
Vacation rentals with a pool in Staunton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Staunton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Mountain Cottage, Pool , Views, Wine / Brew Trail
Wake to gorgeous Mountain views & rolling green meadows bordering the Rockfish River on our family estate. Private attached unit with built in pool (mid April-mid Sept)in the Blue Ridge mountains of Nelson County Virginia on the center of the 151 Brew Ridge Trail. Much preparation has gone into making your stay beautiful, convenient and comfy. No need to physically interact if that’s your desire. Enjoy swimming, hiking, kayaking, horse back riding, skiing, snowboarding, and more! 3 nite minimum

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!

Bear's Mountain Escape
Dog friendly, 3 BR, 2 BA, loft style condo located in the heart of the Wintergreen Resort. Ski check-in, restaurants, the mountaintop market, & The Mountain Inn are all right across the street! 2-story unit with a main floor primary BR & hall bath. Main floor bonus room with single & trundle. The loft contains 2 twin beds and the 2nd full bath. Parking, pool, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps up to six.

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 Labor Day-Memorial Day. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer

Sunset Vista Mountain Views “Skies for Miles”
Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit with second story mountain views, is near all amenities the Wintergreen Resort has to offer. It comfortably sleeps five and with its western vistas, sunsets are a thing to behold! Whether you spend your days hiking, skiing or enjoying the wineries and breweries, SVV will enhance your stay. Book today & come enjoy the Wintergreen Resort and Blue Ridge Mountains!

2-min drive from hiking/skiing, stair-free
Peaceful, recently renovated mountain-top retreat. Relax or work from home. End your day with a hike or spa treatment around the corner—linger with a glass of wine at sunset. It’s all only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor HOA pools CLOSEDe

1 bedroom condo, hiking, breweries, wineries
Enjoy the mountains in the spring & summer enjoy hiking or a swim in the heapool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace, all you need for a quiet getaway

Fall foliage soon! Coffee bar, swim, fish, firepit
PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.

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 the dog park, and picnic area it’s an ideal location.

Ski-In Ski-Out ~ Mtn Views ~ King Suite
Just steps from Wintergreen Resort’s slopes, Slope Side Gem offers the perfect mountain escape! Located in the heart of Mountain Village next to the Mountain Inn, you’re just a short walk to Starbucks, The Market, shops, and three restaurants and bars. Whether you’re skiing, hiking, golfing, or enjoying a local brewery or winery, adventure is at your doorstep. After an exciting day, unwind on the private balcony and take in the breathtaking mountain views!

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.

Cozy getaway with heated floors
Step into a beautifully crafted retreat where a stunning live-edge oak breakfast bar with leather stools awaits. Enjoy the elegance of granite countertops and sleek stainless steel appliances. The cozy living room, with its plush leather sofas and a warm fireplace, offers the perfect spot to relax. Accommodating up to 2 guests, you'll find a luxurious queen bed. Radiant heated floors add an extra touch of comfort throughout your stay.
Popular amenities for Staunton rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Pine Lake Lodge

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

Farmhouse on Working Vineyard

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Sunset Retreat a cabin off the beaten path

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro
Condo rentals with a pool

Five Minute Walk to Everything!

Eight Minute Walk to Everything

Massanutten Woodstone 2-BR, 2 Bath

Bike,Hike,Relax in Lux! at Bryce Resort

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

Cozy, clean, quiet mountain condo- King bed

Multi-Level Mountain Stay w/ Pool

Ski and Golf Condo Aspen East Condos Unit 212
Other vacation rentals with a pool

Hidden in the Valley | Pool | Pets | Fire Pit

The Pool House: Hot Tub + Pool + 15 mins downtown

Resort Feel & Mountain Views!

Peaceful rural retreat with pool and spa

New build, Indoor Pool, hot tub, home theater, 5BR

Cabin By The Falls

Cozy 3BR/2BR+Fire table+Foosball

Jefferson Cottage quiet farm close to everything
Quick stats about vacation rentals with a pool in Staunton
Total rentals
10 properties
Nightly prices starting at
R1,565 ZAR before taxes and fees
Total number of reviews
90 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Rentals with pools Virginia
- Rentals with pools United States
- Massanutten Resort
- Luray Caverns
- Omni Homestead Resort
- Early Mountain Winery
- Boonsboro Country Club
- Bryce Resort
- Ash Lawn-Highland
- Homestead Ski Slopes
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- Car and Carriage Caravan Museum
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Glass House Winery
- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards