New Windsor Vacation Rentals

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Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for New Windsor vacation rentals

Smart TV
Pet-friendly, heart of downtown

Apartment in Frederick

Pet-friendly, heart of downtown
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
$176 nightly
The price is $186
Jan 12 - Jan 13
Total with taxes and fees
Pet-friendly, heart of downtown
1 bedroom, free WiFi, bed sheets
Cozy, dog-friendly, downtown

Apartment in Frederick

Cozy, dog-friendly, downtown
10.0 out of 10, Exceptional, (26 reviews)
"Clean, great location, friendly owner"
United States
Christian M.
$179 nightly
The price is $190
Jan 14 - Jan 15
Total with taxes and fees
Cozy, dog-friendly, downtown
TV
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Cottage in Hanover

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
9.4 out of 10, Exceptional, (3 reviews)
"Host was very flexible, communication was excellent. Perfect place to explore the area. "
United States
Dustin
$227 nightly
The price is $251
Jan 11 - Jan 12
Total with taxes and fees
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
TV, foosball, books
Cozy Pine Tree Nest

Apartment in Frederick

Cozy Pine Tree Nest
9.4 out of 10, Exceptional, (11 reviews)
"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "
United States
Morgan P.
$160 nightly
The price is $170
Jan 11 - Jan 12
Total with taxes and fees
Cozy Pine Tree Nest
Fridge, microwave, coffee/tea maker, toaster
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Apartment in Frederick

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
$183 nightly
The price is $194
Jan 11 - Jan 12
Total with taxes and fees
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Property grounds
Birch Cabin at Hunting Creek Hideaway

Cabin in Thurmont

Birch Cabin at Hunting Creek Hideaway
9.8 out of 10, Exceptional, (19 reviews)
"It was a fabulous stay, and Brittany, the host, was very helpful with bringing a gas grill, AC, and communication. The scenery is very beautiful and it's very quiet. Great place for a hiking getaway."
United States
Fr. Andrew H.
$143 nightly
The price is $152
Jan 19 - Jan 20
Total with taxes and fees
Birch Cabin at Hunting Creek Hideaway
Dining
Saadallah Cozy-ta

Vacation Home in Glenwood

Saadallah Cozy-ta
2.0 star property
$92 nightly
The price is $98
Jan 11 - Jan 12
Total with taxes and fees
Saadallah Cozy-ta
Dining
*Luxury Condo In Downtown Frederick*

Vacation Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (72 reviews)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
$244 nightly
The price is $259
Jan 11 - Jan 12
Total with taxes and fees
*Luxury Condo In Downtown Frederick*
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Cottage in Frederick

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (62 reviews)
"Always clean and comfortable home. Close to restaurants and shops but in quiet neighborhood to relax. Our second stay in this home. "
United States
Jelinda C.
$243 nightly
The price is $258
Jan 11 - Jan 12
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Fridge, microwave, oven, stovetop
Charming 4-bedroom house with WiFi and AC in historic Gettysburg

Vacation Home in Gettysburg

Charming 4-bedroom house with WiFi and AC in historic Gettysburg
10.0 out of 10, Exceptional, (3 reviews)
"Very clean home, quiet neighborhood, and close to town. The blueberry muffins were an added delight"
United States
Gail D.
$313 nightly
The price is $346
Feb 8 - Feb 9
Total with taxes and fees
Charming 4-bedroom house with WiFi and AC in historic Gettysburg
Smart TV, books
Cozy Peaceful Basement Cabin Vibes

Vacation Home in Ijamsville

Cozy Peaceful Basement Cabin Vibes
10.0 out of 10, Exceptional, (5 reviews)
"Good trip."
United States
Jewell F.
$339 nightly
The price is $359
Jan 11 - Jan 12
Total with taxes and fees
Cozy Peaceful Basement Cabin Vibes
Outdoor dining
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Vacation Home in Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
10.0 out of 10, Exceptional, (35 reviews)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
$235 nightly
The price is $249
Jan 11 - Jan 12
Total with taxes and fees
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Fridge, microwave, oven, stovetop
Newly constructed 6 bedroom home

Vacation Home in Frederick

Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (14 reviews)
"This is our second time staying here and we really love how easily we all fit in. It's clean, family friendly, and have lots of space."
United States
Bonnie S.
$330 nightly
The price is $350
Jan 12 - Jan 13
Total with taxes and fees
Newly constructed 6 bedroom home
Exterior
New townhouse

Vacation Home in Frederick

New townhouse
9.4 out of 10, Exceptional, (9 reviews)
"This property was impeccably clean and so comfortable! The beds were incredibly cozy, and the kitchen was well-stocked. We felt right at home and enjoyed our stay immensely. Beds were comfortable, and kitchen well stocked. The location can't be beat, with so many attractions and wonderful restaurants within a short drive. Tons of nice touches for our arrival; great communication; easy access. We will definitely stay here again!"
United States
Traci U.
$340 nightly
The price is $361
Jan 11 - Jan 12
Total with taxes and fees
New townhouse
Fridge, microwave, oven, stovetop
*Modern Condo In Downtown Frederick*

Condo in Downtown Frederick

*Modern Condo In Downtown Frederick*
9.2 out of 10, Wonderful, (76 reviews)
"Great location and has exactly what you need to enjoy a stay in downtown Frederick!"
United States
Amy R.
$252 nightly
The price is $267
Jan 15 - Jan 16
Total with taxes and fees
*Modern Condo In Downtown Frederick*
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Vacation Home in Downtown Frederick

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (120 reviews)
"Excellent location for our family wedding weekend! We walked to all the events of the weekend."
United States
Cynthia L.
$280 nightly
The price is $297
Jan 11 - Jan 12
Total with taxes and fees
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Pool
Applewood Landing

Vacation Home in Gettysburg

Applewood Landing
10.0 out of 10, Exceptional, (8 reviews)
"Perfect home for our family of 14 celebrating my mom’s 80th! Spacious kitchen with two dishwashers, great pool area, and plenty of room to gather. Loved the sunsets, outdoor amenities, and convenient location. Hosts were wonderful and responsive—highly recommend!"
United States
Anonymous traveler
$791 nightly
The price is $838
Jan 12 - Jan 13
Total with taxes and fees
Applewood Landing
3 bedrooms, desk, iron/ironing board, free WiFi
Updated 3BR Apartment in Westminster – Family Friendly

Apartment in Westminster

Updated 3BR Apartment in Westminster – Family Friendly
8.0 out of 10, Very Good, (5 reviews)
"Had a great stay here for a night. Was a good size for the four people we had stay. Beds were comfortable and the house was clean. "
United States
John M.
$329 nightly
The price is $349
Jan 11 - Jan 12
Total with taxes and fees
Updated 3BR Apartment in Westminster – Family Friendly
Smart TV, fireplace
Experience Elevated Comfort: Luxe Breeze Townhouse.

Vacation Home in Owings Mills

Experience Elevated Comfort: Luxe Breeze Townhouse.
9.6 out of 10, Exceptional, (4 reviews)
"Awesome stay and great location. Very quiet neighborhood, made the stay comfortable and relaxing. Very spacious and modern. "
United States
Jesse H.
$491 nightly
The price is $567
Feb 2 - Feb 3
Total with taxes and fees
Experience Elevated Comfort: Luxe Breeze Townhouse.
Terrace/patio
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

Vacation Home in Westminster

Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown
9.0 out of 10, Wonderful, (2 reviews)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
$321 nightly
The price is $341
Jan 20 - Jan 21
Total with taxes and fees
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown
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

Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

10/10 Excellent
"yes"
Towanda 1-night trip
Posted 1 day ago
Marriott Owings Mills Metro Centre

Find out more about New Windsor

Everything you need to know about New Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit New Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on New Windsor rentals

At Expedia, we put the best New Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top New Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in New Windsor?

Yes, we give you a choice of vacation rentals near well known points of interest in New Windsor, or you can go with a more secluded option if you want a relaxing place to 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 vacation home rentals in New Windsor?

The blissful house in Howard County with 3 bedrooms 3 bathrooms.: Visitors like this New Windsor vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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 Union Mills Homestead Park. In the larger area, you’ll find Old Westminster Winery and Elk Run Vineyards.

What’s a vacation rental in New Windsor like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in New Windsor. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.