
Apartment holiday rentals in Sleepy Hollow
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Sleepy Hollow
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
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
This was such a fantastic place to stay as a family. Drew is very kind and welcoming. The place is decorated so beautifully and is comfortable, clean, and relaxing! thank you very much!

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.

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 🙌🏾!

Luxurious 1BR Downtown Stamford
The overall cost was a bit pricey, but the responsiveness of Lavish & Live and being downtown and included parking made the price more reasonable. I would book again.

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

Expansive Views; Miles of River & Mountains
We had such a great stay, such a relaxing space with really lovely views. We enjoyed having dinner in the backyard and the kitchen was really great. Host was very thoughtful and had everything well stocked and that helped make the trip a lot easier! We didn’t even have to rent a car because most of what we wanted to see + the train was in walking distance. Also great water pressure in the shower!

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
Truly wonderful. Peaceful. Good neighborhood. Excellent communication with host and spotless apartment with every convenience. Highly recommend!

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!

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt
Very hospitable hosts. They seemed to really have all the little details locked in that make a stay great.

C'est La Vie Lakeview with Optional Boat Slip
We had a great few days at Janice's lakeside retreat! The apartment was spotless and comfortable. Our favorite place was the deck and dock, where we spent most of our time enjoying the sun and lake views. Janice was incredibly welcoming and warm as well. We have already recommended this escape to our friends and family :)

Cozy Apartment in Greenwich CT
Great short weekend stay. Location was great to get to some little restaurants by walking. The AC was off before we can so it was a little warm but the ac units were fast at cooling down the living room area and the bedroom. Bedroom is short because of the slanted ceilings, so if someone is tall they should be sleeping on the left side of the room when looking in.

Sweet Stay!
I had a great stay here. The unit was just as described, clean and comfortable. There is a short walk and bus ride to NYC that takes about 30-45 minutes, so plan ahead. Nestor was responsive by phone and a great host overall.

Idyllic! Just steps from Main Street!
I really liked that we had a personal parking spot, and the location is awesome. We very much enjoyed the stay !!
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.

Renovated Forest Oasis with Pool & Fire-pit
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

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 was the perfect place to stay for my trip. Awesome vibe at night in the hot tub with all the lights on, and very cozy and clean inside as well. Super detailed instructions on how to get there, get inside etc. Very responsive host 👍I had a great time. Lots of good places to eat in this area, too. 10/10 would definitely come back in the future.

Newly Renovated Apt w/Parking Space
Roma was very sweet and welcoming showed us where everything was. We even got to meet beautiful grandchildren. The space was very beautiful and glad it offered parking. This will definitely be saved as s favorite for future bookings

Low cleaning fee, pool,swing, EWR 7min , NYC 27min
Celebrated my 1 year anniversary here and it was lovely! The decorations were beautiful and I absolutely loved our custom wine bottle! Thank you so much Shaquannah for everything! 😊❤️✨

Luxury Living in Stylish BK Gem
OMG BEST AIRBNB EVER. VERY CLOSET TO RESTAURANT AND STORES. SO BEAUTIFUL ON THE INSIDE. BATHROOM IS THE START OF THE SHOW. HAD STUFF THAT YOU DIDNT KNOW YOU NEEDED. EVERYTHING IS SO TECHY FOR THE PRICE YOU WILL GET WHAT YOU PAY FOR. WE HAVE NO COMPLAINTS AND WAS SAD TO LEAVE.

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!
Destinations to explore
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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