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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 29 Cottages in Sleepy Hollow with updated reviews, rates, and availability.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Spectacular view and very convenient to USMA. "
The price is AED 617
AED 889 total
includes taxes & fees
11 Mar - 12 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Trendy 1 bedroom +loft apartment w/ parking
Smart TV

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (8)
"We really enjoyed this place and location. Everything as advertised. Clean, safe area with great parking, convenient to 95 and all of Stamford, comfortable bed, W/D steps away. "
Trendy 1 bedroom +loft apartment w/ parking
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks
Miscellaneous

Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

10.0 out of 10, Exceptional, (2)
"2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area "
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks
Beautiful Cottage in Hudson Valley w/Pool & Views
Smart TV, fireplace

Beautiful Cottage in Hudson Valley w/Pool & Views

10.0 out of 10, Exceptional, (11)
"The house was beautifully decorated and furnished well. We enjoyed the large kitchen. The host responded to questions quickly and well. It is a beautiful region. Views were lovely, and roads and driveway were scraped of snow before we had time to think about it. "
The price is AED 915
AED 2,339 total
includes taxes & fees
13 Mar - 14 Mar
Beautiful Cottage in Hudson Valley w/Pool & Views
Putnam Valley Vacation Rental: Patio & Lake Views!
Fridge, microwave, stovetop, coffee/tea maker

Putnam Valley Vacation Rental: Patio & Lake Views!

9.8 out of 10, Exceptional, (12)
"Cozy, clean property. We had everything we needed for a 3-night stay for West Point Family Weekend. Several stores & restaurants conveniently nearby. Host Neury was most accommodating. Incredible views & scenery!!"
Putnam Valley Vacation Rental: Patio & Lake Views!
Second floor cottage apartment located in a private community.
Miscellaneous

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (14)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.
Putnam Valley Vacation Rental: Patio & Lake Views!
Cottage (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, blender

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!
Lovely Home Near FDU & Holy Name Hospital!
House (2 Bedrooms) | Interior

Lovely Home Near FDU & Holy Name Hospital!

3.0 star property
8.0 out of 10, Very Good, (1)
Lovely Home Near FDU & Holy Name Hospital!
South Salem Vacation Rental w/ Furnished Deck!
Miscellaneous

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Smart TV, computer monitors, printers

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Exterior

Charming Mamaroneck Home ~ 22 Mi to Manhattan

3.0 star property
6.0 out of 10, (1)
"Great quiet neighborhood, but this is only part of the home (1st floor, basement, and part of the 2nd floor) and the people upstairs are stepping loudly late into the night. The 3rd bathroom is in the basement with no shower curtain and a shower head that must be held during your entire shower. It was the 1 room that was actually dirty and I cleaned it before we used it. Internet info was inaccurate but provided when we requested. TV instructions lacking. Plenty of room for hanging out and...
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Charming Highland Falls Home < 2 Mi to West Point!
Exterior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Updated Home w/ Patio Half Mile to West Point
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Classic Teaneck Colonial Home With A Modern Touch
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Classic Teaneck Colonial Home With A Modern Touch

3.0 star property
Classic Teaneck Colonial Home With A Modern Touch
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
House (4 Bedrooms) | Interior

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Lovely cottage, ideal location
Living area

Lovely cottage, ideal location

Lovely cottage, ideal location
Charming Bergenfield Retreat: 16 Mi to Manhattan!
TV

Charming Bergenfield Retreat: 16 Mi to Manhattan!

3.0 star property
Charming Bergenfield Retreat: 16 Mi to Manhattan!
3 Mi to Downtown: Spacious White Plains Home
Interior

3 Mi to Downtown: Spacious White Plains Home

3.0 star property
3 Mi to Downtown: Spacious White Plains Home
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Microwave, oven, stovetop, dishwasher

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

3.0 star property
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Ossining Vacation Rental Near River, Trails & Mta!
House (5 Bedrooms) | Interior

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
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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Other property types in Sleepy Hollow

Global Luxury Suites at The Arches
Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (400)
"I was told that I would receive water...there was none..online shows that there is kitchenette..it was not a full kitchen no cutting knife etc. There was wifi but it a the basic..no access to streaming cites. Great furniture and setting."
The price is AED 366
AED 766 total
includes taxes & fees
11 Mar - 12 Mar
Global Luxury Suites at The Arches
Kitchenette in private original brownstone building
Fridge, oven, stovetop, coffee/tea maker

Kitchenette in private original brownstone building

6.2 out of 10, (15)
"I was most concerned when I saw reviews about lack of communication with the owner and a confusing check in process, because I've had a few negative experiences with that. Please be assured that the check in process was clear and smooth. The building is historic and has been through some things over the years, and it shows on the interior. However, the room is fully renovated and so clean, with some original details lovingly preserved. The room I had was much larger than the photos made it...
The price is AED 331
AED 588 total
includes taxes & fees
14 Mar - 15 Mar
Kitchenette in private original brownstone building
Great Looking Studio apartment in NYC Brownstone
Living area

Great Looking Studio apartment in NYC Brownstone

9.0 out of 10, Wonderful, (11)
"I recently had the pleasure of staying at this exceptional VRBO property in the heart of Harlem, and it truly exceeded all expectations! I was born and raised in Harlem and the place felt like home, I would definitely stay here again on future trips.The charm of the original 1900s brownstone is breathtaking, with its high ceilings, intricate pocket doors, and a stunning gold statue that greets you upon entry, setting the tone for a unique and memorable experience. The location is unbeatable—just...
The price is AED 639
AED 940 total
includes taxes & fees
11 Mar - 12 Mar
Great Looking Studio apartment in NYC Brownstone
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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