
Apartment holiday rentals in Sleepy Hollow
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Nightly prices starting at
Sleepy Hollow holiday rentals start at $119 NZD per night before taxes and fees

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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!
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.

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.

Little haven by the woods
This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Gorgeous Suite w/ Private Entrance
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

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.

Spacious apartment in Hastings-on-Hudson near NYC
Our two-bedroom, floor-through apartment is in a prime, walkable location. The scenic Croton Aqueduct Trail is behind the house, with Hudson River views. Within walking distance is the train to NYC (30-40 min away) or Hudson Valley towns; coffee, restaurants, shops, parks, the supermarket & farmers market. It's pet-friendly and perfect for family visits, NYC escapes, scouting out the town for prospective moves, and waiting out home renovations. We reserve a parking spot for guests.

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.

Top Floor 2BR
Full-floor 2BR in historic 1870 brick building with creek & Mt. Beacon views, shared backyard oasis (covered lounges, fire pit, seasonal stream). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St and the Roundhouse waterfall in 10 min. Interior and exterior by award winning Hudson Valley designer Simone Eisold. Two off-street parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

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.

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.
Popular amenities for Sleepy Hollow apartment rentals
Weekly apartment rentals

E and T Getaway LLC

Sun-flooded Gallery 15 mins to NYC & MetLife

Cozy Apartment in Greenwich CT

Suite74 - Cozy, modern 1 bedroom with office

King Bed • MetLife • Free Parking • Near NYC

The space Gemini 1

Riverview B&B 2 Miles to West Point

HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains
Private apartment rentals

2 Bed Apt | Quick Access to NYC

Mint House 70 Pine by Kasa | Deluxe Studio King

El Madrigal at The Hudson River

Cozy Suite near Downtown Pleasantville

Modern Guest House - N. Stamford

Designer 1BR | Luxe Amenities, Gym, Parking

Hudson River Suite - Dobbs Ferry

Woven Winds Retreat
Apartment rentals with a hot tub

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

Private Oasis: Jacuzzi+Grill+Arcade+EWR/NYC 10 min

Business+Family Friendly Balcony Jacuzzi Free Park

Spacious/3bdrooms/Family/friends/Near NYC/Metlife

1 bedroom suite/close to NYC/Hot Tub/private/yard

Rustic classic spacious Studio

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

Lakeview Suite Pet friendly Hot Tub 4 Park Spots
Destinations to explore
- New York City Holiday rentals
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- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Jones Beach
- Columbia University
- MetLife Stadium
- American Dream
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Barclays Center
- Bryant Park
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- New York University
- Fairfield Beach





