Vacation rentals with a pool in Fauquier County

Middleburg country home

Peaceful, family-friendly country spot in the middle of horse country. Feels 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.

Modern Mountain Retreat | Heated Pool

Escape to a peaceful and stylish mountain retreat with breathtaking views, a private heated pool, and fun for the whole family. This unique home features 3 bedrooms, 2 bathrooms, a fully kitchen, indoor, outdoor seating areas. Enjoy the spacious game basement with a pool table, ping pong table, PlayStation, more. Relax by the heated pool, take in the mountain views, and create unforgettable memories Extra beds and crib are available making this the perfect getaway for families, couples, friends

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 just steps from the pool. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoying the fireplace! There are breathtaking sunrise views from your front windows, gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You owe yourself a stay with us!

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.

"Country Living at It's Finest"

CLOSE TO EVERYTHING BUT AWAY FROM IT ALL!! The Cottage is self-contained with charming porches, centrally located to a multitude of things to do and offers an unequaled experience of the best of country living with all the creature comforts including a pool! Rural setting, gorgeous mountain views, history, hiking, wineries and more. Sleeps , 3 bedrooms, 3 bath,LR, DR, equipped kitchen, linens provided, gas grill and firepit. Pets allowed with prior approval. Since 2006 with Excellent reviews

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.

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.

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.

Serene Hideaway w/ Pool: Mim's Barn - Max 4 Adults

Escape from it all! Private, custom-designed retreat at end of dead end road. One of a kind home surrounded by nature, with salt water pool (seasonal) + built-in spa (year round). Air tight - warm & cozy in winter! Inviting main level with eat-in kitchen and garden views. Queen murphy bed and tiled bath with safety handles allows for one-floor living, if desired. Loft features a king bed, day bed with trundle and desk. No parties or loud noise outside. See below for pool use.

The Whipper Inn at Winfall ~ Horses Welcome

Escape to the Heart of Virginia Horse Country and welcome to The Whipper Inn at Winfall Farm, a unique one-of-a-kind farm stay. Winfall is a 140 acre return to nature and simple joys — a charming farmhouse steps from barn and pasture, pool, tennis/pickleball court, and walking and horse trails. We welcome small intimate gatherings — micro-weddings, rehearsal dinners, milestone birthdays and family reunions. Please message us to discuss event inquiries before booking.

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!