
Holiday 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.

Farmhouse on Working Vineyard
Situated on the east side of the Blue Ridge, this renovated farmhouse in beautiful Nelson County is surrounded by 15 acres of vines and has stunning views of the mountains. The house has all the amenities you could wish for while keeping its charm. The farmhouse is a very private and idyllic residence. There is a front porch with a bench swing and a hammock, as well as a small flagstone patio with wrought iron furniture for your relaxation. The pool is around back and is fenced in. The large deck above the pool is excellent for basking in the sun or watching it set over the mountains. If you run out of wine, you can walk down to the winery's tasting room and stock up, listen to (occasional) live music, or enjoy a bottle on their patio for a change of pace. The beauty of Nelson County and the Cardinal Point Farmhouse will help make your stay one of the most relaxing you could ever imagine. **We do allow pets with an additional charge of $50/day. If you will be bringing your pet, please let us know and we will adjust the price accordingly (airbnb.com does not have an automatic fee to be added on when booking). All parts of the property are accessible EXCEPT THE BARN. This is a working vineyard, so there are tools, equipment and chemicals that are not appropriate for guest access. Someone should be available by phone or in person for any questions or problems you have. Our farmhouse is conveniently located on the same property as our winery(!): www.cardinalpointwinery.com. Also, within a few miles, there are three other wineries, three breweries, a distillery and a cidery. From May through October, nearby Nellysford hosts a phenomenal farmers' market. Charlottesville, with its vibrant arts and restaurant scene is 25 minutes away. On the other side of the Blue Ridge Mountains (just 15 minutes away), you can go to the movies, out to eat, grocery shop, etc in Waynesboro. But, honestly, there is a good chance you may not want to leave our farm at all. There is no public transportation in our area, but there are many services to take guests on winery and brewery tours. They are a great and worry-free way to sample what the area has to offer! As this is a working vineyard, occasionally there may be someone on the premises taking care of the grapes. We will be sure to let you know when someone will be on the property.

Tips Up: Cozy Slopeside Retreat w/ Fireplace
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your home while you're away. With slopeside views, a cozy and comfortable ambiance, and close proximity to skiing (only 100 yards from the slopes!) and hiking, this 1B/1BA condo is the perfect getaway for outdoor enthusiasts seeking a mountain escape. Relax at nearby breweries and wineries with unbeatable views, and return to your condo to enjoy the amenities of Wintergreen Resort.

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.

Mountain Cottage, Swimming Pool, Views, 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

Sunset Vista Villa, Mountain Views-Close to Slopes
Welcome to Sunset Vista Villa, Mountain Views & Close to Slopes (on the shuttle route) This beautiful, 2 bedroom, 2 bath, first-floor-unit with top 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!

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 views, King bed ski in/ski out
Relax with the whole family at this peaceful place to stay. This Mountain getaway is an absolutely beautiful spot in the resort. It is a ski in ski out condo. Your family will absolutely love the cozy atmosphere while here at the Moose Mountain Lodge. You are only minutes from all the excitement Massanutten has to offer. From Skiing, Golfing 36 holes to the water Park and everything in-between. Food options are endless as well as a stocked kitchen for you to use. PET FRIENDLY WITH PET FEE.

The Modern Mountain Condo
Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy stay while you take in the mountain views and enjoy endless outdoor activities, wineries, breweries, restaurants, and antique shops. Rest and recharge while you enjoy the light-filled, open floor plan with a wood-burning fireplace, a kitchen with plenty of cabinet space, and full-sized appliances for cooking. Private patio and community pool access are located outside the unit.

2-min drive to resort, 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

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.

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.
Popular amenities for Augusta County rentals with a pool
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Mountain Valley Luxury with Pool and Hot Tub

Hot Tub + Game Room in Wintergreen for ski & fun

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Resort Feel & Mountain Views!

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

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

Cozy getaway with heated floors

Blue Ridge Retreat: Your Cozy Mountain Getaway

Cozy Condo - Sleeps 4

Wintergreen Mountain Views - Diamond in the Slopes

Buena Vista Panoramic Retreat: Million Dollar View

New Construction! 1 Bed/2 Bath, pet friendly

Overlook 180 degree views w/Peloton!

Love of mountains oh fill my cup
Other holiday rentals with a pool

Hot Tub! Wintergreen Resort!

Cozy Lux Condo at Wintergreen Resort

Luxury Slope-View Condo w/ Sauna | Dogs OK

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

Shenandoah Gracious Farm Pool Firepit & Game Barn

Peaceful rural retreat with pool and spa

Cozy 3BR/2BR+Fire table+Foosball

Nature’s Haven 1 Bedroom Condo Wintergreen Resort
Destinations to explore
- Cabin rentals Augusta County
- Rentals with lake access Augusta County
- Apartment rentals Augusta County
- Guesthouse rentals Augusta County
- Rentals with a fireplace Augusta County
- Rentals with breakfast Augusta County
- Rentals with a hot tub Augusta County
- Townhouse rentals Augusta County
- Pet-friendly rentals Augusta County
- Rentals with a fire pit Augusta County
- Cottage rentals Augusta County
- Chalet rentals Augusta County
- Private suite rentals Augusta County
- Family-friendly rentals Augusta County
- Farmstay rentals Augusta County
- Rentals with a washing machine and dryer Augusta County
- Condo rentals Augusta County
- Rentals with a kayak Augusta County
- Rentals with an EV charger Augusta County
- Boutique hotels Augusta County
- Ski-in/ski-out rentals Augusta County
- Hotel rooms Augusta County
- Rentals with an accessible height toilet Augusta County
- Bed and breakfasts Augusta County
- Rentals with outdoor seating Augusta County
- Rentals with a patio Augusta County
- House rentals Augusta County
- Rentals with pools Virginia
- Rentals with pools United States
- Shenandoah National Park
- Snowshoe Mountain Resort
- Bryce Resort
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Homestead Ski Slopes
- Blenheim Vineyards
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- Glass House Winery
- John Paul Jones Arena
- University of Virginia
- Monticello
- Virginia Horse Center
- Cooter's Place
- The Rotunda
- James Madison University
- White Lotus Eco Spa Retreat
- Grand Caverns
- IX Art Park
- Allegheny Springs
- James River State Park




