
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 - Mountain Views - 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

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.

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. $25 cleaning with or without pets.

Newly Restored 2BR
Designer 2BR in historic 1870 brick building with shared backyard oasis (covered lounges, fire pit, creek views). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main Street and the Roundhouse waterfall in 10 min. Design by Hudson Valley fixture Simone Eisold and art by Guggenheim Fellowship winning photographer Amanda Means. Two dedicated parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

Spacious apartment in Hastings-on-Hudson near NYC
Our two-bedroom, floor-through apartment is in a prime location, walkable to the train to NYC (30-40 min away) and Hudson Valley towns like Cold Spring. Walkable to the train or local coffee shops, restaurants, shops, yoga, parks, the supermarket, a farmers market and the scenic Croton Aqueduct Trail with views of the river. It's pet-friendly and perfect for family visits, week or weekend escapes, scouting out the town for prospective moves, and waiting out home renovations.

Elegant Riverfront Getaway with Beautiful Views
Enjoy stunning Hudson River views from your private balcony in this elegant, historic one-bedroom featuring a resort-style spa bath with steam room and jetted tub, and a warm, relaxing ambiance—perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro-North, you can reach NYC in under 45 minutes. A free designated parking spot is included.

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.

Studio Apartment with Private Deck
This is a 2nd floor studio apartment with a deck overlooking a garden. Walking distance from downtown, restaurants, and train to NYC. Small kitchen, private bathroom. 1 full bed. It is possible to add an air mattress or pack-n-play for a child.

Beautiful loft space
Located in the heart of Cold Spring, NY, this beautiful architect-designed loft space is only 2 blocks away from the Metro North train stop. It features a large single bedroom, a full kitchen, a full dining table and chairs, and a sleeper sofa.
Popular amenities for Sleepy Hollow apartment rentals
Weekly apartment rentals

Elegant 2BR Apt. near the George Washington Bridge

Log Cabin Apartment Great for Outdoor Enthusiasts

*The Ridge House*

Luxury Private Apartment - Walk to Train for NYC!

Suite74 - Cozy, modern 1 bedroom with office

Cozy 2 Bedroom Apt King & Queen 15 minutes to nyc

Warwick Village Apt w Off St Parking 2 GIG WIFI

Peaceful apartment on 3.5 acres w/ Artist studio.
Private apartment rentals

Gorgeous Suite w/ Private Entrance

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

Maple Ridge Retreats - Apt B

Spacious Westport Apt surrounded by nature!

Cozy Suite near Downtown Pleasantville

Hudson River Suite - Dobbs Ferry

Clean, convenient, & close to train & downtown

Modern apartment near MetLife!
Apartment rentals with a hot tub

Foxglove Farm

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Near MetLife, swing, pool, EWR 7 min, NY 27 mins

Countryside Couples Suite

Avi Triangle Island

Presidential Suite Inspired Apt + Private Backyard

Cozy and modern place
Quick stats about flat rentals in Sleepy Hollow

Nightly prices starting at
Sleepy Hollow holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 250 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
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- Times Square
- Madison Square Garden
- New York City Center
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Brooklyn Bridge
- Mountain Creek Resort
- Bronx Zoo
- Yankee Stadium
- Rockefeller Center
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Ohel Chabad-Lubavitch
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Fairfield Beach




