
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
Great location!

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

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.

The Mountain Vacation Home
The house is in a beautiful location. Sharon, CT is definitely worth visiting. Especially during the fall.

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.

Cozy 5 Bedroom Escape in ellenville ny
My friends and I visited for a short visit. There was plenty of space in the house and yard for us to hang out. We loved the fire pit! Great hiking near by as well.

Peaceful Mountain Retreat
Adams place was amazing! Super clean and had all the essentials we needed for a great stay. Adam was very accommodating with our early check in. We would stay here again! Great location and comfortable beds!

Millionaire Mansion Countryside Stay w/ Lrg Hottub
We were in the area for a wedding and decided to stay at Mordechai's luxurious space for a few days rather than cram into a hotel room. We were impressed with how quickly the hosts communicated with us and how much care they showed in addressing any queries or requests that we brought up. It's very clear that the hosts care take great care in making your stay as comfortable as possible. We appreciated the little touches like having the house AC blasting when we arrived, the hot tub ready to go in immediately, and preparing toiletries/towels on each bed. It was very close to attractions that appeal to adults (breweries, wineries) and kids (legoland, castle fun center, round one) and we all had a ton of fun during our mini-vacation.

200 yds Minerals - great for hotel weddings
The place was great and just as pictured/described. Joann gave great instructions and was very responsive. We were only there for a short stay for a race, but it looked like a great area I would’ve loved to explore if we had more time. The only thing I didn’t care for was the requirement for to wash and dry all towels before leaving. Since I already paid a hefty cleaning fee that seemed like a bit much. And the washer/dryer is small so this took a couple of loads to get done.
Quick stats about vacation rentals in Sleepy Hollow
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ184 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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- 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
- Mountain Creek Resort
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- MetLife Stadium
- Rye Playland Beach
- Inwood Hill Park
- United Nations Headquarters
- Bronx Zoo
- Point Lookout Beach District Park