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New Windsor Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for New Windsor vacation rentals

Property grounds

1. Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat

Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat
Westminster
8.0 out of 10, Very Good, (7 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.
The price is AED 1,751
AED 2,121 total
includes taxes & fees
20 Aug - 21 Aug
Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat
House (3 Bedrooms) | Interior

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is AED 599
AED 1,587 total
includes taxes & fees
16 Aug - 17 Aug
Rural & Historic Detour Escape w/ Horses On-site!
Interior

3. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.6 out of 10, Exceptional, (5 reviews)
"Check-in was super easy. Communication with the owners was quick and easy. There was one hiccup that came up and were very quick to resolve. The house itself is a great historic home. They have done a great job modernizing it. My only feedback would be to have more supplies in the kitchen to accommodate preparing foods like knives, cutting boards, trays, etc. But otherwise, very happy with our stay and the beautiful property, and it being dog friendly!"
United States
Rachel W.
The price is AED 452
AED 1,612 total
includes taxes & fees
24 Aug - 25 Aug
Rural & Historic Detour Escape w/ Horses On-Site!
Interior

4. The Gathering Place Luxury Sauna Retreat

The Gathering Place Luxury Sauna Retreat
Mount Airy
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful location with a beautiful field where wild animals visited. Hosts really took care of the amenities (great coffee bar). Close to Mt Airy and vineyards."
United States
Richard B.
The price is AED 1,469
AED 1,756 total
includes taxes & fees
23 Aug - 24 Aug
The Gathering Place Luxury Sauna Retreat
TV

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

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Hanover
9.4 out of 10, Exceptional, (6 reviews)
"Great location in downtown Hanover within walking distance of the square where there are various shops and dining options. "
United States
Danna W.
The price is AED 459
AED 1,038 total
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Dining

6. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
Luxury Condo In Downtown Frederick
A park with a pond, a bridge, and a church in the background.

7. 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, (133 reviews)
"The place was so fun and close to the bars! The rooms where cleans "
United States
Anonymous traveler
The price is AED 448
AED 1,040 total
includes taxes & fees
31 Aug - 1 Sep
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Coffee/tea maker, fridge, microwave, oven

8. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (101 reviews)
"Great place!"
United States
Danielle G.
The price is AED 592
AED 1,231 total
includes taxes & fees
17 Aug - 18 Aug
Modern Condo Right off Market Street
Coffee/tea maker, fridge, microwave, oven

9. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (69 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is AED 463
AED 1,001 total
includes taxes & fees
12 Aug - 13 Aug
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Smart TV

10. Cozy studio charming Hanover

Cozy studio charming Hanover
Hanover
9.0 out of 10, Wonderful, (13 reviews)
"Place was as described. "
United States
Katie F.
The price is AED 327
AED 543 total
includes taxes & fees
11 Aug - 12 Aug
Cozy studio charming Hanover
1 bedroom, WiFi (free), bed sheets

11. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (35 reviews)
"Great location, clean place. "
United States
Warren B.
The price is AED 286
AED 771 total
includes taxes & fees
31 Aug - 1 Sep
Cozy, dog-friendly, downtown
Exterior

12. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (11 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is AED 1,121
AED 2,111 total
includes taxes & fees
1 Sep - 2 Sep
New townhouse
Outdoor dining

13. 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, (51 reviews)
"We had a wonderful Mother’s Day weekend visiting our daughter and her family! The home was exactly as pictured, very clean and a great location! We could easily walk to our daughter’s house and anything in downtown Frederick. Would definitely stay here agin! "
United States
Dawn W.
The price is AED 448
AED 1,032 total
includes taxes & fees
31 Aug - 1 Sep
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Smart TV, books

14. Cozy Peaceful Basement Cabin Vibes

Cozy Peaceful Basement Cabin Vibes
Ijamsville
10.0 out of 10, Exceptional, (5 reviews)
"Good trip."
United States
Jewell F.
The price is AED 826
AED 1,219 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Peaceful Basement Cabin Vibes
Game room

15. 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
8.0 out of 10, Very Good, (2 reviews)
"The stay was at a beautiful new home. Great host. Location close to Interstate 70. I had everything I needed. Took in the sights in DC via the Greenline Metro. I would definitely stay here again."
United States
Scott C.
The price is AED 459
AED 642 total
includes taxes & fees
31 Aug - 1 Sep
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Coffee/tea maker, fridge, microwave, oven

16. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (19 reviews)
"Everything was excellent "
United States
Ronald G.
The price is AED 782
AED 1,826 total
includes taxes & fees
11 Aug - 12 Aug
Newly constructed 6 bedroom home
Coffee/tea maker, fridge, microwave, toaster

17. Patty's Place - Private and Convenient Apartment near Downtown

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"I’m a little sad to go I had the best stay. So comfortable so quiet, great stay. I will definitely be back "
United States
Anonymous traveler
The price is AED 285
AED 832 total
includes taxes & fees
13 Aug - 14 Aug
Patty's Place - Private and Convenient Apartment near Downtown
Smart TV

18. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is AED 272
AED 775 total
includes taxes & fees
31 Aug - 1 Sep
Pet-friendly, heart of downtown
Microwave, stovetop, dishwasher

19. The blissful house in Howard County with 3 bedrooms 3 bathrooms.

The blissful house in Howard County with 3 bedrooms 3 bathrooms.
Marriottsville
8.8 out of 10, Excellent, (6 reviews)
"Great communication with host, perfect location for where we needed to be, house is very clean and spacious!"
United States
Ruth M.
The blissful house in Howard County with 3 bedrooms 3 bathrooms.
Interior

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

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (52 reviews)
"Everything was great!"
United States
Corey G.
The price is AED 1,469
AED 2,307 total
includes taxes & fees
1 Sep - 2 Sep
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
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

The Lodges at Gettysburg

The Lodges at Gettysburg

8/10 Good
"The bar/restaurant was not a viable option. Very small. However, the room itself- presidential unit/cabin— was great and perfect for our needs in terms of three beds. It would have been good to have a toaster oven. Microwave only not ideal. Overall, a good option for a one-night stay."
William 1-night trip
Posted 2 hours ago
The Lodges at Gettysburg

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?

Elegant Escape w/ Premium Comfort & Free Parking: Visitors like this New Windsor vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 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.