
Holiday rentals with outdoor seating in Charles Town
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Charles Town
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Vintage Riverfront Log Cabin “Emma” w/hot tub
“Emma” is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on “River Time”. From the front porch, stroll the yard, and across the road, to access the Shenandoah riverfront dock. Here, the river is wide, and the view is amazing, launch a kayak or tube, fish from the dock. Enjoy your evenings around the campfire. From the cabin, you are just a few minutes away from Historic Harpers Ferry, wineries, breweries, hiking trails Enjoy!

'Waterfront' on 1796 Historic Farm
Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

Tequila Sunset, Harpers Ferry. Entire first floor!
Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

Luxury Mountain Getaway: Sunsets, Wines & Views
Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

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.

Modern, private cottage at Fairview Organic Farm
Traveling Nurses welcome. Discounts for stays of 5 nights or more. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the newish cottage is surrounded by pasture, organic flower gardens, history & overlooks the Harpers Ferry Gap. We are just a few miles from Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, the Shenandoah & Potomac Rivers, and many historical sites. Enjoy sun rise from the deck and sunsets from the porch.

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.

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

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.

The Log Cabin
A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Family Reunion Retreat | 15 Min to Downtown
Experience an eco-friendly wooden chalet with a stunning fireplace and a cozy atmosphere. This retreat is perfect for those seeking relaxation, as well as adventure lovers with a variety of outdoor activities. Be sure to check out our detailed Guidebook, showcasing nearby attractions, wineries, breweries, and scenic viewpoints for an unforgettable stay.

Last Rodeo Cottage
Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.
Popular amenities for Charles Town outdoor seating rentals
Holiday House Rentals with Outdoor Seating

A-Frame Mountain Retreat

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Willow’s View

Ashby's Perch -- A Very Special Retreat

The Cozy Place Duplex w/ backyard in Harpers Ferry

Steps to Winery and Battlefield – 1 Acre Retreat

LeLe’s Landing: Come take a Scrabble Sabbatical

Relaxing Getaway Near Shenandoah River Access
Apartment rentals with outdoor seating

The Boundary House Apartment

Downtown Modern Studio apartment | History & Dining steps away

The Downtown Flat at Creekside

Best location! The Pullman Apt @ historic 1799 Inn

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

A Great Getaway — Foxglove Retreat

Secluded Country Guest Suite Near Harpers Ferry

Rose End
Condo rentals with outdoor seating

Large Condo Above Abolitionist Ale Works #201

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Fabulous Ski In & Out Mountain-view Condo

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

3 bedroom Condo near IAD-walk to downtown Herndon!

Stay-in-Style Downtown Frederick

Newly Renovated HUGE condo in heart of downtown!

The Cozy Villa
Quick stats about holiday rentals with outdoor seating in Charles Town

Total holiday rentals
Explore 20 holiday rentals in Charles Town

Nightly prices starting at
Charles Town holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
20 of Charles Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charles Town rentals

4.9 Average rating
Charles Town stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Great Falls Park
- Cowans Gap State Park
- Berkeley Springs State Park
- American University
- Caledonia State Park
- Cacapon Resort State Park
- Tysons Corner Center
- Whitetail Resort
- George Mason University
- Jiffy Lube Live
- South Mountain State Park
- Harpers Ferry National Historical Park
- Green Ridge State Forest
- Shenandoah River Outfitters
- Reston Town Center
- Sky Meadows State Park
- Bluemont Vineyard
- Mosaic District
- Antietam National Battlefield
- Museum of the Shenandoah Valley





