Holiday rentals with a patio in Charles Town

4.99 out of 5 average rating, 469 reviews

An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.

Cottage in Winchester

COZY+SEXY Private Country Escape! HOT TUB & Views~

Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

Tiny home in Shepherdstown

A modern studio with open wooden beams features a cozy seating area and a spacious bed adorned with a textured blanket. Natural light filters through large windows, illuminating the space. A round table and a small stool complement the inviting layout, with deck access visible.

5 out of 5 average rating, 201 reviews

Studio: Downtown Hideaway & Waterside Garden Oasis

Our modern studio is on the Town Run and steps away from downtown Shepherdstown. Whether you’re here for a relaxing escape or a university visit, listen to a waterfall from our cozy, zen, spa-like space with outdoor gardens. It’s an oasis with a comfortable full bed, dedicated work area, and walk-in shower. Nestled in historic downtown, you can easily explore German St, with a variety of dining options, shopping, and outdoor activities a short walk away from the Potomac River and C&O tow path.

4.98 out of 5 average rating, 119 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.

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.

4.96 out of 5 average rating, 102 reviews

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.

Superhost

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.

Holiday home in Charles Town

4.91 out of 5 average rating, 118 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!

4.94 out of 5 average rating, 186 reviews

Cozy Tiny House in Harpers Ferry Tub & River Views

Pet Free, 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, 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

Cabin in Berkeley Springs

A modern black structure is nestled among trees, illuminated by soft sunlight filtering through the leaves. A gentle slope leads to a walkway, providing accessible entry. Nearby, a circular seating area with chairs invites relaxation amidst the natural surroundings.

4.99 out of 5 average rating, 170 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

4.98 out of 5 average rating, 122 reviews

Chalet in Purcellville

Chalet at Harpers Ferry for Family Gatherings

Imagine waking up in your private, gated mountain vacation home nestled in nature yet minutes from history & adventuring. The upper level is your private en-suite retreat with a comfy mattress, superb linens & spa like bath. Settle in to the cozy reading alcove & enjoy the mountain vistas. On the main level is a mobility friendly queen bedroom, full bath, kitchen, dining room, & living room. Relax in the hot tub or at the fire-pit & enjoy mountain views & starry nights.

4.96 out of 5 average rating, 291 reviews

A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.

Cabin in Front Royal

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

4.94 out of 5 average rating, 203 reviews

The spa-inspired master bath features a freestanding tub with a sleek design, set against a backdrop of rich wooden tile. A wooden stool complements the space, while a glass shower enclosure and minimalist fixtures contribute to a modern aesthetic.

Home in Bolivar

Spring flowers, spa tub movie room, best beds ever

Spring starts late Feb early March with all the daffodils. You will want to stay...longer. The most comfortable beds ever, comphy sleep should be priority #1. Our luxury design is unmatched in the area. And our location is at best end of Washington St. 0.25 miles away. No train noise at this end. Spa master bath/ free-standing tub, relaxing deck. Movie room w/ 92" smart TV. Luxury design (West Elm, CB2, Roche Bobois, etc.). Super Strong mesh WiFi.

4.96 out of 5 average rating, 226 reviews

Home in Sharpsburg

Steps to Winery and Battlefield – 1 Acre Retreat

Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

4.95 out of 5 average rating, 161 reviews

A modern cabin exterior is shown, featuring a sloped roof and large windows that allow natural light to fill the interior. A spacious deck is visible, furnished with two lounge chairs and a wooden rocking chair, surrounded by vibrant autumn foliage.

Cabin in Winchester

Foxtrot Mokki | Secluded Getaway 2 Hours from DC

Welcome to The Foxtrot Mokki—a Nordic-inspired retreat just two hours from DC and Baltimore. Solitude is signature. Nestled on seven secluded acres with rain-fed streams, our cozy cabin is designed for tranquility and connection with nature. Located between Old Town Winchester, VA, and Berkeley Springs, WV, it's the perfect outpost for exploring the Northern Shenandoah Valley—from charming towns to scenic hikes and wineries.

Popular amenities for Charles Town Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Harpers Ferry

A spacious living area showcases high ceilings and large windows that allow natural light to fill the room. A green sectional sofa and two blue accent chairs surround a coffee table. A modern fireplace is positioned beneath a wall-mounted television, creating a cozy focal point.

4.98 out of 5 average rating, 46 reviews

Mountain Chic Retreat w/ Lake Beach Passes!

4.94 out of 5 average rating, 51 reviews

A spacious bedroom features a four-poster bed dressed in a plaid comforter. Natural light filters through large bay windows, illuminating the hardwood floors. A ceiling fan adds comfort, and a small armchair provides a cozy reading nook beside a side table.

Apartment in Martinsburg

The Los Angeles

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, 116 reviews

The Downtown Flat at Creekside

Apartment in Downtown Frederick

4.98 out of 5 average rating, 106 reviews

Cozy Downtown Suite + Coworking (3S)

Superhost

A spacious living area features a comfortable gray sectional sofa with patterned throw pillows. Two accent chairs complement the seating arrangement, while a decorative coffee table sits atop a textured area rug. Large windows allow natural light to fill the room, enhancing the neutral color scheme.

Apartment in Frederick

4.91 out of 5 average rating, 130 reviews

Charming Historic Downtown Apartment…The Fox’s Den

4.99 out of 5 average rating, 161 reviews

A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.

Apartment in Hagerstown

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

4.93 out of 5 average rating, 55 reviews

A light-colored couch is positioned against a deep red wall, accompanied by a standing lamp providing soft illumination. A wooden coffee table displays magazines and a notebook, while a decorative throw and pillow add subtle accents to the seating area.

Apartment in Brunswick

Under the Bakery and Dreaming

Apartment in Downtown Frederick

The top left image displays the Carroll Creek Promenade, featuring a serene waterway lined with colorful banners and greenery. The top right image showcases a bright bedroom, furnished with a spacious bed and bedside tables. The bottom left image presents a cozy living area with two chairs and decorative pillows. The bottom right image captures a kitchen equipped with wooden cabinetry, modern appliances, and a dining area.

4.95 out of 5 average rating, 203 reviews

King Bed Apt./Carroll Creek Promenade

Holiday House Rentals with a Verandah

4.88 out of 5 average rating, 189 reviews

Home in Cross Junction

Little Red Schoolhouse in Cross Junction

4.94 out of 5 average rating, 113 reviews

An A-Frame home is surrounded by trees, featuring a stone patio with four black lounge chairs arranged around a circular fire pit. The exterior is fitted with large windows, allowing for ample natural light.

Home in Gerrardstown

A-Frame Mountain Retreat

A welcoming front porch is seen, featuring two sets of stairs leading to it. Rocking chairs are placed on either side, enhancing the inviting entrance. Two planters with vibrant flowers are visible at the base of the steps, providing a cheerful touch to the home’s exterior.

4.91 out of 5 average rating, 101 reviews

House of Sosia and Alexander in Harpers Ferry

4.82 out of 5 average rating, 155 reviews

Home in Front Royal

Windy Knoll Adventure | River Front | Hot Tub!

A hot tub sits on a brick patio, inviting relaxation amidst a spacious fenced backyard. Lush greenery and tall trees surround the area, contributing to a private and serene atmosphere.

4.93 out of 5 average rating, 108 reviews

Spacious Quiet Retreat w/ Hot Tub & Walk to River

4.95 out of 5 average rating, 139 reviews

A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.

Home in Middletown

Mountain Church Cottage

4.9 out of 5 average rating, 157 reviews

A serene view of a river winding through a lush forest. A charming two-story building with a red roof is positioned near the water's edge, surrounded by greenery. The landscape features rocky banks and a variety of trees, creating a peaceful rural setting.

Home in Berkeley Springs

Peaceful Waterfall House is waiting for you.

5 out of 5 average rating, 131 reviews

Home in Leesburg

King Bed 3 Bedroom New House

Holiday condos with a patio

4.97 out of 5 average rating, 37 reviews

An outdoor pool area is presented, featuring a clear, inviting swimming pool surrounded by lounge chairs. Two cabanas are visible, providing shaded seating areas. The poolside is bordered by a smooth concrete surface, complemented by greenery in the background.

Condo in Mercersburg

SlopeSide

4.95 out of 5 average rating, 21 reviews

A serene bedroom is characterized by soft blue decor and natural light. A spacious bed is complemented by light nightstands and contemporary lamps, while a cozy seating area includes a small armchair and footstool. Large windows are framed by decorative curtains, offering a view to the outdoors.

Condo in Ashburn

Terrace Apartment at the Rest PF

4.96 out of 5 average rating, 137 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

4.95 out of 5 average rating, 22 reviews

A spacious room is highlighted by a king-sized bed with a checkered blanket and a bedside lamp. A small dining table with two chairs is situated near the entrance, while the walls are painted in a calming blue tone, complemented by soft lighting.

Condo in Mercersburg

Rockwell Suite #104 at the Inns of Whitetail

4.95 out of 5 average rating, 174 reviews

Condo in Frederick

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

4.94 out of 5 average rating, 267 reviews

A cozy living area features a spacious sectional sofa adorned with patterned cushions. A round table is accompanied by wooden chairs, while a minimalist coffee table sits on a plush area rug. Natural light enters through multiple windows, highlighting the room's inviting design.

Condo in Leesburg

Downtown 1 BR Condo Steps to Everything

4.99 out of 5 average rating, 89 reviews

The living room is characterized by exposed brick walls and large windows allowing natural light. Comfortable black leather sofas are arranged around a central table, while a cozy bean bag chair adds to the seating options. Decorative elements include a framed artwork and vibrant curtains.

Condo in Winchester

Historic District Downtown Winchester