New Windsor Holiday Rentals

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Check prices for these dates

Tonight
29 June - 30 June
Tomorrow
30 June - 1 July
Next weekend
4 July - 6 July
In two weeks
11 July - 13 July

Holiday Rentals in New Windsor

Experience Elevated Comfort: Luxe Breeze Townhouse.
Fridge, microwave, oven, stovetop

Experience Elevated Comfort: Luxe Breeze Townhouse.

9.4 out of 10, Exceptional, (3)
"Clean. Comfortable couches and beds. Warm feeling when staying there."
The price is AU$958
includes taxes & fees
30 June - 1 July
Experience Elevated Comfort: Luxe Breeze Townhouse.
Cozy Guesthouse in Woodstock, MD
Living area

Cozy Guesthouse in Woodstock, MD

2.0 out of 10, (1)
"We didn’t stay. We when arrived, instead of a room in the guest house, we were expected to stay in a tentlike structure. In addition, the bathroom facilities were outdoor showers and commodes that required a climb up a set of stairs. Luckily we were able to secure a room at another facility. The owner supposedly requested a refund for me but I haven’t heard whether this has been approved."
The price is AU$321
includes taxes & fees
30 June - 1 July
Cozy Guesthouse in Woodstock, MD
Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive
3 bedrooms, travel cot, free WiFi, bed sheets

Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive

The price is AU$333
includes taxes & fees
1 July - 2 July
Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive
TownHouse with kitchen,private Parking,2 min from Warfields Pond Park and Golf
Interior

TownHouse with kitchen,private Parking,2 min from Warfields Pond Park and Golf

7.4 out of 10, Good, (3)
"This is a great place. For what we needed, it was close to our activity, close to food shopping, and close to restaurants. Communication with the owner was awesome. Would love to stay there again if we’re ever back in the area!"
The price is AU$310
includes taxes & fees
28 July - 29 July
TownHouse with kitchen,private Parking,2 min from Warfields Pond Park and Golf
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Interior

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

The price is AU$230
includes taxes & fees
1 July - 2 July
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Fridge, microwave, oven, stovetop

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

The price is AU$337
includes taxes & fees
14 July - 15 July
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
The Manor at Open Range Stables
Fridge, microwave, oven, stovetop

The Manor at Open Range Stables

2.0 star property
9.8 out of 10, Exceptional, (6)
"Very comfortable stay for our family! "
The price is AU$768
includes taxes & fees
1 July - 2 July
The Manor at Open Range Stables
New townhouse
Interior

New townhouse

10.0 out of 10, Exceptional, (7)
"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!"
The price is AU$608
includes taxes & fees
6 July - 7 July
New townhouse
Newly constructed 6 bedroom home
Fridge, microwave, oven, stovetop

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (10)
"Comfortable beds! Garage access. 4 bathrooms- great for a big group. "
The price is AU$712
includes taxes & fees
7 July - 8 July
Newly constructed 6 bedroom home
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, (109)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is AU$455
includes taxes & fees
1 July - 2 July
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
*Luxury Condo In Downtown Frederick*
Smart TV

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (62)
"The condo is quite spacious, more than expected. We enjoyed the modern touches and private parking is a big plus in downtown Frederick. So close to Carroll Creek and Market St. The hosts are responsive. We highly recommend staying at Gideon Getaways! "
The price is AU$519
includes taxes & fees
30 June - 1 July
*Luxury Condo In Downtown Frederick*
Downtown Charm: Pets Welcome
Dining

Downtown Charm: Pets Welcome

10.0 out of 10, Exceptional, (1)
"House was nice and cozy. And short trip to downtown area. Would definately stay here again."
The price is AU$507
includes taxes & fees
30 June - 1 July
Downtown Charm: Pets Welcome
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Property grounds

Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

10.0 out of 10, Exceptional, (24)
"Highly recommend "
The price is AU$402
includes taxes & fees
30 June - 1 July
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont
Fridge, microwave, oven, stovetop

Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

10.0 out of 10, Exceptional, (1)
"We truly loved this little cottage and was perfect for our stay while visiting family and friends. We took several walks in the area, enjoyed the quiet and the adorable space. The beds were very comfortable. The cottage was very clean and nicely remodeled. We will hopefully be able to rent here again at our next visit! Owner was very responsive and helpful as well. Only was missing a blowdryer, but I improvised! "
The price is AU$311
includes taxes & fees
2 July - 3 July
Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (46)
"Awesome place."
The price is AU$657
includes taxes & fees
1 July - 2 July
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Modern Suite with Private Bath – Stylish & Comfy
Fridge, microwave, oven, stovetop

Modern Suite with Private Bath – Stylish & Comfy

The price is AU$165
includes taxes & fees
30 June - 1 July
Modern Suite with Private Bath – Stylish & Comfy
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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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?

Manor on the 7th Luxury minutes away from History: This holiday home rental outside of New Windsor is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease 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. Kick off your shoes and enjoy yourself 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 wider area, you’ll find Old Westminster Winery and Elk Run Vineyards.

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.