Holiday Rentals in Frederick County

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Featured Holiday Rentals in Frederick County

Living area
Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall

2.0 star property
Old Town Winchester
10.0 out of 10, Exceptional, (2)
"Love the location, availability of parking, and the loft was very comfortable and had everything we needed."
United States
Karen S.
Morocco Loft 2BR overlooking city walking mall
Property grounds
Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City

2.0 star property
Stephens City
The price is €146
includes taxes & fees
24 Nov - 25 Nov
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Fridge, microwave, oven, stovetop
Cameron Grace Brand New 1BR 1BA apt downtown Winchester

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

2.0 star property
Winchester
10.0 out of 10, Exceptional, (4)
"Very enjoyable stay right in historical Winchester. We enjoyed walking to a German restaurant for dinner and rested well. "
United States
Brad E.
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Exterior
Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown

Winchester
9.6 out of 10, Exceptional, (7)
"Friendly owner. Came over when I couldn't start the pilot light on the gas wall heater. A few blocks away from some excellent restaurants in the historic district. It's in a remodeled basement with air ducts so head clearance is limited for tall folk."
United States
Dale
Cozy English Basement Apt quiet but close to downtown
Fridge, microwave, oven, stovetop
The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
Winchester Historic District
6.0 out of 10, (1)
The Stock Exchange downtown 3rd floor studio apt
Fridge, microwave, oven, stovetop
The Little Red Schoolhouse

The Little Red Schoolhouse

Cross Junction
9.8 out of 10, Exceptional, (13)
"We had a great time. Hot tub was nice and house was clean and well put together. Would stay again."
United States
Joshua R.
The price is €201
includes taxes & fees
25 Nov - 26 Nov
The Little Red Schoolhouse
Interior
Rosamond nice downtown studio apt

Rosamond nice downtown studio apt

Winchester Historic District
8.0 out of 10, Very good, (2)
"Small but appropriately priced."
United States
John M.
Rosamond nice downtown studio apt
Fridge, microwave, oven, stovetop
Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites

Winchester
9.6 out of 10, Exceptional, (5)
"Nice house in a good central location. "
United States
Mitchell V.
Cameron Charmer pristine downtown apt with double master suites
3 bedrooms, iron/ironing board, WiFi, bed sheets
Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city

Old Town Winchester
8.8 out of 10, Excellent, (13)
"The apartment has an eclectic layout with great charm. Very clean and perfectly situated to Old Town. "
United States
Heather P.
Nostalgia Lane in the heart of the city
Smart TV, table football
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

Stephens City
9.2 out of 10, Wonderful, (7)
"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "
United States
Maureen W.
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
Fridge, microwave, oven, stovetop
Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard

Old Town Winchester
9.0 out of 10, Wonderful, (2)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
Yellow Submarine trendy basement apt and courtyard
Property grounds
Cozy 2-bedroom condo in charming Stephens City

Cozy 2-bedroom condo in charming Stephens City

Stephens City
9.0 out of 10, Wonderful, (2)
"There was a parking spot. "
United States
Miriam P.
Cozy 2-bedroom condo in charming Stephens City
Terrace/patio
Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt

Old Town Winchester
9.6 out of 10, Exceptional, (4)
"We stayed here overnight after our trip to Shenandoah. House had everything we needed for a peaceful night. "
United States
Subra S.
Scarborough Fair walk to downtown two story apt
Dining
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Old Town Winchester
9.0 out of 10, Wonderful, (6)
"This is a wonderful historic house in Old Town Winchester. The house is a duplex and is very room. It has the charm of a historic house, but modern amenities. It is very comfortable and check-in was extremely easy (we ended up arriving much later than we had planned, but had no problems accessing the house). The location is absolutely perfect, especially if you want to be in walking distance to all of the cute shops, cafes, and restaurants in the area. Our trip was very fast. We were in town...
United States
Wendy W.
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Microwave, oven, stovetop, dishwasher
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Old Town Winchester
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Private kitchen
Cameron Grace Charming loft 1-bedroom apt in downtown Winchester

Cameron Grace Charming loft 1-bedroom apt in downtown Winchester

2.0 star property
Winchester
Cameron Grace Charming loft 1-bedroom apt in downtown Winchester
Smart TV, fireplace, video game console, Netflix
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Front Royal
10.0 out of 10, Exceptional, (6)
"This property is gorgeous! Lovely views, deck, hot tub, open spacious living area, great wood stove. Very well stocked with everything you need for a comfortable stay. Make sure to read the fine print-the third king bedroom doesn’t have walls, just a moveable screen. Not an issue for our group but could be for some. Also the coffee is espresso shot pods, so bring your own coffee pot if that isn’t your thing b"
United States
Lara S.
The price is €491
includes taxes & fees
9 Dec - 10 Dec
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is €95
includes taxes & fees
17 Nov - 18 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
Cabin, 1 Queen Bed, Mountain View
Canal Cabins

Canal Cabins

3.0 star property
Paw Paw
9.6 out of 10, Exceptional, (13)
"Great place for bikers to stay"
United States
mark
The price is €122
includes taxes & fees
12 Nov - 13 Nov
Canal Cabins
Outdoor dining
Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet

Great Cacapon
10.0 out of 10, Exceptional, (11)
"Awesome spot. Highly recommend. "
United States
Gregory M.
The price is €165
includes taxes & fees
12 Nov - 13 Nov
Primitive Cozy Tiny Cabin with Starlink internet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Frederick County Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Breakfast vg. Bowls for cereal kind of small. Bed comfortable but frame sounded like metal banging when changing position."
John 1-night trip
Posted 15 hours ago
Spark by Hilton Winchester

Find out more about Frederick County

Holiday Homes in Frederick County

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