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

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!

Mountain & Lake Retreat: 2x Queen, saltH2O Hottub
The Tortoise and the Bear B&B: Where Relaxation Meets Adventure Features: - 6-person premium saltwater hot tub - 1 Gbps fiber internet for seamless remote work/streaming - Two bedrooms with Sleep Number dual-side queen beds - Fully stocked kitchen - Multiple outdoor dining/seating areas Location: - 10-minute walk to Lake Laura with a 3-mile path - 5-minute drive to Bryce mountain skiing, biking, and golf Our home features a spiral staircase which may not be suitable for very young children

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.

Five Minute Walk to Everything!
**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in/lifts, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

2-min drive to slopes, stair-free/free firewood!
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 CLOSED for season

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.

Mountain View Getaway Yurt
Come enjoy country living in beautiful western Albemarle county. Our yurt is on a 13 acre property on a quiet country road. (My husband and I also have our home about 200 ft away from yurt). The yurt features a relaxing outdoor claw foot tub/shower with beautiful country views. The private bathroom is situated on the deck of the yurt. The pool is a shared space directly behind our home. The wooded part of the property is private with a beautiful walking trail for you to enjoy.

Mountain View Nest
From the moment you walk in, this condo offers endless opportunities to relax and retreat. The sweeping mountain views over the back deck provide the ideal setting for a romantic getaway, a girls weekend, or much needed time to recharge. This one bedroom/bathroom unit with a king sized bed, fully stocked kitchen, and artistic decor is located on the third floor of the Ledges. It is the perfect location for those who ski, hike, golf, or taste the flavors from local wineries.

An Escape to Cottonwood Pond
A beautiful country setting just minutes from Harrisonburg and JMU, winter snow sports (skiing/tubing/ice skating) at Massanutten Resort, Shenandoah National Park, hiking, other local universities and countless Shenandoah Valley attractions! You won't want to miss the new features in this home with a full kitchen, updated fixtures, plush accommodations and thoughtful touches throughout. Enjoy a quaint getaway in this meticulously designed home away from home!

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!

GreeneHouse*PvtHotTub*Fireplace* MTN*Hiking*farm
The Greene House Apartment is a private, adults-only (18+) retreat on the ground floor of our farmhouse with stunning Piedmont Valley views. Relax in your private hot tub or take a dip in the shared pool. Perfect for couples or up to four friends! Hike right into Shenandoah National Park from the property or explore nearby Swift Run Gap. Enjoy walking trails, peaceful views, and high-speed WiFi. Find more about us at Cair Paravel Farmstead on the web.

Mountaintop Overlook – Updated 2BR w/ Deck & Views
Breathe in the crisp mountain air, cozy up by the fireplace, and soak in sweeping views of the Blue Ridge Mountains. This clean, comfortable 2-bedroom condo at Wintergreen Resort features two king beds, two full bathrooms, and a sleeper sofa—perfect for up to 6 guests. Enjoy panoramic windows overlooking the mountains,, a fully stocked kitchen, in-unit washer/dryer, central heat/AC, and free parking. The shuttle to the ski lodge is just steps away!
Popular amenities for Staunton rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

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

Seasonal Private Pool - All Year Hot Tub

Top 1% Shenandoah Getaway | 4BR w/ 2 King Suites

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

Indoor Heated Pool~WiFi~ Arcade~Fire Pit~Views

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Condo rentals with a pool

The Modern Mountain Condo

Wintergreen Mountain Views - Diamond in the Slopes

Massanutten Woodstone 2-BR, 2 Bath

Bike,Hike,Relax in Lux! at Bryce Resort

Tips Up: Cozy Slopeside Retreat w/ Fireplace

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

Cozy, clean, quiet mountain condo- King bed

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

Mountain Valley Luxury with Pool and Hot Tub

Private Apt on Quiet Cul-de-sac

Lakeside Retreat! Coffee bar, fire-pit, stargaze!

Resort Feel & Mountain Views!

Peaceful rural retreat with pool and spa

Hot Tub and Pool Mountain Views Wine Country

Owl Bnb | Walkable to Slopes | Speakeasy Room

3 Ridges 3 min walk to slopes,besides inn,King bed
Quick stats about vacation rentals with a pool in Staunton

Total vacation rentals
Explore 10 vacation rentals in Staunton

Nightly prices starting at
Staunton vacation rentals start at G$16,730 GYD per night before taxes and fees

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Over 90 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Staunton rentals

4.9 Average rating
Staunton stays are highly rated by guests—averaging 4.9 out of 5!
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Blenheim Vineyards
- Homestead Ski Slopes
- Glass House Winery
- Cardinal Point Winery
- University of Virginia
- John Paul Jones Arena
- Devils Backbone Brewing Co Basecamp
- James Madison University
- White Lotus Eco Spa Retreat
- Monticello
- Virginia Horse Center
- The Rotunda
- Cooter's Place
- Grand Caverns
- Cass Scenic Railroad State Park
- White Oak Lavender Farm & The Purple WOLF Vineyard




