Holiday rentals with a patio in Charles Town

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, 114 reviews

The Cozy Place Duplex w/ backyard in Harpers Ferry

"Worry-Free Stay: Fully Stocked Kitchen, Linens, Towels & Essentials". Perfect location in the heart of the joined towns of Bolivar & Harpers Ferry. Walkable distance to restaurants, vegan, bakery, and shops of downtown Harpers Ferry. 1 mile to Appalachian Trail and the C&O canal path. Explore the beautiful views and the history of the town, then return to comfortable and cozy place to make for an enjoyable getaway. Sleeping for 4 people. Queen bed in private bedroom, and sofa bed (queen size).

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, 139 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

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, 179 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.

4.97 out of 5 average rating, 309 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.

4.98 out of 5 average rating, 116 reviews

Cabin in Harpers Ferry

Sunset Lion Mountain Cabin near a Lake & Vineyards

Relax to the mountain breeze and sounds of nature in this cozy cabin. Located 1 mi to the Appalachian Trail, 3 min drive to the lake and a 15 min drive to Charles Town & vineyards. Enjoy spectacular sunset views from the expansive front deck, living and dining rooms, firepit and hammock. Enjoy the propane grill, outdoor table & chairs and firepit. Unwind in the living room with vaulted ceilings, recliners and games. Downstairs bedroom and bathroom, upstairs includes one bedroom and a loft.

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, 307 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.

4.95 out of 5 average rating, 185 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

Best Beds ever. giant spa tub giant TVs movie room

Fall colors soon End Sept to early Nov. You will want to stay...longer. The most comfortable beds ever. You’re on vacation, so comphy sleep should be priority #1. Our luxury design is unmatched in the area. And our location is at the best end of Washington St. 0.25 miles away. No train noise all night like near the town. 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.

4.95 out of 5 average rating, 253 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!

An open-concept living area features a blue sofa and a brown armchair arranged around a patterned area rug. A wooden coffee table and floor lamp add warmth, while a TV is mounted on the wall. Dining space and kitchen are visible in the background.

4.96 out of 5 average rating, 113 reviews

Relaxing Getaway Near Shenandoah River Access

Come and enjoy our spacious 3bd/2ba home in Harpers Ferry, WV just across the Virginia state line and close to many local attractions! Perfect for families featuring a large fenced in backyard. Centrally located within 15 mins from historic Harpers Ferry; within 1/2 mile of public boat access to the Shenandoah River; 2 miles to Appalachian Trail; less than 15mins to numerous breweries & wineries; 10mins to Charles Town Casino. Enjoy all this wonderful area has to offer!

4.97 out of 5 average rating, 224 reviews

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.

Flat in Shepherdstown

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!

4.93 out of 5 average rating, 305 reviews

The exterior of the cottage is framed by lush greenery and features a welcoming wrap-around porch. A brick pathway leads to the entrance, surrounded by a well-maintained garden. Sunlight filters through the leaves of nearby trees, casting gentle shadows on the porch.

Cottage in Shepherdstown

The GW Hollida Cottage of Shepherdstown

Let time slow just a bit at this unique and tranquil getaway! This recently renovated cottage is situated just behind the GW Hollida house, circa early 1800s. Whether taking a few extra breaths of fresh air on the deck, taking a stroll through the 5 acres of serenity, or kicking back to enjoy some peace and quiet, we are confident you'll love this place as much as we do!

4.92 out of 5 average rating, 125 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

Welcome to our historical 1912 Stone Dutch Colonial. Our home sits on almost 3 acres in beautiful Shepherdstown, West Virginia and minutes away from restaurants, shopping, library, and Shepherd University. Your stay is one level, exclusive to you, private and free ample parking. Relax on our front porch and enjoy your surroundings.

Popular amenities for rentals with patio in Charles Town

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

5 out of 5 average rating, 24 reviews

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.

Flat in Harpers Ferry

Mountain Chic Retreat w/ Lake Beach Passes!

Flat in Downtown Frederick

A stylish living area combines a modern yellow armchair and a dark gray sectional sofa, positioned around a glass coffee table. Light-colored curtains frame two windows, allowing natural light to fill the space. A piece of wall art adds a pop of color to the neutral walls.

5 out of 5 average rating, 37 reviews

Brent House | Downtown Frederick

5 out of 5 average rating, 5 reviews

The spacious living area features sleek black and white furniture, complemented by a crystal chandelier. Large windows allow ample natural light to fill the room, showcasing wall art and decorated shelves. A bright green plant adds a touch of nature to this modern space.

Flat in Bolivar

VIVO Peaceful Breeze Suite!

4.92 out of 5 average rating, 118 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.

Flat in Winchester

Newly repurposed Historic Home in Winchester VA!

4.94 out of 5 average rating, 125 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.

Flat in Frederick

Charming Historic Downtown Apartment…The Fox’s Den

4.98 out of 5 average rating, 132 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.

Flat in Hagerstown

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

4.93 out of 5 average rating, 59 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.

Flat in Martinsburg

The Speakeasy Listening Room

4.99 out of 5 average rating, 136 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.

Flat in Front Royal

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

House rentals with a patio

4.88 out of 5 average rating, 154 reviews

The exterior of a vintage red schoolhouse is shown, featuring white picket fencing and a gravel driveway. A flagpole stands proudly with the American flag, while the surrounding landscape includes gently rolling hills. Soft lighting from the house illuminates the entryway, enhancing the inviting appearance.

Home in Cross Junction

Little Red Schoolhouse in Cross Junction

4.72 out of 5 average rating, 117 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

4.93 out of 5 average rating, 107 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

Superhost

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.

4.93 out of 5 average rating, 148 reviews

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

4.99 out of 5 average rating, 153 reviews

A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.

Home in Berkeley Springs

+ the Lodge + @ Camp Potomac Peak

4.94 out of 5 average rating, 119 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

4.96 out of 5 average rating, 186 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!

4.94 out of 5 average rating, 119 reviews

A welcoming living area features large windows allowing natural light to illuminate the space. A stone fireplace serves as a focal point, surrounded by comfortable seating with a mix of cushions. A coffee table is adorned with a decorative tray and greenery, enhancing the cozy atmosphere.

Home in Purcellville

Harpers Ferry House for Family Events

Apartment rentals with a patio

5 out of 5 average rating, 24 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.

Apartment in Mercersburg

SlopeSide

4.96 out of 5 average rating, 123 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.

Apartment in Frederick

2 Queen & 1 Twin Bed / Mountain & Museum Fun

4.95 out of 5 average rating, 19 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.

Apartment in Mercersburg

Rockwell Suite #104 at the Inns of Whitetail

Apartment 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

Historic Charm Downtown Frederick

A spacious living area features wooden flooring and a comfortable seating arrangement. A television is positioned against one wall, while a decorative wall hanging adds color above the sleeping area, which includes a well-made king-size bed framed by soft lighting.

Apartment in Harpers Ferry

4.63 out of 5 average rating, 46 reviews

Memory Lane

4.95 out of 5 average rating, 155 reviews

Apartment in Frederick

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

4.93 out of 5 average rating, 230 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.

Apartment in Leesburg

Downtown 1 BR Condo Steps to Everything