Holiday rentals with a pool in Shenandoah County

Farmhouse Retreat | Pool | Spa | Sauna | Firepit

🌾Escape to Blue Ridge Farmhouse Retreat—your country getaway with stunning mountain views, surrounded by farms and wineries. Enjoy a private pool, hot tub, sauna, and nearby adventures like hiking, caverns, and resorts. Unwind with local wine, farm-fresh markets, and peaceful sunrises and sunsets. Just 2 hours from DC and Northern Virginia NOVA, it’s the perfect mix of relaxation and adventure in Virginia’s countryside and Shenandoah Valley. The perfect mountain vacationing spot.

Cedar Creek Wayside Castle

1930 Stone House 'Mini Castle' on 9 private acres near Strasburg Virginia bordering Cedar Creek Battlefield and Belle Grove Plantation National Park. Home was built by Otis Elevator company in 1930 for their daughter. You have nature trails and fire pit, swimming pool (opened April 15th), deer and wildlife too. Short walk to historic Ceder Creek. Full estate is yours to play and relax. No dogs in pool. Pool is open into early October usually. Hot tub is ready year round.

Riverfront Luxury Cabin | Pool, Hot Tub & Views

Featured in The Washingtonian as a top DC-area escape! Our Shenandoah Riverfront Luxury Cabin blends romance, family fun, and nature. Minutes from the river with mountain views and close to wineries, breweries, and trails, this 3-bedroom retreat offers a year-round hot tub, a seasonal indoor pool (unheated—fun for summer swims or a refreshing winter dip), king beds, fireplaces, and a starry-sky fire pit. Book your getaway today and ask about seasonal and extended-stay discounts!

Overbank Riverfront Estate~Hot Tub~Pool~Views

This renovated farmhouse on the Shenandoah River is the ultimate vacation spot. Relax on the new massive deck sitting above the Shenandoah River with the blue ridge mountains as your backdrop. Play in your own private pool. Dine on the wrap around screened porch. Paddle under historic Meems Bottom Covered Bridge. This 100 year old farmhouse has been renovated to add modern comfort to timeless charm. Venture out to the caverns, hiking, and wineries nearby.

Bike,Hike,Relax in Lux! at Bryce Resort

This recently renovated, modern condo offers the latest amenities, including WIFI and Smart TVs. The true charm lies in its outdoor options. Sip a hot drink on the balcony, watch the sunset, or cozy up by the fireplace. In the season, enjoy the Community Pool, explore slopes, lifts, dining, and shops nearby. Golfing, skiing, biking, ziplining, swimming, and canoeing at Lake Laura are a short walk away. Embrace modern comfort and thrilling outdoor adventures!

Walnut Lane

This house was purchased and furnished to be a vacation rental, from the coffee maker to the outdoor pool with a view. Luray has been our home, our escape, and our happy place for some time and we are excited to be able to share this town with you and your family. The house is large with 4 bedrooms and 3 bathrooms, beautiful views, and an above-ground pool. We are conveniently located near Lake Arrowhead, Luray Caverns, and Shenandoah National Park.

Ski and Golf Condo Aspen East Condos Unit 212

Newly renovated condo located at Bryce Resort on ski slopes and golf course. This second floor condo faces the golf course with mountain views. Ski in and ski out. Walk to all of Bryce Resort’s amenities including events at the Shenandoah Center. Fully equipped kitchen with Keurig. 2 queen beds and 1 single bed. Wood burning fireplace. Smart TV’s in living room and bedroom. Washer and dryer. Walk-in shower. Wi-fi. Outdoor pool open seasonally.

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

The Cabin sits on 40 acres in the heart of Fort Valley with views of the blue ridge mountains Across the property. The Cabin is part of the larger Shenandoah Meadows Camp with great amenities as the summer camps only operates June-August. Within a short drive there are hiking, biking, rock climbing, and many local attractions like Luray Caverns, Skyline Drive, vineyards and breweries. Firewood is included! *Pet Fee of $20.00

Mountain Retreat-Stunning View/Hot tub

Our secluded 5 acre mountain retreat in Lost City s a perfect space for couples, families (with older kids), and groups looking to get away from urban life and unplug. Plenty of outdoor excursions nearby, or just come to relax, unwind and enjoy the breathtaking views. Modern amenities and fiber optic internet ideal for remote work Hot tub with mountain views. The pool is not open from October to May..