
Apartment vacation 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.

Garden On The Hudson
Experience this family-friendly historic neighborhood nestled within a quaint, safe town. Short drive to the train station/NYC. Its lovely location allows quick access to restaurants, shops, & transportation. Stylish apartment ready to provide you with everything you need for a perfect stay... • 3 Comfortable Bedrooms & 1 Full Bathrooms • Fully Equipped Kitchen w/ Coffee Bar • Beautifully designed and lavishly furnished • Large Smart 4K TVs/High-Speed Wi-Fi • Private lot & Street Parking

Foxglove Farm
Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Luxe Loft 4 on Main St- Views! Steam Shower! W/D
Welcome to Luxe Studio #4 right on Main Street in Beacon. This is your home base for exploring the beautiful Hudson Valley! Walk to Dia Museum, train, restaurants, shops, galleries, hiking-all at your doorstep! Relaxing, meticulously clean space designed for comfort and indulgence with everything you could need- unforgettable steam shower, full kitchen, washer & dryer. Queen bed with luxe hotel-quality linens. 50” Toshiba 4K Fire TV, hardwood flooring, spacious bathroom with window &toiletries

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Robin's Farm Air BB
This lovely Air B and B is situated on our family farm. The farm overlooks the Shawangunk Mountains. Walk back through the farm to the beautiful Wallkill River. The town of New Paltz is a lovely stroll down Plains road or the rail trail. The Rail Trail entrance is seconds away. The combination is a daily walking path for locals and visitors to the area. The apartment consists of a full kitchen. A sitting area outside allows you to enjoy the fresh air and local beauty.

Entire 2 Bedroom apt, Hastings-On-Hudson near NYC
This brand new two-bedroom apartment is perfect for experiencing the beauty of the Hudson Valley while being a 5-10 min walk away from the Metro North station (45 min ride to Grand Central). It is very close to the heart of downtown that is filled with locally well-known restaurants, coffee shops, and a farmers market. This apartment includes a spacious backyard, perfect to enjoy breakfast with your family or group of friends with a view of the Hudson River.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Luxury 2bd⭐Comfort+Style⭐
45 min train to Grand Central. Apt is 1.9mi to train, supermarket. Free PARKING. Two 4K TVs, 4K Blu-ray library, NFLX/AMZN/HBO/Apple TV. XBOX 1X. Fast WIFI. SS APPL, stocked kitchen. Bd1: adjustable queen, 50" 4K TV. Bd2: adj queen. Office area (desk, fast wifi), private porch. Sidewalks. 7 min walk to cafes, a bar, and restaurants. Car rental is 16 min walk. Hiking, kayaking. I LIVE NEARBY IN ANOTHER APT.

Private charming Studio efficiency
My apartment is centrally located, close to restaurants, (Sushi Mike's Japanese Restaurant, The Parlor and Dobbs Diner Inc.) It has a private entrance, easy access to Westchester county and NYC by train. My apartment is good for couples, solo adventurers and business travelers.

Comfy 2BR Apt with private entry & free parking.
This walkout apartment is home away from home. Make some memories at this unique and family-friendly space. Fully equipped kitchen, backyard. Step alway to the beautiful south county Trailway where you can take a nice walk or run. Assign parking space and laundry on premises.
Popular amenities for Sleepy Hollow apartment rentals
Weekly apartment rentals

Top Floor 2BR

Charming Lakeside Retreat

NORTHPORT APARTMENT: Private, Clean, Cozy

Cozy Apartment in Greenwich CT

Hoppy Hill Farm House

Village of Warwick Cozy Apartment

Historic Jersey City-Convenient to NYC & Met Life

Clean,Comfy & Convenient. Private 1Bed Village Apt
Private apartment rentals

Gorgeous Suite w/ Private Entrance

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

*IDEAL LOCATION *CHIC HOME*7 min to NYC**GROVE ST

Apt close to New York & 15 min MetLife Stadium.

Large apt close to Tarrytown & NYC

Cozy Suite near Downtown Pleasantville

Warwick Village Apt w Off St Parking 2 GIG WIFI

Stylish, Cozy 2 BR Pied-á-terre
Apartment rentals with a hot tub

Classy Loft! 2BR/2.5BA! NY skyline! 30 Min to NYC

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Posh Couple's Suite-Private Patio w/jacuzzi

Dragonfly Den at The Fern Haven

Near Legoland | Woodbury Commons | Hot Tub & Pool

*NEW*Luxury 2bd/2ba w/ Pool & More

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

FIFA World Cup+Hot Tub+Grill+Arcade+EWR/NYC 10 min
Quick stats about apartment rentals in Sleepy Hollow

Nightly prices starting at
Sleepy Hollow vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sleepy Hollow rentals

4.9 Average rating
Sleepy Hollow stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Barclays Center
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach
- American Dream
- USTA Billie Jean King National Tennis Center





