
Vacation rentals in Sleepy Hollow
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Top-rated vacation rentals in Sleepy Hollow
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Popular amenities for Sleepy Hollow vacation rentals
Boutique hotel rooms in Sleepy Hollow

The Vestibule-Full Room with External Private Bath
My partner and I felt welcomed and comfortable at Debary. We especially enjoyed the expansive and inviting porch, the set-up of the dining room (which made it easy to have a friendly chat with other guests should you wish), and the variety of seating options in the common areas. The breakfast is continental as advertised, but it's a pleasing notch up from a motel continental, with good coffee and fresher food. Although the Debary is not upscale, it's a very pleasant, affordable option for the area. The morning we left, a grandmother was reading books to her grandchild in the living room, guests were chatting in the dining room, others were taking in the breeze on the porch, and the whole place generally had a relaxed and contented vibe. We noticed a sign that says the Inn has free bikes available to guests, too. A nice perk. Would stay again!

Private bedroom Boutique Hotel 10 mins from NYC
10 min bus to the city. safe area. good water pressure, and cool enough with AC on. Simple room for the price.

Sonder Chambers | Queen Room
The team and front desk staff were very pleasant and accommodating. Location was convenient for where I was visiting, and having a great restaurant in the building was nice. Plenty of towels and back up hospitality items in the room or accessible to guests was a plus. I'll have to stay longer next time!

Room 1 Cold Spring Hotel (Main St.)
I nice modest place - very conveniently located. Had a good time. A friendly helpful host.

Boutique Hotel in the heart of the North Shore
Everything was great!!! We will be back!!

The Warwick Inn Boutique Bellvale Room 2
This is our 2nd stay at The Warwick, because the first visit was so delightful. Gabriella, the host, is always responsive, attentive and proactive with booking arrangements. The rooms are delightful victorian themed comfort. The rooms are upstairs in the historic Warwick Inn, above Prime 36 - an upscale steakhouse restaurant. Besides the delicious fare at the restaurant, the bar is an excellent place to have a cocktail before starting the evening, or ending the evening after the day’s adventures. We recommend The Warwick highly! Be back soon ♥️

Unique lakeside lodging steps from Greenwood Lake
Looks can be deceiving from the front, but give it a chance, the Staff was friendly at the restaurant upon check in, the host was very responsive, Clean updated bedroom, comfortable stay, bathroom was dated and moldy but overall being the only hotel on the lake the place has potential. We stayed on the ground floor which was a little awkward to have the curtains open while people were dining. We enjoyed the early mornings when the restaurant was closed to have the view of the lake. Easy parking close to activities (boat rentals, restaurants, paddle boards). Wish we had more time to check out the piano bar.

2 Double-Beds with Balcony Views in Boutique Hotel
Easy to check in and check out. Parking was a little tough to find but nonetheless, a worthy stay. Very pretty art.
Other great vacation rentals in Sleepy Hollow

Sunny 1BR Apartment
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit

Log Cabin Apartment Great for Outdoor Enthusiasts
We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.

Beacon 2BR house w/ backyard, easy walk to main st
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!

Beautiful Cabin in Cornwall CT.
Henry's beautiful home and yard provided the perfect getaway for 5 friends who try to get together at least once a year, coming from 3 different states. The large rooms, clean/fresh bed linens and towels, two full bathrooms and spacious living room adjacent to the kitchen gave us jus t the right setting in which to enjoy each other's company. Breakfast at the kitchen table overlooking the backyard was bright and sunny first thing in the morning. We especially liked the backyard patio, which gets sun all day long. After a cold rainy start to our stay, we were able to enjoy a warm afternoon on the patio - sunshine, blue skies, birds, budding trees and the soothing sound of the water fountain and small pond . We found great restaurants in both Kent and in Litchfield. As an avid gardener, I can just picture Henry's beautiful landscaping when all is in bloom later in the season. Very comfortable place to hang out! We wouldn't hesitate to give others a recommendation for Henry's home.

Clarissa's Paradise
First of all I would like to thank Carmen for letting me stay at her beautiful home. I enjoyed the time I spent at the air bnb even though it was a very busy weekend for me. Carmen home was clean and comfortable, also a very convenient location close to so many places. The home is also pretty spacious I was able to have a nice family dinner and gathering there. I would definitely recommend staying at this beautiful air bnb, Carmen was a great host Thankyou again.

Home away your home
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.

Highland Bluffs Lake House, 50 miles from NYC
Our family loved this spot! The house is beautiful, clean and very peaceful. My kids all loved the basement which had a great assortment of games, toys and books. We visited for a weekend and went snowtubing at Mountain Creek (only about 12 minutes away). We also really enjoyed nearby Warwick, NY where we found nice shops and restaurants. It was a great stay - highly recommend!

Peaceful Mountain Retreat
Perfect stay. Felt at home from the moment I arrived and Adam was really easy to communicate with and very accommodating. The condo was clean and cozy. For sure will be back.
Quick stats about vacation rentals in Sleepy Hollow
Total rentals
10 properties
Nightly prices starting at
$50 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
Bridge View Tavern, Lefteris Gyro, and Scenic Hudson RiverWalk Park at Tarrytown
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Mountain Creek Resort
- Comedy Cellar
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
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- MetLife Stadium
- United Nations Headquarters
- Bronx Zoo
- Astoria Park
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