Vacation rentals with a pool in Augusta County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Augusta County rentals with a pool

House rentals with a pool

Guest favorite
A spacious living area features a stone fireplace as the focal point, framed by large windows that offer views of the surrounding trees. A comfortable sectional sofa is arranged around a coffee table, with a television positioned on a media console to the side.
Home in Wintergreen Resort
4.99 out of 5 average rating, 92 reviews

Cozy 5-bedroom home for large gatherings.

TaraRating, 5 stars3 weeks ago
Great quiet place and easy to find. Fairly Close to the lodge where we grabbed Starbucks in the AM. Just a short drive away. I’d recommend tightening the outlet in the living room- safety concern. The place was clean and had all amenities we needed. Thank you!!!
Guest favorite
Home in Wintergreen Resort
4.88 out of 5 average rating, 135 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

KatieRating, 5 stars1 month ago
We had the absolute best time staying here. We had two families staying together, 10 total. With more than enough space! The location was perfect. The space was clean and cozy. We had the best time and made some amazing memories with our friends. Also we slept at night on the third floor with a window opened and it was so quiet outside! Thank you for opening your home to us!
Guest favorite
A spacious deck is furnished with a circular seating arrangement. A fire pit in the center adds warmth, while a hanging chair provides a cozy spot. Trees are visible in the background, and the setting sun creates a serene atmosphere.
Home in Wintergreen Resort
4.96 out of 5 average rating, 51 reviews

LUX Designer Home•Dome•Hot Tub•Sauna•Game Room

Whitney (Whit)Rating, 5 stars1 day ago
Loved the place and Shilpa was an amazing communicator! Super flexible and responsive and the house had everything we needed and more. The hot tub, sauna, and igloo were absolutely amazing after a long day of climbing and our 15-friend women’s trip was an absolute BLAST! Can’t wait for next year!!
Guest favorite
A serene pool reflects the early evening sky, framed by distant mountains and lush greenery. A shaded pergola with seating is positioned nearby, creating a relaxing space for guests to enjoy the peaceful surroundings.
Home in Afton
4.94 out of 5 average rating, 141 reviews

Farmhouse on Working Vineyard

KatyRating, 5 stars6 months ago
Susan’s farm house was perfect for enjoying a relaxing getaway with plenty of space for multiple families and kids. All of the spices are very large and honestly it’s better in person than in the pictures. We would recommend it to anyone and return again! The kitchen was nicely stocked with everything you could need. And it was great being right on the winery.
Guest favorite
An inviting entryway features warm wooden beams and flooring, leading to a spacious dining area with a wooden table. The bright front door is framed by natural light, while a green armchair and a plant add a touch of comfort to the living space.
Home in Wintergreen Resort
4.96 out of 5 average rating, 105 reviews

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

NikiRating, 5 stars1 week ago
Our family of four needed a quiet get away, and we enjoyed the beautiful days and evenings, inside and on the deck! Hikes nearby, spa nearby, restaurants, grocery, gas also nearby. Great resort year round! Lots of activities if you want them, and lots of peaceful nature if you want. Great!
Guest favorite
Home in Wintergreen Resort
4.96 out of 5 average rating, 105 reviews

Bear's Mountain Escape

LizRating, 5 stars2 weeks ago
Lovely spot in the mountains! Perfect if you're planning to hike! The space was cozy and clean; we brought our two dogs and had fun all sitting by the fire inside! It was thoughtful of her to have laundry detergent pods for us to use. The master bed was comfortable, which I don't find myself saying too often in Airbnbs! Overall, it was peaceful and quiet - a great getaway from the city.
Guest favorite
Home in Wintergreen Resort
4.97 out of 5 average rating, 195 reviews

Ski-In/Ski-Out Renovated Chalet on Lower Tyro

NicoleRating, 5 stars1 month ago
Absolutely a 5 star stay!! Super cozy home in a beautiful location with a great view. The home is stocked with everything you could need to feel right at home (and labeled, making things very easy to find!). Everything inside was also extremely clean and tidy. My friends and I would definitely book again for another girls weekend away.
Guest favorite
Home in Wintergreen Resort
4.82 out of 5 average rating, 158 reviews

Misty Mountain Cabin w/spa

LeslieRating, 5 stars3 weeks ago
Beautiful space to spend a weekend with friends. Lovely views from each room and the deck. Walkable hiking trails with waterfalls. Would stay here again.

Condo rentals with a pool

Guest favorite
A community pool is surrounded by lush greenery and well-maintained landscaping. Sun loungers are arranged alongside the pool, inviting relaxation. The area is serene, with a backdrop of trees, providing a quiet setting for guests to unwind.
Condo in Wintergreen Resort
4.94 out of 5 average rating, 218 reviews

The Modern Mountain Condo

KileyRating, 5 stars1 week ago
Had a great stay for a few nights in this condo. Comfortable and clean as a lovely escape while we enjoyed local hikes and breweries. Convenient to the wintergreen market which was helpful for what we may have forgotten or for anything else we wanted. Looooved having the wood burning fireplace too! We’d love to come back.
Top guest favorite
Condo in Wintergreen Resort
4.97 out of 5 average rating, 126 reviews

Mtn/Firework Views from Private Deck ~ King Suite

AlyssaRating, 5 stars3 weeks ago
My fiance, our dog, and I had a wonderful stay at Susie's! The condo was well stocked with anything you may need during your stay. The dog bowls and towels were a thoughtful addition right as you walked in. The bed was comfortable and we loved having the TV up there to unwind after a day of hiking around nearby trails. We ended up having to reschedule the days that we were coming, and Susie made that process very easy. We will definitely be staying here again next time we come to the area!
Superhost
A spacious living area is highlighted by large sliding glass doors that frame expansive mountain views. Natural light fills the room, which features a comfortable sofa, a wooden coffee table, and a lamp on a side table. A wood-burning fireplace adds a cozy touch.
Condo in Wintergreen Resort
4.9 out of 5 average rating, 130 reviews

Panoramic Peak: Wintergreen Condo with Views

GeorgeRating, 5 stars2 months ago
The apartment was extremely clean and we loved that.
Top guest favorite
A community pool is surrounded by lush green trees and bright blue skies. Red umbrellas provide shade over lounge chairs, while several guests enjoy the refreshing water. The pool area is designed for relaxation and leisure, creating a welcoming outdoor space.
Condo in Wintergreen Resort
4.96 out of 5 average rating, 205 reviews

New Construction! 1 Bed/2 Bath, pet friendly

AmandaRating, 5 stars1 month ago
Lisa's condo was fabulous! It was decorated beautifully and in a very peaceful location. It was great not having to walk up and down multiple flights of stairs. If you need anything, she is quick to answer. It was the cleanest dog friendly Airbnb that we have ever stayed in!! We have a hypoallergenic dog so I appreciated not being covered in dog hair. We will definitely be staying again in the future! Thank you, Lisa!
Guest favorite
A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.
Condo in Wintergreen Resort
4.91 out of 5 average rating, 166 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

DennisRating, 5 stars6 days ago
Cute 1 bedroom condo on top of the mountain at a ski resort. Would deff book again if looking for a place in area.
Guest favorite
A balcony view captures rolling green hills beneath a layer of clouds, with distant mountain peaks rising above. A wrought iron dining set is present on the balcony, providing a serene space for enjoying the landscape.
Condo in Wintergreen Resort
4.96 out of 5 average rating, 178 reviews

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

TimRating, 5 stars1 month ago
Lindsay’s place was perfect for our family’s ski weekend. The condo was spacious and had everything we needed. The views were amazing! Lindsay was a great communicator and very responsive host. Highly recommend!
Guest favorite
A modern living space is presented with large floor-to-ceiling windows offering views of the landscape. A sleek fireplace is positioned against a stone accent wall, while comfortable seating includes a leather sofa and a woven armchair. A soft rug covers the floor, adding warmth to the area.
Condo in Wintergreen Resort
4.91 out of 5 average rating, 215 reviews

Light Filled Awe-Inspiring Views from Every Window

MattRating, 5 stars2 months ago
Great place. Beautiful view. Everything you’d need.
Top guest favorite
Condo in Wintergreen Resort
4.94 out of 5 average rating, 246 reviews

Cozy, clean, quiet mountain condo- King bed

ChristieRating, 5 stars1 week ago
Ritta's condo is clean, spacious and comfortable, situated in a woodland sanctuary of peace and quiet. Loved each morning and evening of spacious solitude.

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