
Holiday 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, Ski Wintergreen, Nelson 151
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!

Yurt fireplace*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 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

1 bedroom condo, walk to the slopes !
Cozy 1BR Wintergreen condo ⛷️❄️ 5-minute walk to the ski slopes, resort village, and mountain-too market, with snow tubing only minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax by the wood burning fire and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and close access to the village for après-ski.

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.

Cliffs Edge- A Contemporary Mountain Home
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.

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.

Romantic, Carriage House Studio at Fairhill Farm
Delight in the bold views of the Blue Ridge Mountains while lounging on your private deck at the Carriage House on Fairhill Farm. Stroll on 150 acres. Hike our private trails. Fish in private pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near Shenandoah National Park, Monticello, Montpelier, Ash Lawn, and UVA

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!

Mimosa Farm *no cleaning fee for 2+ day stays*
Little country inn the city on Mimosa Farm is in the middle of the city on 9 acres with goats, a mini donkey, dogs and THE BEST mountain views. Nestled at the base of Afton mountain, you are just minutes from the 151 brewery trail. Host offers the option of adding transportation for a safe, worry free day. The Inn will accommodate up to 7-8 people! Pets are accepted with $25 fee. We will WAIVE the cleaning fee for stays that are 2 days or greater!
Popular amenities for Staunton rentals with a pool
House rentals with a pool

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

Fireside Ski Retreat w/ 2 King Suites

HUGE Mountain Lodge! Hot Tub, Fire Pit, Game Room!

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

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

5 min toSki! Mntn View HotTub Pool Table MovieRoom
Apartment rentals with a pool

The Modern Mountain Condo

Wintergreen Mountain Views - Diamond in the Slopes

Buena Vista Panoramic Retreat: Million Dollar View

Massanutten Woodstone 2-BR, 2 Bath

Tips Up: Cozy Slopeside Retreat w/ Fireplace

Mountain View Vista: Resort Condo w/ Views

Cozy, clean, quiet mountain condo- King bed

Overlook 180 degree views w/Peloton!
Other holiday rentals with a pool

Private Apt on Quiet Cul-de-sac

Resort Feel & Mountain Views!

Peaceful rural retreat with pool and spa

Cozy 3BR/2BR+Fire table+Foosball

Hot Tub, Heated Pool 180-Mt View Retreat

Mountainside Retreat/ Pool

3 Ridges 3 min walk to slopes,besides inn,King bed

Yurt Retreat Hot Tub Mtn Views Fire Pit EV charger
Quick stats about holiday rentals with a pool in Staunton

Total holiday rentals
Explore 10 holiday rentals in Staunton

Nightly prices starting at
Staunton holiday rentals start at ₹8,058 per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Staunton holiday rentals include wifi access

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

4.8 Average rating
Staunton stays are highly rated by guests – averaging 4.8 out of 5!
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- Luray Caverns
- Early Mountain Winery
- Bryce Resort
- Boonsboro Country Club
- The Plunge Snow Tubing Park
- James Monroe's Highland
- Massanutten Ski Resort
- Homestead Ski Slopes
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- The Car and Carriage Caravan Museum
- Meriwether Springs Vineyard and Brewery
- Monticello
- Burnley Vineyards




