Vacation rentals with a pool in Jefferson County

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Top-rated rentals with a pool in Jefferson County

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The outdoor area features a spacious saltwater pool surrounded by a stone patio. Several lounge chairs are positioned poolside, and a large grass area is visible in the background. A garden is present along the edge of the patio, enhancing the tranquil setting.

Home in Berryville

4.64 out of 5 average rating, 11 reviews

Berryville Bliss

Enjoy your private escape in historic Berryville, VA. Walking distance to Rosemont Manor, restaurants, parks, pickleball courts, and short drive to the Appalachian Trail, breweries, and wineries. Our newly renovated basement apartment offers 2 spacious bedrooms, 1 luxurious bathroom with large shower and Jacuzzi tub, full kitchen, and cozy living room, all with private entrance. Unwind in our saltwater pool and hot tub after exploring the town. *Heated pool and hot tub now open through October*

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, 142 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

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, 547 reviews

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!

Top guest favorite

Home in Knoxville

5 out of 5 average rating, 91 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

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, 79 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.

Superhost

A charming Victorian farmhouse is showcased under a partly cloudy sky. The exterior features a wraparound porch with welcoming seating and blossoming flowers, complemented by the intricate details of the roof and gables. Lush green trees frame the property, enhancing the serene atmosphere.

Home in Harpers Ferry

5 out of 5 average rating, 3 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

4.98 out of 5 average rating, 41 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.

Guest favorite

A spacious living room features wooden walls and vaulted ceilings. A stone fireplace is centrally located, flanked by large windows offering views of the outdoors. Two comfortable sofas face a decorative coffee table, with soft lighting provided by a chandelier overhead.

Cabin in Harpers Ferry

4.92 out of 5 average rating, 36 reviews

Mountaintop Cabin w/ Poolside Sunsets!

MOUNTAIN MAMA VACATION HOMES Trying to decide between dramatic views and a poolside escape? How about both! The pool at this mountaintop cabin is perfectly situated to soak in the 100-mile views over the Shenandoah Valley. Once you've had enough sun, curl up on one of the man porches for a lazy afternoon, or wind down the day at the rock fire pit. When the weather cools you can warm up indoors at the pellet stove in the epic great room. You are going to love this cabin escape!

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.

Top guest favorite

An outdoor pool is surrounded by a spacious deck with lounge chairs. A bright pink float is placed in the water. Lush greenery and distant hills are visible, enhancing the serene atmosphere. The view includes the valley and sky, creating a relaxing setting.

Home in Harpers Ferry

5 out of 5 average rating, 31 reviews

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

Welcome to Riverview Retreat in Harpers Ferry, WV! Come and enjoy our 3bd/2ba home with a hot tub and large pool perfectly situated to soak in the 100-mile views over the Shenandoah River! Centrally located within 15 mins from historic Harpers Ferry; within 1/2 mile of public boat access to the Shenandoah River; 2 miles to Appalachian Trail; less than 15mins to numerous breweries & wineries; 10mins to Hollywood Charles Town Casino. Enjoy all this wonderful area has to offer!

Guest favorite

Home in Harpers Ferry

4.88 out of 5 average rating, 208 reviews

The Historic Booth House at the Harpers Ferry KOA

The Historic Booth 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.

Top 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

4.92 out of 5 average rating, 170 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.