Vacation rentals with a pool in Staunton

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Top-rated rentals with a pool in Staunton

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A functional kitchen with wooden cabinetry and an island is featured. The space includes a stove, modern appliances, and a ceiling fan. A brick wood stove adds a rustic element, while a small plant sits on the island, providing a touch of greenery.
Home in Afton
4.94 out of 5 average rating, 154 reviews

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.

Guest favorite
An open living and dining area is displayed, featuring a wooden dining table set with decorative placemats. A comfortable seating arrangement is visible in the background, alongside a console table and artwork on the walls. Natural light enters through sliding glass doors.
Guesthouse in Afton
4.99 out of 5 average rating, 286 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

Top guest favorite
A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.
Condo in Wintergreen Resort
4.99 out of 5 average rating, 268 reviews

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

Guest favorite
Cabin in Dayton
4.99 out of 5 average rating, 207 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!

Guest favorite
The primary bedroom is outfitted with a spacious bed, accented by a blue and white patterned blanket. Two windows allow natural light to fill the room, while dark curtains provide privacy. A dresser and lamp are positioned nearby, completing the relaxing atmosphere.
Farm stay in Stanardsville
4.93 out of 5 average rating, 641 reviews

Tumnus Cabin *pvt HOT tub *SNP*Trails*Pool.

Soak in a private spa, lounge in the spacious screened in porch, take a walk in the woods, enjoy nature & a bit of Appalachia at Tumnus. 10 minute hike to Shenandoah National Park Back Country. Full kitchen. Explore our 58 acres on our private trails. It's easy to visit historical sites such as Monticello or Caverns. Enjoy the Bullfrog hot tub or the seasonal* pool (* Memorial Day-Labor Day) outdoor. Private & self contained. Click on "See more" or visit Cair Paravel Farmstead for more.

Guest favorite
A spacious living area features a brick fireplace as a focal point, surrounded by natural light from windows. Comfortable sofas are arranged for conversation, with soft cushions added for support. A wooden floor complements the neutral tones, creating a cozy and inviting space.
Cabin in McGaheysville
4.94 out of 5 average rating, 131 reviews

Cozy Cabin in Massanutten Resort, Private Yard

Your family will be close to everything when you stay at this centrally-located home. 5 minutes from several attractions located in Massanutten Resort (slopes, water park, outdoor pool, golf, bike trails, and way more). Downtown Harrisonburg and James Madison University are 15 miles away. Many shops, restaurants, and tourist activities. Explore the fantastic restaurants, museums and shops downtown. The Shenandoah Valley offers many attractions including caverns, wineries and breweries.

Guest favorite
Condo in Wintergreen Resort
4.95 out of 5 average rating, 193 reviews

1 bedroom condo, close to hikes & breweries

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.

Top guest favorite
A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.
Apartment in Rockfish
4.98 out of 5 average rating, 218 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.

Top guest favorite
A panoramic view of rolling mountains is framed by lush green treetops. Soft mist blankets the valleys below, gently illuminated by the sunlight above. The vibrant sky showcases clear blue hues with wisps of clouds, creating a serene and peaceful atmosphere.
Home in Wintergreen Resort
4.97 out of 5 average rating, 118 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.

Top guest favorite
The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.
Home in Stanardsville
4.98 out of 5 average rating, 158 reviews

Charming Carrie's Cottage at Fairhill Farm

Carrie's Cottage is nestled in a private corner of our Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike private trails on our 150 acres. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near wineries; Shenandoah National Park and AP; Monticello, Montpelier, Ash Lawn, and UVA

Guest favorite
Chalet in Lovingston
4.85 out of 5 average rating, 308 reviews

Secluded Mountain Cabin 12ppl + Trails & Firepit

Escape to a secluded mountain retreat in Lovingston, VA with 3BR + Loft, a spacious living area, and a private pool. Set beside 800 acres of hiking trails, this rustic yet comfortable home offers a Weber grill, fire pit, Sonos sound system, and fast WiFi. Relax by the pool, gather around the fire, or explore nearby wineries, breweries, and Charlottesville. Perfect for families, groups, and nature lovers seeking peace and adventure in the Blue Ridge.

Guest favorite
The open living area features high ceilings and large windows, allowing natural light to enhance the space. A comfortable seating arrangement includes a sofa and two armchairs, while an adjoining kitchen is visible in the background, equipped with modern appliances.
Home in Nellysford
4.9 out of 5 average rating, 116 reviews

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 Staunton rentals with a pool

Quick stats about vacation rentals with a pool in Staunton

  • Total vacation rentals

    Explore 10 vacation rentals in Staunton

  • Nightly prices starting at

    Staunton vacation rentals start at G$16,740 GYD per night before taxes and fees

  • Verified guest reviews

    Over 90 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Staunton rentals

  • 4.9 Average rating

    Staunton stays are highly rated by guests—averaging 4.9 out of 5!

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