---

https://vimeo.com/kmdig/review/1119187795/23767a3d85 Welcome to our collection of five-star vacation homes in Middleburg, VA! Experience exceptional service and pristine accommodations featuring beautiful rooms and stunning views. Explore the gorgeous properties we have to offer and find your perfect getaway. Book your stay today and indulge in luxury like never before! Four homes, four vibes, and all on our happy farm. From tiny nooks to roomy retreats, discover the one that’s just right for your adventure among our mini-donkeys, mini-highland cows, Kerry Hill sheep, black Nose Valais and Boar goat. Oh, and did I mention the firepits and outdoor spaces?

---

This stunning 6BR/5BA house can comfortably sleep 16 people. Stunning views of the Loudoun Valley. Located on 1 acre in beautiful Blue Ridge Mountains, this home comes with an indoor swimming pool, Jacuzzi, sauna, and exercise room. As well, the outdoor living features a stunning panoramic view patio, outdoor grill area, multiple outdoor seating areas, wooded/mountain paths, and much more. The Bear Chase Pavillion that also sits on this property is part of our Bear Chase Brewery that opened in fall of 2018. Bear Chase Brewery is open 7 days a week and offers a great option to get out of the house, but not have to drive anywhere. Bear Chase Brewery offers a large selection of approachable bee…

---

Blue Hill Farm is a full service certified Loudoun County bed & breakfast and wedding venue just outside the national historic village of Waterford. We are situated high on a hill with a 360 degree view of rolling hills and beautiful pastoral vistas with a backdrop of the Blue Ridge Mountains. We designed and built our custom farmhouse to complement the beautiful views while looking like it’s been here for a hundred years. We are just fifty miles west of Washington DC in the heart of Virginia’s Wine Country with fifty five wineries and 35 breweries in a twenty five mile radius. We are just over twenty miles from Dulles Airport but it feels l…

---

With its 47 rolling acres, beautifully landscaped grounds, historic lodging accommodations, great mountain views, and beautiful event building for up to 200 guests, Briar Patch Bed & Breakfast Inn is an ideal location for a getaway, wedding, party, fundraiser, business meeting, or retreat. Located in the heart of Virginia horse and wine country on Route 50 (John Mosby Highway), 4 miles east of the town of Middleburg, 20 minutes from Dulles Airport, and about an hour from Washington, DC. When you enter our world, you leave the stress behind.

---

CloudView Cottage - Great Views, Walk to Vineyard Safe, quiet country apartment close to Leesburg and Dulles airport. New country Carriage House 2BR/1BA 2nd floor apartment with great views overlooking the Blue Ridge and Willowcroft Farm Vineyard (walking distance), full kitchen with dishwasher and washer/dryer, outdoor dining & fire pit areas, private off-street parking, FIOS Internet/WiFi & SmartTV. Safe, quiet, farm country location on the site of the old Catoctin Orchard, only 15 minutes from downtown Leesburg and 30 minutes from Dulles airport. Lots of local amenities - vineyards, restaurants, breweries, music venues, shopping, and farm-fresh food sources. Lots of outdoor recrea…

---

Creek Crossing was built ca 1790 by the Quaker Edmund Thompson and has been maintined as a working farm ever since. Summer Wheat was grown here just after the Civil War, followed by a Dairy Farm and now there are 700 Organic Blueberries Bushes in production. A large Civil War Library, a restored Tractor Barn for meetings and extensive period antiques throughout are the features of this lovely old farmhouse. General Information Barbara Baroody 37768 Chappelle Hill Road P.O. Box 18 Lincoln, VA 20160 Nearest Town: Lincoln Phone: (540) 338-7550 Phone: (540) 338-4548 Price Range: $130 - $165 Additional Price Information: Dog Fe…

---

A Waterford Reservations property. The Villa is a perfect spot for couples or solo travelers. Ten minutes from downtown Leesburg located just off Route 9, the property is walking distance to the W&OD trail, and a short drive to all the areas best restaurants, wineries, and breweries. Tall courtyard fence makes for complete privacy, equipped with full kitchen, living space, large master bedroom shower, king size bed, and outdoor shower. A unique design, but sure to impress!

---

Georges Mill Farm Bed and Breakfast offers the finest in amenities for those seeking a perfect getaway in the rural Virginia countryside! https://georgesmill.com/

---

Enjoy a relaxing stay at our newly renovated cottage.  Plenty of space for 4 adults, with two bedrooms, two bathrooms and an open main area with a full kitchen, eating area and living room.  Fantastic views from just about every room and from the deck overlooking our vineyard. https://www.goodspiritfarmva.com …

---

Our mission is to offer unique restorative escapes through dedicated stewardship of the land. With our historical luxury accommodations and innovative culinary experiences, we create timeless memories for our team and our guests. We strive to provide a luxury experience in our 18 guest rooms across 6 historic cottages and houses. We value creating innovative culinary experiences in our two restaurants, the Bistro at Goodstone and the Conservatory at Goodstone and aim to give visitors an unforgettable experience.

---

Stay with Chambers Theory is a hospitality and short-term rental management company proudly operating within Loudoun County, Virginia. We partner with local homeowners to offer professionally managed, high-quality vacation rentals that support responsible tourism and strengthen the region’s growing hospitality economy. Our approach is intentional and guest-focused—we cater to both the client and their guests, ensuring every stay is thoughtfully designed, seamlessly executed, and tailored to the purpose of the visit. Each home is carefully prepared to reflect the character of Loudoun County while delivering a consistent, elevated experience. From vineyard visits and executive travel to weeken…

---

Established in the 1700s at the foot of the Short Hill Mountains, Heigh Torr is a British-inspired estate dedicated to gracious hosting. An enchanting respite to elevate life’s most monumental celebrations, the property notably boasts luxuriously appointed accommodations, a grand hall, and a pool pavilion - all within a stone’s throw of its neighboring vineyard and just 60 minutes outside of Washington, DC. The perfect spot for your AirBNB trip or wedding celebration!