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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Guest favorite
A covered deck area is furnished with a rust-colored seating arrangement, featuring plush cushions and decorative pillows. A glass-top coffee table is centered on a patterned area rug, with surrounding greenery creating a serene environment.
Apartment in Harpers Ferry
4.94 out of 5 average rating, 151 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.

Guest favorite
The exterior of the farmhouse is showcased at dusk, highlighting the blend of historic and modern architecture. A stone path leads to the welcoming entry, framed by glowing flower pots. The wraparound porch features multiple illuminated windows, reflecting a cozy and inviting ambiance.
Home in Harpers Ferry
4.96 out of 5 average rating, 209 reviews

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Recently named a 2025 Silver Winner for Best Vacation Rental by WV Living magazine, this 1800s farmhouse is full of character and designed for comfort. The highlight is a heated saltwater plunge pool, open year-round, plus outdoor gathering spaces for summer and 3 fireplaces for cozy fall and winter stays. Guests rave about the incredibly comfortable beds! The Harpers Ferry area is a delight in every season, offering hiking, history, shopping, dining, river adventures, wineries and breweries.

Top guest favorite
A spacious solarium features large windows allowing plenty of natural light to fill the room, with views of the surrounding greenery. A comfortable seating area is arranged with a mix of sofas and chairs, complemented by various plants adding a touch of nature. The heated concrete floor enhances comfort in this inviting gathering space.
Home in Knoxville
5 out of 5 average rating, 100 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, 595 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, 83 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 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
4.94 out of 5 average rating, 17 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, 57 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.

Top guest favorite
An aerial view of a spacious log home set amidst verdant landscaping. The fenced-in yard features a sparkling pool surrounded by lounge chairs and an umbrella for shade. The expansive deck is visible, leading to the home, with lush trees framing the serene outdoor space.
Chalet in Purcellville
4.96 out of 5 average rating, 111 reviews

6BR Villa Vinewood Estate & Adventures

Conquer Virginia Wine Country at Vinewood Estate. Experience a 5,500 sq. ft. Montana-style log home nestled on a 10-acre active vineyard. We offer a high-touch, "Ease of Everything" model designed for luxury retreats, weddings, and groups. From our private Estate-Crafted Wine to our bespoke Airstream Vineyard and River Expeditions, we handle the logistics so you can focus on the memories. This is a secluded sanctuary where rugged log-home charm meets Restoration Hardware refinement.

Top guest favorite
The cabin exterior is surrounded by trees, creating a natural setting. A welcoming porch features seating and leads into the interior. Large windows allow natural light to illuminate the space, while a gravel pathway connects the home to the surrounding area.
Cottage in Harpers Ferry
4.95 out of 5 average rating, 227 reviews

Harper's Ferry Tree House/ hot tub / nature/ trees

Cozy cabin in a private community minutes away from downtown Harper's Ferry. This cottage in the trees is situated on a wooded road and has parking for 3vehicles. You'll enjoy a large deck, inflatable hot tub, outdoor fire pit, and gated access to a beautiful picnic area with canoe/kayak/swim spot on east side of Shenandoah River. If you are interested in fishing/boating/tubing/swimming this spot cannot be beat . Ride the commuter train to DC to take in the sites. Enjoy!

Guest favorite
A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.
Home in Harpers Ferry
4.89 out of 5 average rating, 218 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
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
4.99 out of 5 average rating, 71 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.

Superhost
Home in Harpers Ferry
4.71 out of 5 average rating, 7 reviews

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

MOUNTAIN MAMA VACATION HOMES & CABINS 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. Enjoy all this wonderful area has to offer! This is property was previously managed by the homeowner at the following listing where it had 30+ reviews and a 5-star average rating: airbnb.com/rooms/1231120609094874862

Popular amenities for Jefferson County rentals with a pool