Holiday rentals with a pool in Jefferson County

Riverviews, Sauna, Firepit, GameRm, Wellness, Yoga

Welcome to Emberridge Retreat where calm Blue Ridge surroundings meets Shenandoah River views and space to truly 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 Zone: pool table, ping pong, arcade games, basketball • Movie Room: oversized screen + poker/game table • Play Room: Rock climbing wall, chalk wall

Blarney:Indoor Pool, Best River & Mountain View WV

✨Escape to a spectacular view of Harpers Ferry gap located conveniently near historic Harpers Ferry on 11 acres. Enjoy an all year indoor pool and fire pit overlooking the Potomac and mountains of three states. 📍We're just minutes to great hiking trails as well as wineries, breweries, the casino, boutiques, restaurants, museums, historic sites, rafting, ziplining and much more. ✔️Please read entire listing details and house rules and discuss any special requests with the owners before booking

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.

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.

Vineyard View Chalet

Heated Pool! GIANT hot tub, Fireplace with towering stone hearth, private room layout, exquisite master bath with dual soaking tub and Japanese toilet. Peaceful and secluded log home with sweeping views of the vineyard and ridgeline. Relax by the pool, prepare gourmet meals in the well-equipped kitchen and on the deck (pellet smoker and blacktop w/ air fryer). Expansive living areas flooded with light and a lower lvl rec area with a 100" 4k projector, shuffleboard, skeeball, darts, poker.

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

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.

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⚡️

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.

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!

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.

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.