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.

1 of 1 pages1 / 1

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

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

4.99 out of 5 average rating, 642 reviews

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

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.

5.0 out of 5 average rating, 111 reviews

Guest favorite

Cabin in Harpers Ferry

Mountaintop Cabin w/ Poolside Sunsets!

MOUNTAIN MAMA VACATION HOMES & CABINS 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!

4.93 out of 5 average rating, 58 reviews

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

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.

4.99 out of 5 average rating, 92 reviews

Top guest favorite

Home in Shenandoah Junction

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.

4.98 out of 5 average rating, 58 reviews

Home in Purcellville

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!

5.0 out of 5 average rating, 4 reviews

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

Historic Farmhouse | Heated Plunge Pool, Billiards

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.

4.96 out of 5 average rating, 221 reviews

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

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.

4.95 out of 5 average rating, 74 reviews

Guest favorite

Home in Harpers Ferry

Riverviews, Sauna, Firepit, GameRm, Wellness, Yoga

Welcome to Emberridge Retreat where calm Blue Ridge surroundings meets Shenandoah River views and space to reset. • Sleeps 10 / 4 Bedrooms: 1 King Ensuite, 1 King Bedroom, 2 twin bed Bedroom, 1 Queen Bedroom, 1 Sleeper Sofa • Wellness: barrel sauna, massage chairs, yoga/meditation space • Outdoor: firepit, deck seating + grill, cornhole • Game Rm, Play Rm, & Movie Rm: PingPong, Arcade, Pool, Basketball • Comm. River Access: Inflatable Kayak, Paddleboard & Tubes • Comm. Pool Access:

5.0 out of 5 average rating, 26 reviews

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

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!

4.99 out of 5 average rating, 78 reviews

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

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!

4.95 out of 5 average rating, 235 reviews

Guest favorite

A spacious outdoor area features a curved in-ground pool surrounded by a stone patio, bordered by a decorative fence. A two-story farmhouse is visible in the background, framed by lush greenery and clear blue skies, creating an inviting setting for relaxation.

Home in Bluemont

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.

5.0 out of 5 average rating, 7 reviews