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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

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

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is AED 617
AED 893 total
includes taxes & fees
9 Feb - 10 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

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
Trendy 1 bedroom +loft apartment w/ parking
Interior

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (7)
"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
Putnam Valley Vacation Rental: Patio & Lake Views!
Putnam Valley Vacation Rental | 3BR | 2BA | 7 Steps Required to Enter

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!
Putnam Valley Vacation Rental: Patio & Lake Views!
Terrace/patio

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!
Exterior

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
Interior

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. "
Beautiful Cottage in Hudson Valley w/Pool & Views
South Salem Vacation Rental w/ Furnished Deck!
South Salem Vacation Rental | 1BR | 1BA | Stairs Required | 950 Sq Ft

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!
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
Second floor cottage apartment located in a private community.
Living Room with view towards Bedroom 1

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 Highland Falls Home < 2 Mi to West Point!
Terrace/patio

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Exterior

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
Updated Home w/ Patio Half Mile to West Point
Exterior

Updated Home w/ Patio Half Mile to West Point

3.0 star property
Updated Home w/ Patio Half Mile to West Point
Ossining Vacation Rental Near River, Trails & Mta!
Property grounds

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Private kitchen

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

3.0 star property
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Classic Teaneck Colonial Home With A Modern Touch
Terrace/patio

Classic Teaneck Colonial Home With A Modern Touch

3.0 star property
Classic Teaneck Colonial Home With A Modern Touch
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
Property grounds

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

3.0 star property
'the Glabin: Garrison Gem w/ Deck & Fire Pit!
Charming Bergenfield Retreat: 16 Mi to Manhattan!
Living area

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
Living area

3 Mi to Downtown: Spacious White Plains Home

3.0 star property
3 Mi to Downtown: Spacious White Plains Home
2BDRM COTTAGE IN PLEASANTVILLE
Interior

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
Exterior

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (389)
"Will always come and stay here. My only complaint is actually reaching customer service , my code didn’t work for my room, and it did take a while to rectify, but other than that.. will come back for sure! "
The price is AED 361
AED 760 total
includes taxes & fees
12 Feb - 13 Feb
Global Luxury Suites at The Arches
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (21)
"It was in walking distance of the event we were going to."
The price is AED 607
AED 698 total
includes taxes & fees
23 Feb - 24 Feb
Stamford Suites
Manhattan Studio! Walk to scenic Morningside park, restaraunts, subway. Free WiF
Exterior

Manhattan Studio! Walk to scenic Morningside park, restaraunts, subway. Free WiF

9.2 out of 10, Wonderful, (16)
"I will definitely stay again. Perfect location for your stay in NYC. Sound proof window to block the NYC life. This property has everything you need to feel “at home.” Mary is awesome!"
Manhattan Studio! Walk to scenic Morningside park, restaraunts, subway. Free WiF
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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