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

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Completely renovated, 3 BR/2BA chalet, located on Lower Tyro slope, just below Tequila. Rustic decor, fully stocked kitchen, high end appliances, granite counters. Open floor plan, walls of windows, mtn views. Beautiful stone fireplace, ample comfortable seating. 2 main floor Masters, each w/King bed, TV, luxurious bedding. Loft is a dedicated kids space: 2 sets of bunks, daybed w/trundle, TV & PS4. Gas grill, 6 person hot tub. Perfect ski home to host 2 Families, or a romantic couple's getaway.

Panoramic Sunsets, Mountain Views, Private Deck.
Wake up above the mountains and end your day with unforgettable sunset views some of the best on the mountain. Sunset Vista Villa is a cozy retreat designed for slowing down, morning coffee on the deck, evenings by the fire. With two private bedrooms, each with its own en-suite bathroom, its perfect for couples or friends. Easy entry with just a few steps, yet elevated views make this stay both convenient and special. Ask us about early check-in or late check-out to enjoy even more of the view

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!

Twin Ponds | King Beds, Hot tub, Game Room, 75" TV
Welcome to Twin Ponds, a beautifully appointed & fun-filled mountain house in Wintergreen Resort's Stoney Creek just minutes from Rt 151’s breweries & wineries, golf, Lake Monocan, skiing, hiking & more. This 4-bedroom, 3.5-bathroom home features: - 3 king & 2 queen beds - Amazing Game Room w/ premium air hockey, ping pong, foosball, shuffleboard, board games, game table & 75" 4k Roku TV - Deck w/ 36" Blackstone flattop grill, gas firepit, cafe lights & hot tub We look forward to hosting you!

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

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.

1 bedroom condo, close to hikes & breweries & pool
Cozy 1BR Wintergreen condo 🌳 🌄 Close to scenic hikes, local breweries and wineries. The resort village, and mountain-top market, just minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax after a day outdoors 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 or cool off in the heated community pool.

On 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!

Mountain Bauhaus | Sleeps 8 | Amenities | Grill
Welcome to your newly decorated and upgraded home in the Blue Ridge Mountains at Wintergreen Resort! A bright and welcoming feel will let you settle in and relax in no time. This space is perfect for families, groups, couples, and adventurous souls who want to explore the mountains or take in the beautiful mountain scenery. Please be sure the read below for Wintergreen Resort Amenities rules and accessibility during your stay.
Popular amenities for Augusta County rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

The Pool House: Mtn Views & 15 Mins to Downtown

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Farmhouse on Working Vineyard

Resort Feel & Mountain Views!

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

Bear's Mountain Escape
Condo rentals with a pool

Where the Trail Ends

Blue Ridge Retreat: Your Cozy Mountain Getaway

Cozy Condo - Sleeps 4

Five Minute Walk to Everything!

Eight Minute Walk to Everything

Panoramic Peak: Wintergreen Condo with Views

New Construction! 1 Bed/2 Bath, pet friendly

Tips Up: Cozy Slopeside Retreat w/ Fireplace
Other vacation rentals with a pool

Cozy Lux Condo at Wintergreen Resort

Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe

Spacious Shenandoah Farm Pool Firepit & Game Barn

Peaceful rural retreat with pool and spa

Airy farm cabin beneath the mountains

Mountainside Retreat/ Pool

Owl Bnb | Walkable to Slopes | Speakeasy Room

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
Destinations to explore
- Cabin rentals Augusta County
- Cottage rentals Augusta County
- Rentals with a hot tub Augusta County
- Condo rentals Augusta County
- Rentals with a fire pit Augusta County
- Hotel rooms Augusta County
- Pet-friendly rentals Augusta County
- House rentals Augusta County
- Boutique hotels Augusta County
- Rentals with a patio Augusta County
- Chalet rentals Augusta County
- Private suite rentals Augusta County
- Bed and breakfasts Augusta County
- Rentals with outdoor seating Augusta County
- Townhouse rentals Augusta County
- Guesthouse rentals Augusta County
- Rentals with a kayak Augusta County
- Apartment rentals Augusta County
- Farmstay rentals Augusta County
- Rentals with breakfast Augusta County
- Rentals with lake access Augusta County
- Rentals with a washer and dryer Augusta County
- Rentals with an EV charger Augusta County
- Ski-in/ski-out rentals Augusta County
- Rentals with an accessible height toilet Augusta County
- Family-friendly rentals Augusta County
- Rentals with a fireplace Augusta County
- Rentals with pools Virginia
- Rentals with pools United States
- Shenandoah National Park
- Bryce Resort
- University of Virginia
- Snowshoe Mountain Resort
- Wintergreen Resort
- James Madison University
- Monticello
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Natural Bridge State Park
- Blenheim Vineyards
- Virginia Horse Center
- Cardinal Point Winery
- The Rotunda
- John Paul Jones Arena
- Frontier Culture Museum
- James Monroe's Highland
- Downtown Mall
- Shenandoah Caverns
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park
- White Lotus Eco Spa Retreat
- James River State Park
- Things to do Augusta County
- Things to do Virginia
- Tours Virginia
- Nature and outdoors Virginia
- Food and drink Virginia
- Art and culture Virginia
- Sightseeing Virginia
- Sports activities Virginia
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States





