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Featured Cottages in New Windsor

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick
The price is AU$456 per night from 1 May to 2 May
AU$456
includes taxes & fees
1 May - 2 May
With a stay at this cottage in Frederick, you'll be within a 5-minute walk of Baker Park and Frederick Memorial Hospital.
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !

Frederick
With a stay at this cottage, you'll be centrally located in Frederick, within a 10-minute drive of Frederik Golf Club and Westview Promenade.
ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !
Historical Thurmont Escape w/ Furnished Deck!

Historical Thurmont Escape w/ Furnished Deck!

3 out of 5
Thurmont
With a stay at this cottage in Thurmont, you'll be steps from Cunningham Falls State Park and a 2-minute drive from Catoctin Wildlife Preserve and Zoo.
Historical Thurmont Escape w/ Furnished Deck!
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Nature Getaway w/ On-site Trails, 17 Mi to DC!

Nature Getaway w/ On-site Trails, 17 Mi to DC!

3 out of 5
Brookeville
With a stay at this cottage in Brookeville, you'll be within a 5-minute drive of Patuxent River State Park and Patuxent River.
Nature Getaway w/ On-site Trails, 17 Mi to DC!
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

3 out of 5
Thurmont
With a stay at this cottage in Thurmont, you'll be a 3-minute walk from Thurmont Park and 9 minutes by foot from Thurmont Memorial Park.
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!
Upscale Country Home w/ Fire Pit in Taneytown!

Upscale Country Home w/ Fire Pit in Taneytown!

2 out of 5
Taneytown
Located in Taneytown, this cottage is within a 10-minute drive of Taneytown Memorial Park and Roberts Mill Park.
Upscale Country Home w/ Fire Pit in Taneytown!
Farmhouse on River, 12 Miles to Liberty Mountain

Farmhouse on River, 12 Miles to Liberty Mountain

2 out of 5
Taneytown
Located in Taneytown, this cottage is within a 15-minute drive of Taneytown Memorial Park and Emmitsburg Historic District.
Farmhouse on River, 12 Miles to Liberty Mountain
Pet-friendly Retreat on a Horse Breeding Farm!

Pet-friendly Retreat on a Horse Breeding Farm!

3 out of 5
Union Bridge
Located in Union Bridge, this cottage is within a 15-minute drive of Loew Vineyards and Elk Run Vineyards.
Pet-friendly Retreat on a Horse Breeding Farm!
Bright Guest House: 15 Mi to Dtwn Baltimore!

Bright Guest House: 15 Mi to Dtwn Baltimore!

3 out of 5
Reisterstown
With a stay at this cottage in Reisterstown, you'll be within a 10-minute drive of Oregon Ridge Nature Center and Butler Village.
Bright Guest House: 15 Mi to Dtwn Baltimore!
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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.

New Windsor Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in New Windsor will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to New Windsor definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in New Windsor, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

New Windsor Cottages essential information

Accommodation
12 Cottages
Lowest Price
AU$130
Highest Price
AU$456
Popular accommodation
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly) , ROMANTIC GETAWAY : Relax In Our Outdoor Spa This Winter !, Historical Thurmont Escape w/ Furnished Deck!, Nature Getaway w/ On-site Trails, 17 Mi to DC!, Peaceful Home w/ Patio < 2 Mi to Nat'l Park!, Upscale Country Home w/ Fire Pit in Taneytown!, Farmhouse on River, 12 Miles to Liberty Mountain, Pet-friendly Retreat on a Horse Breeding Farm!, Bright Guest House: 15 Mi to Dtwn Baltimore!

Top trending hotels in New Windsor

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

3 out of 5
4730 Painters Mill Rd, Owings Mills, MD
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 29 Apr to 30 Apr
AU$182
includes taxes & fees
29 Apr - 30 Apr
Located in Owings Mills, Hyatt Place Baltimore/Owings Mills is in the business district, a 2-minute drive from Foundry Row and 6 minutes from Under Armour Performance ...
Hyatt Place Baltimore/Owings Mills
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
The price is AU$130 per night from 29 Apr to 30 Apr
AU$130
includes taxes & fees
29 Apr - 30 Apr
A stay at Country Inn & Suites by Radisson, Frederick, MD places you in the heart of Frederick, just a 5-minute walk from Francis Scott Key Mall and within a ...
Country Inn & Suites by Radisson, Frederick, MD
Inn at Cemetery Hill

Inn at Cemetery Hill

2 out of 5
613 Baltimore St, Gettysburg, PA
The price is AU$284 per night from 8 May to 9 May
AU$284
includes taxes & fees
8 May - 9 May
Located in Gettysburg (Gettysburg Historic District), Inn at Cemetery Hill is within a 10-minute walk of Gettysburg Battlefield Museum and Gettysburg National ...
Inn at Cemetery Hill
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Turf Valley Resort

Turf Valley Resort

3.5 out of 5
2700 Turf Valley Rd, Ellicott City, MD
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 4 May to 5 May
AU$260
includes taxes & fees
4 May - 5 May
Located in Ellicott City, Turf Valley Resort is a 5-minute drive from Waverly Woods Golf Club and 9 minutes from Patapsco Valley State Park.
Turf Valley Resort
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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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^Subject to availability and chosen travel dates.