
Holiday rentals with a pool in Shenandoah Valley
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Top-rated rentals with a pool in Shenandoah Valley
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Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

Luxurious Cabin By the Creek! Inground pool! Spa!
Rest&Relax with the whole family at this peaceful place to stay while sitting beside the stream. Recently Renovated! Close to many hiking and mountain biking trails. If you love nature, or enjoy time by the water there are many lakes near by. 25 minutes from Harrisonburg and JMU. Close to natural chimney campground. 20 minutes from the West Virginia line. Also has a covered deck with a outdoor bar and a TV. Hot tub conveniently located right off from the bar and deck. Pool open Mar.13-Sep.30!

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai
4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

Yurt*POOLpeace*FARM*horses*goats*woods*STARS*Hotub
Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 1- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer

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.

Blue Ridge Bliss - For family & friends to enjoy!
Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

The Davis Ridge - Mt Views, Fireplace, Balcony
This beautiful property is centrally located close to Davis, Thomas and Canaan Valley's most famous attractions. Witness the sunrises and sunsets over the mountains from the balcony, take a dip in the heated seasonal pool, get cozy and warm next to the wood fireplace (free firewood included), cook a delicious meal on the outdoor grill, and end the day toasting from the balcony and cuddled by the fire. You're only a few minutes from all the major sites and attractions in the area.

Private Indoor Pool~WiFi~ Arcade~Fire Pit~Views
Enjoy a beautiful fall escape! The villa features spacious and tastefully decorated interiors, providing ample space for relaxation and enjoyment. With its huge 20ft by 40ft heated up to 84 degrees indoor salt water pool you and your family can indulge in refreshing swims and soak up the sun in complete privacy. Whether you're seeking a rejuvenating getaway or quality time with your friends our villa rental is the perfect choice for a memorable and enjoyable vacation.

Mountaintop Overlook: Warm Fires • Golden Views
Breathe in the Crisp Air, Cozy Up by the Fire, Take in Golden Views. The Mountain Top Overlook @ Wintergreen Resort is a cozy and clean two bedroom(king size beds), two full bathroom condo with a living room sleeper sofa. This condo accommodates 6 guests. It boasts panoramic window views of the Blue Ridge Mountains, while being located in sought after Wintergreen Resort. Ground level with easy access off the deck to a grassy area overlooking the valley.

Moonfire Farm cozy Shenandoah Region Getaway
Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!

Beaverdam Falls, Earlehurst Cottage
Built for $500.00 dollars "back-in-the-day," the Earlehurst Cottage was inhabited by The Carters, a humble, cute old country couple. Here, they raised two daughters. Today, the house is tastefully appointed where expected - & comfortable to modern standards - yet, it has been left as charming, rustic & cozy as it had always been: with elements of the original decor, windows, plaster walls, etc., being preserved. Pets stay for free!

Genuine Log Cabin With River and Mountain Views
Just 90 miles from Washington, D.C. Enjoy local activities such as cycling, hiking, canoeing, tubing, and kayaking or just relaxing. Famous Luray Caverns are 5 miles away. Enjoy breathtaking mountain and river views right from the deck and screened in porch. Listen to the sound of the river which soothes the soul and nourishes the spirit. We do allow well behaved dogs for an additional $50 fee per stay.
Popular amenities for Shenandoah Valley rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

All-Year Heated Covered Private Pool / Hot Tub

Shenandoah Family Holiday | Top Stay on Mountain

Farmhouse on Working Vineyard

Overbank Riverfront Estate~Hot Tub~Pool~Views

Sunset Retreat a cabin off the beaten path

Mt. RelaxCATION~on resort~hottub~pool table~arcade
Condo rentals with a pool

The Modern Mountain Condo

Cozy getaway with heated floors

Five Minute Walk to Everything!

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Panoramic Peak: Wintergreen Condo with Views

New Construction! 1 Bed/2 Bath, pet friendly

Tips Up: Cozy Slopeside Retreat w/ Fireplace

Ski-in/Ski-out Wintergreen Highlands Condo -Views!
Other holiday rentals with a pool

New! Luxury Retreat – Pool, Hot Tub & Fire Pit

18th Century Charming Bungalow #127 Pool & Spa

Mountain & Lake Retreat: 2x Queen, saltH2O Hottub

Hydrangea House - A Bright and Peaceful Farm Stay

Bear Pines Retreat ~ Game Room ~ Screened Porch

New! The Butterfly Suite at Enchanted Table Meadow

Mountain Cottage, Pool , Views, Wine / Brew Trail

Elegant Keswick guest house with luxurious pool
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