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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 33 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)
"Awesome "
The price is AED 617
AED 1,014 total
includes taxes & fees
13 Apr - 14 Apr
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, Pet Friendly
TV

Cos Cob Cottage- Full Kitchen, Pet Friendly

10.0 out of 10, Exceptional, (3)
"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, Pet Friendly
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!
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 2,526 total
includes taxes & fees
13 Apr - 14 Apr
Beautiful Cottage in Hudson Valley w/Pool & Views
South Salem Vacation Rental w/ Furnished Deck!
Fridge, microwave, stovetop, dishwasher

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!
Second floor cottage apartment located in a private community.
Smart TV

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.
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Interior

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
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
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
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
Charming Highland Falls Home < 2 Mi to West Point!
Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi 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
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
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!
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
Outdoor spa tub

'the Glabin: Garrison Gem w/ Deck & Fire Pit!

3.0 star property
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
Lovely cottage, ideal location
Living area

Lovely cottage, ideal location

Lovely cottage, ideal location
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
House (2 Bedrooms) | Private kitchen | 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!
2BDRM COTTAGE IN PLEASANTVILLE
Private kitchen

2BDRM COTTAGE IN PLEASANTVILLE

2BDRM COTTAGE IN PLEASANTVILLE
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, (416)
"Quiet location "
The price is AED 455
AED 868 total
includes taxes & fees
16 Apr - 17 Apr
Global Luxury Suites at The Arches
Great Looking Studio apartment in NYC Brownstone
Smart TV, books

Great Looking Studio apartment in NYC Brownstone

8.4 out of 10, Very Good, (13)
"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 474
AED 817 total
includes taxes & fees
30 Apr - 1 May
Great Looking Studio apartment in NYC Brownstone
Kitchenette in private original brownstone building
Fridge, oven, stovetop, coffee/tea maker

Kitchenette in private original brownstone building

6.0 out of 10, (18)
"I just needed a night in the city and a bed and this worked. The sensor to get to the lockbox doesn't always react, but it was fine otherwise. Not far from a train station either. Really clean and met my simple needs. "
The price is AED 367
AED 685 total
includes taxes & fees
14 Apr - 15 Apr
Kitchenette in private original brownstone building
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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