large windows allowing natural light. A gray sofa is positioned beside a dining table with modern bar stools. Decorative items and framed pictures enhance the ambiance, while rich wood flooring adds warmth to the room.
Condo in Downtown Frederick

The Grand Delphey: Downtown Artist Retreat

4.96 out of 5 average rating, 187 reviews
Top Guest favourite
Condo in Frederick

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

4.96 out of 5 average rating, 190 reviews
Guest favourite
Condo in Martinsburg

The Lincoln - A studio with story

5.0 out of 5 average rating, 14 reviews
Top Guest favourite
The living room features a comfortable blue couch with several decorative pillows, accompanied by a light blue armchair. A round wooden coffee table is centered, showcasing a candle and a shallow dish. Natural light fills the space through nearby windows, complemented by a warm floor lamp.
Condo in Downtown Frederick

Moon on Market Street

5.0 out of 5 average rating, 35 reviews
Guest favourite
The open concept living area features a comfortable sectional sofa and an accent chair, complemented by a decorative area rug. Natural light filters through the windows, illuminating the space. In the background, a dining area with a large table is visible, along with modern kitchen appliances.
Condo in Downtown Frederick

Downtown Creekside Condo

4.89 out of 5 average rating, 97 reviews
Superhost
A cozy living area features a light-colored sofa adorned with decorative pillows, paired with a vintage-style chair. A circular wooden coffee table sits on a patterned area rug, while artwork decorates the walls, adding character to the space. Natural light filters through the nearby door.
Condo in Downtown Frederick

Market Street Retreat/2bd/2bath

4.8 out of 5 average rating, 74 reviews

Family-friendly house rentals

Guest favourite
The exterior of the farmhouse is showcased at dusk, highlighting the blend of historic and modern architecture. A stone path leads to the welcoming entry, framed by glowing flower pots. The wraparound porch features multiple illuminated windows, reflecting a cozy and inviting ambiance.
Home in Harpers Ferry

Historic Farmhouse | Heated Plunge Pool, Billiards

4.96 out of 5 average rating, 222 reviews
Top Guest favourite
A single-story home is surrounded by a lush green lawn, with a blooming pink tree to the left and another tree on the right. The front entrance features steps leading to a dark door, flanked by windows. Light snow covers the ground, contrasting with vibrant foliage.
Home in Inwood

The Inwood House- easy on/off I-81

4.96 out of 5 average rating, 581 reviews
Guest favourite
Home in Harpers Ferry

Large Home, Hot Tub, Large Wooded Rear Yard/Annex

4.82 out of 5 average rating, 266 reviews
Guest favourite
A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.
Home in Lovettsville

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

4.87 out of 5 average rating, 145 reviews
Top Guest favourite
The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.
Home in Purcellville

Whole House -Seven Elms Farm B&B

4.99 out of 5 average rating, 350 reviews
Guest favourite
An aerial view showcases the expansive Potomac River surrounded by lush greenery and rolling hills. The property features a large grassy area leading to the river's edge, set against a backdrop of dense trees and distant mountains.
Home in Harpers Ferry

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

4.93 out of 5 average rating, 184 reviews
Guest favourite
A welcoming living area features large windows allowing natural light to illuminate the space. A stone fireplace serves as a focal point, surrounded by comfortable seating with a mix of cushions. A coffee table is adorned with a decorative tray and greenery, enhancing the cozy atmosphere.
Home in Purcellville

Harpers Ferry House for Family Events

4.94 out of 5 average rating, 153 reviews
Guest favourite
The kitchen features exposed brick walls and wooden beams, creating a rustic ambiance. A large wooden dining table is surrounded by chairs, with a bowl of fruit at its center. Vintage appliances and a farmhouse sink complement the warm, inviting atmosphere.
Home in Waterford

Restored 1820 Waterford Village Farmhouse

4.99 out of 5 average rating, 184 reviews

Apartment rentals with air conditioning

Top Guest favourite
A charming view of downtown Shepherdstown showcases a row of historic buildings, each displaying unique architectural features. A vibrant green tree adds a touch of nature, while a clear blue sky enhances the picturesque streetscape.
Apartment in Shepherdstown

The 1763 House - Stay in Downtown Shepherdstown

4.98 out of 5 average rating, 288 reviews
Top Guest favourite
The exterior of a contemporary home is showcased, featuring large windows that allow natural light to filter inside. Surrounding the entrance, colorful planters filled with various plants add a touch of greenery to the gravel pathway.
Apartment in Harpers Ferry

The Boundary House Apartment

4.97 out of 5 average rating, 204 reviews
Top Guest favourite
An open living area features a cozy seating arrangement with a dark leather couch and a stylish futon. A glass coffee table sits in the center, while natural light pours in from a large window, illuminating the space. A wall-mounted TV and a fireplace are also visible.
Apartment in Harpers Ferry

Taylor Den

4.99 out of 5 average rating, 467 reviews
Guest favourite
The open kitchen features dark cabinetry and modern appliances, including an oven and refrigerator. A round dining table with two bar stools is positioned nearby. A patterned area rug and two coffee tables add a cozy touch to the living space, with warm wood flooring throughout.
Apartment in Shepherdstown

Downtown: Explore Shepherdstown from cozy 1br apar

4.96 out of 5 average rating, 467 reviews
Top Guest favourite
The vibrant exterior of the cottage is framed by colorful flowers in bloom. A spacious deck is showcased, complete with a bright red umbrella. Light green siding and large windows reflect the sunny atmosphere, blending harmoniously with the natural surroundings.
Apartment in Harpers Ferry

A little piece of the country in the town

4.98 out of 5 average rating, 289 reviews
Superhost
Apartment in Harpers Ferry

Best location! The Pullman Apt @ historic 1799 Inn

4.77 out of 5 average rating, 166 reviews
Guest favourite
A cozy living room features a modern grey couch with decorative pillows, flanked by two side tables with lamps. A wooden coffee table sits at the center, and colorful framed artwork adorns the dark blue wall. A plush rug covers the floor, enhancing the inviting atmosphere.
Apartment in Shepherdstown

Downtown - 1BR Apartment on E. German St

4.93 out of 5 average rating, 404 reviews
Top Guest favourite
A spacious dining area features a wooden table with woven placemats, surrounded by upholstered chairs. Natural light fills the room through the windows. A comfortable seating arrangement with a sofa is visible in the background, complemented by a television on a console.
Apartment in Winchester

Downtowner

4.97 out of 5 average rating, 362 reviews

Other great holiday rentals near Hollywood Casino At Charles Town Races

Top Guest favourite
The exterior of the home is showcased at dusk, highlighting its wooden façade and large windows. Warm outdoor lights create a welcoming atmosphere. A spacious deck with steps leads to the entrance, surrounded by wooded terrain, indicating a private and serene location.
Guest suite in Harpers Ferry

Tequila Sunset, Harpers Ferry. Entire first floor!

4.98 out of 5 average rating, 176 reviews
Guest favourite
A bright living area is presented with large windows allowing natural light to fill the space. Comfortable furnishings include a sectional sofa and a circular coffee table, while a patterned area rug adds warmth. A television is mounted on a dark cabinet, enhancing the room's functionality.
Farm stay in Purcellville

50-Acre Farmhouse Getaway Oasis in VA Wine Country

4.97 out of 5 average rating, 168 reviews
Top Guest favourite
A spacious guesthouse is set against a backdrop of lush greenery and blooming lavender fields. A vibrant double rainbow arcs across the sky, complementing the natural beauty of the surrounding landscape.
Farm stay in Harpers Ferry

La Soledad Lavender Farm on the Potomac

4.99 out of 5 average rating, 354 reviews
Top Guest favourite
The view captures the farmhouse exterior, showcasing a stone and plaster combination with a dark metal roof. Lush green vines climb the walls, and a spacious deck is visible. Surrounding gardens and pathways enhance the inviting landscape under a clear blue sky.
Farm stay in Hamilton

Ballenger Farm

4.98 out of 5 average rating, 284 reviews
Top Guest favourite
Guest suite in Summit Point

The Big Room - Historic Schoolhouse

4.98 out of 5 average rating, 205 reviews
Top Guest favourite
An open living area features two spacious sofas arranged around a glass coffee table on a patterned rug. Large windows allow natural light to fill the space, while exposed wooden beams create a warm, rustic atmosphere. A dining area and kitchenette are visible in the background.
Guesthouse in Purcellville

The Cottage at Dunthorpe Farm

4.99 out of 5 average rating, 272 reviews
Top Guest favourite
The historic stone house features a welcoming front porch with white railings and steps, adorned with potted plants. An American flag hangs from the porch ceiling. The warm evening light casts a gentle glow, complementing the natural stone exterior and surrounding greenery.
Holiday home in Hillsboro

Farwell Cottage c.1752 New Renovated Historic Home

4.99 out of 5 average rating, 109 reviews
Top Guest favourite
Cabin in Charles Town

Vintage Riverfront Log Cabin “Emma” w/hot tub

4.97 out of 5 average rating, 264 reviews