Vacation rentals with a pool in Jefferson County

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Top-rated rentals with a pool in Jefferson County

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

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Top guest favorite

A spacious backyard features a swimming pool surrounded by a well-maintained lawn. Lounge chairs are positioned around the pool, accented by lush greenery, trees, and colorful landscaping. The scene offers a peaceful outdoor environment with a clear sky in the background.

Apartment in Harpers Ferry

4.95 out of 5 average rating, 145 reviews

Harpers Ferry Apartment w/ Private Pool & Hot Tub!

Explore Civil War sites, take in the scenery on nearby hikes, or stay home for a pool day when you book this 2-bedroom, 1-bath vacation rental apartment. Located under 2 miles from Downtown Harpers Ferry, and featuring a lovely garden, this hideaway is the ideal spot for your next West Virginia Retreat. While you're here, visiting Harpers Ferry National Historic Park and the Appalachian Trail are a must! If you choose to stay in, the hot tub and tropical bar are great ways to maximize your stay.

Top guest favorite

Home in Knoxville

5 out of 5 average rating, 94 reviews

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

Relax in this serene setting with a hot tub overlooking Harpers Ferry National Park Land. Enjoy evening fires, the pool, screened-in porch, a book in the solarium or go hiking/tubing nearby. We hope our home (Harpers Getaway) provides a tranquil backdrop to immerse you in nature and lower your stress level so you can reconnect with those you love! It is located only 1 mile from the C&O towpath & Potomac River, 2 miles (by foot) from historic Harpers Ferry w/ breweries, wineries galore nearby.

Top guest favorite

An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.

Cabin in Bluemont

4.99 out of 5 average rating, 556 reviews

Rustic Blue Ridge Cabins

Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, 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-4 person 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! These are rustic not luxurious Cabins

Top guest favorite

A serene lagoon is depicted, with two individuals quietly floating in the calm water, surrounded by lush greenery and rocky cliffs. The surface mirrors the tranquil sky, while the soft colors of the setting sun enhance the peaceful atmosphere.

Villa in Harpers Ferry

4.99 out of 5 average rating, 81 reviews

Amazing Lagoon, Beach, Cross Fit Gym, Fishing

This the definition of "Wild and Wonderful West Virginia! magical place, a former rock quarry now lagoon. There is no public access to this property. The only access to the Lagoon, Beach and other amenities is via booking or owners explicit permission. This is a complete unit that is on its own level, own access, own parking, own amenities, Owners live on upper level with fully separate entrance, parking, access, etc. No shared internal spaces. Double sound insulation, no noise worries.

Guest favorite

A fenced-in backyard features a large rectangular pool, complemented by lounge chairs and a shaded seating area under blue umbrellas. An outdoor hot tub is also visible nearby, surrounded by greenery and an inviting atmosphere.

Home in Harpers Ferry

4.86 out of 5 average rating, 7 reviews

7 Bed/4.5 Bath, Sleeps 14, Sauna, Hot Tub, Pool

Step back in time at this Victorian farmhouse where 1890s charm, elegance, and Art Nouveau décor meet modern comfort. Delight in vintage vignettes, indulge in the chef’s kitchen, and sip coffee on the wraparound porch while taking in the peaceful view. Whether gathering by the fire pit at the barn-inspired hangout, unwinding in the sauna, soaking in the hot tub, or swimming in the seasonal pool, this historic retreat beckons you to relax, slow down, and stay awhile. ⚡️LEVEL 2 EV CHARGER⚡️

Guest favorite

A seasonal pool is surrounded by well-maintained grass and a white privacy fence. Lounge chairs are positioned nearby, providing comfortable seating options. The pool water shimmers in shades of blue under clear skies, inviting relaxation and enjoyment.

Home in Charles Town

4.96 out of 5 average rating, 46 reviews

Cozy Pool & Hot Tub Retreat by Casino

Welcome to Charles Town, WV! This private pool house boasts two cozy bedrooms and two bathrooms. Perfectly blending relaxation and adventure, our space offers a refreshing outdoor oasis complete with a seasonal pool (available May-September), a premium Cal Spa hot tub open year-round, a convenient gas grill, a smokeless gas firepit, and a charming wood fire pit. Enjoy the many dining options, Hollywood Casino, outdoor adventures, and rich historical exploration right at your fingertips.

Superhost

The outdoor area features a spacious swimming pool surrounded by lounge chairs, with stone pathways leading to a masonry outdoor fireplace. The home is set against a backdrop of lush greenery and hills, complemented by patio seating and landscaped gardens.

Home in Purcellville

4.82 out of 5 average rating, 33 reviews

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

MOUNTAIN MAMA Experience the charm of one of the oldest homes in Loudoun! Built in 1752, this historic home retains the original log/exposed brick walls, wood floors, ceiling beams, and antique stone fireplaces. The home is sited on a hillside with sweeping views of the 66 acre vineyard, which is actively being cultivated for future wine production. Enjoy a glass yourself by the large swimming pool as you take in the sunsets over the vineyard or gather around the outdoor fireplace.

A cozy living space is created with a dark leather sectional sofa and a matching loveseat, complemented by decorative throw pillows. A patterned area rug lies on the carpeted floor, and a circular shelf displays small items. A chalkboard sign is mounted on the wall.

Apartment in Martinsburg

4.6 out of 5 average rating, 5 reviews

Safe upscale unit w/ parking

Spacious (1100 sf) apartment. The living room has high end furnishings. kitchenette . Private bathroom, office area, bedroom:queen bed, reading nook with relaxing swing chair and armoire The dinning area has a bar for your enjoyment. 55” smart tv fast internet/WiFi. Netflix, Amazon Prime, and Hulu are included . New, upscale neighborhood with walking trails, swimming pool and tennis courts. Shared deck/back yard with a gas grill and seating for four. Shared high end washer/dryer.

An aerial view showcases a spacious farmhouse surrounded by a lush, wooded landscape. A tranquil in-ground pool is visible in the backyard, along with a wooden shed. The property features manicured grass, creating a serene atmosphere with ample outdoor space.

Home in Bluemont

5 out of 5 average rating, 3 reviews

Beautiful Farmhouse

Beautiful farmhouse nestled on 6 acres of wooded property overlooking the Shenandoah Valley. 6 bedrooms, 6 full baths and 2 half baths make this the perfect getaway. Main level boasts newly renovated gourmet kitchen, 2 stone hearth fireplaces with electrical inserts, living room and game room. 3rd Floor has separate entrance and full kitchen. Outdoor in ground pool and detached 2 car garage. Side parking area for additional guests and large flat back yard great gatherings.

Top guest favorite

A small table with two chairs is set on a wooden deck, showcasing a bouquet of sunflowers and two glasses of red wine. Lush greenery surrounds the area, with glimpses of open lawn and trees in the background under a bright blue sky.

Loft in Charles Town

4.98 out of 5 average rating, 62 reviews

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way

Quaint and cozy studio apartment nestled on a quiet country lane just outside of Charles Town. Relax with a glass of wine on the private deck, enjoy a s'more at your personal fire pit or cool off in the built-in swimming pool. Keep an eye out for the deer that come to graze early morning and evening on the 3 acre property. Close to all area attractions without all the crowds. The loft apartment is in a separate building from our home, above my stained glass shop.

Guest favorite

An aerial view captures a large swimming pool surrounded by sun loungers and umbrellas. Green trees frame the scene, while campers and vehicles are visible in the surrounding area. The spacious pool area is designed for relaxation and enjoyment during warmer months.

Home in Harpers Ferry

4.91 out of 5 average rating, 175 reviews

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.

Guest favorite

A well-maintained saltwater plunge pool is surrounded by a stone patio, featuring six chaise lounges for relaxation. A shaded dining area with an umbrella is positioned next to a rustic wooden structure, providing a serene ambience amidst lush greenery.

Home in Harpers Ferry

4.97 out of 5 average rating, 202 reviews

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Nestled in the Blue Ridge Mountains of West Virginia, this lovingly restored 1800s farmhouse and barn studio is the perfect blend of historic charm and modern convenience. Relax in our year-round heated saltwater plunge pool. Ideal for groups, the farmhouse is just minutes from hiking trails, vineyards, and breweries. Conveniently located only an hour from Baltimore and DC, and within easy reach of Philadelphia and NYC.