Holiday rentals with outdoor seating in Charles Town

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, 159 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, 319 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.

4.99 out of 5 average rating, 108 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, 276 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.

4.98 out of 5 average rating, 123 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

Home away from home, conveniently located seconds away from Interstate 81 and central to all restaurants and shops! Perfect for a group of traveling friends or a family looking for a peaceful stay. This warm and cozy villa boasts tastefully modern features with 2bdr, 1bth, fully equipped kitchen, living room, dining room, washer/dryer in unit, front and back patio with patio furniture. The home has a driveway so parking is hassle-free! Very quiet and safe neighborhood.

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.

4.93 out of 5 average rating, 231 reviews

Downtown Modern Studio apartment | History & Dining steps away

Welcome to our modern studio, just steps away from the vibrant heart of Shepherdstown. Whether for a relaxing weekend escape or a university visit, our cozy apartment offers an ideal oasis with a comfortable queen bed, dedicated work area, and walk-in shower. Nestled in downtown Shepherdstown, easily explore downtown, and discover a wide variety of dining options, shopping, and recreational activities, all while being a short walk away from the Potomac River.

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.

Guesthouse in Lovettsville

The exterior of the cottage features a classic white facade with black shutters and a large star ornament above the entrance. Well-maintained landscaping includes small shrubs and a stone walkway leading to the door, set against a backdrop of open green fields and trees.

4.96 out of 5 average rating, 240 reviews

Cottage Escape in Virginia Wine Country

Tucked among rolling hills, this cozy cottage rests on 25 acres with a private lake just beyond your door. Sip wine beneath the stars, paddle at sunrise, or wander where the wildflowers grow. Just minutes from vineyards, brews, and historic charm, it's a perfect escape to slow down and reconnect. You may hear the laughter of our little ones nearby—just part of the magic here at the farm. We can't wait to welcome you.

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, 122 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, 714 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, 518 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, 125 reviews

A spacious living area features a large stone fireplace as the focal point, surrounded by wooden beams. Comfortable seating is arranged around a rustic coffee table, complemented by decorative rugs underfoot. A dining area with wooden chairs is visible in the background, harmonizing with the chalet's design.

Chalet in Harpers Ferry

Family Reunion Escape: Warm 3BR Chalet

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.

Popular amenities for Charles Town outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.9 out of 5 average rating, 207 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 ever Movie Rm Spa Tub Lux Spring flowers

A spacious two-story home is depicted, featuring a classic white exterior and a welcoming front porch. Lush greenery surrounds the building, and a gravel path leads to the entrance, contributing to the property's inviting appearance.

4.9 out of 5 average rating, 144 reviews

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient

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, 420 reviews

Gayte House Gay Owned, Liberal Oasis

4.87 out of 5 average rating, 714 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

An outdoor space features a patio with two cushioned chairs and a glass-topped table holding beverages. A charcoal grill is positioned on the grass, with additional seating visible. The lush yard includes a volleyball setup and is surrounded by trees, providing a serene environment.

4.96 out of 5 average rating, 116 reviews

The Cozy Place Duplex w/ backyard in Harpers Ferry

4.79 out of 5 average rating, 196 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

4.99 out of 5 average rating, 100 reviews

Home in Berryville

Deer Chase

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, 149 reviews

The Boundary House Apartment

4.87 out of 5 average rating, 228 reviews

Apartment in Brunswick

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

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, 104 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, 154 reviews

Best location! The Pullman Apt @ historic 1799 Inn

4.92 out of 5 average rating, 122 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

4.88 out of 5 average rating, 103 reviews

A striking sunset is captured behind a silhouetted tree, with vibrant orange and pink hues blending into the evening sky. The foreground features a grassy area, adding depth to the scene and highlighting the natural beauty of the surroundings.

Apartment in Knoxville

Secluded Country Guest Suite Near Harpers Ferry

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

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

4.38 out of 5 average rating, 13 reviews

Avalon Resort (Clothing Optional) Paw Paw WV Condo

4.84 out of 5 average rating, 83 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

4.95 out of 5 average rating, 163 reviews

Condo in Frederick

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

4.84 out of 5 average rating, 57 reviews

A comfortable living area is presented with two gray sofas facing a modern coffee table. Light filters through large sliding glass doors, providing views of the balcony. Soft lighting from a side table lamp complements wall art featuring nature motifs.

Condo in Herndon

3 bedroom Condo near IAD-walk to downtown Herndon!

Condo in Downtown Frederick

Illuminated boats are seen floating on a reflective body of water, surrounded by colorful lights. The vibrant hues of blue, green, and red create a festive atmosphere, while night lights twinkle in the background, enhancing the waterfront scene.

4.88 out of 5 average rating, 127 reviews

Newly Renovated HUGE condo in heart of downtown!