Holiday rentals with a pool in Jefferson County

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Top-rated rentals with a pool in Jefferson County

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Home in Berryville

4.67 out of 5 average rating, 12 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 favourite

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 favourite

Cabin in Bluemont

4.99 out of 5 average rating, 548 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!

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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 favourite

Villa in Harpers Ferry

4.99 out of 5 average rating, 80 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.

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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 favourite

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.

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Home in Purcellville

4.81 out of 5 average rating, 32 reviews

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

MOUNTAIN MAMA Experience the charm of one of the oldest homes in Loudoun! Built in 1752, this historic home retains the original log/exposed brick walls, wood floors, ceiling beams, and antique stone fireplaces. The home is sited on a hillside with sweeping views of the 66 acre vineyard, which is actively being cultivated for future wine production. Enjoy a glass yourself by the large swimming pool as you take in the sunsets over the vineyard or gather around the outdoor fireplace.

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.

Guest favourite

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 favourite

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.

Guest favourite

Home in Harpers Ferry

4.98 out of 5 average rating, 201 reviews

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Nestled in the Blue Ridge Mountains of West Virginia, this lovingly restored 1800s farmhouse and barn studio is the perfect blend of historic charm and modern convenience. Relax in our year-round heated saltwater plunge pool. Ideal for groups, the farmhouse is just minutes from hiking trails, vineyards, and breweries. Conveniently located only an hour from Baltimore and DC, and within easy reach of Philadelphia and NYC.