
Apartment holiday rentals in Sleepy Hollow
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Top-rated apartment rentals in Sleepy Hollow
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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

HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains
Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

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.

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.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

New Paltz 19th cent. Restored Barn - North Hayloft
One of two beautifully appointed loft apartments in a 19th century Barn Hayloft! Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only 10 minutes from New Paltz and set back on a lightly traveled road for long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station! And book the South Hayloft here https://www.airbnb.com/rooms/41910407 to sleep a total of 10 guests!

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.

Cozy Beacon Oasis
Recently renovated studio apartment in an 1870 brick house with shared backyard oasis (covered lounge area, fire pit, seasonal stream). Design by top Hudson Valley designer Simone Eisold. Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St in 10 min. Dedicated off street parking. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon views! [Permit: 2024-0027-STR]
Popular amenities for Sleepy Hollow apartment rentals
Weekly apartment rentals

Foxglove Farm

Luxury 2bd⭐Comfort+Style⭐

E and T Getaway LLC

Cozy Apartment in Greenwich CT

New York Modern Luxy Stay.

Art Room at Old Stone Farmhouse

Stone Ridge Farmhouse Apt w Sauna & Patio

Elegant Riverfront Getaway with Beautiful Views
Private apartment rentals

Perfect, peaceful retreat

Log Cabin Apartment Great for Outdoor Enthusiasts

Harbor Studio - Across from historic Northport doc

Large, private apartment in scenic Hudson Valley

Clean, convenient, & close to train & downtown

Warwick Village Apt w Off St Parking 2 GIG WIFI

C &J Signature Stays Downtown Morristown Apartment

Peaceful apartment on 3.5 acres w/ Artist studio.
Apartment rentals with a hot tub

Cozy renovated Studio @ Creek

Spacious apartment, parking near NYC

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Relaxing Spa Retreat~Gorgeous View~Walk to Village

FIFA World Cup+Jacuzzi+Grill+Arcade+EWR/NYC 10 min

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

Mountain Creek, Vernon Appalachian Waterpark Condo

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger
Quick stats about apartment rentals in Sleepy Hollow

Nightly prices starting at
Sleepy Hollow holiday rentals start at $106 NZD 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!
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- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach





