Holiday Rentals in Frederick County
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Our top choices for Frederick County holiday rentals
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 CityStephens City
10.0 out of 10, Exceptional, (1)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
Chris F.
The price is €143
includes taxes & fees
1 Jan - 2 Jan 2026
Rosamond nice downtown studio apt
Rosamond nice downtown studio aptWinchester Historic District
8.0 out of 10, Very good, (2)
"Small but appropriately priced."
John M.
The price is €168
includes taxes & fees
1 Jan - 2 Jan 2026
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mallWinchester Historic District
8.6 out of 10, Excellent, (4)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
matthew r.
The price is €199
includes taxes & fees
29 Dec - 30 Dec
Cameron Charmer pristine downtown apt with double master suites
Cameron Charmer pristine downtown apt with double master suitesWinchester
9.4 out of 10, Exceptional, (6)
"Nice house in a good central location. "
Mitchell V.
The price is €306
includes taxes & fees
29 Dec - 30 Dec
The Stock Exchange downtown 3rd floor studio apt
The Stock Exchange downtown 3rd floor studio aptWinchester Historic District
6.0 out of 10, (1)
The price is €172
includes taxes & fees
28 Dec - 29 Dec
The Little Red Schoolhouse
The Little Red SchoolhouseCross Junction
9.8 out of 10, Exceptional, (13)
"We loved the overall school house theme. Very comfortable accommodations! "
Tony Z.
The price is €174
includes taxes & fees
21 Jan - 22 Jan 2026
Nostalgia Lane in the heart of the city
Nostalgia Lane in the heart of the cityOld Town Winchester
9.0 out of 10, Wonderful, (14)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
Tracy F.
The price is €288
includes taxes & fees
28 Dec - 29 Dec
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
WonderClock House downtown vintage duplex w/ porches, steps to Handley LibraryOld Town Winchester
9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
Tricia M.
The price is €325
includes taxes & fees
29 Dec - 30 Dec
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
Hampton Inn Martinsburg
10/10 Excellent
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Holiday Homes in Frederick County
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