10 Best Airbnb Vacation Rentals In Sleepy Hollow, New York - Updated 2022


Situated on the banks of Hudson River, this quaint village is known for being the setting of the famous novel “The Legend of Sleepy Hollow.” In honour of the book, the once-named North Tarrytown adopted the name “Sleepy Hollow.” It’s an amazing vacation destination for fans of the author Washington Irving or literature and history buffs. If you are looking for interesting accommodations, why not choose to stay in a vacation rental and absorb the rich culture of this village? If you are planning a trip anytime soon, read on as we explore our awesome list of the 10 best Airbnb vacation rentals in Sleepy Hollow, New York.

1. Modern and spacious apartment close to New York (from USD 150)

This amazing space has been recently renovated, resulting in a brand new look. You can have an entire private apartment all to yourself that comes with amenities you would find in your own house. This place will make you feel like you’ve arrived home in Sleepy Hollow. The apartment has a private entry, a chef’s kitchen with all the appliances and cookware you need to prepare your own meals, a bedroom with a beautiful, huge bed, an ensuite bathroom, and a bright, airy living room with plenty of natural sunlight.

Large apt close to Tarrytown & NYC
9 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
they provided pretty much everything you need even including towels bath supplies all kitchen amenities and furniture
the house was exactly as described in the ad functional and comfortable
vered is a friendly helpful and wonderful host
great location with laundry in the unit and very kind hosts
conveniently located at steps from tarrytown train station and many beautiful places in the sleepy hollow area
the apartment is a nice size and within walking distance to restaurants
a spacious 1 bedroom apartment and a great location
Read more reviews

2. Beautiful, well-decorated space ideal for couples (from USD 125)

This home, which was lovingly designed and built by the hosts, provides you with access to your own private bedroom. It features a variety of great amenities such as a shared bathroom and a shared kitchen where you can prepare your own meals. The wooden flooring is perfect for those cold months in Tarrytown. It’s also within close proximity to historic and interesting attractions including the house museum, Kykuit, among many others.

Beautiful, quaint, cozy home
Sleepy Hollow, New York, United States
81 reviews  Wifi Available
Private room in home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
my room was perfect: a comfortable bed some closet space two drawers and a handy outlet for charging
kathi was so welcoming and had a nice breakfast/tea/coffee set up for us
the room we stayed in had the most comfortable bed and the softest sheets
-- and kathi makes the rest of the house accessible and comfortable for guests
the breakfast of bagels fruit coffee & orange juice was delicious
the house is beautiful and incredibly clean and well maintained
everything was neat and clean
her house was very nice clean and well maintained
the place was clean affordable and overall a great stay
the room and bathroom were clean spacious and extremely comfortable
kathi was a great host
kathi was a great host
she’s so caring and kind you will feel at home
kathi was an amazing host
host was very friendly and made us feel welcome
the location is also great
great location for those visiting stone barns
the house has a great location and beautiful neighborhood
it's a beautiful location and a super comfortable place to stay
literally a 5 minute drive-so after a 4 hour meal it was great to be so close
Read more reviews

3. Lovely and practical bedroom close to train station (from USD 55)

This vacation rental includes your own private room where you can relax after a long day of sightseeing and walking around. Ideal for guests who prefer simple accommodations, this is a practical, no-frills apartment hosted by a lovely lady who will go out of her way to ensure that you have a great stay indeed. Decorated with a homely and cosy aesthetic, this home will remind you of vacations at Grandma’s.

Aleida'house on beautiful town.
Sleepy Hollow, New York, United States
75 reviews Superhost  Wifi Available
Private room in home 1 Bed 1 Guest 1 Bedroom 1 Bathrooms

Accommodates: 1

Top guest reviews
Amenities & Room:
offered breakfast and delicious coffee
her breakfasts were an unexpected treat and a great way to start the day
i enjoyed our morning conversations with her while having my breakfast
the bedroom is very private and the bed is incredibly comfortable
she always had fresh coffee and breakfast in the morning and offered me dinner at night
the house is clean comfortable and feels private
house is very clean and room was comfortable
the room was really nice and clean
aleida's place is extremely clean and comfortable
the home is clean safe and well kept
the host is very nice
aleida is a wonderful host
aleida is a perfect host
aleida was very friendly and helpful host
aleida is a fantastic host
adorable & cozy room close to everything in sleepy hollow & tarrytown
the neighborhood is quiet safe and also conveniently located to the train station
for its location near to westchester county and the bronx the value of this location cannot be topped
for my purposes the location of aleida's house was perfect
the train was very close and easy to find which was convenient for early morning meetings in manhattan
Read more reviews

Also check out some Airbnb rentals nearby

4. Luxurious and modern home with a private sun deck (from USD 375)

This home is perfect for guests who wish to vacation in style. Right near Manhattan train station, this home is the ideal weekend getaway for guests who are coming from outside New York or even New Yorkers who wish to have a staycation. Featuring luxurious amenities that are sure to make you feel taken care of, this home has four bedrooms and two bathrooms, making it perfect for a large family or a group of friends since it can accommodate up to ten people.

❤of Tarrytown & Sleepy Hollow♛Walk2all/Bridge View
Tarrytown, New York, United States
116 reviews Superhost  Wifi Available
Entire home 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the mattress were comfortable and the washer and dryer is full sized
this was a nice place to work remotely with clean stylish look and good internet and wifi throughout
spacious kitchen with access to the back porch my favorite place for coffee each morning
the beds were terrific
the beds were great and we all got a good night's sleep after a few very trying days
very clean and spacious house
it was very clean and comfortable
beds comfy shower good plenty of clean towels and toiletries
it was clean and check in was easy
it was very spacious and clean
the host was very helpful with recommendations and quick response to check in check out questions
host is very accommodating and friendly
david was very helpful answering all my questions and hosting us
very nice host and will come back
david couldn’t have been a more gracious and responsive host
great location not too far from the city
great location with a short walk to tarrytown and to the train station
this is a lovely place in a really cute neighborhood not too far from the city
the house was in a fantastic location
this was a delightful place in a great location
Read more reviews

5. Spacious and sleek home with kitchen (from USD 497)

This charming and sleek home is perfect for family gatherings, wedding parties, or groups of friends wishing to vacation together. It features a variety of amenities and perks, including a spacious and amazing kitchen complete with all the appliances and cooking utensils you need to prepare your own meals. It also has a beautiful deck where you can throw a small event or simply relax with a cup of your favourite beverage. Best of all, It’s located in a quiet neighbourhood sharing close proximity to plenty of stores and attractions.

Bridge view house in Historic Town close to all!
Tarrytown, New York, United States
82 reviews Superhost  Wifi Available
Entire home 6 Beds 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the space is modern with a fabulous kitchen and spa-like bathrooms
the place was clean and comfortable
the house was extremely clean and the host’s communication was awesome
house is very nice & clean
david was quick to respond and all-around great host
courteous host easy to communicate with
david is a thoughtful quick-responding host who wants to make sure you have a wonderful stay
great place in a great location
wonderful updated property in the right location
the location for this place was absolutely amazing
great location convenient to the train or all major roads very close to shopping
we enjoyed walking downtown and to the water
Read more reviews

6. Cosy studio apartment perfect for solo travellers (from USD 159)

This practical and economical studio apartment is perfect for people who are travelling on business and need a no-frills accommodation rental to stay in. Guests mentioned that this space is extremely clean, well-maintained, and the decor is very unique and sleek. You will have private access from your bedroom to the bathroom.

Perfect Location Tarrytown/Sleepy-Gobetterbusiness
Tarrytown, New York, United States
155 reviews  Wifi Available
Private room in rental unit 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
very nice place with lots of space and comfy bed
” other than that awkwardness we had a comfortable cozy stay
john's guest room space is private and comfortable
the space was comfortable and private which i really enjoyed
bed is nice size with a tv set up for you
everything was very clean
it is very clean and spacious
nice place and very clean & responsive
the place is clean and comfortable
big clean and comfortable room
john is a great host
john is a nice host
john is a great host
john is a very helpful host
private place and responsive host
a good location in tarrytown
the basement apartment is in a great location near downtown tarrytown
perfect location to explore sleepy hollow and tarrytown
very nice place conveniently located well worth it
plus the location can’t get any better
Read more reviews

7. Wonderful accommodation close to transportation (from USD 99)

This extremely comfortable and homely one-bedroom apartment is perfect for couples, solo travellers, or business travellers. You’ll be provided with a queen-sized bed with fresh linen and towels, a large television for your enjoyment, and laundry and kitchen facilities for your convenience. Lounge on the beautiful outdoor patio where you can relax with a hot cup of your favourite beverage. This place is enough to make you forget about your own home.

Clean Entire DWTN Tarrytown Close 2 Train+Parking
Tarrytown, New York, United States
16 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
clean spacious with an outdoor space
i’d recommend staying here if you were looking for a clean and comfy place in a cute town
roie was so helpful
our host roie was very easy to reach
roie is kind and responsive
great host and beautiful location
we especially appreciated that it was kid friendly
it’s a cute town and easy walk to the water and park
fantastic location and really lovely private space
great space in the perfect location a block from main street
the place was cute and had everything we needed for our stay
Read more reviews

8. Large three-bedroom cottage with lovely aesthetics (from USD 275)

This quaint, little cottage, situated in a quiet and tranquil neighbourhood, is huge enough for a large family. It’s been renovated to emit a historical vibe suiting Sleepy Hollow. Built in the Tudor fashion, this home does not compromise on modern sensibilities and amenities. You will have access to everything you could need, guaranteeing a truly comfortable and enjoyable vacation here. Amenities include a music room, fast and free WiFi, a playroom for children in the basement, a fully equipped kitchen with sleek appliances, and more.

3br English Cottage in Tarrytown
Tarrytown, New York, United States
12 reviews  Wifi Available
Entire home 3 Beds 6 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
the house was really spotless and well thought out
the house is spacious well laid out and decorated in a boho style that has plenty of charm
emily was a wonderful host
more than the home emily and kirven's spirits as hosts are what make the experience so pleasant
emily and kirven are the hosts that you hope for when you use airbnb
the home is perfect for hosting a holiday meal
attentive communicative and very open to the idea of sharing their home
emily’s place was just right for us because we were visiting family in the neighborhood and we love kitties
Read more reviews

9. Practical studio apartment with a private entrance (from USD 100)

If you are a solo traveller who does not want a very fussy accommodation, this studio room is the ideal place to stay in. It features a private entrance, kitchen, and bathroom. Located close to some of the best attractions the city has to offer such as dining options, historical and cultural landmarks, bars, and musical activities, you are sure to have a wonderful time here.

Private studio in home- own entrance and kitchen.
Tarrytown, New York, United States
93 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
i really enjoyed cooking in the spacious kitchen that included anything you may need
i really enjoyed cooking in the spacious kitchen that included anything you may need
i loved the space and thought it was very comfortable
the apartment was very clean and very welcoming
the apartment is clean comfortable and private
moreover her airbnb is clean and charming and mary kindly provided towels and shampoo /conditioner for our stay
perfect place for a getaway very clean central location
mary was a wonderful host
mary was a great host
mary was such a great host
mary was a wonderful and responsive host
mary was gracious and very responsive
her location is also walking distance from the train cute shops and hiking trails
the family is nice and the location is close to the main town and the tarrytown station
the location was great for everything i was looking for (close to local family downtown/main st
walking distance to main street and all the great restaurants
great location just a short walk from tarrytown with its bars coffee restaurants and train station to the city
Read more reviews

10. Cosy and private room in a family-owned home (from USD 140)

Complete with an ensuite bathroom, this lovely room is perfect for guests who wish to stay with a family on their vacation to Sleepy Hollow. Located very close to the train station and a variety of great landmarks, this old house has all the amenities you need for a wonderful stay. Watch some of your favorite shows on the TV in the shared living room, or make yourself a cup of coffee in the butler’s pantry.

Historic Irvington Clean Private Bath and Bed
Irvington, New York, United States
136 reviews Superhost  Wifi Available
Private room in home 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
free wifi aor conditioner and much more
we were happy that the air conditioning was so powerful as we visited during a brutal heat wave
joy provides a lovely room and the snacks were delicious
the beds were great and we slept well
we had a great stay lovely property and comfortable accommodations
very clean and accommodating
very clean and comfortable
super clean and charming
very clean and quiet place
everything was clean and easy to use
joy was a great host
joy is a wonderful host
joy is a wonderful host
joy & her husband are wonderful hosts
she was very hospitable and made us feel welcome from the moment we showed up
the location was great
great location for visting all the main attractions
the location was perfect for seeing the major attractions
beautiful area and close to everything we needed
a perfect location walkable to washington irving's home and the train station and restaurants
Read more reviews

Enjoy the gorgeous and quaint village of Sleepy Hollow

Boasting an irresistible combination of natural beauty and modern conveniences, Sleepy Hollow has grown in popularity since being immortalised in Washington Irving’s famous novel. Attracting tons of tourists and travellers every year to explore the rich historical landmarks and attractions as well as the natural landscapes, this village is the ideal spot to plan a weekend getaway in New York State.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Being a military kid, Shamika has lived and travelled all over India, and her nomadic childhood has fueled an immense hunger and fascination for new cultures and languages (she's a polyglot!)...Read more

 Want to contribute as a Local Expert?
Explore Sleepy Hollow
Good things are meant to be shared!