Hot Sleepy Hollow Cottage Rates

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Featured Cottages in Sleepy Hollow

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery
The price is AU$403 per night from 28 Dec to 29 Dec
AU$403
includes taxes & fees
28 Dec - 29 Dec
With a stay at this cottage in Fort Montgomery, you'll be on a river, a 4-minute walk from Bear Mountain State Park and a 5-minute drive from Hudson River.
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Putnam Valley Vacation Rental: Patio & Lake Views!

Putnam Valley Vacation Rental: Patio & Lake Views!

Putnam Valley
With a stay at this cottage in Lake Peekskill, you'll be within a 15-minute drive of Oscawana Lake and Clarence Fahnestock State Park.
Putnam Valley Vacation Rental: Patio & Lake Views!
California cozy cottage/studio in the middle of the Greenwich

California cozy cottage/studio in the middle of the Greenwich

Greenwich
Located in Cos Cob, this cottage is within a 5-minute drive of Bush Holley House Museum and Putnam Cottage.
California cozy cottage/studio in the middle of the Greenwich
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Trendy 1 bedroom +loft apartment w/ parking

Trendy 1 bedroom +loft apartment w/ parking

Stamford
A stay at this cottage places you in the heart of Stamford, within a 5-minute drive of Stamford Hospital and University of Connecticut Stamford Campus.
Trendy 1 bedroom +loft apartment w/ parking
Lovely Home Near FDU & Holy Name Hospital!

Lovely Home Near FDU & Holy Name Hospital!

3 out of 5
Teaneck
Located in Teaneck, this cottage is within a 15-minute drive of American Dream and Yankee Stadium.
Lovely Home Near FDU & Holy Name Hospital!
Putnam Valley Vacation Rental: Patio & Lake Views!

Putnam Valley Vacation Rental: Patio & Lake Views!

3 out of 5
Lake Peekskill
Located in Lake Peekskill, this cottage is within a 15-minute drive of Oscawana Lake and Clarence Fahnestock State Park.
Putnam Valley Vacation Rental: Patio & Lake Views!
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Pound Ridge
Located in Pound Ridge, this cottage is in a rural location, within a 15-minute drive of Pound Ridge Town Park and New Canaan Nature Center.
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Beautiful Cottage in Hudson Valley w/Pool & Views

Beautiful Cottage in Hudson Valley w/Pool & Views

Putnam Valley
The price is AU$1,130 per night from 27 Dec to 28 Dec
AU$1,130
includes taxes & fees
27 Dec - 28 Dec
Located in Lake Peekskill, this cottage is within a 15-minute drive of Hudson Valley Center for Contemporary Art and Oscawana Lake.
Beautiful Cottage in Hudson Valley w/Pool & Views
Second floor cottage apartment located in a private community.

Second floor cottage apartment located in a private community.

Stamford
Located in Stamford (Cove - East Side - Shippan), this cottage is within a 5-minute drive of Chelsea Piers and Cummings Park Beach.
Second floor cottage apartment located in a private community.
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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.

Sleepy Hollow 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 Sleepy Hollow 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 Sleepy Hollow 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 Sleepy Hollow, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Sleepy Hollow Cottages essential information

Accommodation
29 Cottages
Lowest Price
AU$96
Highest Price
AU$1,130
Popular accommodation
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands, Putnam Valley Vacation Rental: Patio & Lake Views!, California cozy cottage/studio in the middle of the Greenwich, Trendy 1 bedroom +loft apartment w/ parking, Lovely Home Near FDU & Holy Name Hospital!, Putnam Valley Vacation Rental: Patio & Lake Views!, Historic Pound Ridge Cottage, 2 Beds, Fully Furnished, Beautiful Cottage in Hudson Valley w/Pool & Views, Second floor cottage apartment located in a private community.

Top trending hotels in Sleepy Hollow

Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 2 Jan to 3 Jan
AU$189
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at Radio Hotel in New York (Manhattan), you'll be within a 5-minute drive of New Balance Track & Field Center at The Armory and Yankee Stadium.
Radio Hotel
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
Fully refundableReserve now, pay when you stay
The price is AU$96 per night from 20 Jan to 21 Jan
AU$96
includes taxes & fees
20 Jan - 21 Jan 2025
With a stay at Armoni Inn & Suites in Orangeburg, you'll be within a 15-minute walk of Dominican College and St. Thomas Aquinas College.
Armoni Inn & Suites
Marriott Saddle Brook

Marriott Saddle Brook

4 out of 5
138 New Pehle Avenue, Saddle Brook, NJ
Fully refundableReserve now, pay when you stay
The price is AU$248 per night from 12 Jan to 13 Jan
AU$248
includes taxes & fees
12 Jan - 13 Jan 2025
Located in Saddle Brook, Marriott Saddle Brook is in the suburbs, within a 5-minute drive of Saddle River County Park and Westfield Garden State Plaza.
Marriott Saddle Brook
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Crowne Plaza Saddle Brook, an IHG Hotel

Crowne Plaza Saddle Brook, an IHG Hotel

3.5 out of 5
50 Kenny Pl, Saddle Brook, NJ
Fully refundable
The price is AU$226 per night from 2 Jan to 3 Jan
AU$226
includes taxes & fees
2 Jan - 3 Jan 2025
When you stay at Crowne Plaza Saddle Brook, an IHG Hotel in Saddle Brook, you'll be in the business district, within a 15-minute drive of MetLife Stadium and ...
Crowne Plaza Saddle Brook, an IHG Hotel
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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.