Hot Ossining Cottage Rates

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Featured Cottages in Ossining

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY
The price is AU$436 per night from 31 Jan to 1 Feb
AU$436
31 Jan - 1 Feb
includes taxes & fees
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.
Opens in a new windowSerene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fall Colors HQs. Stunning views  of Croton River Gorge, a birder haven

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Croton-on-Hudson NY
Located in Croton-on-Hudson, this cottage is a 3-minute drive from Van Cortlandt Manor and 7 minutes from Snowden Avenue Park.
Opens in a new windowFall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Trendy 1 bedroom +loft apartment w/ parking

Trendy 1 bedroom +loft apartment w/ parking

Stamford CT
A stay at this cottage places you in the heart of Stamford, within a 15-minute walk of E. Gaynor Brennan Golf Course and Stamford Hospital.
Opens in a new windowTrendy 1 bedroom +loft apartment w/ parking
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Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Putnam Valley NY
Located in Lake Peekskill, this cottage is within a 15-minute drive of Hudson Valley Center for Contemporary Art and Oscawana Lake.
Opens in a new windowCozy Retreat w/ Pool, Cinema Room & Fire Pit
Cos Cob Cottage- Full Kitchen, Pet Friendly

Cos Cob Cottage- Full Kitchen, Pet Friendly

Greenwich CT
With a stay at this cottage in Cos Cob, you'll be within a 5-minute drive of Bush Holley House Museum and Putnam Cottage.
Opens in a new windowCos Cob Cottage- Full Kitchen, Pet Friendly
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

3 out of 5
Greenwich CT
The price is AU$1,530 per night from 31 Jan to 1 Feb
AU$1,530
31 Jan - 1 Feb
includes taxes & fees
With a stay at this cottage in Greenwich, you'll be within a 10-minute drive of Purchase College and Greenwich Hospital.
Opens in a new windowRiverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
Charming  Studio-Cottage with WiFi & TV free parking in Greenwich

Charming Studio-Cottage with WiFi & TV free parking in Greenwich

Greenwich CT
With a stay at this cottage in Cos Cob, you'll be within a 5-minute drive of Bush Holley House Museum and Putnam Cottage.
Opens in a new windowCharming Studio-Cottage with WiFi & TV free parking in Greenwich
3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home

3 out of 5
White Plains NY
Located in White Plains, this cottage is within a 5-minute drive of Westchester County Center and Pace University Law School.
Opens in a new window3 Mi to Downtown: Spacious White Plains Home
Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!

3 out of 5
Cornwall NY
With a stay at this cottage in Cornwall, you'll be within a 5-minute drive of New York Military Academy and Storm King State Park.
Opens in a new windowBright Cornwall-on-hudson Vacation Rental!
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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.

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

Ossining Cottages essential information

Accommodation
49 Cottages
Lowest Price
AU$168
Highest Price
AU$1,530
Popular accommodation
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands, Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven, Trendy 1 bedroom +loft apartment w/ parking, Cozy Retreat w/ Pool, Cinema Room & Fire Pit, Cos Cob Cottage- Full Kitchen, Pet Friendly, Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City, Charming Studio-Cottage with WiFi & TV free parking in Greenwich, 3 Mi to Downtown: Spacious White Plains Home, Bright Cornwall-on-hudson Vacation Rental!

Top trending hotels in Ossining

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is AU$280 per night from 13 Feb to 14 Feb
AU$280
13 Feb - 14 Feb
includes taxes & fees
Located in Ossining, Windrose On Hudson is in a rural location, a 4-minute drive from Van Cortlandt Manor and 5 minutes from Snowden Avenue Park.
Opens in a new windowWindrose On Hudson
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 22 Feb to 23 Feb
AU$168
22 Feb - 23 Feb
includes taxes & fees
Located in Nanuet, DoubleTree by Hilton Hotel Nanuet is in a shopping district, within a 10-minute drive of Palisades Center and Rockland Lake State Park.
Opens in a new windowDoubleTree by Hilton Hotel Nanuet
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is AU$292 per night from 1 Mar to 2 Mar
AU$292
1 Mar - 2 Mar
includes taxes & fees
With a stay at Sonesta White Plains Downtown, you'll be centrally located in White Plains, a 4-minute walk from The Westchester Mall and a 3-minute drive from ...
Opens in a new windowSonesta White Plains Downtown
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Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 8 Feb to 9 Feb
AU$193
8 Feb - 9 Feb
includes taxes & fees
Located in Elmsford, Baymont by Wyndham White Plains - Elmsford is in the historical district, within a 15-minute walk of Westchester Skating Academy and Westchester ...
Opens in a new windowBaymont by Wyndham White Plains - Elmsford
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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.