Apartment vacation rentals in Sleepy Hollow

Find and book unique apartments on Airbnb

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Popular amenities for Sleepy Hollow apartment rentals

Weekly apartment rentals

Top guest favorite
Apartment in Tarrytown
4.98 out of 5 average rating, 62 reviews

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

ChristinaRating, 5 stars1 week ago
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!
Top guest favorite
Apartment in Beacon
4.98 out of 5 average rating, 110 reviews

Beacon Bird's eye view! Close to Main St & Train

CliodhnaRating, 5 stars2 weeks ago
My husband and I spent 4 nights here and loved our stay! The space is great, spacious, really comfortable and has everything you need. You are walking distance from the station and all local amenities. We found the location very peaceful and quiet. The outside balconies are awesome too!
Superhost
Apartment in Beacon
4.85 out of 5 average rating, 599 reviews

Newly Restored 2BR

EmmaRating, 5 stars2 weeks ago
Graham's 2-bedroom apartment within walking distance to downtown Beacon was perfect for a quick weekend getaway from the city for our family of 3. The apartment was exactly as pictured, and was very stylish and spotless. The location was quiet and we were not bothered by any road noise at night. We enjoyed walking into town on the railroad tracks for dinner and breakfast. Will definitely try to book again when in the area.
Guest favorite
Apartment in Hastings-on-Hudson
4.92 out of 5 average rating, 127 reviews

Hastings On Hudson Garden Apartment

ElizabethRating, 5 stars2 months ago
This was my second time staying at MaryLee’s place and I hope to stay there again. Delightful in every way.
Guest favorite
Apartment in Sleepy Hollow
4.84 out of 5 average rating, 19 reviews

Large apt close to Tarrytown & NYC

GeorgeRating, 5 stars1 week ago
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.
Superhost
Apartment in Ossining
4.64 out of 5 average rating, 75 reviews

Cozy Apartment w/Private Entrance in Ossining Home

EvanRating, 5 stars5 months ago
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!
Top guest favorite
Apartment in Chester
4.98 out of 5 average rating, 105 reviews

Private Country Getaway

KathyRating, 5 stars5 days ago
Our family had a lovely relaxing stay at Adam’s home. The weather wasn’t all that we hoped but with the serene and conveniently located property, a thoughtful and welcoming host it was a good time. We received great recommendations for things to do nearby but also enjoyed the pool, a walk around the pond and the feathered friends on the property. Would stay again!
Guest favorite
Apartment in White Plains
4.94 out of 5 average rating, 130 reviews

Clean, convenient, & close to train & downtown

ErinRating, 5 stars1 week ago
Great stay as always. Felt right at home and enjoyed the peaceful back yard and fresh water and coffee machine. Great hosts.

Private apartment rentals

Superhost
Apartment in Croton-on-Hudson
4.8 out of 5 average rating, 91 reviews

Garden On The Hudson

ConnorRating, 5 stars2 weeks ago
Spectacular rental. This place is a hidden speakeasy of an Airbnb. Nested next to a restaurant, it like walking into this hidden apartment. The place is stunning inside with amazing decorative design and 3 queen beds. Easy access to most of Westchester. You should consider this as your next place of travel.
Guest favorite
Apartment in Bloomfield
5 out of 5 average rating, 9 reviews

1BR (King), near trains to NYC/EWR/Metlife

AnastasiaRating, 5 stars5 days ago
I think this is my favorite Airbnb I’ve ever stayed in. Clean, spacious, comfortable, updated amenities, modern, quiet neighborhood, beautiful home. I would’ve been content w never leaving lol We enjoyed our stay sooo much, I was very sad to leave. The host was extremely kind and communicative. I didn’t have a single issue. I’m very thankful to have had this home be apart of such a fun experience and now my favorite memory! Thank you so much!!!!
Top guest favorite
Apartment in Highland Mills
5 out of 5 average rating, 33 reviews

Maple Ridge Retreats - Apt B

JudithRating, 5 stars4 weeks ago
Will look forward to staying with Mellisa again. The place was beautiful and the welcome was warm and welcoming. Loved it!! Highly recommend
Top guest favorite
Apartment in Bedford
4.97 out of 5 average rating, 31 reviews

Charming Cottage in historic Bedford Village

MaureenRating, 5 stars1 week ago
Jon was a super responsive and helpful host. We were in town visiting family and the location was perfect. Quick walk to town. The cottage was spotless and comfortable. Looking forward to coming back!
Guest favorite
Apartment in Greenwich
4.96 out of 5 average rating, 77 reviews

Cozy Apartment in Greenwich CT

RosmeryRating, 5 stars3 days ago
Beautiful place, Safe neighborhood and fast response. Will visit again.
Superhost
Apartment in White Plains
4.97 out of 5 average rating, 34 reviews

White Plains County Center Apartment Near Train

TaylorRating, 5 stars5 days ago
The stay was amazing! Very clean and Priscilla provides clear instructions in terms of check in and check out! More than satisfied!
Guest favorite
Apartment in White Plains
5 out of 5 average rating, 12 reviews

The Westchester Gem. Free Parking! No Cleaning fee

MatthewRating, 5 stars1 week ago
Ben’s apartment was perfect for our family visit White Plains — beautiful, spacious, and with lots of the amenities we needed, very close to the center of the city. Ben himself was also wonderful, with quick response times and lots of flexibility around our travel. We’d definitely stay here again!
Top guest favorite
Apartment in Yonkers
4.97 out of 5 average rating, 98 reviews

Modern & Bright 2-Bedroom in a 1905 Victorian

GretaRating, 5 stars6 days ago
If you want to stay in a spacious, beautiful, quiet space outside of the city, this is a great option and beats the price of anything comparable in NYC even with the commute. I’m thrilled we decided to go with this stylish, Victorian, luxurious place.

Apartment rentals with a hot tub

Top guest favorite
Apartment in Vernon Township
5 out of 5 average rating, 37 reviews

Top Floor Appalachian/Minerals DayPass Available

ChristinaRating, 5 starstoday
Julia’s place was just as described. She was very responsive and helpful. The day passes for minerals were a real treat! We enjoyed our stay and would happily return.
Guest favorite
Apartment in Brewster
4.88 out of 5 average rating, 107 reviews

The Hideaway

MackenzieRating, 5 stars3 weeks ago
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!
Superhost
Apartment in East Orange
4.85 out of 5 average rating, 181 reviews

Posh Couple's Suite-Private Patio w/jacuzzi

DeniseRating, 5 stars2 weeks ago
I will definitely be back ! Such a relaxing space , so clean & beautiful!
Guest favorite
Apartment in Canarsie
4.79 out of 5 average rating, 452 reviews

Newly Renovated Apt w/Parking Space

KevinRating, 5 stars5 days ago
Wonderful place,enjoyed my stay
Guest favorite
Apartment in Stamford
4.98 out of 5 average rating, 42 reviews

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

ChristinaRating, 5 stars1 month ago
This was exactly what we needed for a quick visit to visit Stamford! It was easy to check in and plenty of room for 2 families with young kids. The backyard is private and fenced in for early morning coffee and dinner. The location is very close to a park with playground and it was easy to get to 95. Would definitely stay again!
Guest favorite
Apartment in Elizabeth
4.87 out of 5 average rating, 206 reviews

$0 cleaning fee, pool, swing, EWR 7min , NYC 27min

MalekaRating, 5 stars2 weeks ago
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!
Guest favorite
Apartment in Newburgh
4.94 out of 5 average rating, 250 reviews

Sweet Victory Suite

AmberRating, 5 stars1 week ago
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!
Guest favorite
Apartment in Kearny
5 out of 5 average rating, 6 reviews

Kearny Apt with free parking, 1 mile from PATH

SusanaRating, 5 stars2 weeks ago
Great stay and great host. Would return next year.

Destinations to explore