Search Vacation Homes in New Windsor

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 99 Vacation Homes in New Windsor with updated reviews, rates, and availability.

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (58)
"Clean & plenty of room. "
The price is AED 375
AED 950 total
includes taxes & fees
30 Apr - 1 May
*Luxury Condo In Downtown Frederick*

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (105)
"The house was quaint and so close to everything. My family and I had a great stay. There were a few things that were missing, but we really enjoyed our stay. "
The price is AED 514
AED 1,141 total
includes taxes & fees
27 Apr - 28 Apr
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (67)
"Danny's house provided the perfect base for exploring the Frederick area. The house itself is charming, spotlessly clean, and nicely decorated "
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (80)
"In town for my Sister’s wedding. Stayed here for the weekend. Danny, the host, was easy to communicate with. Place was charming and very comfortable. Beds were comfy as advertised. Downtown Frederick is easily walkable, and hwy 70 was easy to get to to branch out further. Will stay here again if available the next time we are in town."
“The Train Depot” 2nd oldest in the US

Applewood Landing Sum

10.0 out of 10, Exceptional, (1)
"Family of 9 had a great time at this beautiful home with room to spare! "
The price is AED 823
AED 2,554 total
includes taxes & fees
29 Apr - 30 Apr
Applewood Landing Sum

The GRACE Villa - a homey affair!

9.6 out of 10, Exceptional, (12)
"2nd year staying at this property for our conference. It was just as great ascthe last time. This is our go to place when we are in the area."
The GRACE Villa - a homey affair!

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (130)
"The cabin had historic charm with all the modern amenities! Great location, just steps from downtown. We didnt need our car at all! Danny was a great host! "
Gorgeous 1840 Log Cabin- Downtown

New townhouse

10.0 out of 10, Exceptional, (6)
"The neighborhood was excellent an dour host was to."
The price is AED 617
AED 1,374 total
includes taxes & fees
4 May - 5 May
New townhouse

Manor on the 7th Luxury minutes away from History

10.0 out of 10, Exceptional, (11)
"The house, property, and overall experience were top notch. Highly recommend. "
Manor on the 7th Luxury minutes away from History

Frederick MD, Come Home to Style & Comfort, Carroll Creek, Brew, Arts, with OSP

10.0 out of 10, Exceptional, (8)
"We stay at this property whenever we visit my son at college...thisis our 3rd stay and next month will be #4! I can't say enough. The house has everything your heart could desire, comfy beds, a fantastic kitchen with EVERY kitchen tool you could imagine (and some I've never seen)! The decor is absolutely mesmerising. I could wander around for days just looking at all of the treasures, reading from a fascinating book collection, listening to vinyl on the turntable. In warmer months, the garden is...
Frederick MD, Come Home to Style & Comfort, Carroll Creek, Brew, Arts, with OSP

Sunlight 2BR townhouse w/ private parking in Downtown Frederick

9.2 out of 10, Wonderful, (15)
"The property was clean and very comfortable. The host was the best, very responsive and provided extras when requested. "
Sunlight 2BR townhouse w/ private parking in Downtown Frederick

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (6)
"We enjoyed a girl's weekend with four of us. The house was large and comfortable as we were snowed in one day but had plenty of room to relax, play games. The house was only 6 minutes from Frederick. Great house, location and stay. Thank you so much! And our host was really available! "
The price is AED 782
AED 1,705 total
includes taxes & fees
27 Apr - 28 Apr
Newly constructed 6 bedroom home

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

9.8 out of 10, Exceptional, (46)
"We stayed for two nights while introducing our kids to skiing at nearby Liberty resort. We were fortunate to get 6inches of beautiful snow while we were there, and enjoyed tremendously watching it blanket the trees around us Eileen was very helpful and ensured we had snow shovels and salt! Definitely will be back! "
The price is AED 1,084
AED 1,820 total
includes taxes & fees
27 Apr - 28 Apr
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Chic, pets, walk to downtown

10.0 out of 10, Exceptional, (11)
"Beautiful home with all desired ammenaties and very professional owners"
Chic, pets, walk to downtown

Logan's House - convenient, clean, comfortable & safe. Free EV charger onsite!

10.0 out of 10, Exceptional, (5)
"We enjoyed being so close to town and the house had everything we needed. "
The price is AED 742
AED 1,389 total
includes taxes & fees
14 May - 15 May
Logan's House - convenient, clean, comfortable & safe. Free EV charger onsite!

Frederick Townhome w/ Balcony, Close to Parks!

2.5 star property
5.4 out of 10, (3)
"This review is honest! We arrived and the code did not work to get in. We called the on call contact number provided, we texted and we called. We emailed!!! No one. I repeat no one from the mgt team / property mgt group called us back. Their name is Union Hill Suites. We were outside for 30 minutes in below freezing temps trying to get access! The cleaning lady took pity and gave us her code to get in. I have never had this horrific experience! Ever. We continued to try all weekend...
Frederick Townhome w/ Balcony, Close to Parks!

Farmhouse on River, 12 Miles to Liberty Mountain

9.8 out of 10, Exceptional, (44)
"Wonderful family homestead. The place is better than what the online pictures show, including how quiet it is outside of the home. FYI DO NOT TAKE THE CRUMMY ASPHALT ROAD! Google took me to a locked gate in a potato field at night lol. Strongly recommend and we will definitely be back next time we visit Gettysburg College."
Farmhouse on River, 12 Miles to Liberty Mountain

Nature Getaway w/ On-Site Trails, 17 Mi to DC!

9.8 out of 10, Exceptional, (11)
"Really liked the property. Well-equipped kitchen. Plenty of room to spread out. Only downside was there was no kitchen / dining table where we could all sit as a family - really only bar-height seating was available. "
Nature Getaway w/ On-Site Trails, 17 Mi to DC!

Experience Elevated Comfort: Luxe Breeze Townhouse.

9.4 out of 10, Exceptional, (3)
"Clean. Comfortable couches and beds. Warm feeling when staying there."
The price is AED 845
AED 2,274 total
includes taxes & fees
30 Apr - 1 May
Experience Elevated Comfort: Luxe Breeze Townhouse.

Peaceful Hollow | 4 Bed, 2 Bath

10.0 out of 10, Exceptional, (31)
"We were in the area for an event at The Coppermine Pantherplex and opted to stay locally instead of driving an hour for 3 days in a row.The house was perfect for me and my family.The property is clean and everything you could need while there was available (and clearly marked with labels).Notes: This would NOT be a good option if you have anyone with mobility issues. The staircase going upstairs is very narrow and not carpeted. I would also suggest a baby gate if you are bringing children.There...
Peaceful Hollow | 4 Bed, 2 Bath
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.
Don't see what you're looking for?
See all available properties in New Windsor
Save an average of 15% on thousands of hotels when you're signed in

Other property types in New Windsor

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (95)
"The cabin, the property, the gardens were magical. It was quiet and very peaceful.Surreybrook gardens are a site to behold and their shop has so many wonderful things at reasonable prices.Home made scones were in the freezer when we got there and supplied specialty teas were enjoyed with them. We are so grateful we found this cabin. "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (7)
"The house was wonderful and well equipped. Check in was very easy and the location was very convenient. Everything was clean and well organized. The property is right next to 2 creeks and the nature was wonderful."
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (39)
"The house was clean and the beds were very comfortable! Great stay overall "
The price is AED 514
AED 1,051 total
includes taxes & fees
28 Apr - 29 Apr
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
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.