
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.
4.94 out of 5 average rating, 162 reviews
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
4.98 out of 5 average rating, 302 reviews
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.
4.97 out of 5 average rating, 238 reviews
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!
4.99 out of 5 average rating, 230 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, 172 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, 230 reviews
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.
4.97 out of 5 average rating, 129 reviews
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.
4.97 out of 5 average rating, 121 reviews
Spacious retreat: Game Room, Hot Tub & Fire Pit
Gather family & friends for a memorable getaway at The Myrtle at Wintergreen. This spacious golf-course retreat combines luxury, comfort and exceptional amenities minutes from Nelson 151 wineries, breweries, hiking, golf and Wintergreen Resort. 💦 Hot tub 🎱 Game room with pool, ping pong, foosball & air hockey 🛏️ Sleeps 10 with 2 Kings, 1 Queen & 2 Full (each with TV) 🔥 Screened porch, fire pit, BBQ ⚡ EV charger 🏊 Community pool, tennis & pickleball 🚗 40 minutes to Charlott
5.0 out of 5 average rating, 112 reviews
Designer Home w/ Incredible Views, Sleeps 16
Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, complete with hot tub, cedar barrel sauna, fire table, dining for 10, grill, smoker, pizza oven, and views everywhere. The light-drenched interior is equally impressive. With 6 bedrooms plus a private game room with pullout sofa, the home sleeps 16 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting- click on his profile below to see more reviews.
4.94 out of 5 average rating, 105 reviews
Cozy Mountain Home Nestled in Nature!
4 bedroom/2.5 bath home nestled in the Blue Ridge Mountains at Wintergreen Resort. This will be your favorite home away from home. Enjoy all the creature comforts while basking in all that nature has to offer. First floor master bedroom w/ private bathroom featuring a whirlpool tub . Two bedrooms upstairs with shared bathroom. Common space with large wood burning fireplace, full kitchen amenities, and high capacity washer/dryer. Outdoor deck with table and gas grill!
4.81 out of 5 average rating, 139 reviews
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!
5.0 out of 5 average rating, 175 reviewsPopular amenities for Augusta County rentals with a pool
House rentals with a pool

Mntn View Pool Table Dogs OK Pool Tennis Golf Hike
4.95 out of 5 average rating, 110 reviews
Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat
4.9 out of 5 average rating, 162 reviews
Bear's Mountain Escape
4.95 out of 5 average rating, 168 reviews
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.89 out of 5 average rating, 130 reviews
Wintergreen Resort | Pool, Hike, Golf, Hot Tub,
4.89 out of 5 average rating, 113 reviews
Hot Tub EV Charger Pool Table Dogs OK Tennis Golf
4.83 out of 5 average rating, 144 reviews
Epic Sunrise Views • 2 Decks• Game • Billiards •EV
4.98 out of 5 average rating, 107 reviews
Cookies Place on 151 Trail
4.99 out of 5 average rating, 69 reviewsApartment rentals with a pool

1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 216 reviews
3 BR 3 BA, 2 story condo in Highlands
4.99 out of 5 average rating, 185 reviews
Extremely private, HOA pool/stair-free entry
4.97 out of 5 average rating, 180 reviews
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 180 reviews
Cozy Comfort with a View - Wintergreen Resort
4.91 out of 5 average rating, 166 reviews
Where the Trail Ends
4.93 out of 5 average rating, 255 reviews
Cozy Laurelwood condo - 1 min walk to pool
5.0 out of 5 average rating, 104 reviews
Your Cozy Mountain Getaway Awaits
4.8 out of 5 average rating, 109 reviewsOther holiday rentals with a pool

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
4.96 out of 5 average rating, 149 reviews
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
4.92 out of 5 average rating, 130 reviews
Stylish 7BR/16 pp Wintergreen Resort Home Ski/Hike
4.92 out of 5 average rating, 144 reviews
Serene Wintergreen Retreat, Nestled in the Trees
4.92 out of 5 average rating, 100 reviews
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 194 reviews
Cozy Lux Condo at Wintergreen Resort
4.86 out of 5 average rating, 117 reviews
Couples Retreat! Hot Tub/ Fire Pit Outdoor TV Dogs
5.0 out of 5 average rating, 78 reviews
Peaceful rural retreat with pool and spa
4.99 out of 5 average rating, 69 reviewsDestinations to explore
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- Shenandoah National Park
- Bryce Resort
- Snowshoe Mountain Resort
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Glass House Winery
- Cardinal Point 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
- James Monroe's Highland
- IX Art Park
- Grand Caverns
- James River State Park
- Allegheny Springs
- Cass Scenic Railroad State Park
- Things to do Augusta County
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