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Compare 93 Vacation Homes in New Windsor with updated reviews, rates, and availability.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (98)
"The house worked out very well for our stay. The location was perfect to Market Street and all the shops."
The price is SAR 525
SAR 1,177 total
includes taxes & fees
6 Oct - 7 Oct
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Cheerful 2BR/1.5 Bath townhouse w/ free private parking in Downtown Frederick
9.8 out of 10, Exceptional, (6)
"Cool house thats been renovated. It was a great location, especially during the In the Street festival. Kind of disappointed that there was no office nook as pictured and described. Had an issue with parking but was resolved by host. "
Cheerful 2BR/1.5 Bath townhouse w/ free private parking in Downtown Frederick
Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (3)
"Beautiful home in a new neighborhood. Host was very helpful and quick to answer questions! Close to downtown. Would definitely stay again!"
The price is SAR 694
SAR 1,638 total
includes taxes & fees
30 Sep - 1 Oct
Newly constructed 6 bedroom home
Gorgeous 1840 Log Cabin- Downtown
10.0 out of 10, Exceptional, (115)
"Amazing 1840’s fully-renovated log cabin in downtown Frederick! We loved everything about it. The owner has thought of every last detail you would need for a getaway. The location is within walking distance or a short drive to the best in Frederick, right around the corner from Market Street, full of shops, restaurants & venues. The kitchen is fully equipped, the beds are all comfortable and the layout works perfectly. The owner is quick to respond and great to deal with. Highly recommend...
Gorgeous 1840 Log Cabin- Downtown
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (46)
"Girls trip for 1 night. Slept 5 comfortably. 10 min walk to bars and entry/arrival was fine. Asked twice to arrive early to decorate for the occasion and got no responses. Baseboards and walls need to be wiped down. Some areas smelled strong of bleach. Place is decorated cute and very modern. Had to circle around to locate alley we were allowed 1 car in (1 additional car permitted in grass/mud) and it’s tight but fine. "
The price is SAR 675
SAR 1,268 total
includes taxes & fees
1 Oct - 2 Oct
*Luxury Condo In Downtown Frederick*
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
9.8 out of 10, Exceptional, (43)
"Needed a place close to Zigbone Farm and this little cutie fit the bill! The outside needed some repair but the inside was just perfect! Fit 7-8 people comfortably!"
The price is SAR 1,500
SAR 2,356 total
includes taxes & fees
29 Sep - 30 Sep
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Historic Bucher House with central location to Gettysburg and Lancaster Amish
9.8 out of 10, Exceptional, (59)
"We enjoyed our 2 night stay during a cousins reunion in Gettysburg. Hanover is a quick drive and having a big home and a nice yard was a nice change from staying at a hotel. We invited our cousins to come visit in the afternoon following a guided tour of the battlefields. Our family enjoyed being in a historic home from the same era."
Historic Bucher House with central location to Gettysburg and Lancaster Amish
Logan's House - convenient, clean, comfortable & safe. Free EV charger onsite!
10.0 out of 10, Exceptional, (1)
"We were supposed to close on a house that got delayed and needed to find somewhere to stay. Logan's House what exactly what we needed. The beds are super comfortable and the pet art work made us smile. So grateful for these hosts and having a safe place to get us through a tough time! "
The price is SAR 593
SAR 1,265 total
includes taxes & fees
30 Sep - 1 Oct
Logan's House - convenient, clean, comfortable & safe. Free EV charger onsite!
Cozy Peaceful Basement Cabin Vibes
10.0 out of 10, Exceptional, (4)
"We stayed here for one night on the way back during a road trip and it was nice! We were a little concerned at first staying in the basement of a house where there were other tenants on the top floor, but ultimately there weren't many disturbances and no one came down to bother us either despite being on the louder side at times. They also supply water and some small goodies which was nice, just took a bit to get used to. Great place if you need to stay a night."
The price is SAR 938
SAR 1,360 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Peaceful Basement Cabin Vibes
Farmhouse on River, 12 Miles to Liberty Mountain
9.8 out of 10, Exceptional, (40)
"We were very pleased with the area and the house. There was plenty of room for more than 8 people and we had 8. My only little complaints would be the old spices in the drawers (expired 2012), the small amount of dirt in the fireplace areas, and the low amount of time for hot water use during showers. All of these are easily over looked by the beauty of the views and of the spacious stone home. Our children loved the "hidden" bedroom upstairs and being able to run around and play hide and seek...
Farmhouse on River, 12 Miles to Liberty Mountain
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
10.0 out of 10, Exceptional, (55)
"We were looking for a central location to allow a walking weekend of downtown Frederick. The homes' location allowed us to walk over to the train station and then to Carroll Creek Parkway in minutes. All the main roads easily accessible to explore museums, visitors center, shops, arts and restaurants. The home was immaculate, fully accessorized and Danny, the host, was available for all questions or assistance."
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Private Guest House - Please note does NOT sleeps 30
6.8 out of 10, (3)
"The interior overall was nice. However, there were dead lady bugs near most windows. The TVs were all on when we arrived. The TV in the King bed room didn't have a remote. The "curtains" in that bedroom are sheer, and the room faces the street, with a bright street light. There was no top sheet on the bed. The bathroom had no mirror (just a note saying a new one was coming). The sink is right up against the door, so you cannot use the mat and change the position of the door, you have to remove...
Private Guest House - Please note does NOT sleeps 30
Pet-Friendly Retreat on a Horse Breeding Farm!
9.4 out of 10, Exceptional, (19)
"The place was great. Located near Westminster and Linganore Winery. Scenic roads and historic old homes in the local area. Jennifer was very helpful as were the horse owners we met there."
Pet-Friendly Retreat on a Horse Breeding Farm!
The Madison
10.0 out of 10, Exceptional, (22)
"A friend & I enjoyed a fabulous weekend in beautiful Frederick. The Madison is an absolutely wonderful place to stay! It’s impeccably clean, located in a friendly & quiet neighborhood, bright interior, quality beds & bathrooms, nice outdoor space in back garden. Communication with owner was incredibly responsive. I highly recommend this property and would stay here again!"
The Madison
CASA BLANCA
9.0 out of 10, Wonderful, (4)
"Excellent, clean, handicap accessible home with everything you need right where you are. Wheelchair friendly, baby friendly, toddler friendly, kid friendly, adult friendly! We thoroughly enjoyed our stay and will definitely be coming back. On site pool, fire pit, play areas, lots of beautiful wildlife, etc. Host answered everything immediately and was so kind and helpful throughout booking and stay."
CASA BLANCA
Historical Thurmont Escape w/ Furnished Deck!
9.2 out of 10, Wonderful, (12)
"I spent a wonderful few days in the Catoctin Mountain area, hiking and learning about the local history. The house is really unique and full of rich history. Be ready for some basic furniture, but get immersed into the theme of the property. Elizabeth was extremely responsive and helpful. I definitely recommend a stay here!"
Historical Thurmont Escape w/ Furnished Deck!
Upscale Country Home w/ Fire Pit in Taneytown!
10.0 out of 10, Exceptional, (18)
"We enjoyed our stay in this gorgeous farmhouse with character AND all the modern amenities/updates. The catch and release pond was fun and we spotted lots of wildlife (eagles, turkeys, deer, and more). The location was peaceful and remote, yet it was a short drive to Gettysburg. Great all around!"
Upscale Country Home w/ Fire Pit in Taneytown!
Spacious home with enclosed yard, deck, children's items, full kitchen, & W/D
8.6 out of 10, Excellent, (4)
"This property is very large and welcomed us as a family of 12. The kitchen is stocked excellent! The owner was very nice to deal with and was very accommodating. The location is very close to town, which was great. I recommend this property to a large family as the home is larger than the photos suggest."
Spacious home with enclosed yard, deck, children's items, full kitchen, & W/D
Chic, pets, walk to downtown
10.0 out of 10, Exceptional, (8)
"Very clean and super cute. The backyard area was so nice for a relaxing evening. Well thought-out design and necessities making a stress free stay everything you need. Close to down town, shops, food and interstates. My kids and I enjoyed our stay. "
Chic, pets, walk to downtown
Owings Mills Townhouse: 8 Mi to Liberty Reservoir!
Owings Mills Townhouse: 8 Mi to Liberty Reservoir!
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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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Other property types in New Windsor

Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (74)
"Great location! easy access to C&O trail, historic sites, State Parks and supplies and resturants."
Countryside Cabin with Mountain Views near Surreybrooke Gardens
*Modern Condo In Downtown Frederick*
9.4 out of 10, Exceptional, (35)
"What a wonderful place to stay right in Downtown Frederick, near bars,restaurants, and shopping!"
The price is SAR 394
SAR 926 total
includes taxes & fees
29 Sep - 30 Sep
*Modern Condo In Downtown Frederick*
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
10.0 out of 10, Exceptional, (275)
"We had an amazing time. A bear came through the backyard within 30 min of being there. Had a few deer visit. The cabin was very clean and in a quiet area. I would definitely stay herr again."
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
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.