
Apartment holiday rentals in Sleepy Hollow
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Top-rated apartment rentals in Sleepy Hollow
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Sleepy Hollow apartment rentals
Weekly apartment rentals

Garden On The Hudson
Really enjoyed my stay here! The place was super clean and quiet, which I loved. It’s in a great spot—I could walk to a coffee shop, a salon, and a bunch of restaurants, which made everything super convenient. The host was also super responsive and helpful, which made the whole experience even better. Would definitely stay here again!

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow
We were in town for a wedding, though lucky enough to try three separate restaurants while we were there Basque (spanish tapas) was the stand out meal for us. Tarrytown was so charming, just a few short blocks to Main Street. The place was nice, cozy and comfortable. I also really appreciated the steamer for my clothes! Thanks again for your hospitality!

1BR (King), near trains to NYC/EWR/Metlife
I had an amazing stay at this Airbnb! The space was spotless, stylish, and exactly as described. The host was incredibly responsive, welcoming, and made sure everything was smooth from check-in to checkout. The neighborhood was peaceful, and I felt completely at home. I’d definitely stay here again highly recommended to anyone looking for comfort, cleanliness, and great hospitality!

Large apt close to Tarrytown & NYC
Excellent location, amenities, communication, and value. I needed to find a place last-minute for a wedding and Vere got the place ready for me the same day I requested it. Highly recommend.

Two-Bedroom Tranquil Escape
Very nice stay! Appreciated the great communication and fantastic location.

Cozy Apartment in Greenwich CT
Jenna’s spot is cozy and quiet. The bed is very comfortable and everything was very clean. There is a reserved parking spot and check in is via a code so you can arrive any time. The ceilings are low since it is an attic, but mostly in the bedroom. The main room ceiling is about 6 foot 7 inches.

White Plains County Center Apartment Near Train
The stay was amazing! Very clean and Priscilla provides clear instructions in terms of check in and check out! More than satisfied!

Stylish, Cozy 2 BR Pied-á-terre
Mary’s apartment is spacious, clean, comfortable, located in a quiet neighborhood but easily walkable to main st. Tarrytown where all the shops and restaurants are located. The mattresses and covers are quite comfortable, kitchen is fully equipped, there is washer and dryer in the bathroom, and plenty of books to read in the living room. We thoroughly enjoyed our stay and would wholeheartedly recommend this place to anyone looking for a wonderful home from home experience.
Private apartment rentals

Aqua Vista
We absolutely enjoyed our stay. The place is pristine and modern. The neighborhood is quiet and peaceful. Alejandra was very friendly, helpful and quick to respond. The rooms are cozy and the bathroom is beautiful. Would definitely stay again. Thank you for your hospitality

Cozy as Kept 2
Thank you Eulyn for a wonderful & peaceful place to stay 🤍 I will be back again

Maple Ridge Retreats - Apt B
Will look forward to staying with Mellisa again. The place was beautiful and the welcome was warm and welcoming. Loved it!! Highly recommend

Cozy Apartment w/Private Entrance in Ossining Home
Illuminata’s apartment was perfect for my visit to the area. It is simple, yet clean, spacious and includes everything you need for a comfortable stay. The shower has excellent water pressure and the beds are comfortable, too, which are big pluses. Groceries and eateries are a short Uber ride away or can be walked to if you can handle a hill or two. I hope it is available next time I visit!

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
We had a wonderful stay! The place was spotless and incredibly well-prepared. The host went above and beyond—there was a bottle of wine and a charcuterie board waiting for us when we arrived, which was such a thoughtful touch. She truly thought of everything we might need, from toiletries to kitchen essentials, including a variety of snacks/breakfast items, coffee and teas. It made our stay comfortable, relaxing and stress-free. Highly recommend and would definitely stay again!

Fair Lawn 1bedrm apt, wi-fi, TV, kitch, parking, ent
Absolutely, awesome place too bad. I had to move cause somebody else booked it and Michael is a very nice guy.

Elegant Hideaway • Free Parking
The apartment was perfect. Matched all the photos and super convenient! Kitchen was fully stocked, spices and utensils. Bathroom and room were comfortable and cozy 🙌🏾!

Luxury Private Apartment - Walk to Train for NYC!
We had a great stay! The apartment was clean and comfortable!
Apartment rentals with a hot tub

Foxglove Farm
Trisha’s place was the one that completely changed my perspective on air bnb, I really loved and enjoyed my entire experience as a whole. I’d definitely come back again thanks Trisha.

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

The Hideaway
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!

Posh Couple's Suite-Private Patio w/jacuzzi
This place is the perfect distance from the American Dream Mall ! Lovely location, lovely amenities, and a hot tub ? Definitely getting your moneys worth. Thank you Jenn for having us !

RARE 1st flr Private Ski in/out access 1 Bed!
You definitely want to stay here. Everything was wonderful and the location is PRICELESS. Book here and you won’t be disappointed.

Newly Renovated Apt w/Parking Space
The place was amazing everything was in order and me and my friends had an amazing time. I definitely would stay over again.

Low cleaning fee, pool,swing, EWR 7min , NYC 27min
My sister and I had a short overnight stay and we absolutely loved it! It’s such a cute place. It was just as described and perfect for the night. The host was very quick and responsive to our inquiries. The building is very easy to find and we felt safe with security in the building. The neighborhood is nice. The day of check out we walked around and ate at a local restaurants. We definitely will be back and recommend!

Sweet Victory Suite
Melissa was an amazing host from the minute we booked the reservation. Her home was beautiful and provided a sense of peace. The binder with local activities as well as restaurants was extremely helpful and although it rained our whole weekend we didn't mind because the hot tub area was so nice. Will definitely be back again!
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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