
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
this is a great option if you want to be close to the park but not so far up. there are two metro stations super close. it is a hotel, it is nice, we were comfortable, we were offered free of charge cleaning every day, the room had a coffee maker and capsules which we enjoyed a lot, the shower was amazing and the toiletries were great. We thought it was expensive for the place, but compared to the NY offer, it was great. Early check in and late check out is available if you pay extra, it costs depending on the hours you want to extend your stay it doesn’t matter if the room is available.

Room 1 Cold Spring Hotel (Main St.)
Jim and his entire family were so accommodating and unbelievably kind. You felt like you were staying with family at the location was incredible and the place was very very clean.

Boutique Hotel in the heart of the North Shore
The room was giant, the bed was comfy and everyone was very helpful!

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
We stayed as a family of 4. It was easy to get in and out of Manhattan on the subway and easy to find good places to eat nearby. Would stay again!
Other great vacation rentals in Sleepy Hollow

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!

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!

Millionaire Mansion Countryside Stay w/ Lrg Hottub
Absolutely loved our stay at Mordechai’s place! The home was stunning—beautifully designed, spacious, and super comfortable for our large group. It’s also in a perfect location, close to amazing hiking spots and scenic views. Mordecai was a fantastic host—quick to respond and very helpful throughout our stay. I truly can’t wait for the opportunity to return!

Country House, Mountain Views, Dine, Bike, & Hike
Absolutely beautiful home! Carl and Rebecca were wonderful hosts - they were super responsive and accommodating. And their home is lovely down to all the little details, from the soft bathrobes to the warm spaces to hang out in. We had a wonderful stay at their home and would love to come back!

Nice getaway with your family.
My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!

Luxury Mountain Retreat Condo - Skiing & More!
We booked the space for a dance competition at Minerals Hotel. The condo was bright and airy and the perfect amount of space for two mother/ daughter pairs. Everything was extremely clean and nicely decorated - and we enjoyed the basket of snacks and water during the late night returns! We will be booking again!
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
- Jones Beach
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Comedy Cellar
- Mountain Creek Resort
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- MetLife Stadium
- Inwood Hill Park
- United Nations Headquarters
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