Holiday Rentals in New Windsor

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Holiday Rentals in New Windsor

Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (84)
"We love this property. Great views! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
*Modern Condo In Downtown Frederick*
Fridge, microwave, oven, stovetop
*Modern Condo In Downtown Frederick*
9.4 out of 10, Exceptional, (40)
"Great location, spacious place. Instructions were clear. But typical complaint that we were expected to leave the house completely clean in addition to pay for over $100 in cleaning fees. Host had no active communication "
*Modern Condo In Downtown Frederick*
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
Fridge, microwave, oven, stovetop
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
10.0 out of 10, Exceptional, (280)
"Property was absolutely gorgeous. We definitely enjoyed our stay here. The back porch was so relaxing, we loved to come back after a day on the battlefield and kick back and watch the wildlife. We will definitely stay here again "
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
The GRACE Villa - a homey affair!
Interior
The GRACE Villa - a homey affair!
9.2 out of 10, Wonderful, (7)
"The house a was clean and beautiful, very cozy with plenty of room. The pool was a little cloudy and the the bottom of the pool was coming up and it wasn't filtering the water Right. Over all I would love to stay at this home again wasn't filtering right.beautiful and warm but wasa"
The GRACE Villa - a homey affair!
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, (59)
"Location was great! Felt safe and check in was really easy."
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Miscellaneous
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
9.8 out of 10, Exceptional, (31)
"Great location and cozy property. Easy to check in and has a parking spot. Do beware that there are a lot of stairs to climb in and out of the unit. "
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
Dishwasher, cookware/dishes/utensils, paper towels, dining tables
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
9.0 out of 10, Wonderful, (6)
"We were here on business in Gettysburg but chose to stay here in Emmitsburg. So glad we did!"
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
*Luxury Condo In Downtown Frederick*
Smart TV
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (48)
"Very comfortable stay - lovely finishes in bathrooms and kitchen."
The price is €234
includes taxes & fees
17 Dec - 18 Dec
*Luxury Condo In Downtown Frederick*
1850 Historic Log Cabin
Dining
1850 Historic Log Cabin
9.2 out of 10, Wonderful, (30)
"The cabin was very cozy and comfortable.We enjoyed our stay there and the dogs enjoyed the fenced in yard."
1850 Historic Log Cabin
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, (103)
"comfortable, clean and charming townhouse in the heart of downtown Frederick. I especially liked the decor (including a pac man that really works!) and the landscaped outdoor area with seating. "
The price is €307
includes taxes & fees
17 Nov - 18 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Gorgeous 1840 Log Cabin- Downtown
Fridge, microwave, oven, stovetop
Gorgeous 1840 Log Cabin- Downtown
10.0 out of 10, Exceptional, (121)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown
Family vacation on a farm near Washington DC, Baltimore, Gettysburg.
Property grounds
Family vacation on a farm near Washington DC, Baltimore, Gettysburg.
10.0 out of 10, Exceptional, (87)
"We were in town visiting family for a few days and had a wonderful stay at the farm. The beauty of the property is breathtaking and you'd be hard pressed to find a more spectacular view from the spacious front porch. Sue and her husband have thought of everything here to make the stay comfortable and complete. Highly recommended!"
Family vacation on a farm near Washington DC, Baltimore, Gettysburg.
“The Train Depot” 2nd oldest in the US
Exterior
“The Train Depot” 2nd oldest in the US
10.0 out of 10, Exceptional, (73)
"The house is clean and well stocked. It's a great place to stay if spending a few days in Frederick, MD. "
“The Train Depot” 2nd oldest in the US
Rare Find! Boutique Style Townhouse on the Creek!
Smart TV, fireplace, books
Rare Find! Boutique Style Townhouse on the Creek!
10.0 out of 10, Exceptional, (19)
"We had a great stay at Ashley and Richard's townhouse. Beautifully renovated while maintaining the original charm. Location could not be better, right off the creek promenade with all the restaurants and shops in the historic downtown area just a short walk away. Don't forget to enjoy a stroll in beautiful Baker Park. The house was nicely decorated and very comfortable. The kitchen was well stocked with pots, pans, etc, allowing us to cook a few meals during our stay. Several nights we...
Rare Find! Boutique Style Townhouse on the Creek!
Peaceful Hollow | 4 Bed, 2 Bath
Fridge, microwave, oven, stovetop
Peaceful Hollow | 4 Bed, 2 Bath
10.0 out of 10, Exceptional, (29)
"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!"
Peaceful Hollow | 4 Bed, 2 Bath
Farmhouse on River, 12 Miles to Liberty Mountain
Fridge, microwave, stovetop, dishwasher
Farmhouse on River, 12 Miles to Liberty Mountain
9.8 out of 10, Exceptional, (42)
"This property was just what we needed. Quiet, spacious, interesting."
Farmhouse on River, 12 Miles to Liberty Mountain
Quiet Apartment in Coolest Small Town in America!
Terrace/patio
Quiet Apartment in Coolest Small Town in America!
9.6 out of 10, Exceptional, (38)
"Furnished with all the basics needed for 3 night stay. Comfortable beds. Easy parking and access. Nice area and easy walk to historic downtown Sykesville, which has couple of restaurants, bars, ice creamery, coffee. The house entry way could be significantly improved by moving the trash/recycling bins, and thus flies and foul odor, away from the front door, and removing the numerous cobwebs. "
Quiet Apartment in Coolest Small Town in America!
B14 * Comfy 1 BR * WiFi * SmartTV * FULL Kitchen * Parking * Walk Everywhere!
Beach
B14 * Comfy 1 BR * WiFi * SmartTV * FULL Kitchen * Parking * Walk Everywhere!
9.0 out of 10, Wonderful, (17)
"very comfortable and clean; great location"
B14 * Comfy 1 BR * WiFi * SmartTV * FULL Kitchen * Parking * Walk Everywhere!
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
Fridge, microwave, oven, stovetop
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
9.4 out of 10, Exceptional, (3)
"My grankids had a blast climbing up and fown the steps and playing in the big bath yub wascs real treat for the grands!♥️"
The price is €441
includes taxes & fees
19 Nov - 20 Nov
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
Private Studio on the Monocacy River. Sleeps 4, 1 Full Bath, Kitchenette
Property grounds
Private Studio on the Monocacy River. Sleeps 4, 1 Full Bath, Kitchenette
9.0 out of 10, Wonderful, (26)
"Scenic beauty overlooking montacy river and historic battlefield."
Private Studio on the Monocacy River. Sleeps 4, 1 Full Bath, Kitchenette
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 types of properties in New Windsor you may be interested in

Hyatt Place Baltimore/Owings Mills
Exterior
Hyatt Place Baltimore/Owings Mills
3.0 star property
8.2 out of 10, Very good, (1007)
"Very nice room! "
The price is €107
includes taxes & fees
15 Dec - 16 Dec
Hyatt Place Baltimore/Owings Mills
Hilton Garden Inn Frederick
Exterior
Hilton Garden Inn Frederick
3.0 star property
8.8 out of 10, Excellent, (1001)
"Overnighter on our way to VA. Loved our stay. "
The price is €118
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Frederick
Country Inn & Suites by Radisson, Frederick, MD
Room, 2 Queen Beds, Non Smoking
Country Inn & Suites by Radisson, Frederick, MD
3.0 star property
8.4 out of 10, Very good, (1003)
"Check in was efficient with couple of hours of prior booking via hotels.com The key given for room apparently did not have bed made up and both doors kesy on desk and not ready for next guest. Returned to front desk expressing room was not ready for new guest, therefore a new room was given and water. But overall experience in hotel was good with good breatfast "
The price is €81
includes taxes & fees
1 Dec - 2 Dec
Country Inn & Suites by Radisson, Frederick, MD
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.

Frequently asked questions

Can I find holiday rentals in New Windsor?

Yes, there are holiday rentals close to the most popular sights in New Windsor, or you can select a more secluded option if you're looking for a relaxing stay. New Windsor is known for its shopping and wineries. Make sure you have time to check out the restaurants and university setting during your trip.

What are some of the best holiday rentals that New Windsor has to offer?

19th Century Mansion/Farm House: This holiday home rental outside of New Windsor offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in New Windsor?

While exploring the area, visit family-friendly sights like Adventure Park USA, or get outside and enjoy nature at Carroll Creek Linear Park. In the wider area, you’ll find Old Westminster Winery and Carroll County Farm Museum.

What’s a holiday rental in New Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in New Windsor. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for small groups.