House holiday rentals in Leesburg

4.97 out of 5 average rating, 1,031 reviews

A cozy great room is showcased with a comfortable beige couch adorned with blue pillows. A glass coffee table rests on a patterned area rug. A modern staircase leads to an upper level, while soft lighting and artwork enhance the inviting ambiance.

Home in Alexandria

Beautiful and spacious 3 bedroom

Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

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, 152 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

A bright living area features a comfortable cream-colored sofa adorned with patterned cushions. A round dining table with yellow chairs occupies the space, accompanied by a decorative basket. A large television is mounted on the wall, enhancing the room's modern feel.

4.97 out of 5 average rating, 154 reviews

Leesburg Hideaway w/ King Bed + Private Backyard

Escape to this light-filled two bedroom, one bathroom bungalow located minutes from the heart of Leesburg's historic district. Just a short drive from unique shops, restaurants, and outdoor activities. This is the perfect home base whether you're in town for a weekend getaway or an extended stay. Located near the W&OD Bike Trail, Birkby House, Morven Park, breweries, wineries,and Rust Manor. We're excited to host you in our little slice of Leesburg charm! Bikes included: 1 mtn. & 1 cruiser

4.96 out of 5 average rating, 114 reviews

A well-appointed living area features a spacious sectional sofa and an adjoining dining space. Large windows allow natural light to illuminate the room, creating a bright atmosphere. The kitchen is visible in the background, featuring high-end appliances and modern design elements.

Home in Sterling

The Villa on Lakeside

The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

4.96 out of 5 average rating, 114 reviews

A spacious basement area is shown, featuring a large, comfortable couch arranged around a coffee table. An exercise treadmill is positioned nearby. A ping pong table adds activity options, while windows provide natural light. The decor includes framed artwork on the walls.

Home in Bristow

Big Basement in Bristow, VA

Spacious private basement just minutes from Jiffy Lube Live, 30 miles from D.C., and an hour from Shenandoah. Nearby, enjoy movie theaters and great restaurants. The basement features a private entrance, cozy bed, couches, a private bathroom, a kitchenette with a microwave and fridge (no kitchen sink, stove, or oven), plus a game/exercise area. Whether you're unwinding after a concert, watching TV, playing games, or working out, this space offers comfort and convenience for a relaxing stay.

4.99 out of 5 average rating, 105 reviews

A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.

Home in Ashburn

Ashburn Manor: 1920’s Farmhouse

Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

4.97 out of 5 average rating, 271 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!

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, 184 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

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, 329 reviews

Whole House -Seven Elms Farm B&B

Come and enjoy peaceful setting of our 1870 farmhouse situated close to historical Town of Purcellville, great for shopping and enjoying a good meal, W&OD trail is nearby for a walk or a jog. Or you can just sit on either one of the two covered porches with a good book and take in natural open spaces and a view of a serene pond. And of course we are located in heart of Loudoun County's wine country, great spots for picnic and tasting of great selection of wines.

4.99 out of 5 average rating, 176 reviews

The kitchen features exposed brick walls and wooden beams, creating a rustic ambiance. A large wooden dining table is surrounded by chairs, with a bowl of fruit at its center. Vintage appliances and a farmhouse sink complement the warm, inviting atmosphere.

Home in Waterford

Restored 1820 Waterford Village Farmhouse

We restored this 1820 village farmhouse in 2016. It is situated in the heart of the historic village of Waterford. It has 2 1/2 acres behind, with two barns, a herd of very friendly goats, chickens, and vegetable, herb and flower gardens. The house backs up to The Phillips Farm, 150 acres of preserved land and public walking trails. Beautiful sunset views from the back porch. The house, a work in progress, was featured in both Country Living and Preservation Magazines.

The open living area features comfortable seating arranged around a circular table. Natural light floods the space through multiple windows, highlighting the light colors of the decor. Wood beams add a subtle architectural element, while a patterned rug anchors the seating area.

5 out of 5 average rating, 174 reviews

Downtown Leesburg Cottage. Walk to everything!

Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

The exterior of a two-story historic home features clapboard siding painted in light blue. A red door stands at the center, flanked by white shutters. An American flag is displayed next to the entrance, while a brick pathway leads to the front steps.

4.98 out of 5 average rating, 105 reviews

Historic home in the heart of downtown Leesburg!

This 1800s historic home is located in the heart of downtown Leesburg. The “Leesburg Bookstore” was renovated with updated amenities that make for the perfect getaway. A hidden gem, it is walking distance to breweries, restaurants, antiques, shopping, and more! The charms of Leesburg and surrounding areas are easily accessible, including the Northern VA Wine trail, W&OD walking/biking trail, DC, MD, and beautiful drives through scenic horse country.

Popular amenities for Leesburg 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

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

The exterior of the farmhouse is showcased at dusk, highlighting the blend of historic and modern architecture. A stone path leads to the welcoming entry, framed by glowing flower pots. The wraparound porch features multiple illuminated windows, reflecting a cozy and inviting ambiance.

4.97 out of 5 average rating, 209 reviews

Historic Farmhouse w/ Heated Pool, Harpers Ferry

4.93 out of 5 average rating, 118 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

4.76 out of 5 average rating, 290 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

A traditional split-level home is showcased with a brick exterior and a welcoming blue door. A well-maintained path leads to the entrance, framed by a lush green lawn and mature trees. The inviting facade is complemented by an American flag displayed prominently.

4.92 out of 5 average rating, 177 reviews

The McCoy House at the Harpers Ferry KOA

Weekly house rentals

4.93 out of 5 average rating, 272 reviews

The charming exterior of the restored farmhouse features a welcoming front porch adorned with seating, inviting guests to relax. The façade is complemented by traditional shutters and clean lines, while an American flag adds a touch of local character.

Home in Jefferson

"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson

The modern kitchen features sleek white cabinetry and a spacious island with four leather bar stools. State-of-the-art appliances include a refrigerator and built-in microwave. Natural light floods in from a nearby sliding glass door, creating a bright and inviting cooking environment.

5 out of 5 average rating, 26 reviews

South Street Stay - Downtown Leesburg

4.96 out of 5 average rating, 245 reviews

A charming cabin is positioned on a stone patio, framed by trees. The early morning sun casts warm light over the scene, enhancing the natural landscape. A fire pit is visible in the foreground, surrounded by a low stone wall, creating an inviting outdoor gathering space.

Home in Chester Gap

The Nest

5 out of 5 average rating, 21 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, 64 reviews

Gorgeous cabin on Blue Ridge

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

4.94 out of 5 average rating, 127 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

4.97 out of 5 average rating, 349 reviews

A charming cabin is observed surrounded by a natural landscape, featuring large windows that invite ample daylight. Stone steps lead to the entrance, framed by landscaped greenery. Adjoining seating provides a comfortable area to enjoy the serene setting.

Home in Paris

Ashby's Perch -- A Very Special Retreat

Private house rentals

Home in Round Hill Village

The exterior of a two-story farmhouse is presented, featuring a white façade and a welcoming front porch. A classic brick chimney adds character, while a well-maintained lawn and brick pathway lead to the entrance. Surrounding trees create a serene atmosphere, enhancing the property’s natural charm.

4.97 out of 5 average rating, 72 reviews

Historic Farmhouse, Fully Renovated in Fall 2023

Sunset colors reflect in windows that are adorned with wooden shutters. Flower boxes filled with purple blossoms enhance the exterior, while stone path leads to the entrance, framed by flourishing greenery beyond.

4.96 out of 5 average rating, 76 reviews

Retreat in Downtown Leesburg

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

A charming cottage is set amidst lush greenery, featuring a welcoming porch with white railings. Red shutters frame the windows, while vibrant landscaping with shrubs and trees enhances the exterior. The blend of wood and stone elements adds to the cottage's rustic appeal.

4.98 out of 5 average rating, 62 reviews

The Cottage at Oakland Green Farm

5 out of 5 average rating, 49 reviews

A modern two-story home is set against a lush backdrop of greenery. A well-maintained driveway leads up to the house, framed by soft garden lights. The stylish facade features large windows that allow warm light to emanate from within, creating an inviting atmosphere.

Home in Rockville

Luxury 5BR Getaway |Hot Tub, Game Room & Fire Pit

Home in Round Hill Village

The charming exterior of a two-story house features a classic design with a metal roof and white siding. The front porch is adorned with seating arrangements, while large windows are framed by wooden shutters. Stone walkways guide visitors to the welcoming front door.

4.96 out of 5 average rating, 83 reviews

Location, Location, Location in Round Hill, VA

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

The exterior of a spacious brick home is surrounded by trees, providing a serene and wooded atmosphere. Well-maintained landscaping frames the entrance, which features a prominent portico. A paved pathway leads to the front door, inviting guests into the peaceful countryside.