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Compare 87 Vacation Homes in New Windsor with updated reviews, rates, and availability.

DINING ROOM - table for 4, back door to enter from the parking spots

"Very comfortable stay - lovely finishes in bathrooms and kitchen."

AED 888 total

includes taxes & fees

26 Jan - 27 Jan

"This was our 3rd time staying at the Train Station and it’s our 3rd 5 star review!"

"Stunning property and well-maintained. I only wish we had more time here! Eileen was incredibly accommodating and flexible with our check-in. "

AED 2,307 total

includes taxes & fees

20 Jan - 21 Jan

"Beautiful home on a beautiful property! We loved how quiet and remote it was yet only a short drive to Gettysburg. Great place to stay with friends and kid-friendly. "

"This is my go-to place to stay in Frederick, where I visit a sister often. It is a historic cabin beautifully renovated, very comfortable and clean and in a to die for location: right downtown, close to the night life and restaurants of Market Street but just far enough way so that the property itself is quiet and peaceful. Love it! "

Thurmont Vacation Rental | 3BR | 2BA | 5 Stairs to Access | 1,100 Sq Ft

"Everything was perfect, and comfortable. Owners really care about their visitors. Home was walk in perfect for a family long weekend. Happened to be Thurmont's annual colorfest festival, and home pefectly located, nestled away yet close enough for easy walking. Highly recommend. "

"Comfortable, Convenient, & Close (to local Frederick attractions/needs, etc.). 2nd stay & the hosts added some quality cookware (based on my 1st stay recommendations) which was much appreciated. Hoping to stay again & again whenever I’m in the area."

Owings Mills Vacation Rental | 3BR | 2.5BA | 1,488 Sq Ft | Stairs Required

"This place was perfect for us. Very clean and comfortable in a nice neighborhood. It was only 25 minutes from the homecoming event we attended on Saturday at McDaniel College so the location was perfect. We would highly recommend to anyone staying in the area."

AED 2,265 total

includes taxes & fees

19 Jan - 20 Jan

Emmitsburg Vacation Rental | 3BR | 1.5BA | 1,300 Sq Ft | Stairs Required

"Place is immaculate. Very, very cool house! Convenient location & layout. My friends & I loved the place. We come back to Emmitsburg every year & would rent it again!"

"Home was a nice place for the family to relax in the evenings."

"The house was beautiful. So secluded and quiet. The kitchen had everything. Very clean yard well kept. Very detailed in everything. Fire pit was great, wonderful screened porch to sit on at night. Outside games and seating and chairs for outside available. My daughter got married at Hummingbird Chateau. We rented the house for the family to stay in for the time we were there for the event. So convenient to everything. Loved it!"

Taneytown Vacation Rental | 5BR | 2BA | 3,686 Sq Ft | Stairs to Access

"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."

"We loved staying in this country home on a horse farm. Susan and Jim are wonderful hosts. They were kind enough to let us weary travelers check in early. Jim invited our granddaughter to help him feed the horses and walk one to a stable. She loved the experience!"

"The home was great. Excellent communication with the host. We would highly recommend, and would stay again."

AED 1,079 total

includes taxes & fees

5 Feb - 6 Feb

"We so enjoyed this cozy house for our holiday trip to visit family. The backyard yard was perfect for our granddaughters run & play on the manicured lawn. The house had everything we needed especially the kitchen where we cook daily! The location is exceptional… we walked everywhere. Parking was available right in front of the house too! We definitely will be returning on our next trip to beautiful Frederick, MD"

West Friendship Vacation Rental | 4BR | 2.5BA | 2,500 Sq Ft | Step-Free Entry

"Felt more remote than it is, which is just what we wanted. Spent lots of time in the gazebo. Odd design so that light shines into bedrooms from other rooms at ceiling, but slept great anyway. Well stocked and clean, very comfortable. We would return for another family get-together."

"Our family of 5 stayed here for our ski trip at Liberty Mountain. Tasha was friendly and responsive. The home was clean and beds were comfortable. Just what we needed!"

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LIVING ROOM - another view of the space when entering the front door.

"My husband and I were in Frederick for our daughter’s graduation from a training. We wish we were able to stay longer. This property is in a great location to shops and restaurants. There is a bakery just down from it that was worth standing in line for! This property was perfect-amount of space, cleanliness, location, and it was so quiet! We are definitely planning on coming back and spending more time in this charming area and staying at this property again!"

AED 899 total

includes taxes & fees

20 Jan - 21 Jan