New Windsor Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for New Windsor vacation rentals

TV

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Hanover
9.0 out of 10, Wonderful, (4 reviews)
"Host was very flexible, communication was excellent. Perfect place to explore the area. "
United States
Dustin
$255 nightly
The price is $282
Apr 20 - Apr 21
Total with taxes and fees
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Game room

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Woodbine
$140 nightly
The price is $148
Apr 17 - Apr 18
Total with taxes and fees
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Property grounds

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
$135 nightly
The price is $143
Apr 21 - Apr 22
Total with taxes and fees
Birch Cabin at Hunting Creek Hideaway
Fridge, microwave, coffee/tea maker, toaster

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
$195 nightly
The price is $207
Apr 19 - Apr 20
Total with taxes and fees
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
$183 nightly
The price is $194
Apr 21 - Apr 22
Total with taxes and fees
Pet-friendly, heart of downtown

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (125 reviews)
"The home was a great location to explore downtown Frederick. It had everything that we needed "
United States
David J.
$273 nightly
The price is $289
Apr 19 - Apr 20
Total with taxes and fees
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Dining

Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.0 out of 10, Wonderful, (83 reviews)
"Great location and very comfortable. Definitely will consider for future trips to this area."
United States
Jon E.
$269 nightly
The price is $285
Apr 27 - Apr 28
Total with taxes and fees
Luxury Condo In Downtown Frederick
Smart TV

Cozy studio charming Hanover

Cozy studio charming Hanover
Hanover
10.0 out of 10, Exceptional, (3 reviews)
"This place was great. Ceiling is low, less that 6 feet in some spots. Location is great for visiting downtown Hanover. Parking was convenient. Stayed overnight with a buddy. Brought an air mattress so we didn’t have to share a bed (couch would’ve been a little small for sleeping comfortably)."
United States
Tim
$134 nightly
The price is $148
Apr 19 - Apr 20
Total with taxes and fees
Cozy studio charming Hanover
1 bedroom, free WiFi, bed sheets

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (28 reviews)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
$179 nightly
The price is $190
Apr 21 - Apr 22
Total with taxes and fees
Cozy, dog-friendly, downtown
Interior

Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
$407 nightly
The price is $432
Apr 19 - Apr 20
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
Exterior

New townhouse

New townhouse
Frederick
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.
$331 nightly
The price is $351
Apr 19 - Apr 20
Total with taxes and fees
New townhouse
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (66 reviews)
"Great kitchen, very comfortable beds. Well air conditioned."
United States
Whitney C.
$252 nightly
The price is $267
May 4 - May 5
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
TV, foosball, books

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
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
Apr 27 - Apr 28
Total with taxes and fees
Cozy Pine Tree Nest
Fridge, microwave, oven, stovetop

Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (88 reviews)
"The location was perfect - walking distance to everything we wanted to do in Frederick. The place was clean and comfortable for 2 couples. "
United States
N. N.
$261 nightly
The price is $277
Apr 27 - Apr 28
Total with taxes and fees
Modern Condo Right off Market Street
Outdoor dining

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (40 reviews)
"Laura is a fantastic host and the apartment is beautiful. It’s convenient to all sites and amenities in downtown Frederick, but tucked away so you can enjoy a feeling of home. There are great coffee shops nearby and it’s easy to hop on the highway to see local wineries. "
United States
Thomas L.
$234 nightly
The price is $248
Apr 21 - Apr 22
Total with taxes and fees
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Fridge, microwave, oven, stovetop

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"Stayed at this beautiful home for a friends wedding. The beds were so comfy! I would def stay here if I’m in the area again. Thanks so much for having us "
United States
Jalessa R.
$438 nightly
The price is $464
Apr 19 - Apr 20
Total with taxes and fees
Newly constructed 6 bedroom home
Fridge, microwave, oven, stovetop

The Gathering Place at Gettysburg. Spacious 4 Bdrm Retreat with deck and grill.

The Gathering Place at Gettysburg. Spacious 4 Bdrm Retreat with deck and grill.
Gettysburg
10.0 out of 10, Exceptional, (4 reviews)
"Hosts were the most welcoming and responsive! Beautiful accommodations and most well stocked place we have ever stayed! Cannot recommend this place enough! "
United States
Catherine N.
$406 nightly
The price is $448
Apr 20 - Apr 21
Total with taxes and fees
The Gathering Place at Gettysburg. Spacious 4 Bdrm Retreat with deck and grill.
Property grounds

Downtown Westminster Retreat Swim Spa, Fire Pit & Pond

Downtown Westminster Retreat Swim Spa, Fire Pit & Pond
Westminster
8.8 out of 10, Excellent, (3 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.
$310 nightly
The price is $343
Apr 20 - Apr 21
Total with taxes and fees
Downtown Westminster Retreat Swim Spa, Fire Pit & Pond
Exterior detail

Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (7 reviews)
"Host was very responsive before and during my stay. Apartment is beautifully appointed and has all the amenities you need for a great weekend stay!!"
United States
lizbeth g.
$230 nightly
The price is $244
May 5 - May 6
Total with taxes and fees
Huge 1br apt, baby-friendly, dogs, walkable downtown
Fridge, microwave, oven, stovetop

Gated 3BR Apartment in Westminster Private Parking

Gated 3BR Apartment in Westminster Private Parking
Westminster
8.0 out of 10, Very Good, (5 reviews)
"We enjoyed our stay, spacious rooms and cute decor. "
United States
Anonymous traveler
$262 nightly
The price is $290
Apr 17 - Apr 18
Total with taxes and fees
Gated 3BR Apartment in Westminster Private Parking
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

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

8/10 Good
"The walls and the ceilings are made of toilet paper. You hear everything hopefully they put sound insulation in their renovations. "
Mitchell 1-night trip
Posted 2 hours ago
Hyatt Place Baltimore/Owings Mills

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 $143 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 Train Depot” 2nd oldest in the US: You might want to consider this vacation home rental near New Windsor, which is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

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 Carroll County Farm Museum.

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.