Holiday rentals in Hogback Mountain

Private 2 BR, 1 Bath Carriage House Near Wineries!

Fox Farm Carriage Apartment is a private country retreat, located on 10 acres, on a quiet, private road. It has 2 bedrooms, one bath, with incredible views (the sunsets are amazing) and filled with natural light. It has a private entrance w/ staircase to 2nd floor. The bath has a luxury shower and dual vanities. It has a full kitchen stocked with cookware, Direct TV, and large family room. Very close to Leesburg and local wineries and breweries. Linens and towels, soaps, shampoos are included.

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

The Barn at Belgrove

The Barn at Belgrove. Welcome to a private and quiet escape on a 67 acre manor in Leesburg. A horse property with abundant wildlife offers a peaceful getaway on an historic property. This full apartment is located above the barn. It is convenient to downtown Leesburg, Morven Park, and Loudoun's many wineries, breweries and festivals. Most suitable for adults seeking to relax, recharge, and rekindle in a rustic environment. There is generally very good cell service but there is no Wifi.

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Experience Luxury Glamping in Leesburg! Discover the perfect blend of comfort and nature in our charming dome, just minutes from downtown Leesburg. Enjoy modern amenities like split AC/heating, WiFi, a projector, fridge, and coffee maker. Relax in the outdoor jacuzzi, cozy up by the propane fire pit, and unwind under ambient lighting. Explore renowned wineries, Morven Park, and local attractions nearby. A unique, romantic escape awaits—book your unforgettable glamping getaway today!

The Cottage at Forest Hills Farm

Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Trailside Chalet (A storybook chalet with hot tub)

The Trailside Chalet is situated on the W and OD Trail, halfway between Leesburg and Purcellville, Va - an ideal base location for visiting wineries, breweries, and the pastoral countryside of Loudoun County. The chalet will put you just steps from the trail for walking/cycling/horseback riding. Relax and enjoy the amenities of one-of-a-kind interior including wood burning fireplace and peaceful surroundings with hot tub. A perfect getaway for a couple or family.

Historic Farmhouse in Beautiful Western Loudoun

Historic beautifully restored stone house located on beautiful farm property just outside of Leesburg VA. The house is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, dining room and kitchen are a few highlights of the space. This is the entire house. Looking forward to your stay!

Stunning Views in Spacious Unit

Welcome to our gorgeous apartment in Virginia's wine country! Enjoy a private entrance, kitchenette, and a beautiful master bedroom. Our location puts you just 5 mins away from restaurants, breweries, hiking trails, and downtown Leesburg. Use our 2 available bikes to explore. Stay connected with fast Wi-Fi and unwind on the patio with expansive views. Free parking and nearby Walmart make stocking up easy. Let us make your stay in Leesburg unforgettable!

Bear Mountain Cottage

Welcome to Bear Mountain Cottage. This newly built cottage is nestled on a small mountain just under 10 minutes from the edge of downtown Leesburg. Enjoy this beautifully decorated space with all modern amenities. King size bed, open living area, and walk in shower are just a few highlights. Whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!