House holiday rentals 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, 150 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

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.

4.94 out of 5 average rating, 154 reviews

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Just 12 min from Harpers Ferry National Historical Park, this recently renovated & refurnished home is located ON THE POTOMAC RIVER! Stairs just off the huge backyard lead you into the river, or take a short car ride to our private riverfront gazebo & fire pit. Hot tub, kayaks, SUP, river tubes & more! Located 1.5 hours from DC and Baltimore, dozens of wineries/breweries within 15 miles, 10 min from River Riders, & 18 min from Charlestown Races & Slots! Golf cart no longer included with rental.

4.88 out of 5 average rating, 235 reviews

A spacious bedroom features a wooden ceiling and walls, creating a warm ambiance. A large bed with white linens is centered in the room, complemented by a cozy seating area and a dresser. Natural light enters through several windows, enhancing the inviting atmosphere.

Home in Bluemont

The Old Schoolhouse at High Meadows Estate

The Old Schoolhouse at High Meadows is a beautifully appointed historic cottage set amidst a tranquil 15 acre estate of gardens and old barns. Close to wineries, breweries, the Appalachian and W&OD Trails and many historic villages (Middleburg, Upperville, Harpers Ferry) and only minutes from the Shenandoah River, this superbly decorated cottage is a wonderful get away from Washington DC and perfect for a couple or small family. Activities abound, or just visit local farmers’ markets and read.

4.87 out of 5 average rating, 697 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

Ground level two room unit. No steps. Separate entrance from main house. Private entrance and parking. There is an entrance room with a double bed, twin bed, sofa and full refrig.. In a separate living area, there is a queen bed, TV, bathroom, desk, table, microwave, convection oven, air fryer, gas fireplace. No oven. Outside there is a large area to use outdoor gas grill, picnic table and fire pit. Dogs allowed and must be kept on a leash when outside. Please NO CATS. The owner is allergic

4.94 out of 5 average rating, 178 reviews

The exterior of a one-story home is showcased, featuring red shutters and a white front door. A well-maintained lawn surrounds the house, with a prominent tree and colorful flowerbeds adding to the inviting curb appeal.

Home in Inwood

Lindas Country Cottage

Come and relax in our Little County Charmer If needed for extended t. Under 2 miles from Interstate. 15 min from Charlestown Casino and horse racing. JD’s Fun Center with pool for children. ..2 hrs from Massanuttan . Take a ride to Historic Berkley Springs Or Harpers ferry.. Home is in a quite neighborhood. Tv Wi-Fi. Home is close to dining and fast foods delivery. So if you wanna feel right at home while visiting or town stop by and pay a visit at our small home with a little country charm

4.97 out of 5 average rating, 313 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.

4.97 out of 5 average rating, 270 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

Renovated 1950's cottage style home. Enjoy a small house with a great front porch and large backyard with patio. Just minutes to drive and about 10-15 minutes to walk to Historic Old Town Winchester which includes numerous restaurants, bars, shopping, and often some kind of event like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. if you're looking for a day trip to the big city or just sit back and relax right here in our small town.

4.97 out of 5 average rating, 270 reviews

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

4.9 out of 5 average rating, 197 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 nearby Movie Rm Spa Tub

Snow Riders tubing 2.7 miles away. Largest longest hill on east coast. Our place is “like walking into a design magazine” “Stunning design and comfort, inside and out (from two reviews) EV enabled, 1/4 mile to Washington St and Harpers restaurants/shopping at our end. Spa like master bath w/ floating tub, movie room, garden. Fast Mesh WiFi. 85" and 65” smart TVs. EV enabled. Luxebreeze Tempurpedic mattresses (the best ever). . You’ll sleep well. It’s your vacation. Do it right.

A spacious sitting room features hardwood flooring and large windows allowing natural light. A stone fireplace serves as a focal point, complemented by built-in shelving. A dark sofa with decorative pillows and an accent chair enhance the cozy ambiance, while a patterned rug adds texture.

4.97 out of 5 average rating, 183 reviews

WILD HARE COTTAGE king bed

Perfect for exploring wine country we are 10 minutes from Bluemont Station and Dirt Farm Brewing This property has two bedrooms King and Queen beautiful bathroom in the middle. The kitchen perfectly sized to gather four people. large sitting room out front. Sit on the front porch and watch the travelers pass by on the gravel road. Walk up to the historic Philomont store. Please note this cottage is attached to the front of the main house it’s completely separate utilites and all

Home in Blue Ridge Summit

The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.

4.99 out of 5 average rating, 610 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

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, 417 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

Popular amenities for Charles Town house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 141 reviews

A spacious mountain home is set against a backdrop of trees, with a gently sloping field leading to a small pond in the foreground. A wooden fence encircles the property, highlighting the serene outdoor environment that encompasses the house.

Home in Sabillasville

Stoney Spring Overlook

A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.

4.88 out of 5 average rating, 216 reviews

The Historic Booth House at the Harpers Ferry KOA

5 out of 5 average rating, 111 reviews

A circular fire pit is surrounded by six gray Adirondack chairs, set on gravel. Beyond, a spacious wooden deck is visible, featuring a covered area and a picnic table. The yard is fenced with trees providing a natural backdrop.

Home in Hedgesville

Spacious & Charming! Large deck+Game shed+Firepit

4.93 out of 5 average rating, 117 reviews

A spacious pool area features a heated in-ground pool and spa surrounded by lounge chairs. A well-maintained lawn and shaded seating areas complement the outdoor space, while a house is visible in the background, nestled among the trees.

Home in Marshall

Clean 5BR w Heated Pool/Spa - Horse & Wine Country

4.94 out of 5 average rating, 135 reviews

Home in Adamstown

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

4.76 out of 5 average rating, 289 reviews

An aerial view showcases the nine-acre estate featuring a charming stone house, surrounded by vibrant fall foliage. The swimming pool is visible adjacent to a patio area, with a gazebo nearby. The spacious driveway accommodates several vehicles, enhancing accessibility.

Home in Strasburg

Cedar Creek Wayside Castle

4.94 out of 5 average rating, 112 reviews

A landscaped backyard features a patio table with an orange umbrella and four chairs. Sunlight filters through the trees, illuminating the area. A path leads to a wooded setting, with autumn leaves scattered on the ground, creating a serene atmosphere.

Home in Reston

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

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

Weekly house rentals

4.96 out of 5 average rating, 76 reviews

A charming two-story log cabin with distinct horizontal wood stripes is captured from the front. A covered porch features two wooden chairs, with a stone walkway leading to the front door. Lush green grass and neighboring trees enhance the outdoor setting.

Home in Shepherdstown

Welcome to our cute and cozy rocky garden cabin.

4.92 out of 5 average rating, 319 reviews

An aerial view captures the cottage nestled among vibrant autumn foliage, surrounded by colorful trees. The serene pond reflects the rich hues of fall, while solar panels are visible on the cottage roof. A winding dirt road leads to the property, enhancing the secluded atmosphere.

Home in Clearville

Grouseland's Pondside Vacation Cottage

4.94 out of 5 average rating, 160 reviews

The cabin is illuminated at night, showcasing its rustic charm among surrounding trees. Warm lights accentuate the porch and pathway, enhancing the inviting atmosphere. The outdoor space is highlighted by well-placed rocks and greenery, creating a serene outdoor retreat.

Home in High View

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing

The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.

4.99 out of 5 average rating, 327 reviews

Whole House -Seven Elms Farm B&B

5 out of 5 average rating, 18 reviews

Home in Lovettsville

The Dutchmans Creek Farmhouse

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.

4.97 out of 5 average rating, 61 reviews

Gorgeous cabin on Blue Ridge

A spacious cabin is set against the backdrop of lush hills, featuring large windows that fill the interior with natural light. A wide deck with black railing wraps around the front, providing an inviting space to enjoy the outdoor views.

4.94 out of 5 average rating, 34 reviews

The Cabin at Blue Valley Farm

5 out of 5 average rating, 59 reviews

Balcony-BBQ-Firepit-FENCE-King-Full kitchen-TV

Private house rentals

4.87 out of 5 average rating, 23 reviews

The quaint vintage home is framed by a white picket fence and surrounded by lush greenery and colorful flower beds. Two blue chairs are placed on the covered porch, offering a welcoming spot. A pathway leads to the entrance, enhancing the home’s charm.

Home in Ranson

Cozy Vintage Home by Charles Town, Casino & More!

4.95 out of 5 average rating, 22 reviews

A modern kitchen is showcased with sleek, white cabinetry and a granite countertop. A window provides natural light along with a view of trees outside. Colorful plates are arranged on a shelf, and decorative items are displayed on the walls, enhancing the space's charm.

Home in Martinsburg

1900 Newton School-house

4.96 out of 5 average rating, 76 reviews

A single-story country home is situated amidst a spacious lawn, bordered by mature trees. The exterior features a combination of brick and siding, with a welcoming entrance. The property exudes a tranquil ambiance, surrounded by the greenery of the landscape.

Home in Winchester

Misty Meadow has quite setting in the country.

5 out of 5 average rating, 55 reviews

A single-story home is displayed with a welcoming entrance featuring a red door. The property is surrounded by well-maintained landscaping on a gently sloped lawn, with a ramp providing wheelchair accessibility. Large windows allow natural light, highlighting the home's inviting exterior.

Home in Martinsburg

So cozy

4.87 out of 5 average rating, 23 reviews

A serene view of the Potomac River is framed by tall trees, with a grassy area leading down to the water. A small structure can be seen beside the river, and the surrounding landscape reflects soft natural hues, creating a peaceful outdoor setting.

Home in Hedgesville

Potomac Princess

Superhost

A spacious great room is highlighted by a stone fireplace. Large windows allow for views of the surrounding nature. A comfortable sofa and chairs are arranged with soft blankets, and a sleek black table adds functionality to the inviting space.

4.75 out of 5 average rating, 20 reviews

Artist Retreat

A sunlit living area features large glass windows showcasing views of surrounding trees. A comfortable sofa with colorful cushions is positioned near a coffee table. A seating chair complements the space, contributing to an inviting and airy environment.

4.99 out of 5 average rating, 80 reviews

Cedar Hill Cabin (A-Frame)

A spacious living area with two comfortable sofas faces a large flat-screen TV mounted above a stone fireplace. Decorative plants are placed around the room, and a pool table is visible in one corner. Light floods in through the nearby windows, enhancing the inviting environment.