Holiday rentals with a pool in Fauquier County

Middleburg country home

Peaceful, family-friendly country spot in the middle of horse country. Feel like you're out in nature and away from it all, but only 10 minutes from the charming town of Middleburg and surrounding vineyards/breweries. On 10+ acres, you may see horses grazing in the distance during the day. Spacious, light-filled living room and kitchen, elegant dining room, large back porch with dining and lounge area for eating and relaxing, beautiful saltwater pool, pond, and lots of outdoor space for kids.

Forest Walk Guest Home

Socially distance or just get away in this beautiful home surrounded by a U.S. National Park! A wonderful central location, 7 mi to foody & eclectic Old Town Manassas or Linton Hall shopping, 30 mi Washington DC, 45 mi to Appalachian Trail, Fredericksburg, Leesburg, and 70 mi to Annapolis MD. You have the full house to yourself, with a fully functional kitchen, laundry and pool. Dedicated FIOS WiFi is included (SmartTV). This quiet getaway has tranquil forest views and sits on 3 rolling acres.

Romantic Carriage House - 1 Bedroom Loft Apt

Welcome to Gracecliffe Loft - A very private, exceptionally clean and bright, detached carriage house loft apartment in the heart of Virginia horse and wine country. You will find peace and beauty everywhere you look. Set upon 10 acres of rolling hills, woods, a beautiful stream, and a private fire pit for chilly nights and a swimming pool during the warm months. Only 4 miles from downtown Middleburg, 5 miles from Salamander Resort surrounded by many wineries and horses everywhere you turn.

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.

Lakeside 2-Bedroom Suite

Waiting to welcome you to our treasured peaceful lakeside living. Hot tub, swimming pool and canoe available to complete a family adventure. Two bedrooms joining a bath (more suitable for children and parents or 2 cozy couples); private sunny living room overlooking gardens and bird sanctuary on lake. Fish from property or by our canoe. Friendly, quiet suburb in beautiful Virginia countryside, but one hour drive to Washington DC for city life and adventures. Relaxation at its best!

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

Cozy Virginia Vacation Rental w/ Seasonal Pool!

Enjoy a relaxing weekend away at this updated cottage in Nokesville, Virginia! This 1-bedroom, 2.5-bathroom Virginia vacation rental makes the perfect home base for seeing the sights of Central Virginia! Take a day to visit local wineries, stroll through Old Town Warrenton, or explore Shenandoah National Park — all just a short drive away. When you return in the evening, relax outside and maximize your fresh air intake, or cozy up on the couch to stream your favorites on the Smart TV.

The Garden View Suite—Zero In Hidden Fees!

Private luxury. This serene guest suite is situated on a 43-acre farm--Bees & Trees--and is attached to the North end of the main farmhouse. A private garden-gate takes you straight to your suite. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoying the fireplacel--all to yourself! There are breathtaking sunrise views from your front windows and gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You deserve a stay with us!

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Our beautifully restored cabin is the perfect place to relax and enjoy the unique setting of our regenerative conservation farm and the local countryside and vineyards. This elegant cabin offers a charming kitchenette and accessible bathroom while retaining its pre-Civil War character with original wood floors and beams. Curl up in front of the wood stove or enjoy sundowners on the covered deck looking out on our lush pastures or next to the firepit and shared pool and hot tub.

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

⭐️New historic restored 1898 schoolhouse, transformed into a stylish 2BR/1BA retreat at a quiet mountain lane in Linden, VA. 🍇Spend the afternoon at award-winning Virginia wineries & cideries, all within a short drive. 🌄Hike the Appalachian Trail or explore Shenandoah National Park & Skyline Drive just minutes away. 🛁Unwind in the year-round hot tub, or gather by the Solo Stove fire pit under the stars. Historic charm meets modern comfort—perfect for your next escape.

Harmony Guest House at The Grange

Bring the whole gang to this luxurious yet homey guesthouse with lots of room for fun. Five bedrooms, three well appointed and beautiful full baths, two half baths, children's play area, nursery with bassinet/changing table, kitchen, bar/kitchenette, event room, laundry room, tennis/pickleball, golf simulator, pool and hot tub, and 20 acres of grounds to explore. Roast some marshmallows at the creekside fire pit or have a barbecue in the beautiful courtyard!

Modern Full Private Basement Retreat

Modern Basement Retreat! Includes, living room, kitchenette, & bathroom. The backyard is shared space and includes a pool, firepit, trampoline, and play area. This basement apartment has something for everyone. Its the perfect place to relax after spending the day visiting DC, the Shenandoah Mountains, or local wineries. Enjoy a private basement in a quiet neighborhood in Warrenton. Pack and play available if needed.