Vacation rentals with a pool in Clarke County

4.95 out of 5 average rating, 303 reviews

Apartment in Bluemont

A Great Getaway — Foxglove Retreat

Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

4.95 out of 5 average rating, 381 reviews

Cottage in Hamilton

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

4.83 out of 5 average rating, 114 reviews

Home in Lovettsville

Cozy 3500sf Private 10ac.Pool-hot tub-pickle ball

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

4.99 out of 5 average rating, 542 reviews

Cabin in Bluemont

Rustic Blue Ridge Cabin

A quaint rustic cabin nested at the top of the Blue Ridge Mountains, with a detached 150 ft² bedroom, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities- 4person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by!This is a rustic not luxurious cabin!

5 out of 5 average rating, 81 reviews

Farm stay in Bluemont

The Cottage at Nestled Inn

Nestled into the Blue Ridge mountains, practically walking distance from Bear Chase Brewery, Twin Oaks Tavern Winery & The Applachian Trail, our home offers you poolside views of our garden, hottub views of the stars, backyard views of our free range chickens & front yard views of our two horses as well as onsite massage therapy, cats & dogs. While being tucked away, we are still just 10minutes from Purcellville or Berryville & 30minutes from Leesburg, Middleburg, Winchester or Harper's Ferry.

5 out of 5 average rating, 49 reviews

Cabin in Boyce

Long Meadow Cabin: W/ Pool & Near Wineries/Hiking

Long Meadow Cabin offers a unique all-season getaway experience in the Shenandoah Valley! This beautifully constructed A-frame cabin is a wonderful place to enjoy with family & friends! Enjoy the fresh country air and pool in the warmer months and curl up to a book or movie in front of one of the two fireplaces during fall/winter. Located in the heart of Northern VA Wine Country (only 40 miles from DC) and a mere miles from Sky Meadows State Park, the options are endless for your escape.

4.95 out of 5 average rating, 244 reviews

Cottage in Bluemont

Cottage on Horse Farm: Wineries/Breweries, Horses!

**Pool open May1- Sept 14. PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.

5 out of 5 average rating, 139 reviews

Cabin in Delaplane

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Our beautifully restored cabin is the perfect place to relax and enjoy the unique setting of our regenerative conservation farm and the local countryside and vineyards. This elegant cabin offers a charming kitchenette and accessible bathroom while retaining its pre-Civil War character with original wood floors and beams. Curl up in front of the wood stove or enjoy sundowners on the covered deck looking out on our lush pastures or next to the firepit and shared pool and hot tub.

Guest suite in Purcellville

4.82 out of 5 average rating, 230 reviews

Monet Suite, elegnt lrg 2rm suite/blcny in villa

"Monet Suite", elegant and well appointed furnished 2 rm spacious private master suite, trey ceiling, king size bed (one couch is a castro convertible), original oil paintings; private balcony. Magnificent mountain views in artist villa located in heart of Loudoun's wine and burgeoning craft beer breweries and Virginia horse country; Roman shower for 2 with spectacular views, as well as Jacuzzi for two with same views. Breakfast room service is available for $30 per person.

4.76 out of 5 average rating, 270 reviews

Home in Strasburg

Cedar Creek Wayside Castle

1930 Stone House 'Mini Castle' on 9 private acres near Strasburg Virginia bordering Cedar Creek Battlefield and Belle Grove Plantation National Park. Home was built by Otis Elevator company in 1930 for their daughter. You have nature trails and fire pit, swimming pool (opened April 15th), deer and wildlife too. Short walk to historic Ceder Creek. Full estate is yours to play and relax. No dogs in pool. Pool is open into October usually. Hot tub is year round

Farm stay in Purcellville

4.98 out of 5 average rating, 182 reviews

The Hunt Box @ Tally Yo Farm

This is a residence above a 5-stall horse barn. A two bedroom house with 2 bath, Juliette balcony, great views, vaulted ceilings, fully appointed kitchen, laundry, 6 acre farm. Beautifully decorated in traditional English equestrian decor, with homage to the Northern Virginia hunts located just a stone's throw away. Pool open 5/15-10/15. Extra guests $55/night. Pet fee $35 each. Please advise through Airbnb. Lovely antiques, equestrian art & decor, warm rugs.

4.92 out of 5 average rating, 168 reviews

Home in Harpers Ferry

The McCoy House at the Harpers Ferry KOA

The McCoy House is great for families for weekend trips or holidays. The house is in a very small neighborhood, located next door the Harpers Ferry KOA Holiday, all of the KOA amenities are included with the your stay (some are seasonal). Each bedroom and bathroom is furnished with linens/towels and basic amenities. Please note this is not a "party" house. No more than 12 people are permitted, day or night. Quiet hours begin at 10pm and are strictly enforced.

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Popular amenities for Clarke County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Shenandoah Junction

5 out of 5 average rating, 40 reviews

Queen Bees Honey Hive -POOL OPEN!

HowardRating, 5 stars1 month ago

Very clean and comfortable home. The bee theme is displayed throughout the house and was really cool. April was very responsive and helpful. Pool was also awesome.

4.88 out of 5 average rating, 25 reviews

Home in Purcellville

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

DeborahRating, 5 stars1 month ago

I would recommend this home greatly. We were on a girls weekend. We enjoyed the home the surroundings and the peacefulness. It’s in a beautiful setting close to many great restaurants and wineries. The beds were comfortable and the homeless clean. Should we ever find ourselves that way again we’ve already decided we would stay here.

4.93 out of 5 average rating, 98 reviews

Home in Marshall

Clean 5BR w Heated Pool/Spa - Horse & Wine Country

PatrickRating, 5 stars1 day ago

Book this location! Krystal is so helpful & the location is gorgeous. It's a great base of operations if you're looking to go exploring wine country & beyond, or it's peaceful & relaxing if you're looking for a quiet getaway. Highly, highly recommended!

5 out of 5 average rating, 91 reviews

Home in Knoxville

An Escape Bordering National Park land 1 mi to C&O

RichardRating, 5 stars3 weeks ago

We had a great stay at Nicole's location. Peaceful and quiet location. Plenty to do. The home was exactly as pictured in the photos. Owner was responsive will any questions that we had. Was on a four day golf trip with friends. Everyone raved about the home and the accomodations. Great spaces for gathering and also areas when you needed some quiet time. I would highly recommend this home for a family or friends getaway. If I am back in the area this will be my first choice.

4.85 out of 5 average rating, 13 reviews

Home in Aldie

Relaxing Aldie Retreat, with Fireplaces and Pool

PaulaRating, 5 stars2 weeks ago

We traveled to the area to attend a golf tournament - we stayed for four nights. The property is gorgeous! I always try to rent properties with a fenced in backyard but there were no neighbors anywhere in sight and the backyard was HUGE so my dog didn't wander at all. We saw lots of wildlife - beautiful inquisitive deer and turkeys. The home was very comfortable and the kitchen had everything I needed to cook dinner. I especially loved the stovetop and oven and huge SubZero fridge/freezer. My only complaint was pics of the pool show a spa that is part of the pool - we have stayed in plenty of Airbnbs with pools like this and the spa should have been operational but we were informed that it was not. "Hot tub" was not advertised but in my experience a hot tub is stand alone from the pool which is what I have at home. Spas that are part of a pool should be able to be turned on when in use. Portoro Homes replied quickly when we inquired - however we were disappointed.

Home in Bluemont

4.64 out of 5 average rating, 25 reviews

Mountaintop retreat in Bluemont

SamRating, 5 stars2 months ago

We stayed at Fiona's amazing lodge in Bluemont for a night to celebrate my brother's bachelor party and it was the perfect setting. Fiona was very accommodating with check-in and check-out times. Surrounded by beautiful woodlands, the deck is perfect for talking about seeing the sunset. The inside was spotless and exactly like the pictures. All the amenities we needed were provided in the kitchen and bathrooms and made for the perfect environment for the night. We didn't get to do the hike I was thinking about, but the area has some really great trails connected to the Appalachian Trail and some really cool breweries 5 to 20 minutes away. I was a little worried about the TV not being big enough for a shared game night (the one on the bottom floor) but it ended up being a great size for sharing photos and memories. There was a pool that I didn't realize was on the property but it was closed up, would love to come back and try out that sometime!

5 out of 5 average rating, 27 reviews

Home in Harpers Ferry

*NEW* Riverview Rtrt Pool/HotTub/FirePit & View

CaitlinRating, 5 stars5 days ago

the stay was wonderful!! we thoroughly enjoyed the pool and hot tub. from photos, the house seemed very secluded but it’s not (no biggie!) it’s also close to nearby towns and the house was well stocked for us. we did lose power due to storms, but Michelle was very responsive and polite. Also, if you have a low riding vehicle beware that you’ll scrape bottom coming out of the driveway. The hot tub was nice, but the accessibility leaves a lot to be desired. the stairs are terrifying lol but once we got the nerve to climb them, it was lovely! the pool was amazing with a lot of provided floats, tubes etc. they also left out their vacuum and skimmers for us to use which was so helpful as a lot of frogs, turtles and bugs got into the pool throughout the night & the storms. overall, we had a great time and i would highly recommend booking. we would absolutely visit again.