House vacation rentals in Leesburg

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Top-rated house rentals in Leesburg

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Guest favorite
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
4.93 out of 5 average rating, 134 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

Guest favorite
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
4.88 out of 5 average rating, 234 reviews

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.

Top guest favorite
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.
Home in Leesburg
4.99 out of 5 average rating, 148 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

Top guest favorite
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
4.97 out of 5 average rating, 305 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 106 reviews

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.

Top guest favorite
A neutral-toned entryway features two metal chairs and a small plant beside a textured accent wall. A cozy living area is visible through a glass door, complemented by light-colored furniture and soft textile accents on the floor.
Home in Alta Vista
4.95 out of 5 average rating, 183 reviews

Luxury basement apt all private with private entry

Indulge in modern luxury with this 1B 1 SPA like bathroom apartment. This elegant apartment is meticulously designed to offer a harmonious blend of comfort and opulence. This bedroom provides a tranquil oasis, ensuring that your stay is a pleasure. The kitchen is fully stocked. With a dedicated laundry room and coffee/Tea bar. Experience a sophisticated haven with unparalleled location, only over a mile away from Downtown Bethesda, 2 blocks from NIH, All major highways only 5min drive.

Top guest favorite
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
4.97 out of 5 average rating, 254 reviews

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!

Top guest favorite
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.
Home in Purcellville
4.97 out of 5 average rating, 175 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

Top guest favorite
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.
Home in Purcellville
4.99 out of 5 average rating, 323 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.

Top guest favorite
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
4.99 out of 5 average rating, 172 reviews

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.

Top guest favorite
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.
Home in Leesburg
5 out of 5 average rating, 160 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!

Top guest favorite
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.
Home in Leesburg
4.98 out of 5 average rating, 100 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

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Avg. priceG$41,842 GYDG$41,215 GYDG$41,215 GYDG$41,842 GYDG$41,424 GYDG$42,051 GYDG$37,658 GYDG$42,679 GYDG$39,541 GYDG$43,097 GYDG$46,026 GYDG$42,888 GYD
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Quick stats about house rentals in Leesburg

  • Total vacation rentals

    Explore 30 vacation rentals in Leesburg

  • Nightly prices starting at

    Leesburg vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Leesburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Leesburg rentals

  • 4.9 Average rating

    Leesburg stays are highly rated by guests—averaging 4.9 out of 5!

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