Sleepy Hollow, NY accommodations

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26 Best lodgings in Sleepy Hollow, NY

Hudson River Forest Marsh Setting Romantic Cozy - Sleepy Hollow, NY
9.8Excellent 173 reviews
Sleepy Hollow, NY
2 1
$506/nighttotal: $1012 (2 )

Hudson River Forest Marsh Setting Romantic Cozy

studio - Piermont
This charming studio apartment is situated in Piermont, a picturesque village on the Hudson River, just 15 miles from Manhattan and 11 miles from the George Washington Bridge. The property has received excellent ratings for its location, cleanliness, and overall experience.
The studio is perfect for a couple or a small group of three, offering a comfortable and well-equipped space. The apartment features a full kitchen with a dishwasher, a washer and dryer, a recording studio, a garden, and access to three bikes, allowing guests to explore the surrounding area.
Shadowbrook Manor - 1890's Gem - Sleepy Hollow, NY
10Excellent 2 reviews
Sleepy Hollow, NY
2 5
$6542/nighttotal: $13084 (2 )

Shadowbrook Manor - 1890's Gem

- Tarrytown
Shadowbrook Manor is a classic English Country Manor located in Tarrytown, just a short walk from nearby hotels and the charming village centre. This property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The manor has five bedrooms and one bathroom, comfortably accommodating up to 16 guests. It offers a fully equipped kitchen, parking, and internet access, making it ideal for both short and long stays.
The Historic Hudson Vista With Prime River Views - Sleepy Hollow, NY
9.8Excellent 122 reviews
Sleepy Hollow, NY
2 1
$419/nighttotal: $838 (2 )

The Historic Hudson Vista With Prime River Views

apartment - Nyack
This charming flat is located in the heart of Nyack, just two blocks from shops, restaurants, and public transport, making it an ideal base for exploring the town and its surroundings. It has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment offers one bedroom and one bathroom, comfortably accommodating up to three guests. It comes equipped with a kitchen, air conditioning, a garden, and free parking, providing everything you need for a relaxing and enjoyable stay.
Brand New Private Studio In The Heart Of Tarrytown - Sleepy Hollow, NY
9.9Excellent 201 reviews
Sleepy Hollow, NY
4 1
$559/nighttotal: $1677 (3 )

Brand New Private Studio In The Heart Of Tarrytown

studio - Tarrytown
This studio apartment is situated in the heart of Tarrytown, just a short walk from Main Street and the Metro-North station, offering easy access to both local attractions and the city. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The self-catering apartment has a modern minimalist design and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking, ensuring a relaxing and enjoyable stay.
Enjoy Summer Living  "Stone Haven"  Hudson Valley - Sleepy Hollow, NY
10Excellent 30 reviews
Sleepy Hollow, NY
4 1
$515/nighttotal: $1545 (3 )

Enjoy Summer Living "Stone Haven" Hudson Valley

- Briarcliff Manor
This luxurious private apartment is located in the Hudson Valley, just minutes from hiking trails, bike paths, restaurants, and the train station connecting to New York City. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a two-story property with one bedroom, one bathroom, and a capacity of four guests. It offers a modern kitchen and bathroom, a spacious living room, a private patio with a gas grill and fire pit, a saltwater pool, and a 60" TV with a pool table and dart games.
Beautiful & Fun Waterfront Duplex On The Hudson - Sleepy Hollow, NY
9.7Excellent 119 reviews
Sleepy Hollow, NY
4 3
$692/nighttotal: $2076 (3 )

Beautiful & Fun Waterfront Duplex On The Hudson

apartment - Nyack
This charming waterfront property is situated in Nyack, a historic river town, with easy access to the Hudson River and the Mario Cuomo Bridge. The apartment has received excellent ratings for location, cleanliness and user experience.
The dwelling has three bedrooms and one bathroom, accommodating up to four guests. Amenities include a fully equipped kitchen, a spacious living area with a fireplace, a private garden with a fire pit, and a 36 ft deck offering breathtaking views of the river and the bridge.
Hudson River Town Comfy & Cozy Getaway Home!! - Sleepy Hollow, NY
9.8Excellent 130 reviews
Sleepy Hollow, NY
2 1
$358/nighttotal: $716 (2 )

Hudson River Town Comfy & Cozy Getaway Home!!

apartment - Ossining
This one-bedroom apartment is situated in the Indian Village district of Ossining, close to a grocery store, liquor store, and restaurants, and just a short drive from the Great Jack O'Lantern Blaze and Sleepy Hollow. It has received excellent ratings for cleanliness, location, and overall user experience.
The apartment comfortably accommodates two guests and features a spacious kitchen-dining room, living room, and a private bedroom with a full bathroom. Amenities include high-speed internet, a large screen TV, Bluetooth speakers, and a private parking space, making it a perfect base for exploring the surrounding area and enjoying the numerous nature parks, trails, and bike paths nearby.
The Cozy Den - Sleepy Hollow, NY
9.4Excellent 56 reviews
Sleepy Hollow, NY
4 1
$389/nighttotal: $1167 (3 )

The Cozy Den

apartment - Nyack
This one-bedroom apartment is situated in a peaceful neighbourhood in Nyack, just a short stroll from the town centre, offering stunning views of the Hudson River. It has received excellent ratings for cleanliness, location, and overall user experience.
The cosy den has a private entrance and can accommodate up to four guests. The apartment is equipped with modern amenities including air conditioning, a kitchen with a fridge and microwave, internet access, and a garden.
Westchester Castle - Your Ultimate Luxury Retreat - Sleepy Hollow, NY
9.7Excellent 68 reviews
Sleepy Hollow, NY
4 7
$1460/nighttotal: $4380 (3 )

Westchester Castle - Your Ultimate Luxury Retreat

house - Ossining
This luxurious property is situated in Ossining, just a short drive from the Palisades Center Mall and Manhattanville College, offering easy access to local attractions. The house has received excellent ratings for its location, cleanliness, and overall experience, making it a top choice for travellers.
The house is a spacious five-bedroom, five-bathroom property with a 14 square metre floor area. Guests can enjoy a range of amenities, including a private pool and garden, a hot tub, a terrace with mountain views, a fully equipped kitchen, and free Wi-Fi and parking.
Charming Dobbs Ferry (Westchester) Victorian Home - Sleepy Hollow, NY
9.9Excellent 68 reviews
Sleepy Hollow, NY
4 3
$1168/nighttotal: $3504 (3 )

Charming Dobbs Ferry (Westchester) Victorian Home

apartment - Dobbs Ferry
This Dobbs Ferry apartment is situated in a peaceful, family-friendly neighbourhood, just across from Gould Park and a short walk from the village centre. It has consistently received excellent ratings for location, cleanliness, and user experience.
The three-storey property features a dedicated workspace on the top floor and a spacious backyard with an outdoor dining area, bar, and benches. Guests can enjoy modern amenities, including a fully equipped kitchen, air conditioning, and a private terrace or balcony.
Bright House For Photoshoots & Filming Only - Sleepy Hollow, NY
Sleepy Hollow, NY
2 3
$1449/nighttotal: $2898 (2 )

Bright House For Photoshoots & Filming Only

- Nyack
This charming house is situated just 20 miles north of Manhattan in Nyack, a picturesque town with a vibrant arts scene and a charming historic centre. It is within easy walking distance of shops, restaurants, and attractions.
The property offers a spacious open-plan layout with high ceilings, ideal for accommodating up to 16 guests. Amenities include a fully equipped kitchen, parking, and high-speed internet, making it perfect for both leisure and business travellers.
1br Apt In Hartsdale, Steps From The Train To Nyc! - Sleepy Hollow, NY
Sleepy Hollow, NY
2 1
$319/nighttotal: $638 (2 )

1br Apt In Hartsdale, Steps From The Train To Nyc!

apartment - Hartsdale
This one-bedroom flat is located in a village in Westchester County, just a block away from the train station with express trains to NYC, a 25-minute ride away. The apartment is situated in a quiet and relaxing area, offering a peaceful escape from the hustle and bustle of the city. This stylish apartment is perfect for couples or a small family, offering a comfortable and convenient stay for up to three guests. The apartment comes equipped with a kitchen, air conditioning, and access to a swimming pool, making it an ideal choice for a relaxing getaway.

Other accommodation types in Sleepy Hollow, NY

Best Sleepy Hollow, NY lodging with a pool

Among the 26 accommodations in Sleepy Hollow, NY, here are the 1 best ones with a pool

Memorial Day Retreat - Pool, Jacuzzi, Firepit, Bbq - Sleepy Hollow, NY
Sleepy Hollow, NY
4 7
$1431/nighttotal: $4293 (3 )

Memorial Day Retreat - Pool, Jacuzzi, Firepit, Bbq

apartment - Briarcliff Manor
This spacious home is situated in Ossining, just a short walk from Sing Sing Correctional Facility and Old Croton Aqueduct State Park, offering easy access to both historical landmarks and scenic outdoor spaces. The apartment is ideal for larger groups, with seven bedrooms and five bathrooms across 127 square metres, comfortably accommodating up to 13 guests.
This property boasts a range of amenities for a comfortable and enjoyable stay, including a private pool, a garden, a balcony with a fire pit, a fully equipped kitchen, a laundry room, and parking. Guests can also enjoy indoor entertainment with a pool table and outdoor cooking facilities with a barbecue.

Best family friendly Sleepy Hollow, NY lodging

Among the 26 accommodations in Sleepy Hollow, NY, here are the 5 best for families

Cheerful Bright Child Friendly 4 Bdrm In S. Nyack. - Sleepy Hollow, NY
9.3Excellent 42 reviews
Sleepy Hollow, NY
4 4
$545/nighttotal: $1635 (3 )

Cheerful Bright Child Friendly 4 Bdrm In S. Nyack.

apartment - South Nyack
This four-bedroom apartment in South Nyack is just a 7-minute walk from the centre of Nyack, providing easy access to restaurants, shops, and attractions. The apartment has received excellent user ratings for its location, cleanliness, and overall experience.
The spacious home has two bathrooms and can comfortably accommodate up to six guests. Enjoy features such as a dog door, air conditioning in each bedroom, and a fully equipped kitchen, along with river views and direct access to the Esposito Trail for scenic walks or bike rides.
Gorgeous 1 Br W/high End Finishes, Heated Ba Floor - Sleepy Hollow, NY
9.9Excellent 100 reviews
Sleepy Hollow, NY
4 1
$390/nighttotal: $1170 (3 )

Gorgeous 1 Br W/high End Finishes, Heated Ba Floor

apartment - Ossining
This peaceful apartment is situated in a quiet residential area of Ossining, just a short walk from the vibrant downtown and the scenic Hudson River waterfront parks. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The property is a spacious apartment that can accommodate up to four guests. It comes equipped with modern amenities, including a fully equipped kitchen, air conditioning, and off-street parking. Guests can enjoy the convenience of contactless entry, heated bathroom floors, and weekly discounts for longer stays.
Cozy Farm House In Scarsdale - Sleepy Hollow, NY
Sleepy Hollow, NY
4 4
$2072/nighttotal: $6216 (3 )

Cozy Farm House In Scarsdale

farm - Greenville
This four-bedroom country retreat is located in Scarsdale, a short distance from landmarks like Cudner-Hyatt House Complex and Lyndhurst Mansion, offering a peaceful escape in a picturesque setting. The property features spacious patios and a modern interior with a large bay window and open space, comfortably accommodating up to five guests.
The farmhouse offers a range of amenities, including a fully equipped kitchen, air conditioning, a fireplace, and a private garden with a spa. Guests can enjoy outdoor activities such as fishing, ecotours, and cycling, or simply relax on the patio with a fire pit.
Lux Haven- Garden & Campfire - Sleepy Hollow, NY
10Excellent 1 review
Sleepy Hollow, NY
4 3
$732/nighttotal: $2196 (3 )

Lux Haven- Garden & Campfire

apartment - Ardsley
This apartment is located in Ardsley, just a short walk from the town square and a 15-minute stroll from the picturesque Ardsley Park, offering a peaceful setting close to the town's amenities. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The property is a three-bedroom home with two bathrooms and can comfortably accommodate up to seven guests. It features a well-equipped kitchen, a garden, parking, air conditioning, and high-speed internet, making it a perfect base for exploring Ardsley.
Lovely 2br W/ Off St Parking, Privt Entr, Laundry - Sleepy Hollow, NY
9.5Excellent 15 reviews
Sleepy Hollow, NY
4 2
$346/nighttotal: $1038 (3 )

Lovely 2br W/ Off St Parking, Privt Entr, Laundry

apartment - Ossining
This two-bedroom flat is ideally situated in Westchester, just a half-mile walk from the centre of Ossining, with two parks conveniently located just a block away. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The property offers a comfortable stay for up to six guests. Amenities include a fully equipped kitchen, air conditioning, parking, and a private entrance with keyless entry, allowing for a seamless and enjoyable stay.

Frequently asked questions about accommodations in Sleepy Hollow, NY

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Best pet friendly Sleepy Hollow, NY lodging

Among the 26 accommodations in Sleepy Hollow, NY, here are the 8 best ones accepting pets

Piermont Waterfront Villa! - Sleepy Hollow, NY
9.6Excellent 62 reviews
Sleepy Hollow, NY
4 6
$2092/nighttotal: $6276 (3 )

Piermont Waterfront Villa!

apartment - Piermont
This apartment is situated in Piermont, just a short distance from Tallman Mountain State Park and the Hudson River, offering a peaceful escape from the city. It has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment has six bedrooms and four bathrooms, comfortably accommodating up to fourteen guests. It comes equipped with a kitchen, air conditioning, a terrace, a garden, parking, and internet access, ensuring a comfortable and enjoyable stay.
Duplex Waterfront Home - Sleepy Hollow, NY
10Excellent 5 reviews
Sleepy Hollow, NY
4 3
$745/nighttotal: $2235 (3 )

Duplex Waterfront Home

apartment - Grand View-on-Hudson
This charming apartment is located in Nyack, a picturesque river town between Piermont and Nyack, offering easy access to both. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, sleeping up to six guests, and offers a range of amenities for a comfortable stay. Guests can enjoy stunning river views, kayaking from the backyard, and relaxing on the spacious deck.
Briarcliff Manor Estate With Hudson River Views - Sleepy Hollow, NY
9.0Excellent 6 reviews
Sleepy Hollow, NY
4 3
$1755/nighttotal: $5265 (3 )

Briarcliff Manor Estate With Hudson River Views

house - Briarcliff Manor
This Briarcliff Manor estate is situated just 11 miles from The Palisades Center Mall and 14 miles from Manhattanville College, offering stunning Hudson River views and a peaceful setting. The property has received excellent ratings for user experience, location, and cleanliness.
The 3-bedroom home provides ample space for families or groups, with a floor area of 386 square metres and a guest capacity of 10. Enjoy modern amenities such as free Wi-Fi, cable TV, a washing machine, a fully equipped kitchen, a spa, a fitness centre, and a garden.
Briarcliff Manor Estate W\/ Hudson River Views - Sleepy Hollow, NY
9.0Excellent 4 reviews
Sleepy Hollow, NY
4 3
$1976/nighttotal: $5928 (3 )

Briarcliff Manor Estate W\/ Hudson River Views

apartment - Briarcliff Manor
This spacious apartment is located in Briarcliff Manor, just a short distance from the Sleepy Hollow Country Club and Rockefeller State Park Preserve, offering a tranquil setting for your stay. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This three-bedroom, four-bathroom apartment spans 386 square metres and can accommodate up to 10 guests, providing ample space for families or groups. The apartment offers a range of amenities, including a game room, home office, gym, and a spacious deck with stunning views of the Hudson River and Palisades Mountains.
Brand New Private Studio In The Heart Of Tarrytown - Sleepy Hollow, NY
10Excellent 4 reviews
Sleepy Hollow, NY
4 1
$571/nighttotal: $1713 (3 )

Brand New Private Studio In The Heart Of Tarrytown

studio - Tarrytown
This studio apartment is conveniently located in the centre of Tarrytown, just a block from the main street and an eight-minute walk from the Metro-North Tarrytown train station. It has received excellent user ratings, making it a popular choice for travellers. This self-contained flat offers a comfortable and stylish living space with a modern minimalist design. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, parking and the option of using a private shared garage.
2 Bedroom Apartment In Tarrytown - Sleepy Hollow, NY
10Excellent 21 reviews
Sleepy Hollow, NY
4 2
$372/nighttotal: $1116 (3 )

2 Bedroom Apartment In Tarrytown

apartment - Tarrytown
This Tarrytown flat is situated a short walk from Broadway and Main Street, offering easy access to shops, restaurants, and entertainment, and just five minutes from the train station, with a 45-minute ride to New York City. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and internet access, making it ideal for families or groups seeking a relaxing and convenient base to explore the area.
Hudson River Peaceful Getaway - Sleepy Hollow, NY
9.9Excellent 250 reviews
Sleepy Hollow, NY
4 2
$552/nighttotal: $1656 (3 )

Hudson River Peaceful Getaway

apartment - Ossining
This two-bedroom apartment is situated in a peaceful Ossining neighbourhood, just an eight-minute walk from the Scarborough train station and a five-minute walk from the Arcadian Mall. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a spacious living area, perfect for a comfortable stay for up to four guests. Guests can enjoy panoramic Hudson River views from inside the apartment and from three separate patios, a fully equipped kitchen with modern appliances, a private entrance, and off-street parking for two cars.
1/2 Block From The Hudson River - Sleepy Hollow, NY
Sleepy Hollow, NY
2 1
$397/nighttotal: $794 (2 )

1/2 Block From The Hudson River

apartment - Nyack
This charming flat is situated on a picturesque street in Nyack, just a short walk from the Hudson River and the town centre with its restaurants and cafes. The area is peaceful and offers a relaxing retreat after exploring the town.
The apartment has a private entrance and can accommodate two guests. It features a well-equipped kitchen, a comfortable queen-sized bed, and air conditioning, ensuring a pleasant stay.