Townhouse holiday rentals in Berkeley County

Falling Waters Retreat l Free Parking + Sleeps 4-6

This spacious 3 level, 3-bedroom, 2.5-bath home is perfect for families or small groups. Enjoy a fully equipped kitchen, cozy living space, self check-in, scenic deck, WFH desk with fast wifi, professionally cleaned, & a private backyard—ideal for unwinding. Conveniently located minutes from hiking trails, famous wineries, the Potomac River, and just a short drive to Martinsburg. Quiet, clean, and comfortable—your home away from home awaits! Contact us for seasonal/long-term stay discounts!!!

Hub-City Townhome

Indulge in a worry-free stay at our spacious house. We boast two large rooms, each equipped with a comfortable queen-sized bed. Our location offers proximity to various shopping centers and a mere 10-minute walk to Hagerstown's lively downtown area. Our accommodation is a mere 4-minute walk to Meritus baseball field, where you can witness breathtaking fireworks shows on firework nights. For those seeking activities, our location is conveniently surrounded by several parks ideal for hiking.

The Travelers Chill

Pristine, Pet Friendly, and Perfectly situated just minutes from I-81 and Rt. 9 for traveling military, government workers, nurses, corporate trainees/executives, or drop by to enjoy the wild, wonderful out door activities and historic Berkeley and Jefferson County. Building a home & need temporary living? We offer extended stays. Small community with designated parking and located about 1 mile from MRB Regional Airport & approx. 5 miles from VA medical center & Berkeley Medical Center.

Classy Chic w/KING Near I-70, Restaurants, Meritus

Please come and enjoy "Classy Chic" for a "Home-Away-from-Home" experience! Enjoy: Billiards LARGE fully equipped kitchen Large screen, smart TV in Bdrm #3 Large dining room Huge deck w/ BBQ Short walk/drive to MANY markets and restaurants and other amenities! PLUS: - 1.2 mls to Meritus Hospital - 1.7 mls to hwy 70 - 2.7 mls to Hagerstown Community College Enjoy all the creature comforts of home. Work, play, relax, repeat! As SUPERHOSTS, we are confident you will enjoy our home!

Darling Duplex

*NO cleaning fees in 2025!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •Multiple bathrooms and beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

Wine Country Townhouse

Great location! Downtown Purcellville. Two minutes from Great Shopping, Sites, Restaurants, and Groceries: Harris Teeter, Giant, Walgreens, Start of the W&OD Bike Trail, Patrick Henry College, Purcellville Pub, Catoctin Creek Distilling Company, and Magnolias at the Mill. Twelve minutes from Leesburg. Minutes from a vast array of Wineries and Breweries in Western Loudoun.

The Dandy Daffodil

Located in Martinsburg West Virginia, a small historic town in Berekely County, in the lower Shenandoah Valley. An easy travel to several breweries, wineries, outdoor activities such as hiking, rafting and tubing. Located close to Whitetail Ski Resort and 4 beautiful golf courses within 20 minutes. HD-TV in living room with a complete streaming package Free Hi-Speed Wi-Fi

1800's Charm, Dogs OK, Great Location, Parking

Everyone loves our convenient parking and cozy charm. Welcome to Rose Trellis - BellaRosa, your romantic retreat in the heart of Harpers Ferry! Set in a beautifully restored historic brick home, blends modern comfort with timeless charm. Gourmet coffee station to jumpstart your mornings Romantic canopy bed Free off-street parking Gigabit WiFi