Holiday houses in Airlie

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this independent private cottage on the homestead. Watch for deer, turkeys and birds in the field from the sunroom or take a hike around the farm. Centered in wine country, an ideal weekend escape, or day trips to the mountains, DC or points south. Also, a perfect solution for accommodating xtra family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach. Price increases due to new service fees.

Family · Location · Air conditioning

Historic Two Bedroom in Old Town Warrenton

Enjoy a stay in our historic, spacious, two-bedroom apartment in Old Town Warrenton. The lower-level unit was lovingly restored with stone walls and a luxurious, charming feel. Centrally located - just a two-minute walk to all restaurants, shopping, and nightlife. It’s a great location to spend time with family and friends. Ample free parking, kitchenette, your own washer and dryer, and more. Everything you need for a perfect stay to feel right at home. Only a modest $38 cleaning fee per stay.

Family · Location · Air conditioning

Lodge on the Lake

A quiet 17 acre, ONE room cabin set on a private small lake, fishing, swimming, and kayaking. Equipped with a full kitchen, a grill, 4 OUT DOOR showers, no showers in cabin. Sleeps 4, 1 QUEEN SIZE BED AND 1 PULL OUT HIDE-ABED. There is a $25/PP per day for extra guests , with prior approval by host. Pet friendly. Cameras are on site. 1 at the parking lot, 1 on the side deck, back deck, covered porch, up stairs open covered card/chest room, 2 on the main dock & water, 1 outside stone patio

Value · Family · Layout

Rose End

Need to social distance? Our quiet country studio is far enough from Washington DC to get away without being gone. Ideal for grabbing some space, a long run, a bike ride, or visiting local wineries. The Appalachian Trail is just a stone's throw away. We respect your privacy. No smoking is allowed and internet access is from your own hot-spot. The studio includes a satellite TV, wi-fi, refrigerator, microwave, and coffee maker. The queen-size bed and skylight make Rose End a cozy escape.

Family · Location · Wi-Fi

Garden Oasis outdoor entertainment at FrogPointe.

Nestled in between The Plains and Middleburg, this charming cottage is ready to help you relax. Perfect for family and friends during horse events nearby, like Gold Cup, Middleburg Film Festival, Christmas in Middleburg, Twighlight Polo, and much more. Fully functional kitchen with all you could need to cook a meal, fully furnished, indoor and outdoor dining, two large modern bathrooms, and internet / movies for a calm night in. Please be mindful this property is near a train track, charming!

Family · Location · Outdoor spaces

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Escape the city to this spacious 5BR / 3.5BA home with a heated pool and spa on 8 acres in the heart of Northern Virginia's Horse and Wine country. The house is professionally designed for large groups of adults and kids for family vacations, reunions, and retreats. 2 miles from the one-stop-light town of Marshall with nationally recognized restaurants, bakeries. And in the heart of Virginia's Horse & Wine country - 7 wineries, equestrian facilities/shows, and state park within 15 minutes.

Location · Family · Getting around

Entire Spacious Apartment with Private Entrance

Apartment with a Private Entrance Relax in a spacious private apartment with its own entrance in a quiet residential neighborhood in Warrenton, VA. 16 minutes from Gainesville and within easy reach of Washington, DC. Amenities include: • Full kitchen with granite countertops • Full bathroom • Pool table • Two living areas, each with a Smart TV • Private patio overlooking the lake • Wheelchair-accessible entrance Sleeping arrangements: • 1 bedroom • 1 den with a pull-out sofa bed

Family · Value · Outdoor spaces

Valley View Farmhouse · Hot Tub, Fenced Pasture

Escape to Valley View Farmhouse, a historic farmhouse set on 12 peaceful acres of rolling pastures, orchards, and open skies. Enjoy a sunset soak in the hot tub, gather around the fire pit, or relax in the sunroom overlooking the Shenandoah Valley. A fenced yard for pups, seasonal fruit trees, and a neighboring pasture with grazing cattle complete the experience. With historic character, modern comforts, and golden-hour views, this is a one-of-a-kind countryside retreat.

Location · Family · Nearby

The Soper House-A Quaint & Lovely Country Getaway

The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.

Value · Location · Breakfast

Old Town Warrenton Apartment, Walkable to Main St.

This charming retreat in a picturesque neighborhood on historic street, offers a delightful escape in a renovated 1940's home. Taking a short walk, you'll find the vibrant Old Town Warrenton, Quaint shops, Irish pubs, Eateries and Coffee shops. Apartment includes: Well equipped kitchenette; Off street parking; Serene living area sectioned off to ensure complete privacy; King bed; Family room with trundle bed and twin; Screened-in porch with ample seating.

Location · Bathroom · Cleanliness

The Studio

🐞1 mile from the center of Middleburg, this gem allows you to enjoy the beauty of a gorgeous Middleburg Farm when you stay in this unique tractor barn turned high end luxury studio apartment! This is for the customer who wants to experience country living but does not want to give up any luxury 🎶 We host travelers and dreamers, not DJs and dance floors—no weddings or events, please. 🚭 Smoking is strictly prohibited anywhere on the property.

Value · Family · Laundry

Private King Suite, Kitchenette, W/D Workspace

Escape the everyday and settle into Meadow’s End — your private, peaceful country suite on a quiet drive backing up to a 1,500-acre farm in Warrenton, Virginia. Perfect for remote workers, healthcare pros, government contractors, aviation staff, and equine professionals — or any extended getaway. Enjoy your own entrance, washer/dryer, dedicated parking, and calming meadow views. Stay a week, a month or longer. No more hotel fatigue!

Location · Value · Decor