Holiday rentals with a patio in Charles Town

4.94 out of 5 average rating, 159 reviews

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.

Home in Harpers Ferry

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

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.

4.99 out of 5 average rating, 191 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.

4.9 out of 5 average rating, 134 reviews

A hot tub is framed by lush greenery, with a serene pond visible in the background. The surrounding area features a well-maintained lawn and mature trees, providing a tranquil setting for relaxation. The scene captures the peacefulness of nature.

Cabin in Harpers Ferry

Harpers Ferry Hideaway - Cabin w/ Hot Tub, Pond

Welcome to the Harpers Ferry Hideaway! It’s less than 90 minutes from DC and Baltimore. Escape to nature and enjoy the peace and quiet. The property is on 2 acres with a beautiful pond stocked with fish, frogs, and turtles. Sit in the hot tub and check out the stars at night. Use the grill, fire pit, or just stroll the property. Wineries, breweries and amazing hikes are just 15 minutes away. The cabin is equipped with strong WiFi and is a perfect spot to work remotely. Come and enjoy the oasis!

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 Smithsburg

The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.

4.98 out of 5 average rating, 335 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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.

4.91 out of 5 average rating, 115 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, 262 reviews

A two-story cottage is set amidst lush greenery, featuring a large upper deck that offers views of the surrounding woods. Colorful azaleas and shrubs enhance the entrance, while a gravel drive leads to the property, surrounded by trees exhibiting signs of spring.

Guesthouse in Myersville

Spruce Run Cottage, Farm stay on Catoctin Mountain

The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

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.

4.94 out of 5 average rating, 193 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.

Apartment in Shepherdstown

A charming view of downtown Shepherdstown showcases a row of historic buildings, each displaying unique architectural features. A vibrant green tree adds a touch of nature, while a clear blue sky enhances the picturesque streetscape.

4.97 out of 5 average rating, 242 reviews

The 1763 House - Stay in Downtown Shepherdstown

Welcome to our charming downtown Shepherdstown apartment, originally built in 1763 and nestled in the heart of town. Ideal for getaways, visiting family/friends, or university trips. Enjoy a spacious interior, comfortable living room, state-of-the-art kitchen, and private patio. Our downtown location on the Main Street offers convenient access to a wide selection of restaurants, unique shopping, and the Potomac river, all just a short walk away!

4.94 out of 5 average rating, 144 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.

5 out of 5 average rating, 28 reviews

Mountain Chic Retreat w/ Lake Beach Passes!

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, 103 reviews

The Downtown Flat at Creekside

Apartment in Downtown Frederick

4.98 out of 5 average rating, 101 reviews

Cozy Downtown Suite + Coworking (3S)

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!

4.94 out of 5 average rating, 128 reviews

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

Charming Historic Downtown Apartment…The Fox’s Den

4.99 out of 5 average rating, 143 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

4.92 out of 5 average rating, 66 reviews

A spacious bedroom features wooden beams above and warm lighting. A large bed with a striped coverlet is positioned in the center, while guitars and wall art adorn the light-colored walls. A comfortable chair is located next to sliding glass doors leading outside.

Apartment in Martinsburg

The Speakeasy Listening Room

4.97 out of 5 average rating, 141 reviews

A comforting sleeping area features a spacious bed topped with a patterned quilt. A soft cloud-shaped pillow adds a touch of whimsy. Light flows through a window adorned with soft shades, with a small round table nearby, enhancing the inviting ambiance of the room.

Apartment in Front Royal

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee

Holiday House Rentals with a Verandah

4.69 out of 5 average rating, 199 reviews

A single-story rancher is depicted with a warm brick facade, surrounded by well-maintained green lawns. Large windows allow natural light to enter, and a covered porch provides shaded outdoor space. Rolling hills and a clear blue sky frame the tranquil neighborhood setting.

Home in Middletown

“The Rambler” In beautiful Middletown, MD ⛰

4.74 out of 5 average rating, 134 reviews

A tree-lined driveway leads to a charming home, partially obscured by lush greenery. Sunlight filters through the leaves, casting gentle shadows on the well-maintained lawn. The sky is bright with fluffy clouds, contributing to a serene, inviting atmosphere.

Home in Hagerstown

Private Country Club Home

4.94 out of 5 average rating, 111 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

4.93 out of 5 average rating, 102 reviews

The A-frame lodge features a distinctive shape with a steeply pitched roof and large front windows. A welcoming green door is framed by wooden steps, leading to a spacious deck. Surrounding greenery offers a peaceful, natural setting.

Home in Berkeley Springs

Tiny A-Frame lodge with private stream

4.94 out of 5 average rating, 159 reviews

An aerial view showcases the expansive Potomac River surrounded by lush greenery and rolling hills. The property features a large grassy area leading to the river's edge, set against a backdrop of dense trees and distant mountains.

Home in Harpers Ferry

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

5 out of 5 average rating, 100 reviews

A spacious solarium features large windows allowing plenty of natural light to fill the room, with views of the surrounding greenery. A comfortable seating area is arranged with a mix of sofas and chairs, complemented by various plants adding a touch of nature. The heated concrete floor enhances comfort in this inviting gathering space.

Home in Knoxville

An Escape Bordering National Park land 1 mi to C&O

4.81 out of 5 average rating, 147 reviews

A modern two-story home is set among trees, featuring multiple balconies and large windows. A stone pathway guides guests to the entrance, with well-maintained grass and rocky landscaping surrounding the property. Scenic mountain views are visible in the background, enhancing the serene atmosphere.

Home in Front Royal

Windy Knoll Adventure | River Front | Hot Tub!

4.95 out of 5 average rating, 131 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

Holiday condos with a patio

5 out of 5 average rating, 34 reviews

A large, dark green sign displays 'Northern Lights Village' in bold white letters. The sign is situated amidst snow-covered ground, with leafless trees and distant buildings in the background, conveying a winter landscape.

Condo in Mercersburg

SlopeSide

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

4.95 out of 5 average rating, 21 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

Condo in Downtown Frederick

A cozy living area features a light-colored sofa adorned with blue and white cushions. A low coffee table sits in front, displaying a decorative tray. Natural light streams through windows adorned with sheer curtains, while artwork adds a touch of color to the walls.

4.92 out of 5 average rating, 13 reviews

Stay-in-Comfort Downtown Frederick

4.95 out of 5 average rating, 163 reviews

Condo in Frederick

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

4.94 out of 5 average rating, 249 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