Frederick Area Rentals
- From $126 per night (USD)
VRBO
Yellow Submarine trendy basement apt w\/courtyard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Are you ready to come and enjoy the beautiful downtown of Winchester ... this hip walk out basement apartment is just st ...
From $126 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Eagles Dwelling GORE, VA Welcome to Eagles Dwelling, a four season mountain retreat. Each season has something special ...
From $675 per night (USD)Expedia
- Click For Pricing
Expedia
Majestic Mountain Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spectacular 100 mile panoramic view from the top of Big Bear Mountain. This well appointed cabin has an open floor plan ...
Click For PricingExpedia
- From $95 per night (USD)
Expedia
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Dudley at Half Moon. The name reflects our grandfather who built the cabin and aptly describes the face ...
From $95 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Catlett Gap Historic Homestead
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
The Catlett Gap Homestead is nestled in a valley approximately half way between Winchester VA, and Berkley Springs WVA. ...
From $158 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Colonial Getaway near Old Town Historic Winchester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated colonial style home. Enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms with 4 bed ...
From $128 per night (USD)Expedia
- Click For Pricing
VRBO
ANS Inn has clean, spacious rooms located on 5 acres with little traffic.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
ANS Inn and Suites is a hotel with large, clean rooms. Each room offers a kitchenette which includes a 2-burner stove t ...
Click For PricingVRBO
- From $99 per night (USD)
Expedia
City Charmer near Historic OldTown Winchester.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Renovated 1950's cottage style home. Enjoy a small house with a great front porch and a large backyard with patio. Just ...
From $99 per night (USD)Expedia
- From $189 per night (USD)
VRBO
The Little Red Schoolhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming vintage-inspired one-bedroom red schoolhouse! This unique and thoughtfully renovated property wi ...
From $189 per night (USD)VRBO
- From $59 per night (USD)
VRBO
Guest Room with King Bed for Rent
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
My spare bedroom is fully furnished with a King Bed and for rent in the suburb of Winchester. I will only consider singl ...
From $59 per night (USD)VRBO
- Click For Pricing
VRBO
Clean, neat, peace and quiet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
When staying at APM Inn and Suites you will have a choice of a comfy couch, and/or a spacious desk. You will have a bath ...
Click For PricingVRBO
- From $238 per night (USD)
VRBO
19th Century Renovated Church Building. A spacious sanctuary retreat.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Rest and unwind with your family or friends at the Sanctuary. We designed this space with gathering and connection in mi ...
From $238 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Charming 2bdr Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Peaceful and centrally-located 2bd apt. Full kitchen, large backyard and firepit. Excellent proximity to front royal and ...
From $86 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Richard's Fruit Market farm house.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Grab your favorite snack and bottle of wine, sit at the front and enjoy a beautiful mountain view to start enjoy your ho ...
From $150 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Scarborough Fair walk to downtown two story apt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Come to downtown Winchester get the true feel of the city. Walk to beautiful Handley Library, take a stroll to the walki ...
From $222 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Nostalgia Lane in the heart of the city
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to downtown Winchester and the beautiful Nostalgia Lane. Your apartment is located on the second floor in a vint ...
From $184 per night (USD)Expedia
- From $205 per night (USD)
VRBO
WonderClock House downtown vintage duplex w\/ porches, steps to Handley Library
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come make memories together in downtown Winchester ! You will love the WonderClock house, a vintage duplex just steps fr ...
From $205 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Cameron Charmer pristine downtown apt with double master suites
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Take a step into pure luxury in this newly renovated 1930's charmer in up and coming downtown area of Winchester. Owners ...
From $198 per night (USD)Expedia
- Click For Pricing
Expedia
Newly On Market- Stunning Hilltop Views w\/ Saltwater Infinity Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to LionsGate, your serene mountaintop escape from the hustle and bustle of everyday life! LionsGate is 5800 sq f ...
Click For PricingExpedia
- From $175 per night (USD)
Expedia
The Overlook
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Cozy up and get away to our tranquil A framed Cabin we affectionately call The Overlook; where you'll enjoy a 360-degree ...
From $175 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Just around the corner from the Old Town Walking Mall
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Clifford House is ideally located for all of your needs. Close to Shenandoah University, many National and State Pa ...
From $175 per night (USD)VRBO
- From $150 per night (USD)
VRBO
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make some memories at this unique and family-friendly place. Welcome to our enchanting 62-acre he farm retreat in Winche ...
From $150 per night (USD)VRBO
- Click For Pricing
VRBO
Modern Upscale Home, Historic Downtown Winchester
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience all the charm that downtown Winchester has to offer in this Old Town historic district home with modern flair ...
Click For PricingVRBO
- From $60 per night (USD)
Expedia
Lofts for weekly rentals! 2 miles from historic downtown.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Individual loft apartments with front patios. Walk in to a living area and connected kitchenette with refrigerator. We ...
From $60 per night (USD)Expedia
- From $202 per night (USD)
VRBO
The Farm House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
12 acres of pure country bliss! Watch the cattle graze as you disconnect and recharge your soul. Enjoy a hike on the pro ...
From $202 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Modern 3BR Country Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our home in a quaint country village, only 90 minutes west of Washington, DC. Our cottage is the best of both ...
From $254 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
4WD/AWD REQUIRED!! This newly constructed cabin is extremely secluded and has unbelievable views of the Shenandoah Valle ...
From $183 per night (USD)VRBO
- From $70 per night (USD)
Expedia
Stunning Basment Studio 10 min away from Shanndoah University
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Calm English walkout basement with a lot of space. With Stove,Microwave, kitchenette and refrigerator, Bunn coffee maker ...
From $70 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Mountain top getaway with the best view ever!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain top getaway! A cozy two bedroom house on the top of a majestic mountain with picturesque views that you will fa ...
From $150 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Indigo Blue modern open vibe on tree lined street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come stay in this lovely spacious downtown home. You will feel right at ease and enjoy its open mid century modern style ...
From $210 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Spacious home, near medical center, Winchester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious home, desirable neighborhood, two minutes from the medical Center in Winchester. Three bedroom 2 1/2 bath, hous ...
From $130 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Modern Townhome within walking distance of Old Town Winchester and attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This modern townhome in the heart of Winchester has all the comforts of home with 3 bedrooms, 2 full baths, and a full-s ...
From $149 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Cozy Mountain Retreat with Pickle-ball Court. Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to this private mountain cabin nestled in the heart of Cross Junction, VA. Surrounded by lush forests and breatht ...
From $199 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy Apartment located on our 5-acre property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Apartment in Winchester, pet friendly! We live on 5 acres nestled in our own little piece of heaven, located in Shenando ...
Click For PricingExpedia
- Click For Pricing
VRBO
Springdale Mill Farmhouse with Spa House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Come and enjoy a taste of Winchester's history. Stay at one of the original settlement homes in Frederick County. Built ...
Click For PricingVRBO
- From $500 per night (USD)
Expedia
Furnished Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Brookfield Corporate Apartments are furnished and have everything necessary for the traveling worker. Direct TV, Free W ...
From $500 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Lake House w\/2 huge decks\/2 sunrooms\/shower panel w\/6 modes\/beach nearby\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
This charming lake house is the perfect place to relax and unwind. Located in the scenic Shawneeland, away from the busy ...
From $395 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Stunning Gore Vacation Rental on 10 Acres of Land!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the rolling hills of the Allegheny Mountains and boasting panoramic views of Gore's sprawling countryside, th ...
From $206 per night (USD)Expedia
- From $65 per night (USD)
VRBO
Escape to The Bird's Nest, a charming tiny home nestled on a sprawling 62-acre farm
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Escape to The Bird's Nest, a charming tiny home nestled on a sprawling 62-acre farm. Immerse yourself in nature! Come en ...
From $65 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Easy to find, easy to book hotel in Middletown !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ourroom is an easy stop on the road, offering friendly service and standard amenities that can help you make the most of ...
From $99 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Our new modern facility that focuses on your real world needs.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our rooms feature wireless high speed internet access, microwave, refrigerator, 49 inch HD TVs. All of our guest rooms h ...
From $168 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Historic District Downtown Winchester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A spacious and well appointed private apartment in the historic center of Old Town Winchester. This tastefully decorated ...
From $188 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Canaan Springs Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Tranquil farmhouse located on 107 acres of farm land. Watch the sunset between the pass from our porch ...
From $249 per night (USD)VRBO
- Click For Pricing
VRBO
Historic District Gem - 4 Bed Charm in Winchester
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
• A spacious living room for quality time with your loved ones. • A private office area for remote work or a quiet retre ...
Click For PricingVRBO
- From $157 per night (USD)
VRBO
Kona's Cozy Cabin — King Bed, Fireplace, Pet Friendly, Near Hiking and Wineries
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Kona's cozy cabin offers an escape from the hustle and bustle while providing on-site amenities and all the comforts of ...
From $157 per night (USD)VRBO
- Click For Pricing
VRBO
Quiet Master Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet Master Bedroom in Historic Stephen's city.2min away from I 81, rout 66 , route 37,11..Only 15 min away from Winche ...
Click For PricingVRBO
- From $79 per night (USD)
VRBO
The Queen of Winchester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
Renovated New York City Style Apartment with 2 Bedrooms, Full Office and Upper Level Deck Terrace. Conveniently located ...
From $79 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Large Glamper w\/ Hot Tub and full bathroom-sleep 6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A tale of two lovebirds... The Ginger (lovingly named after me) is a special part of our love story. Our hope is that yo ...
From $199 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Chester at Half Moon. The name honors our father who provided the privilege of sharing this land and apt ...
From $98 per night (USD)VRBO
- From $588 per night (USD)
VRBO
Golf~WI-FI~Views~EV Charger~Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Monte Vista Luxury Mountain Escape, where nature meets opulence in perfect harmony. Privately placed on 33 ac ...
From $588 per night (USD)VRBO
- Click For Pricing
VRBO
Mountain View Reliance Retreat between Middletown and Front Royal
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Mountainview Post in the heart of the Shenandoah Valley! Our luxurious space is inviting and tranquil. Wh ...
Click For PricingVRBO
- From $330 per night (USD)
VRBO
Emerald in Berkeley Springs, WV
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Our beautifully appointed, newly constructed woodland sanctuary is perfect for star-gazing, bird watching or any type of ...
From $330 per night (USD)VRBO
- From $597 per night (USD)
VRBO
Have it All, Pool with Hot Tub and Secluded Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to Cloud Nine of the Shenandoah. The ultimate place to unwind and relax — a beautiful, newly remodeled farm hous ...
From $597 per night (USD)VRBO
- From $244 per night (USD)
Expedia
A Peaceful Retreat Nestled in the Woods - Fast Wi-Fi, Grill, Deck, & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Nest is a secluded chalet-style cabin tucked into the tree-lined mountains of Berkeley’s County, WV, offering advent ...
From $244 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Mountain View Cottage @ 66-acre Horse Farm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Forget your worries in this spacious and serene space. Kick back & relax on our spacious wrap-around porch overlooking o ...
From $305 per night (USD)VRBO
- From $104 per night (USD)
Expedia
Cozy Home in Star Tannery w\/ Private Backyard!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the beauty of nature’s bounty from this vacation rental in Star Tannery, VA! With local hiking trails at your fing ...
From $104 per night (USD)Expedia
- Click For Pricing
VRBO
Strasburg Cabin Hideaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About this space Over 100 year old, renovated cabin. Peaceful cabin getaway. Pet friendly, grill and hot tub! Approximat ...
Click For PricingVRBO
- From $169 per night (USD)
Expedia
Perfect Berkeley Springs Retreat by Cacapon Park!\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the very best of Berkeley Springs from the comfort & convenience of this perfect private retreat! Ideally situa ...
From $169 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Spacious Cabin on Cedar Creek, Shenandoah's hidden getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Spacious Cabin on Cedar Creek - Make memories at Shenandoah's best hidden getaway! Ideas for your Cabin Experience... ...
From $190 per night (USD)VRBO