
Vacation rentals with a pool in Staunton
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Quick stats about vacation rentals with a pool in Staunton

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Staunton vacation rentals start at €78 per night before taxes and fees

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Over 100 verified reviews to help you choose

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

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
We had to create a new listing for this property. Previous listing had 70+ reviews with a 4.8 Star rating. Same great host and same great house, just a new listing. Screenshots of old listing in additional photos. Stay at this luxurious 4-bedroom, 3-full bath vacation rental home for 10 in Wintergreen, within minutes of top-notch golf courses, skiing / snow boarding at the Mountain Inn, and dozens of hiking trails . In addition to the unbeatable location, the property offers a private hot tub!
4.96 out of 5 average rating, 151 reviews
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.
4.95 out of 5 average rating, 170 reviews
151Escape | 5 Group Fun! Game Room/Bar/Deck/4kTVs
Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!
4.99 out of 5 average rating, 173 reviews
Yurt*FARM*horses*goats*woods*STARS*Hotub*Hiking
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.
4.96 out of 5 average rating, 1302 reviews
The Massanutten Basecamp
Enjoy the perfect blend of relaxation and adventure close to everything the Massanutten Resort area has to offer. Just 5 minutes from the resort’s top attractions: ski slopes, water park, outdoor pools, golf courses, mountain biking trails, and much more. Located only 15 miles from downtown Harrisonburg and James Madison University, easy access to local shops, restaurants, museums, and entertainment. Discover the scenic caverns, wineries, breweries, hiking, and endless outdoor adventures.
4.93 out of 5 average rating, 149 reviews
3 BR 3 BA, 2 story condo in Highlands
Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room
4.99 out of 5 average rating, 185 reviews
Top Shenandoah Resort Stay | 4BR w/ 2 King Suites
❤️ Why Guests Love Babbling Brook ❤️ 🏔 20 min to Shenandoah Nat’l Park & Skyline Drive 📚 25 min to Harrisonburg & JMU ⛷ Inside resort gates: NEW mountain coaster, water park, golf, spa, skiing, tubing, mountain biking & more 🌳 Private back deck with firepit 🛏 Sleeps 11 in real beds (no sofa beds or bunks!) 🔥Modern 2022 build w/ open concept & fireplace 👶 Owner-hosted by parents: travel crib, high chair, blackout curtains & step stools Pets not permitted due to family allergies.
4.99 out of 5 average rating, 137 reviews
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.
4.98 out of 5 average rating, 232 reviews
Cliffs Edge - It’s Pumpkin Spice Time!
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.
4.97 out of 5 average rating, 130 reviews
Ebenezer Cabin - Hot Tub - Private - BBQ - Views
Disconnect, reset & recharge in this countryside cabin escape with hot tub & bird watching. ★ "Clean, stylish, private, and authentic cabin experience." ☞ Backyard w/ fire pit + wood ☞ Front porch w/ rocking chairs ☞ Patio w/ BBQ Grill + propane ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (4 cars) ☞ Books + board games ☞ La-Z-Boy loveseat ☞ 250 Mbps wifi 20 mins → DT Franklin (cafes, dining, shopping) 48 mins → Nelson Rocks 30 mins → Reddish Knob (360 view)
4.98 out of 5 average rating, 333 reviews
KinStay Family Cabin:Relax with Space & Epic Views
🏔️ Guest Favorite! Escape to our top-rated family cabin with views for miles! 🌲 Enjoy direct backyard access to the GW National Forest. 🥾 ✨ Spread out in two distinct living zones featuring a 9' shuffleboard, arcade, and 65" Smart TVs. 🕹️ Minutes to skiing, hiking, and the waterpark. 🎿 ⚡ EV Charger included! 🔌 We provide the "little things" (high chairs, spices, fast WiFi) so you can just relax. Your dream Massanutten family vacation starts here! ✨
4.98 out of 5 average rating, 181 reviews
Panoramic Sunsets Mountain Views Pool $99 Midweek
SUMMER SPECIAL! Stay 2 nights and get your 3rd night for just $99 when you check in Sunday–Wednesday (select stays, next 60 days). Escape the summer heat and enjoy cooler mountain temperatures, central A/C, a heated outdoor pool, breathtaking sunset views, and two king suites with private en-suite bathrooms. Summer dates are filling fast—book now and experience one of Wintergreen's most sought-after mountain-view condos.
4.99 out of 5 average rating, 276 reviewsPopular amenities for Staunton rentals with a pool
House rentals with a pool

Farmhouse on Working Vineyard
4.94 out of 5 average rating, 163 reviews
Spacious retreat: Game Room, Hot Tub & Fire Pit
5.0 out of 5 average rating, 113 reviews
Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites
4.98 out of 5 average rating, 144 reviews
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
4.97 out of 5 average rating, 238 reviews
Designer Home w/ Incredible Views, Sleeps 16
4.94 out of 5 average rating, 109 reviews
Farm Cottage w. Blue Ridge views 15 mins from SNP
4.98 out of 5 average rating, 174 reviews
One Of A Kind Home in VA Wine Country on 50 acres
4.93 out of 5 average rating, 261 reviews
Mntn View Pool Table Dogs OK Pool Tennis Golf Hike
4.95 out of 5 average rating, 111 reviewsCondo rentals with a pool

Extremely private, 2-min drive to skiing/hiking
4.97 out of 5 average rating, 182 reviews
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 216 reviews
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
4.95 out of 5 average rating, 200 reviews
Where the Trail Ends
4.93 out of 5 average rating, 257 reviews
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 180 reviews
Cozy Laurelwood condo - 1 min walk to pool
5.0 out of 5 average rating, 105 reviews
Cozy Comfort with a View - Wintergreen Resort
4.91 out of 5 average rating, 167 reviews
Your Cozy Mountain Getaway Awaits
4.8 out of 5 average rating, 109 reviewsOther vacation rentals with a pool

Private Studio Apt Retreat
4.92 out of 5 average rating, 611 reviews
On Cottonwood Pond
5.0 out of 5 average rating, 176 reviews
Romantic Log Cabin • River and Mountain VIEWS
4.93 out of 5 average rating, 242 reviews
Serene Wintergreen Retreat, Nestled in the Trees
4.92 out of 5 average rating, 102 reviews
4BR Treetop Hex, Indoor FirePit, 360degTV, Hot Tub
4.93 out of 5 average rating, 166 reviews
Mountain Cottage, Swimming Pool, Views, Nelson 151
4.98 out of 5 average rating, 302 reviews
THE PERFECT HIKING & WINERY COUNTRY RETREAT
4.95 out of 5 average rating, 515 reviews
Mountain Valley Luxury with Pool and Hot Tub
4.97 out of 5 average rating, 34 reviewsDestinations to explore
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Early Mountain Winery
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Cardinal Point Winery
- Glass House Winery
- Blenheim Vineyards
- James Madison University
- Virginia Horse Center
- Natural Bridge State Park
- The Rotunda
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- IX Art Park
- James Monroe's Highland
- Grand Caverns
- Cass Scenic Railroad State Park
- James River State Park





