
Holiday rentals in Sleepy Hollow
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Top-rated holiday rentals in Sleepy Hollow
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Sleepy Hollow holiday rentals
Other great holiday rentals in Sleepy Hollow

Flat in Yonkers
4.71 out of 5 average rating, 14 reviewsThe Hide at Hudson-35 min to NYC
TheodoreRating, 5 stars1 week ago
Thank you for allowing me to stay at your house. This location is 30 mins away from time square. This is great for like minded folks who wouldn’t mind driving to the city. Instead of paying expensive hotel rates that only gets you 1-400 sf rooms. This place is a basement apartment. And indeed spacious for the attendees allowed.

Flat in Pleasantville
5 out of 5 average rating, 4 reviewsCozy Suite near Downtown Pleasantville
MaureenRating, 5 stars1 week ago
This place was perfect not far from my daughter’s house in chappaqua. It was a very comfortable place to spend a few days. It was walking distance to yummy restaurants. The hosts explained the house rules and check in procedure and answered my questions quickly👍
Guest favourite

Cabin in Greenwood Lake
4.99 out of 5 average rating, 90 reviewsModern Nordic Designed Cabin
FeRating, 5 stars2 weeks ago
The Nordic Cabin was the perfect setting for my husband and I to celebrate our 22nd wedding anniversary. The cabin is beautiful and the modern design, furnishings, and decor really stand out. Instructions of how to get into the cabin and the pitcures provided made check in and check out a breeze. The kitchen was well stocked. A bottle of white wine and a few treats were left for us. The kitchen offered different spices, oils, milk, and eggs. Kitchen utensils, pots/pans, dishes, cups, glasses, etc are provided, as well as cleaning supplies. The bathroom was stocked with toiletries. We spent a lot of time relaxing in the cozy living room and slept well in the beautiful bedroom. Last, I have to say that the first time we opened the gate at night, after dinner in Warwick, and saw all of the outdoor lights on, really made it feel like we were entering an enchanted garden. Would definitely come back!! Thank you Kamil and Margaret!!

Home in Tarrytown
5 out of 5 average rating, 14 reviews3br English Cottage in Tarrytown
ElaineRating, 5 stars30 months ago
Very comfortable older home. Understand that this is the owner's actually home, not a typical airbnb rental. As part of the arrangement, we took care of Emily's two cats while she was away; the kitties are friendly and pretty much independent (feed them dry food, fill water, clean the litter); they'll hang out and sit next to you on the couch in the evening. If you're not into kitties, just don't stay here. My granddaughter got to play with Emily's son's toys. I made use of the kitchen to bake pies for our family holiday gathering. Did not get to use the grounds (porch or yard), bc it was frigid cold this December. We all enjoyed the lovely Christmas tree set up in the living room. Emily was flexible about check-in/checkout times too. Thank you, Emily. >^..^<
Guest favourite

Flat in Ossining
4.88 out of 5 average rating, 16 reviewsThe Yellow Brick Getaway
NadiaRating, 5 stars3 weeks ago
Enjoyed our stay and found Melita very helpful, friendly and proactive with advice. We had hired a car and needed parking permit and she took care of getting the required permit as well as taking care of the parking fine we received due to our misunderstanding of the conditions. Thank you Melita.

Home in Philipstown
5 out of 5 average rating, 9 reviewsArkadia House Mid-century retreat with pool & view
AriRating, 5 stars71 months ago
Dan and Andrew were great hosts and very easy to communicate with. The location was beautiful and the views were amazing. The house was stocked with everything you could possibly need; towels, bedsheets, blankets cookware, a bunch of basic food necessities & more. The pool was refreshing after laying in the sun and watching the sunset from the pool is truly a must when visiting this home. We would love to stay here again and highly recommend to others looking for a gorgeous getaway home.
Guest favourite

Home in Nyack
4.95 out of 5 average rating, 186 reviewsChic Vintage Cottage in Artsy Village of Nyack
JulieRating, 5 stars2 weeks ago
Lovely home great location. I highly recommend this home
Guest favourite

Home in Briarcliff Manor
4.94 out of 5 average rating, 17 reviewsComfortable Cottage
MaryannRating, 5 stars2 days ago
Stayed to attend a wedding over the weekend. The home was cozy, clean and comfortable. I was sad that I was only staying to attend an event because their kitchen is pretty neat and would have loved to make a nice meal. It's a peaceful home and the bedrooms are private from one another. Check-in instructions were clear and Lara was responsive when needed. I would stay here again.
Quick stats about holiday rentals in Sleepy Hollow
Total rentals
10 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
990 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Self check-in, Gym and BBQ grill
Local attractions
Tarrytown Music Hall, Pierson Park and Scenic Hudson RiverWalk Park at Tarrytown
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art