House holiday rentals in Leesburg

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Top-rated house rentals in Leesburg

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Guest favourite

Home in Leesburg

4.95 out of 5 average rating, 128 reviews

The Crown Cottage @ Historic Leesburg

Come stay at your home away from home. You will be in the heart of Historic Leesburg within walking distance to everything Leesburg has to offer. Fios Internet - Gigabit Speeds 2 - 65" Flat Screens - free Hulu (live), Netflix & Amazon Fire pit with Firewood (6 Adirondack chairs) Barbecue for Fire pit Fenced Backyard w/Patio and Dining Area Nespresso coffee machine (coffee included decaf/regular), kettle & tea selections) Phone charging stations in every room Washer & Dryer Parking in Driveway

12–19 Dec

$508 SGD per night

Guest favourite

Home in Bluemont

4.86 out of 5 average rating, 207 reviews

The Old Schoolhouse at High Meadows Estate

The Old Schoolhouse at High Meadows is a beautifully appointed historic cottage set amidst a tranquil 50 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.

31 Jan – 7 Feb

$202 SGD per night

Guest favourite

Home in Brunswick

5.0 out of 5 average rating, 101 reviews

The Roots & River Guest House

Relax in this recently refurbished, late 1800s home just a few minutes’ walk from Brunswick's historic downtown, the C&O Canal path, the Potomac River and local dining. Enjoy views of Virginia and West Virginia from the back deck. Use the guest house as a base for short drives to historic Harpers Ferry, downtown Frederick, Maryland and Virginia wine country, and nearby Civil War historic sites. This home provides comfortable elegance in the heart of old Brunswick and the Potomac valley region.

19–26 Mar

$228 SGD per night

Guest favourite

Home in Leesburg

4.97 out of 5 average rating, 119 reviews

Charming 3BR Farmview Cottage in northern VA

Farmview Cottage in Leesburg is located in the heart of northern VA's farm and wine country, just an hour outside Washington, D.C. With original hardwood floors and vintage wooden doors, this historic bungalow offers sweeping views of pastoral farmland. 3 bedrooms and 2.5 baths offer plenty of room for 6 guests to spread out. A full kitchen, dining table for 6, and eat-in bar with 4 adjustable stools offer many options for families, couples, and business travelers. Close to Dulles airport!

28 Sep – 5 Oct

$324 SGD per night

Guest favourite

Home in Myersville

4.97 out of 5 average rating, 148 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!

8–15 Aug

$233 SGD per night

Guest favourite

Home in Leesburg

4.96 out of 5 average rating, 107 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Welcome to Potomac Overlook Farms, where comfort meets nature on 10 acres along the Potomac River. Surrounded by wineries, breweries, and historic towns, this 5,000 square foot estate offers access to adventure and relaxation. The spacious home comfortably sleeps 16, with an optional guest house for 5. Please inquire about the guest house at booking. Our property, unfortunately, does not offer wheelchair accessibility. The pool is available for your enjoyment from May to October.

25 Sep – 2 Oct

$789 SGD per night

Guest favourite

Home in Bolivar

4.96 out of 5 average rating, 184 reviews

Newly renovated - Walk to Harpers Ferry NP

Kick back and relax in this newly interior renovated space on the corner lot of a very quiet neighborhood. It has 800 sq feet with full kitchen, living area, bath, remote work desktop with an ergonomic chair, deck, large fenced in yard, and a 24/7 convenience store one block away. It has a one bedroom with a Dream Cloud queen mattress on an adjustable bed. Located between Bolivar Heights NP and downtown Harpers Ferry. Please note that the living area for this home is upstairs.

11–18 Sep

$159 SGD per night

Superhost

Home in Waterford

4.86 out of 5 average rating, 134 reviews

Farm Cottage with Romantic Pond and Dock

This original blacksmith's forge located on historic farm property was recently converted to a beautiful cottage. Perfect for a couple or solo traveler this destination is close to wineries/breweries and farm-to-table restaurants. Comfortable living room and large loft style bedroom are perfect locations to unwind from a day of exploring. Farm stands are not a far drive - delicious meats at Long Stone Farm and local goat cheese at Georges Mill are just a few of the favorites.

19–26 Feb

$251 SGD per night

Guest favourite

Home in Purcellville

4.99 out of 5 average rating, 270 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.

20–27 Nov

$290 SGD per night

Guest favourite

Home in Waterford

4.99 out of 5 average rating, 122 reviews

Restored 1820 Waterford Village Farm

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.

27 Feb – 6 Mar

$449 SGD per night

Guest favourite

Home in Leesburg

4.89 out of 5 average rating, 299 reviews

Cottage on King | Charming Historic Leesburg Home

Escape to a delightful, sparkling clean cottage in the heart of historic Leesburg. Bask in the charming decor and modern amenities while lounging on the lovely side porch or patio. Covered parking and an extra spot ensure your convenience. Only two blocks from the Courthouse, this cozy home offers walkable access to historic Leesburg's charm and character, including delectable dining and unique shops. Come and experience the serene beauty of this lovely abode.

9–16 Oct

$593 SGD per night

Guest favourite

Home in Harpers Ferry

4.94 out of 5 average rating, 522 reviews

Eclectic & Romantic - Walk to Historic Downtown!

Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.

30 Jan – 6 Feb

$221 SGD per night