Apartment vacation rentals in Winchester

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Top-rated apartment rentals in Winchester

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Guest favorite

A compact kitchen area features modern appliances, including a microwave and small refrigerator, along with a sink. Two stylish bar stools are positioned at a countertop. The space opens into a well-lit living area, with the bedroom visible in the background.

Apartment in Downtown Frederick

4.93 out of 5 average rating, 102 reviews

Charming Historic Downtown Apartment…The Fox’s Den

Guests will love this beautifully renovated downtown apartment, which features all the modern amenities while retaining its historic charm! Over 1,650 square feet of living area and a large outdoor deck off the master bedroom to enjoy in the warmer months. Walking distance to the wonderful downtown Frederick shops and restaurants and the award winning Carroll Creek Linear Park (don't miss the holiday-themed boats during the winter months) and only a short drive to hiking, parks and wineries!

Guest favorite

Apartment in Harrisonburg

4.91 out of 5 average rating, 740 reviews

Restful Hilltop Apartment: No cleaning fees!

Our place is close to Family-friendly activities, art and culture, restaurants and dining, the mountains with scenic views and stimulating hiking trails, caverns and caves, the Shenandoah River, historical centers, parks. You’ll love our place because of the friendly people, the backyard with ponds and patios, the quiet neighborhood, the comfortable beds, the close proximity to town, and hilltop views. Our place is good for couples, solo adventurers, business travelers and families (with kids).

Top guest favorite

A comfortable seating area features a gray sofa positioned against exposed brick walls. A tan upholstered bench serves as a coffee table in front of the couch, while a light accent lamp provides illumination. Hardwood floors add warmth to the space.

Apartment in Winchester

5 out of 5 average rating, 202 reviews

Old Town Loft In Highly Desirable Area Downtown

Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

Top guest favorite

A cozy living area features two light brown sofas adorned with colorful throw pillows. A glass-top coffee table is centered between them. Sunlight filters through the large windows, which are framed by light-colored curtains, creating a bright and inviting space.

Apartment in Winchester

4.97 out of 5 average rating, 272 reviews

Downtowner

No hassle parking on premises and a private entrance. The "Downtowner" is a 1920's era restored home in a quiet residential section of Winchester's Historic District and just a short stroll to the downtown "pedestrian only" walking mall with restaurants, cafes, and shops. Clean and spacious, the apartment is complete with bed linens, towels, etc. and stocked with water in the fridge as well as a Keurig with coffee options, tea, hot chocolate, etc...Xfinity HDTV with voice remote control.

Guest favorite

A cozy living area features a blue sofa accentuated with decorative pillows and a glass coffee table. Natural light enters through two windowpanes, illuminating a colorful area rug that adds warmth. A subtle lamp stands beside the sofa, providing additional light for relaxation.

Apartment in Shepherdstown

4.96 out of 5 average rating, 137 reviews

Downtown Modern 2BR step from dining and shopping

Welcome to a modern and conveniently located two-bedroom apartment in the heart of Shepherdstown. Whether you're planning a weekend getaway or visiting the university, this apartment offers a perfect escape for your trip. Inside, you'll find a thoughtfully designed space with a coffee bar, a cozy living room, a versatile work/play room, high-speed internet, and a state-of-the-art kitchen. Explore downtown and discover a wide variety of dining options, shopping, and recreation activities.

Guest favorite

A cozy living room features a modern gray couch and a dark accent wall decorated with two framed art pieces. A light area rug adds warmth to the wooden floor. Natural light filters through sheer curtains on a window, and a coffee table sits in front of the couch.

Apartment in Shepherdstown

4.94 out of 5 average rating, 321 reviews

1 Bedroom Apt in Historic Downtown Shepherdstown

Live like a local in our newly renovated, one-bedroom apartment in the heart of downtown Shepherdstown. Comfortably blending modern conveniences with historic charm, the 2nd floor apartment – which features space for no more than 3 guests – is located in a 100-year-old building directly behind Shepherd University's campus on German Street. Walk to the town’s restaurants, shops, and the university during Theater season, sporting events, or graduation. Comes with one free parking space

Superhost

A cozy living room is showcased with a gray sofa adorned with patterned throw pillows. Two lamps with decorative bases provide warm lighting on either side, complemented by a wooden coffee table positioned in the center. A rug adds texture to the space.

Apartment in Berkeley Springs

4.88 out of 5 average rating, 107 reviews

1 Bedroom Apartment in Downtown Berkeley Springs

LOCATION! Enjoy easy access to everything from this perfectly located second floor apartment. This cozy apartment is a wonderful home away from home featuring many amenities. Separate Bedroom with Queen bed and walk-in closet Living Room with loveseat, chair, tv, end tables, coffee table, sofa table Free parking WiFi Full Kitchen with appliances, dishes, utensils, pots and pans Keurig Coffee Toaster Table and Chairs Bath with Single shower Washer and Dryer Small Porch Sitting Area

Top guest favorite

A cozy seating area is presented with a gray sofa adorned with decorative pillows. A pair of wooden, round side tables sits in front, displaying magazines. The room features a soft area rug and a decorative fireplace with black and white tile details.

Apartment in Shepherdstown

4.95 out of 5 average rating, 345 reviews

Downtown: Explore Shepherdstown from cozy 1br apartment

Welcome to our cozy and modern one-bedroom apartment, located just steps away from history, dining options, the beautiful outdoors, and Shepherd University campus! You'll enjoy the convenience of being right on the street while still having a peaceful and private escape from the downtown hustle and bustle. Nestled in downtown Shepherdstown, easily explore downtown, while also being a short walk away from the Potomac River.

Guest favorite

A modern living area is shown with soft gray walls and large windows allowing natural light to illuminate the space. A dark gray sofa is positioned next to a sleek black coffee table with a small plant and notepad. A floor lamp and an armchair complete the inviting setting.

Apartment in Cumberland

4.98 out of 5 average rating, 220 reviews

Allegheny Suite in Corner Tavern Residences

Nestled above Corner Tavern & Cafe in historic downtown, this newly renovated modern apartment supplies you with all the comforts of home in a tasteful design. Our location provides all the benefits of a night out of town, located in historic downtown, above a tavern & cafe, you'll find food, drink & maybe even music in a few short steps from your apartment.

Superhost

A welcoming living area is furnished with a sectional sofa featuring decorative pillows. A patterned area rug complements the space, while a framed wall art piece reading 'home' adds a personal touch. Natural light fills the room through the hallway, enhancing the neutral tones.

Apartment in Rockwood

4.89 out of 5 average rating, 510 reviews

Taking reservations *Newly Renovated* GORGEOUS!

This newly renovated apartment is situated in Rockwood's town center. It has a kitchen to please any chef and the perfect layout to relax and unwind. You may be in town from biking the Great Allegheny Passageway, Skiing at Seven Springs/Hidden Valley, Touring Flight 93, or maybe just to visit family. We can't wait for you to stay here!

Guest favorite

A comfortable living area features a dark sofa with decorative cushions, a light-colored coffee table, and a TV stand with storage. Wall art depicting trees adorns the turquoise walls, and a ceiling fan provides air circulation, adding to the room's inviting feel.

Apartment in Woodstock

4.87 out of 5 average rating, 568 reviews

Heart of Town-Pet Friendly

This apartment is in a older home located in heart of town. Walking distance to Resturants, Brewhouse, Shops, Theatre, and town events, Location is great. I have my business in this house on lower level. The apartment has it's own entrance. It has 3 rooms and a bath. I love this house and want to share it. Think you will love it too.

Guest favorite

A cozy living area features a white sofa and a beige armchair, creating a comfortable seating arrangement. A light-colored coffee table is positioned in front, while an air conditioning unit is mounted in the window, providing cooling options.

Apartment in Front Royal

4.92 out of 5 average rating, 124 reviews

Private apartment near center city

Second floor Apt has one bedrm The one bedrm is a Queen Bed , full kitchen, living room, 65 inch tv, free WiFi, four TVs and private enclosed screen porch, No smoking. Window A/C units. Apt is 800 sq ft. I'm onsite down stairs usually working. Pets under 45 pounds only. will provide crate for fur baby’s. Only two small pets