Holiday rentals with outdoor seating in Charles Town

4.98 out of 5 average rating, 245 reviews

Cabin in Charles Town

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!

The interior of the tiny home features warm wooden walls and a skylight, providing natural light. A compact kitchenette is visible, along with a seating area that includes two metal chairs. A sliding door offers a view into the outdoor space.

4.94 out of 5 average rating, 155 reviews

Spectacular View, PET FREE, Skylight and Hot Tub

Enjoy majestic views of the 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 peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

4.97 out of 5 average rating, 316 reviews

A living area features a comfortable beige sofa and an adjacent dining table with two chairs. A small desk with a chair and laptop is positioned nearby. Sunlight enters through a window adorned with white blinds, illuminating the relaxed atmosphere.

Home in Bolivar

Day Street - Walk to Harpers Ferry NP

This stylish apt with fenced yard is located just mins to the HFNP Park. 24/7 convenient store just 1 block away; library across the street; a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 1 BR, kitchen, full bath and coffee bar - Keurig; coffee pot; coffee press; pour over coffee; beans and grinder; teas bags w/ water pot and private parking for our guests. Please note that the living area for this home is upstairs.

Guest suite in Harpers Ferry

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.

4.99 out of 5 average rating, 144 reviews

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!

4.99 out of 5 average rating, 104 reviews

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.

Guest suite in Harpers Ferry

A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.

5 out of 5 average rating, 273 reviews

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.

Holiday home in Charles Town

A 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.

4.94 out of 5 average rating, 113 reviews

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!

Cottage in Shenandoah Junction

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.

4.96 out of 5 average rating, 213 reviews

Modern, private cottage at Fairview Organic Farm

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 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.

Apartment in Charles Town

A cozy living area features a comfortable daybed adorned with soft pillows. A desk with a chair is positioned near a window, complemented by a decorative wreath. A television is situated on a light-colored media console, with a patterned rug adding warmth to the space.

4.84 out of 5 average rating, 121 reviews

The Pick Me Upper in DT Charles Town near Harpers

A peaceful getaway to relax, unwind, and feel at home away from home. This third floor apt is spacious and bright with a mid-century modern and eclectic style. Private guest entrance is in the front of the house, located in the heart of downtown Charles Town. Just park your car and walk to all the local restaurants and shops! Only 10 minutes from Historic Harpers Ferry. You will fall in love with this place.

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.

4.93 out of 5 average rating, 704 reviews

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.

4.96 out of 5 average rating, 513 reviews

A restored log cabin features a red metal roof and wooden exterior, framed by trees and a grassy area. A dog lies comfortably on the ground in front of the porch, which is adorned with red chairs and a lantern.

Cabin in Shepherdstown

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.

4.98 out of 5 average rating, 452 reviews

A rustic cottage features weathered wood siding and a welcoming front door. Two chairs sit on a circular brick patio, surrounded by colorful potted plants and neatly trimmed hedges. Lush greenery is visible in the background, enhancing the tranquil setting.

Cottage in Martinsburg

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

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.9 out of 5 average rating, 198 reviews

A spa-like bathroom features a sleek floating tub alongside a modern glass shower. Earthy tones blend with polished stone walls, creating a serene environment. Elegant pendant lights hang above, while natural wood accents add warmth to the space.

Home in Bolivar

Best beds Snow Tubing Movie Rm Spa Tub Lux

4.92 out of 5 average rating, 129 reviews

A historical stone Dutch Colonial home features a welcoming front porch with seating. Lush greenery and trimmed hedges surround the entrance, while a smooth driveway guides visitors. The pitched roof and brick chimney enhance the traditional architectural style of the residence.

Home in Shepherdstown

The Dorothy Historical home in Shepherdstown, WV

A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.

4.94 out of 5 average rating, 418 reviews

Gayte House Gay Owned, Liberal Oasis

4.87 out of 5 average rating, 703 reviews

A well-maintained exterior showcases a brick building with a white double door entrance. Surrounding greenery includes manicured lawns and bushes, enhancing the natural setting. The entrance is easily accessible, providing a welcoming approach to the ground-level unit.

Home in Inwood

Arden House, Inwood WV

A spacious living area features a cozy sectional sofa set against a stone accent wall. Large windows provide views of the surrounding woods, while wooden beams create an inviting ceiling. A sleek coffee table and a modern television unit complete the comfortable atmosphere.

4.97 out of 5 average rating, 113 reviews

Stone Cabin on Valley View: Firepit + Hot Tub

4.97 out of 5 average rating, 272 reviews

The front porch features two white rocking chairs with red cushions, positioned next to a welcoming red door adorned with a wreath. Lush flowers bloom in a garden bed below, adding color to the inviting entrance.

Home in Winchester

City Charmer minutes from Old Town

4.95 out of 5 average rating, 195 reviews

A hot tub is situated under a pergola adorned with string lights, offering a relaxing spot to enjoy open views of lush greenery and distant hills. Potted plants flank the area, enhancing the serene outdoor ambiance. The deck provides a spacious layout for guests.

Home in Sharpsburg

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!

4.79 out of 5 average rating, 194 reviews

A view from a covered porch includes two white Adirondack chairs positioned on a wooden deck. The railing offers an unobstructed sightline to the river, framed by trees with early spring foliage along the shore, creating a peaceful atmosphere.

Home in Shepherdstown

Plum Lazy on the Potomac

Apartment rentals with outdoor seating

Apartment in Harpers Ferry

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.

4.97 out of 5 average rating, 143 reviews

The Boundary House Apartment

4.87 out of 5 average rating, 226 reviews

The open living area features a comfortable sofa and a light wood coffee table, with a television placed on a white media console. A small dining table is set against the wall, and a colorful quilt covers a spacious bed in the background.

Apartment in Brunswick

Cozy Getaway near Harper's Ferry, C&O & Potomac

Apartment in Shepherdstown

A light and airy sleeping area features a spacious bed adorned with a decorative pillow in navy and yellow tones. A small green plant adds a touch of nature, while a door with a window provides natural light and a view of the outside.

4.92 out of 5 average rating, 223 reviews

Downtown Modern Studio apartment | History & Dining steps away

Apartment in Berkeley Springs

A well-appointed outdoor space features a private cedar barrel sauna, complemented by a small dining table with two yellow chairs. Greenery surrounds the area, and a patterned outdoor rug adds texture to the wooden deck, creating a relaxing environment for guests.

5 out of 5 average rating, 102 reviews

The Downtown Flat at Creekside

Apartment in Harpers Ferry

The exterior of a rustic barn-style structure is shown, featuring weathered wooden siding and a red metal roof. Lush greenery surrounds the building, and a stone pathway leads to a small patio area with seating. Natural light creates a welcoming ambiance.

4.89 out of 5 average rating, 162 reviews

Trundle Private Suite Location Lily Garden BnB

Apartment in Harpers Ferry

A bright living area is showcased with a comfortable seating arrangement, including a dark sofa and a pair of accent chairs. A dining table with six chairs sits nearby, while a television is positioned across the room. Natural light filters through the windows, enhancing the airy feel.

4.77 out of 5 average rating, 153 reviews

Best location! The Pullman Apt @ historic 1799 Inn

4.92 out of 5 average rating, 121 reviews

The exterior of a historic building is showcased, displaying a combination of red and blue painted sections alongside stone walls. Traditional windows with shutters complement the architecture. Flags are positioned by the entrance, and a pathway lined with grass leads to the entrance.

Apartment in Winchester

Newly repurposed Historic Home in Winchester VA!

4.95 out of 5 average rating, 317 reviews

Apartment in Bluemont

A Great Getaway — Foxglove Retreat

Condo rentals with outdoor seating

The living room features a glass coffee table centered between two contemporary brown sofas. Natural light enters through two large windows, creating a bright space with original heart pine flooring. A wall-mounted artwork adds character to the neutral-colored walls.

Condo in Charles Town

4.65 out of 5 average rating, 239 reviews

Large Condo Above Abolitionist Ale Works #201

4.96 out of 5 average rating, 128 reviews

A spacious living area features a pool table centered on a patterned rug. Comfortable seating options surround the space, with light-colored walls complementing the decorative elements. A tall plant adds a touch of greenery, while various artwork adorns the walls, contributing to a welcoming environment.

Condo in Frederick

2 Queen & 1 Twin Bed / Mountain & Museum Fun

4.38 out of 5 average rating, 13 reviews

Condo in Hagerstown

The George Washington 2 BR Condo@The Franklin!

The exterior of the condo is presented, featuring a dark blue wooden facade and light blue shutters. A white door provides entrance, surrounded by greenery and small shrubs. A concrete pathway leads to two chairs and a small table positioned in front.

Condo in Paw Paw

Avalon Resort (Clothing Optional) Paw Paw WV Condo

4.82 out of 5 average rating, 73 reviews

A covered outdoor patio is presented, featuring a small round table surrounded by two chairs. Decorative string lights are hung above, and a view of snow-capped hills is visible in the background, providing a scenic backdrop for outdoor relaxation.

Condo in Mercersburg

Fabulous Ski In & Out Mountain-view Condo

4.97 out of 5 average rating, 39 reviews

A snow-covered landscape is shown, with a view of the building housing the condo on the left. Ski lift towers rise in the distance, surrounded by trees. The clear blue sky offers a bright backdrop, emphasizing the winter setting.

Condo in Mercersburg

Cozy & Renovated Ski In & Out Whitetail Condo

4.98 out of 5 average rating, 121 reviews

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