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Vacation rentals in Charles Town

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Top-rated vacation rentals in Charles Town

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

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Chalet in Mercersburg

4.94 out of 5 average rating, 105 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Home in Berkeley Springs

4.93 out of 5 average rating, 59 reviews

Serene Luxury Cabin, Mountainside Views, HOT TUB

Welcome to TreeTOP Breeze, our guests' favorite mountainside retreat! Proudly presented by Homegrown Hospitality, this cozy getaway offers a true taste of West Virginia charm. Nestled on 2 private wooded acres, this gem features 4 spacious bedrooms, 4 full baths, hiking trails, a private hot tub, a bumper pool table, and a cozy fireplace. Conveniently located just 5 miles from downtown Berkeley Springs, WV—ranked the #9 Small Town in America-it’s the perfect place to relax, unwind, and explore!

Place to stay in Berkeley Springs

5 out of 5 average rating, 23 reviews

Unique A Frame: Hot Tub, Fire Pit, Cold Plunge

Step into this luxurious 3BR 2BA, A-Frame cabin built in 2024 and nestled in the tranquil area of Berkeley Springs, WV. Lounge in the stylish and radiant interior, soak in the hot tub on the deck, or explore "America's First Spa" and many Appalachian attractions and landmarks! ✔ Deck w/Hot Tub ✔ Fire Pit ✔ Cold Plunge ✔ Outdoor Dining ✔ Green Egg ✔ 3 King Bedrooms ✔ Open Design Living + Loft ✔ Full Kitchen ✔ Office ✔ Smart TV ✔ Wi-Fi ✔ Parking ✔ Community Pool, Tennis & Trails See more below!

Cottage in Leesburg

4.91 out of 5 average rating, 375 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

Cabin in Great Cacapon

4.9 out of 5 average rating, 186 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Cabin in Berkeley Springs

4.87 out of 5 average rating, 154 reviews

Magical quiet cabin nestled in the woods

Lovely cabin tucked into the woods where you can relax in nature with complete privacy/seclusion while still close to downtown. 2 bedrooms - the second bedroom is part of a partially open loft. Fully equipped, AC, elec heat, deck, gas grill & view, wifi, DVD player and desk/work area. Loads of amenities and fun things for kids to explore around the property. 10 minutes to downtown Berkeley Springs, near Cacapon Park - for golf, beach/lake access, many fun day trips. 50 minutes to wineries.

Cottage in Middletown

4.91 out of 5 average rating, 254 reviews

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

Cozy cape in the ❤️ of Middletown, MD. Within walking distance to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife. Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

Home in Hagerstown

4.93 out of 5 average rating, 57 reviews

Hot tub, Pool table+darts, near ski resorts

Your family will be close to everything when you stay at this centrally-located place. Quiet neighborhood and comfortable settings ** NO PARTIES ** Plenty of room to enjoy a getaway with friends and family without the headache of inconveniences. Basketball hoops on the driveway and pool side. Dart board and pool table offer indoor activities when the weather doesn't want to cooperate. Multiple HD t.v's for your viewing pleasure and HDMI connections to connect a gaming console of your choice.

Home in Edinburg

4.98 out of 5 average rating, 374 reviews

The Burrow ~ Our guest reviews say it all!

Indulge in a serene retreat at this charming countryside residence, perfect for a delightful getaway or a quick overnight stay. Just a 4-minute drive with two easy turns from I-81, this cozy home promises tranquility and relaxation. Begin your day on the inviting porch, soaking in the sunrise, setting the tone for a peaceful escape. Explore attractions such as hiking trails, enchanting caverns, or indulge in the local offerings of nearby wineries. A short stroll reveals Dee and Kenn's home.

Cabin in Hedgesville

4.95 out of 5 average rating, 121 reviews

Starcatcher Chalet, The Woods Resort

Enjoy a fun, relaxing stay at our completely renovated chalet in The Woods Resort in beautiful Berkeley County, WV--a 90-minute drive from the Washington DC-Baltimore Metro Area. You'll be in the heart of the WV Eastern panhandle, close to Sleepy Creek, Berkeley Springs, Cacapon State Park, Antietam National Battlefield, and more. The Woods Resort amenities (fees apply) include a spa, restaurant, and two golf courses, three swimming pools, tennis, pickleball, fitness, and a playground.

Cabin in Harpers Ferry

4.97 out of 5 average rating, 144 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

Cabin in Harpers Ferry

4.8 out of 5 average rating, 420 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

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Unique stays

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Homes

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Popular amenities for Charles Town vacation rentals

Free parking on premises

Air conditioning

Stay near Charles Town's top sights

Hollywood Casino at Charles Town Races110 locals recommend

Abolitionist Ale Works32 locals recommend

Walmart Supercenter30 locals recommend

ALDI21 locals recommend

Sumittra Thai Kitchen & Bar21 locals recommend

Alfredo's Mediterranean Grille and Steakhouse17 locals recommend

Other great vacation rentals in Charles Town

Home in Lovettsville

5 out of 5 average rating, 14 reviews

Sunset View Bungalow

Cabin in Augusta ( Capon Bridge)

4.97 out of 5 average rating, 145 reviews

Nirvana, Mountain View

Home in Winchester

5 out of 5 average rating, 20 reviews

Great house 3 bedrooms, 3 beds

Home in Cross Junction

4.85 out of 5 average rating, 105 reviews

The Little Red Schoolhouse

Cabin in Berkeley Springs

5 out of 5 average rating, 24 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

Home in Harpers Ferry

4.83 out of 5 average rating, 243 reviews

Larger Families, Hot tub, Campfire Ring, Rural

Farm stay in Blue Ridge Summit

5 out of 5 average rating, 15 reviews

Historic Stone Farmhouse circa 1794

Vacation home in Fort Valley

4.97 out of 5 average rating, 78 reviews

New Modern Glass Retreat Mountain View

Quick stats about vacation rentals in Charles Town

Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Charles Town?
Yes! Work meets play with ease at over 10 vacation rentals in Charles Town featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Charles Town have wifi?
Absolutely! We offer over 10 house rentals with wifi in Charles Town. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Charles Town?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Charles Town have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Charles Town. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Charles Town?
Charles Town has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Charles Town have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Charles Town. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Charles Town have free parking?
Absolutely! We offer over 10 house rentals with free parking in Charles Town. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Charles Town?
Experience the best of Charles Town with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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