Vacation rentals in Pocantico Hills

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Top-rated vacation rentals in Pocantico Hills

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

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Guest favorite
Home in Sleepy Hollow
5 out of 5 average rating, 8 reviews

The Hollow Inn at Sleepy Hollow

The Hollow Inn, a charming retreat nestled in the heart of historic Sleepy Hollow—just 45 minutes from NYC and a 15-minute stroll from the Tarrytown train station. Whether you're planning a festive fall getaway with a large family or a peaceful couples’ retreat, this cozy spot is the perfect home base. October is truly magical here, Sleepy Hollow comes alive with Halloween festivities, haunted hayrides, lantern-lit cemetery tours, and more. Book your stay and experience the legend for yourself!

Guest favorite
Apartment in White Plains
5 out of 5 average rating, 5 reviews

5 Min to the Train White Plains/Valhalla apartment

Conveniently located only 5 min drive to Valhalla Train Station and steps from major hospitals this cozy apartment is the ideal find. It is located on the 2nd floor and it foes require you to go up the stairs. You will have parking for 1 car on an outdoor driveway. The apartment has all you need: comfy queen bed and a super comfy couch that is perfect to sleep as well. We don’t have an oven but we have pots, pans and an electric cooktop for your convenience and meal preps. Microwave is there.

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
4.99 out of 5 average rating, 78 reviews

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

This special place, newly 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...

A cozy bedroom is presented with a spacious bed dressed in soft linens, flanked by two bedside lamps. A patterned chair is situated near the bed, and a decorative area rug covers the floor. Natural light enters through a window dressed with sheer curtains.
Apartment in Ardsley
4.6 out of 5 average rating, 199 reviews

Cozy, modern apartment in the heart of Westchester

This Cozy private apartment in Ardsley is a great choice if you are looking for a quiet residential, affordable, clean and very nicely decorated place to stay. The owner is very friendly and willing to help you with any questions about the area that you might have. Two guests can comfortably stay in this one-bedroom home.This Airbnb comes with a queen bed, private bathroom & fully equipped kitchen. Free off-street parking, WiFi, TV and central a/c & heating are some of the amenities included .

The exterior of a light gray cottage is visible, surrounded by lush greenery and a well-maintained lawn. A curved stone pathway leads to the entrance, flanked by neatly trimmed bushes. Sunlight filters through the trees, creating a serene and inviting atmosphere.
Home in Briarcliff Manor
4.84 out of 5 average rating, 31 reviews

Comfortable Cottage

This peaceful cottage is located on the North County Trailway - perfect for biking, walking into the village, or to the Rockefeller Preserve for hiking and visiting Stone Barns Center. Fenced yard with swing. Accessible to trains into New York City (easy 10 minute Uber or 2.5 mile walk). Perfect for a weekend getaway or as home-base for local exploration. Note this is a family home where kids and pets live, it will not be empty and spotless like a hotel. Comfortable for families is the vibe!!

Guest favorite
A spacious living area features a large green sectional sofa and a coffee table with decorative items. The open-concept design connects to a modern kitchen, visible in the background. Bright natural light fills the room through large windows, highlighting the contemporary artwork on the walls.
Apartment in White Plains
4.96 out of 5 average rating, 24 reviews

The Westchester Gem. Free Parking! No Cleaning fee

This stylish and modern apt is located in a prime White plains location. It’s right in the hearts of downtown white plains and only about 0.6 miles from White plains station, to make your commute into Manhattan a breeze. The apartment is surrounded by lots of supermarkets including Whole foods which is a stone throw away. There is plethora of restaurants, bars, cafes and shops all within walking distance. The apartment itself is super equipped with everything you would need for a great stay

Top guest favorite
Apartment in Tomkins Cove
5 out of 5 average rating, 46 reviews

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.

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
4.96 out of 5 average rating, 486 reviews

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.

Top guest favorite
The studio apartment features a queen-sized bed with a teal coverlet and a vibrant red accent chair. Large windows provide natural light, and a writing desk is situated beside the bed. A plush area rug adds warmth to the hardwood flooring.
Guest suite in Pleasantville
4.84 out of 5 average rating, 83 reviews

Charming Studio Centrally Located in Pleasantville

Private Studio Apartment with private entrance. Queen-sized bed + sofa bed. Cozy-space w/ big windows in a big home centrally located in the beautiful small town of Pleasantville. 5 min walk to MetroNorth Train to NYC (45 train ride), Pace University, TONS of bars & restaurants, coffee shops, Jacob Burns Film Center, cute shops. One of the best walking towns in Westchester County. Amazing outdoor activities close by. Friendly host nearby in main house for any questions!

Top guest favorite
Guesthouse in Elmsford
5 out of 5 average rating, 14 reviews

Private Guest Suite

Nestled in the heart of Westchester County, Our Guest House is a cozy and private Space where you can unwind, explore, and make unforgettable memories. It’s a safe and friendly place to stay, and it’s conveniently located just a short walk from Knollwood Country Club. Downtown White Plains is also nearby, with plenty of shops and restaurants to discover. The Metro North train station is just a short drive away, taking you to Downtown Manhattan in about 40 minutes.

Top guest favorite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 108 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Guest favorite
A living area is presented with a dark sectional sofa, a large mirror, and a side chair. Windows allow natural light to fill the space, complemented by neutral-toned walls and wooden flooring. A soft rug is positioned under the seating arrangement, adding comfort to the room.
Apartment in Tarrytown
4.89 out of 5 average rating, 112 reviews

2 bedroom apartment in Tarrytown/Sleepy Hollow

Hi there! My name is GiGi your Airbnb host:) Your family will be close to everything when you stay at this centrally-located place. Enjoy all wonders of broadway and Main Street the heart of the town. You’re a short walk/ drive away from all the fun, this property is located 5 Minutes away from the train station with just a 45 min train ride to the city. Enjoy the city that never sleeps then come back to a peaceful quiet environment to unwind.

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