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Apartment vacation rentals in Sleepy Hollow

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Quick stats about apartment rentals in Sleepy Hollow

  • Nightly prices starting at

    Sleepy Hollow vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 290 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!

Top-rated apartment rentals in Sleepy Hollow

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
A stylish living area features a light-colored sofa with patterned cushions. Decorative wall plates and art are displayed above a sleek TV console. Two comfortable chairs, adorned with soft throws, invite relaxation, while a geometric area rug enhances the room's aesthetic.
Apartment in Tarrytown

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

This special place, recently renovated and lovingly decorated, has a private entrance, off-street parking, and a washer/dryer. Close to everything the Sleepy Hollow/Tarrytown area offers: a short walk to both downtowns, the Metro North train to NYC, Hudson River parks, the Jazz Forum, the Tarrytown Music Hall, a Saturday farmers market. A mile walk to the incomparable Rockefeller Park Preserve, 1.5 miles to Kykuit, 2 miles to Lyndhurst. The list of attractions and destinations goes on and on...

4.99 out of 5 average rating, 101 reviews
Superhost
A modern living room features a comfortable white sofa adorned with black and white patterned cushions. A coffee table sits at the center, surrounded by two sleek black chairs. A large wall-mounted TV and an abstract art piece enhance the room’s contemporary design.
Apartment in Croton-on-Hudson

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

4.79 out of 5 average rating, 135 reviews
Superhost
A private patio space is featured, furnished with comfortable seating and a dining table. An umbrella provides shade over the table, while warm string lights enhance the ambiance. Surrounding greenery creates a serene backdrop, and a barbeque is positioned nearby for outdoor cooking.
Apartment in Peekskill

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.

4.79 out of 5 average rating, 218 reviews
Guest favorite
A light-filled space features a well-equipped kitchen with modern appliances and a minimalist design. The wooden staircase, adorned with potted plants, leads to a cozy upper area. Natural light streams in through the window, illuminating the warm wooden flooring and vibrant area rug.
Apartment in Newburgh

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!

4.85 out of 5 average rating, 372 reviews
Top guest favorite
The gourmet kitchen features modern stainless steel appliances, including a refrigerator and a gas range. Gray cabinetry with gold hardware complements the marble backsplash. A large window allows natural light to illuminate the space, with a potted plant adding a touch of greenery.
Apartment in Yonkers

Modern & Bright 2-Bedroom in a 1905 Victorian

Enjoy a stylish experience at this centrally-located place. Located in a prominent Monastery Heights area of Yonkers. Recently renovated Victorian gives you the character and charm of the older days with the style and modern amenities of today. ● CDC Cleaning Checklist ● Coffee, Creamer, Filtered Water ● Luxury Appliances ● Netflix, Hulu & Disney+ included ● Fast Wi-Fi ● Desk ● Pack ‘N Play ● Self Check-In ● Private Parking ● 1 King Bed, 1 Double Bed ● Luxurious Bedding ● Gourmet Kitchen

4.97 out of 5 average rating, 139 reviews
Top guest favorite
Apartment in Stony Point

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.

4.98 out of 5 average rating, 130 reviews
Top guest favorite
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Apartment in Marlboro

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.

4.97 out of 5 average rating, 456 reviews
Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining

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.

4.96 out of 5 average rating, 557 reviews
Top guest favorite
Apartment in Yonkers

Sweet & Cozy Home | Free parking

Public transportation just minutes away—bus steps from the home and train very close. Sweet & Cozy Home only 30 minutes from Manhattan. Welcome to your home away from home in Yonkers, NY. This two-floor apartment is perfect for families or groups, offering three comfortable bedrooms, a fully equipped kitchen, a cozy living room with Smart TV, and a private porch for morning coffee or evening relaxation. Easy commute to Manhattan, Bronx Zoo, Yankee Stadium, and other NYC attractions.

4.99 out of 5 average rating, 112 reviews
Top guest favorite
Apartment in Yonkers

Spacious 3BR • Sleeps 12 • Near NYC Train + Parkin

Welcome to our charming 3-bedroom apartment nestled in the heart of Yonkers, NY! This cozy haven boasts modern amenities and a serene ambiance, providing the perfect blend of comfort and convenience. Escape the hustle and bustle of the city while still being within easy reach. Experience the best of both worlds by residing in our suburban oasis with the exhilarating NYC just a stone's throw away. Book your stay today and make unforgettable memories in our home away from home!

4.93 out of 5 average rating, 174 reviews
Top guest favorite
A cozy bedroom corner is featured, showcasing a spacious bed with neatly arranged pillows and blankets. A 50" 4K TV displays a calming fireplace scene, illuminating the room softly. The entryway to the bathroom is visible in the background.
Apartment in Croton-on-Hudson

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.

4.98 out of 5 average rating, 384 reviews
Guest favorite
An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.
Apartment in Yonkers

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 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.

4.87 out of 5 average rating, 240 reviews

Popular amenities for Sleepy Hollow apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Apartment rentals with air conditioning

Guest favorite
A modern bedroom features a large bed with themed bedding displaying text from the iconic show. Soft blue lighting illuminates the space, highlighting the sleek design. Sheer curtains frame the window, allowing for gentle natural light to filter in, creating a calming ambiance.
Apartment in Lodi

New York Modern Luxy Stay.

4.92 out of 5 average rating, 118 reviews
Top guest favorite
A spacious bedroom is presented, featuring a sizable bed dressed in soft white linens and accented by numerous decorative pillows. Two lamps provide gentle illumination on either side, while artwork adorns the walls. A wooden bench is positioned at the foot of the bed.
Apartment in New Rochelle

Woven Winds Retreat

4.99 out of 5 average rating, 199 reviews
Top guest favorite
A spacious living area features a light-colored sofa with decorative cushions. A wooden coffee table sits in front, accompanied by two stylish dining chairs at a small table. Natural light fills the room through large windows, enhancing the welcoming atmosphere.
Apartment in Cold Spring

Charming Village Base. Walk to Restaurants & Shops

4.98 out of 5 average rating, 122 reviews
Top guest favorite
Apartment in Holmes

Top Side

5.0 out of 5 average rating, 144 reviews
Top guest favorite
Apartment in Beacon

Luxe Loft 4 on Main St- Views! Steam Shower! W/D

4.97 out of 5 average rating, 619 reviews
Guest favorite
The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.
Apartment in Cold Spring

HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains

4.89 out of 5 average rating, 359 reviews
Guest favorite
A cozy living room features a large sectional sofa adorned with decorative pillows. A glass coffee table sits on a soft area rug, while a flat-screen TV is mounted on the wall. Two windows allow natural light to fill the space, enhancing its inviting atmosphere.
Apartment in Port Chester

Sunny & Cozy Stay by Capitol Theatre/Downtown

4.98 out of 5 average rating, 131 reviews
Guest favorite
A spacious living area exhibits warm wooden floors and large windows adorned with decorative curtains. A cozy futon is positioned on a textured rug, complemented by a decorative welcome sign on the wall. A spiral staircase leads to the upper level, enhancing the open layout.
Apartment in Stony Point

E and T Getaway LLC

4.88 out of 5 average rating, 228 reviews

Weekly apartment rentals

Superhost
The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.
Apartment in Beacon

Newly Restored 2BR

4.86 out of 5 average rating, 724 reviews
Top guest favorite
A cozy living area showcases a dark sofa adorned with green pillows, complemented by a sleek kitchen bar with three stools. Natural light streams through sliding glass doors, leading to an outdoor space with a stone patio and greenery.
Apartment in Yonkers

Cozy and beautiful garden apartment

4.96 out of 5 average rating, 141 reviews
Top guest favorite
A charming three-story house is set amidst well-kept gardens featuring colorful flower beds and neatly trimmed shrubs. A covered front porch is highlighted by decorative elements. A paved pathway leads to the welcoming front door, while trees provide a natural backdrop.
Apartment in Northport

NORTHPORT APARTMENT: Private, Clean, Cozy

4.94 out of 5 average rating, 345 reviews
Guest favorite
A serene pool area features a deep blue unheated swimming pool with steps leading in. A gazebo, softly illuminated by string lights, is nestled among lush greenery in the background. The natural landscape creates a tranquil retreat.
Apartment in Chester

Private Country Getaway

4.97 out of 5 average rating, 184 reviews
Top guest favorite
A charming outdoor space features two light blue chairs positioned under a decorative pergola. A small barbecue grill is visible, surrounded by pots of various flowers and greenery. The area is bordered by mulch, with a small black table and chair set in the background.
Apartment in Fort Montgomery

1 Bed. apt, private entrance-close to West Point.

4.84 out of 5 average rating, 119 reviews
Guest favorite
A cozy living area is highlighted by a mounted television above an elegant white mantle. A decorative rug with intricate patterns covers the floor, complementing the gray walls. Doorways lead to adjoining rooms, providing a sense of openness and accessibility.
Apartment in New Rochelle

New Rochelle Apartment

4.86 out of 5 average rating, 151 reviews
Guest favorite
A glass-top table with a sculptural base is positioned on a stone patio, overlooking the Hudson River. Rolling hills and greenery are visible in the background, while a view of a charming town along the river’s edge can be seen under a cloudy sky.
Apartment in Beacon

Expansive Views; Miles of River & Mountains

4.9 out of 5 average rating, 291 reviews
Top guest favorite
Apartment in Bayonne

Luxury 3BR/2BA Apartment- w/Park-Near NYC, JFK&EWR

5.0 out of 5 average rating, 108 reviews

Private apartment rentals

Guest favorite
A spacious living room is illuminated by natural light through large windows. A comfortable sofa is arranged with accent chairs around a wooden coffee table. A dining area is visible, featuring a round table and chairs. French doors open to a garden view.
Apartment in Cold Spring

Spacious & Cozy Village Getaway

4.97 out of 5 average rating, 103 reviews
Guest favorite
A cozy seating area features a light blue sofa adorned with assorted cushions. Two round woven poufs serve as additional seating. A patterned area rug lies beneath, while a round dining table is visible in the background alongside a mirror and greenery.
Apartment in Nyack

Bright Retreat in Nyack

4.91 out of 5 average rating, 47 reviews
Guest favorite
A bright living space is highlighted by large windows overlooking a wooded area. A dining table with four chairs sits adjacent to a modern kitchen featuring a stove and cabinetry. A comfortable seating area is visible, complementing the open and airy atmosphere.
Apartment in Stamford

Modern Guest House - N. Stamford

4.88 out of 5 average rating, 26 reviews
Superhost
Apartment in Yonkers

Hudson River Views | Private Balcony+ 2 Gyms

5.0 out of 5 average rating, 3 reviews
Guest favorite
A cozy living area is depicted, featuring a modern television mounted on the wall. Two colorful armchairs, one with a yellow throw pillow, complement a stylish coffee table. An electric fireplace is visible below the TV, adding warmth to the space, with decorative plants enhancing the atmosphere.
Apartment in Yonkers

Spacious 3BR Terracotta Retreat with Free Parking!

4.91 out of 5 average rating, 94 reviews
Guest favorite
Apartment in Yonkers

El Madrigal at The Hudson River

4.88 out of 5 average rating, 48 reviews
Superhost
A secluded outdoor space is illuminated under soft lighting, featuring comfortable seating arrangements on a patterned rug. Lush greenery surrounds the area, with potted plants and raised garden beds visible. A grill is positioned nearby, enhancing the outdoor experience.
Apartment in White Plains

Amazing Large Private Studio!+

4.7 out of 5 average rating, 43 reviews
Guest favorite
Apartment in Stamford

Modern Luxury 1BR | Heart of Downtown Stamford

4.95 out of 5 average rating, 22 reviews

Destinations to explore