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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select New Windsor Vacation Homes

Gorgeous 1840 Log Cabin- Downtown
Fridge, microwave, oven, stovetop

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (141)
"Charming, nicely restored log home in a great location for downtown. We would definitely stay here again! "
Gorgeous 1840 Log Cabin- Downtown
*Luxury Condo In Downtown Frederick*
Smart TV

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (65)
"The home was exactly as expected and made for a wonderful family/friend reunion! Perfect for socializing and so close to local shops and restaurants."
The price is CA $233
CA $461 total
includes taxes & fees
Sep 2 - Sep 3
*Luxury Condo In Downtown Frederick*
“The Train Depot” 2nd oldest in the US
Exterior

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (83)
"Great location in downtown Frederick. Cozy and comfortable accommodation with great historic vibes and modern amenities. We would definitely stay here again. "
“The Train Depot” 2nd oldest in the US
Sunlight 2BR townhouse w/ private parking in Downtown Frederick
Fridge, microwave, oven, stovetop

Sunlight 2BR townhouse w/ private parking in Downtown Frederick

9.2 out of 10, Wonderful, (20)
"The location was perfect for walking just about anywhere we needed to go! Two bedrooms were a plus for me, my husband, and his sister. The half bath downstairs was also appreciated!"
Sunlight 2BR townhouse w/ private parking in Downtown Frederick
Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive
3 bedrooms, travel crib, free WiFi, bed sheets

Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive

8.0 out of 10, Very good, (1)
"My family stayed one night. It was perfect for what we needed.....clean and cozy"
The price is CA $167
CA $293 total
includes taxes & fees
Aug 13 - Aug 14
Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive
Farmhouse on River, 12 Miles to Liberty Mountain
Interior

Farmhouse on River, 12 Miles to Liberty Mountain

9.8 out of 10, Exceptional, (49)
"Enjoyed our stay. Very quiet and secluded after you’ve spent your day visiting Gettysburg’s museum and battlefields. "
Farmhouse on River, 12 Miles to Liberty Mountain
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

9.4 out of 10, Exceptional, (113)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is CA $168
CA $391 total
includes taxes & fees
Sep 7 - Sep 8
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Quiet, Safe Nest-Minutes to Everything
Property grounds

Quiet, Safe Nest-Minutes to Everything

10.0 out of 10, Exceptional, (8)
"The house was perfect for us to stay during our trip to Frederick. Walking distance to a few very good restaurants, no traffic, quiet neighborhood, easy access to everything. Definitely recommend."
Quiet, Safe Nest-Minutes to Everything
Chic, pets, walk to downtown
Outdoor dining

Chic, pets, walk to downtown

10.0 out of 10, Exceptional, (13)
"Beautiful home with all desired ammenaties and very professional owners"
Chic, pets, walk to downtown
The Madison
Dining

The Madison

10.0 out of 10, Exceptional, (34)
"We stayed for a week to tour college campuses for our son and are also considering moving there. We felt at home at The Madison and in the community. The house is exactly as described and in a great location to experience Frederick. "
The Madison
Unique Little Charmer in Downtown Frederick
Property grounds

Unique Little Charmer in Downtown Frederick

9.8 out of 10, Exceptional, (7)
"Adorable and well renovated property, walking distance to restaurants/shops/Carroll Creek and other walking paths. We had a brief hiccup with check in but both VRBO and the host were super responsive and we checked in on time. We would absolutely stay here again!"
Unique Little Charmer in Downtown Frederick
Charming 4-bedroom house with WiFi and AC in historic Gettysburg
Fridge, microwave, oven, stovetop

Charming 4-bedroom house with WiFi and AC in historic Gettysburg

10.0 out of 10, Exceptional, (1)
"This property blew me away. Everything was perfect. I could not have booked a better place to stay"
The price is CA $482
CA $738 total
includes taxes & fees
Aug 13 - Aug 14
Charming 4-bedroom house with WiFi and AC in historic Gettysburg
11 Mi to Gettysburg: Serene Home in Fairfield
Interior

11 Mi to Gettysburg: Serene Home in Fairfield

11 Mi to Gettysburg: Serene Home in Fairfield
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (46)
"Awesome place."
The price is CA $365
CA $631 total
includes taxes & fees
Aug 13 - Aug 14
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (74)
"The stay was great! The house was exactly as described. Danny was super responsive and accommodating. Overall would stay again!"
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
The Manor at Open Range Stables
Fridge, microwave, oven, stovetop

The Manor at Open Range Stables

2.0 star property
9.8 out of 10, Exceptional, (8)
"Very comfortable stay for our family! "
The price is CA $249
CA $652 total
includes taxes & fees
Aug 20 - Aug 21
The Manor at Open Range Stables
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Property grounds

Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

10.0 out of 10, Exceptional, (26)
"This place was very clean and had all necessary amenities. The host communicated well. Walkable to town and the park! "
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Frederick Year-Round History, Brew, Arts, Shop, w/OSP, Weekends to Mid-Term
Property grounds

Frederick Year-Round History, Brew, Arts, Shop, w/OSP, Weekends to Mid-Term

2.0 star property
10.0 out of 10, Exceptional, (7)
"Fantastic, well-equipped property that was within walking distance to downtown. Communication with the owner was excellent, and we felt safe and comfortable during our stay."
Frederick Year-Round History, Brew, Arts, Shop, w/OSP, Weekends to Mid-Term
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails
Terrace/patio

Historic charmer w/firepit surrounded by restaurants, shops and hiking trails

9.6 out of 10, Exceptional, (4)
"This was a perfect spot for those of our family from out of town to rent for a nearby Family Reunion.We all love to walk, so thoroughly enjoyed being able to nearby restaurants and shopping. Especially enjoyed the Farmers Market on Sunday morning."
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails
A Blissful Owings Mills home
Fridge, microwave, oven, stovetop

A Blissful Owings Mills home

8.0 out of 10, Very good, (2)
"If I could give more than 5 stars, I would give a 1000+ to the host!! Coming back soon ☺"
A Blissful Owings Mills home
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 New Windsor Hotel Reviews

Inn at Cemetery Hill

Inn at Cemetery Hill

10/10 Excellent
"Nice hotel in the heart of everything. "
Anthony 2-night trip
Posted 1 day ago
Inn at Cemetery Hill