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.

0 of 0 items showing

1 of 3 pages

Guest favorite

A spacious pool area is surrounded by well-maintained landscaping, featuring a bright yellow guest house. Lounge chairs are placed poolside, and the inviting pool reflects the blue sky dotted with clouds.

Home in Swoope

5 out of 5 average rating, 37 reviews

The Pool House: Hot Tub + Pool + 15 mins downtown

Looking for an extraordinary lodging experience near Staunton, VA but also want the feel-good warmth of a country home? Just 12 minutes from Staunton, this guest pool house features stunning views of the Allegheny Mountains and privacy, but is near all the cultural, culinary, and outdoor recreation amenities of the Shenandoah Valley. The open-concept pool house can accommodate up to 6 guests and features ample outdoor amenities including a shared pool, hot tub, sauna, grill, yard games and more!

Top guest favorite

A serene swimming pool is bordered by a partially covered patio featuring a seating area with comfortable furniture. Lush greenery and distant hills are visible in the background, enhancing the peaceful ambiance of the outdoor space.

Guesthouse in Afton

5 out of 5 average rating, 254 reviews

Mountain Cottage, Pool , Views, Wine / Brew Trail

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

Superhost

Home in Wintergreen Resort

4.79 out of 5 average rating, 101 reviews

Mntn View Hot Tub Pool Table Pool Tennis Golf

Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. 5min drive to slopes. ★3,500sqft on 3 floors ★Hot tub for 8 people ★Sound system ★2-Story vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table seats 10 ★Desk and FAST WiFi ★Roku TV in every bedroom ★Park 6 cars Seasonal outdoor pool/tennis. Resort access not included.

Top guest favorite

A serene outdoor space is showcased, featuring a swimming pool surrounded by lush greenery and lush trees. The pool is framed by a patio area, with wooden fencing that adds a layer of privacy. Natural light filters through the leaves, creating a peaceful atmosphere.

Condo in Wintergreen Resort

4.96 out of 5 average rating, 292 reviews

Five Minute Walk to Everything!

**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style master bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

Top guest favorite

A spacious great room is featured, furnished with a comfortable brown leather sofa and accent chairs. Large panoramic windows provide expansive views of the Blue Ridge Mountains, while a dining area with a table for six is positioned nearby. Warm wood flooring enhances the inviting space.

Condo in Wintergreen Resort

4.97 out of 5 average rating, 119 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

Top guest favorite

A shared outdoor pool is surrounded by a concrete patio with several lounge chairs. Lush greenery from trees provides a natural backdrop, and a wooden fence encloses the area. A storage shed is visible nearby, contributing to the functional space.

Home in Wintergreen Resort

4.93 out of 5 average rating, 58 reviews

Wintergreen Condo~ 1 Minute To Four Seasons Resort

You're sure to have a blast at this incredible mountain condo! Condo is walking distance to the Wintergreen Resort Ski Lodge, Restaurants, The Market, and much more! This is the only condo neighborhood at Wintergreen that has it's own private outdoor pool. If you are up for a short drive down the mountain; check out the quality breweries, restaurants, distilleries, golf, and other fun activities near by! The Charlottesville area has been named 2023 Wine Region of the Year by Wine Enthusiast!

Superhost

A seasonal pool area is depicted, featuring a large swimming pool surrounded by lounge chairs and shaded by umbrellas. A shallow hot tub is positioned in the foreground. People can be seen relaxing on the chairs and enjoying the water.

Home in Wintergreen Resort

4.86 out of 5 average rating, 107 reviews

Hot Tub Pool Table Dog OK Tennis Golf Shuffleboard

Sweeping views year round. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and walking distance to three great hiking trails. Sleeps 16: K, K, Q, 2 DBL,4 twin, 1PO ★Dogs OK ★2,714sqft ★HOT TUB for 7 ★Sound system ★2-Story vaulted ceiling, gas fireplace, 60"TV ★Dining table for 6 + breakfast bar ★Workspace w/ FAST Wi-Fi ★Shuffleboard ★Pool table Seasonal pool/tennis. Resort access not included. Pet fee $150. 8min walk or 3min drive to ski.

Guest favorite

The exterior of a two-story cabin houses warm wooden accents and large windows. The entrance features a welcoming set of wooden steps leading up to a balcony, surrounded by tall trees, with a concrete pathway leading toward it.

Condo in Wintergreen Resort

4.94 out of 5 average rating, 226 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Top guest favorite

An outdoor pool is surrounded by a spacious deck with multiple lounge chairs. A shaded area with umbrellas provides comfort, while trees line the background, offering a natural setting. A slide structure is visible nearby, enhancing the recreational appeal of the area.

Condo in Wintergreen Resort

4.99 out of 5 average rating, 158 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

Superhost

An outdoor swimming pool features clear, inviting salt water surrounded by a spacious deck. Lounge chairs are positioned along the poolside, with lush greenery and a two-story brick building providing a scenic backdrop.

Home in Town of Rockingham

4.79 out of 5 average rating, 261 reviews

Stone Spring - Heated Salt Pool - on 2.5 Acres

Heated Salt water pool and hot tub on 2.5 Acres. Lawn games & outdoor living room! New for '21 - Stove, Upstairs Flooring, Foosball Table, Board Games, paint New for '20 - Antimicrobial door handles, kitchen items Completely separate owner/caretakers quarters onsite, occupied by our property manager. Pool, hot-tub, grilling, etc are private spaces for guests and NOT shared *entrance and egress through pool area* *playhouse removed, gas fireplaces inoperable *no pets

Top guest favorite

An open living area is highlighted by a large blue sectional sofa, a wooden coffee table, and a vibrant area rug. Natural light fills the space through expansive glass doors. A bar with four stools is visible in the background, leading to a well-equipped kitchen.

Townhouse in Roseland

4.98 out of 5 average rating, 103 reviews

Idyllic refuge for outdoors, ski, relaxation & WFH

Visiting Wintergreen? Whether for hiking, skiing, or enjoying distilleries in the valley below, this spacious and comfortable townhome has everything you need to maximize your holiday. Enjoy your morning coffee on the magnificent deck, watching the sun rise over the mountains, and end your day with a cozy fire. You're just steps away from the Inn, mountain restaurants and the lifts!

Guest favorite

Chalet in McGaheysville

4.8 out of 5 average rating, 245 reviews

Mountainside getaway in the heart of resort

Our 3 bedroom, 2 bathroom private villa is situated beside the tubing hill and slopes, on resort property in the beautiful Massanutten Resort. Our house is locate on the only street in Massanutten that you can ski out from. Enjoy the updated ambiance, vaulted ceilings, private back deck, firepit, wood burning fireplace, stand up arcade game and more. Perfect get away anytime of the year!