Vacation rentals with a pool in Jefferson County

Find and book unique homes with a pool on Airbnb

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
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, 640 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 acre with access to wooded a trail leads to 5 small 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 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
5.0 out of 5 average rating, 110 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, 92 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.

Top guest favorite
Home in Shenandoah Junction
4.98 out of 5 average rating, 58 reviews

Queen Bees Honey Hive

Welcome to Queen Bee’s Honey Hive! Step inside our whole-house retreat designed to make you feel right at home. Enjoy fresh, professionally laundered linens with every stay, thoughtful amenities throughout, and plenty of special touches. POOL IS seasonal! WAIVER OF LIABILITY: By booking this property, guests acknowledge and agree to release the hosts and property owners from liability for any injuries, accidents, losses, or damages that may occur during their stay, regardless of cause.

Home in Purcellville
5.0 out of 5 average rating, 3 reviews

Historic DC Wine Country: 10 Acres, Private Pool

Converted 1812 Tavern | 2,800 Sq Ft | Bozzo Family Vineyards Next Door Surround yourself with rolling hills and rich history when you retreat to this inviting Purcellville vacation rental. After sipping drinks at nearby wineries, exploring Harpers Ferry, or visiting the Hollywood Casino at Charles Town Races, enjoy a refreshing dip in the private pool. Staying inside? This home also features a light-filled sunroom and an original 1700s cabin. Book this premium countryside getaway today!

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
4.94 out of 5 average rating, 72 reviews

Cozy Pool & Hot Tub Retreat by Casino

Splash, soak, repeat. A private 2BR/2BA retreat just over a mile from Hollywood Casino, with a fenced backyard built for downtime: heated saltwater pool (May–October), year-round Cal Spa hot tub, gas grill, smokeless gas fire pit, and a wood fire pit for real campfire nights. Two queen bedrooms, two full baths, full kitchen, laundry, WiFi, smart TV, and towels provided. Parking for four-plus cars. Harpers Ferry, Shepherdstown, and Antietam are all a short drive. Just bring a swimsuit.

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 area is presented, featuring a clear blue inground pool surrounded by a spacious patio. Several tables with umbrellas offer shaded seating, and lounge chairs are positioned nearby. A peaceful ambiance is created by lush greenery bordering the area.
Home in Harpers Ferry
4.99 out of 5 average rating, 77 reviews

Harpers Ferry House w/Pool &HotTub in Wooded Oasis

Bordering state forest, this beautiful in-town four bedroom home with inground pool and hot tub is perfect for a relaxing family and friends getaway. The house itself is fully equipped for cooking, playing games or relaxing with a book with multiple spots to hang out and rest. At the same time, the property is just minutes to boutiques, restaurants, museums, historic sites, rafting, ziplining, breweries, wineries, the casino and much more. Come to this Harpers home and unwind!

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, 235 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!

Top 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, 235 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, 92 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
4.78 out of 5 average rating, 18 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