Vacation rentals in Briarcliff Manor

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Top-rated vacation rentals in Briarcliff Manor

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Guest favorite

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

4.82 out of 5 average rating, 103 reviews

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

Superhost

A bedroom features a wooden bed frame positioned centrally, with a spacious bed dressed in white linens. A light brown dresser stands against the wall, and a floor lamp provides illumination. Large windows allow natural light, with partially opened blinds enhancing the warm atmosphere.

Home in North White Plains

4.83 out of 5 average rating, 6 reviews

The Washington Place: convenient, spacious, comfy

Our guests will enjoy easy access to everything from this centrally located place in beautiful Westchester. Once upon a time, this two-family house was our beloved home. Now it’s been transformed into a comfortable, convenient and spacious place for you! Whether you are looking for a place to rest or work, or whatever adventure you may be on, we hope you’ll enjoy what our place has to offer - and feel like you’re in a home away from home! Walking distance to Kensico Dam, local shops and library.

Superhost

The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.

Home in Ossining

4.85 out of 5 average rating, 151 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

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, 70 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...

Guest favorite

A cozy living area features a large leather sofa adorned with soft, decorative pillows. A wooden coffee table is set with a small platter of snacks and a bottle of wine. A leafy indoor plant and bright natural light enhance the inviting space.

Home in White Plains

4.87 out of 5 average rating, 218 reviews

Bright&Comfy 2bed/1ba in quiet duplex

Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!

Top guest favorite

A spacious living area features a light-colored sectional sofa adorned with a patterned throw and decorative pillows. Soft carpeting covers the floor, enhancing comfort. Natural light floods the space through large windows, illuminating the surrounding decor, including framed photographs on the walls.

Guest suite in Croton-on-Hudson

4.92 out of 5 average rating, 145 reviews

The Bluestone - Spacious 2 bedroom w/central air

Come stay with us! You will have the entire first floor to yourself but we will be right upstairs if you should need us! Access to tree lined back yard with fire pit. Close to metro north train to NYC. Minutes to kayaking, hiking, restaurants, cafes & historical sites. Please note: No Kitchen!! Drive, walkway & entrance accessible to full size wheelchair (see photos) but bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

Top guest favorite

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

4.97 out of 5 average rating, 166 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Superhost

An inviting interior space features a rustic bar area with three metal stools, complemented by a wooden countertop. A soft circular rug rests on the floor, and a decorative armchair is positioned nearby. Natural light filters through the window, enhancing the cabin's cozy atmosphere.

Tiny home in Chappaqua

4.88 out of 5 average rating, 49 reviews

Cozy tiny log cabin on 13 acres

Tiny rustic cabin located in the woods. Large screen TV and Wi-Fi. No stove but will provide cooktop and toaster. Full bathroom with shower. People love the back deck to enjoy their morning coffee and to watch for wildlife. One bedroom with comfy queen bed and fan. All linens and towels supplied. Please be aware this is a rustic beautiful site. Trails in the back and very close to rail trail. Mini splits will keep you toasty warm in the winter and ice cold in the summer.

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, 96 reviews

A Lovely Cottage in the Woods with Private Pool

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 modern living space features a comfortable gray sofa paired with brown accent chairs. A round dining table is set for two. Natural light fills the room through large windows, framed by light curtains. A patterned area rug adds texture beneath a coffee table with a decorative plant centerpiece.

Apartment in White Plains

5 out of 5 average rating, 6 reviews

Designer 2BR | Luxe Amenities, Gym, Parking

Welcome to your upscale 2-Bedroom retreat at 51 South in downtown White Plains. Enjoy city living with shops, cafes, and transit just steps away. Highlights: • Request a high-floor unit for more light • Deep-clean before every guest • Coffee, fresh linens, & bathroom essentials provided • Co-working Lounge & Quiet Pods • Fitness Center w/ On-Demand Classes • Rooftop Games & Fireplace • Pool with Cabanas & Outdoor Dining (Closed for the season!)

Guest favorite

A modern studio apartment features a spacious bed with a low wooden frame and cozy bedding. A sofa bed is positioned nearby, surrounded by pillows. Natural light fills the room through two windows, with soft curtains framing the view. A decorative rug enhances the inviting atmosphere.

Guest suite in Tarrytown

4.93 out of 5 average rating, 259 reviews

Stylish Tarrytown Studio | Walk to Train & Main St

Modern designer studio 1 block from Main St, 8-min walk to Metro-North (35 mins to NYC). Private entrance, fast Wi-Fi, full kitchen, Queen bed + King sofa bed. Small front yard for a breath of fresh air. Walk to restaurants, cafes, and Hudson River parks. Ideal for couples, solo travelers, and remote workers. Explore charming Tarrytown, Sleepy Hollow, Rockefeller trails, and the Hudson Valley. A stylish, comfortable base for your next getaway!

Top guest favorite

A stone patio is shown with six colorful chairs arranged around a fire pit. In the background, trees and a trampoline are visible, contributing to a serene outdoor setting, ideal for gathering and relaxation.

Home in Mohegan Lake

4.95 out of 5 average rating, 59 reviews

A nice place to getaway

Situated on a serene neighborhood surrounded by trees. It gives you such a relaxing feel staying there. This property is lower level of a private house with living room, full kitchen ,1 bedroom and a 1 full bath. Very close to multiple parks, hiking spots and fruit picking farms. Perfect for a runaway weekend. Far enough from the city for a peaceful atmosphere and close enough to drive after a working day. Give it a try and enjoy it.