Frederick County Holiday Rentals

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Top Cities in Frederick County

Top Holiday Rentals Destinations in Frederick County

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.
The price is NZ$570
includes taxes & fees
16 Nov - 17 Nov
Morocco Loft 2BR overlooking city walking mall

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

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

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

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
The price is NZ$310
includes taxes & fees
16 Nov - 17 Nov
Cozy English Basement Apt quiet but close to downtown

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

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 NZ$323
includes taxes & fees
18 Nov - 19 Nov
The Little Red Schoolhouse

Rosamond nice downtown studio apt

Winchester Historic District
8.0 out of 10, Very good, (2)
"Small but appropriately priced."
United States
John M.
The price is NZ$341
includes taxes & fees
24 Nov - 25 Nov
Rosamond nice downtown studio apt

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.
The price is NZ$616
includes taxes & fees
16 Nov - 17 Nov
Cameron Charmer pristine downtown apt with double master suites

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

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.
The price is NZ$556
includes taxes & fees
23 Nov - 24 Nov
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

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

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.
The price is NZ$407
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-bedroom condo in charming Stephens City

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.
The price is NZ$693
includes taxes & fees
17 Nov - 18 Nov
Scarborough Fair walk to downtown two story apt

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.
The price is NZ$655
includes taxes & fees
17 Nov - 18 Nov
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

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

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

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 NZ$877
includes taxes & fees
16 Nov - 17 Nov
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

❤️ 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 NZ$187
includes taxes & fees
19 Nov - 20 Nov
❤️ Secluded 1940s Romantic Tiny House on the River

Canal Cabins

3.0 star property
Paw Paw
9.6 out of 10, Exceptional, (13)
"Great place for bikers to stay"
United States
mark
Canal Cabins

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 NZ$330
includes taxes & fees
23 Nov - 24 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

Find out more about Frederick County

Everything you need to know about Frederick County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Frederick County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Frederick County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Frederick County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Frederick County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Frederick County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Frederick County holiday rentals we have selected for you start as low as NZ$187 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Frederick County rentals

At Expedia, we put the best Frederick County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Frederick County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Frederick County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Frederick County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.