
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

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

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

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.

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.

Charming Village Base. Walk to Restaurants & Shops
Charming 1 BR apartment in the heart of Cold Spring. Centrally located in walking distance to restaurants and shops as well as hiking trails. About 15 min walk from Cold Spring train station. Ideally located in a Town Home in the village of Cold Spring with a private entrance.

The Peekskill Treehouse
This top floor apt of our hundred year old house has amazing filtered light coming in through the gigantic surrounding trees. The back porch is spacious, with furniture, a grill and a hammock. The bathroom has a deep claw foot tub. There’s also a piano in the living room.

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.
Popular amenities for Sleepy Hollow apartment rentals
Weekly apartment rentals

Gorgeous Suite w/ Private Entrance

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

Log Cabin Apartment Great for Outdoor Enthusiasts

Cozy and beautiful garden apartment

Cozy Suite near Downtown Pleasantville

2BR Flat above Historic Cider Mill

Hudson River Suite - Dobbs Ferry

Luxury Private Apartment - Walk to Train for NYC!
Private apartment rentals

Brook Haven Home away from home!

The Hide at Hudson-35 min to NYC

Large apt close to Tarrytown & NYC

Maple Ridge Retreats - Apt B

Modern Guest House - N. Stamford

Extravagant Minimalism with Cozy Comfort

Clean, convenient, & close to train & downtown

Modern apartment near MetLife!
Apartment rentals with a hot tub

Foxglove Farm

Mtn. Creek Waterpark, Hike, Pool HotTub Fireplace

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Country Charm 1 Bd Balcony Views

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

@the Chillspot Duplex ( KNG sz Bds) 3 bathrooms

Luxury Living in Stylish BK Gem

Countryside Couples Suite
Quick stats about flat rentals in Sleepy Hollow

Nightly prices starting at
Sleepy Hollow holiday rentals start at $64 SGD 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
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Bronx Zoo
- Mountain Creek Resort
- Rockefeller Center
- Grand Central Terminal
- Yankee Stadium
- Ohel Chabad-Lubavitch
- United Nations Headquarters
- Jones Beach
- Bryant Park
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- USTA Billie Jean King National Tennis Center
- Fairfield Beach
- Thunder Ridge Ski Area




