Holiday rentals in Briarcliff Manor

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Top-rated holiday rentals in Briarcliff Manor

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Top guest favourite
A bright kitchen space features modern appliances, including a black refrigerator and stainless steel stove. A wooden dining table, seating four, is adorned with fresh flowers. Large windows allow natural light to illuminate the room, complemented by simple fixtures and seating.
Guest suite in Mount Kisco
4.98 out of 5 average rating, 112 reviews

Spacious, private retreat 45 mins to NYC

Private, spacious, woodland views, perfect writer's retreat, romantic getaway, or space to chill! Ground-floor apartment in single-family home on 5 acres, 45 mins from NYC. 900 sq. feet of space. Full kitchen, 1 large bedroom, king-size bed & fun bunkbed. Premium bedding, fresh towels, toiletries. Simple, healthy breakfast, coffee, tea, fruit, drinks and snacks provided. 2 miles to Mt Kisco Metro North Station. EV charger. Walk to local nature reserves. 5 mins drive to restaurants and shops.

Top guest favourite
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.
Flat 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...

Top guest favourite
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
4.93 out of 5 average rating, 152 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.

Superhost
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.
Flat in Newburgh
4.84 out of 5 average rating, 345 reviews

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!

Guest favourite
A light yellow bicycle with a woven basket rests on a stone pathway beside a rustic stone wall. A potted plant filled with vibrant pink flowers decorates the entrance, which is framed by a white door that opens to a welcoming space.
Guest suite in Briarcliff Manor
5 out of 5 average rating, 44 reviews

Enjoy Summer Living "Stone Haven" Hudson Valley

Luxurious, spacious two story private living quarter located in the Hudson Valley. We offer modern lodging with a brand new small kitchen and bath outfitted with marble including complementary coffee & tea bar. A large living room is a great spot to watch a movie , shoot some pool or lounge around after a day of work or leisure. Enjoy amenities, salt water pool, luxurious bedding, quiet work space with High Speed WiFi. Minutes from hiking & bike path, restaurants, train station to NYC.

Top guest favourite
Flat in Tomkins Cove
5 out of 5 average rating, 34 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.

Guest favourite
A spacious living area showcases a neutral color palette, complemented by a dark sofa and a decorative area rug. An air conditioning unit and wall art pieces add character, while natural light filters in through a large window. Red accent furniture enhances the inviting atmosphere.
Guest suite in Croton-on-Hudson
4.93 out of 5 average rating, 40 reviews

Mountain Edge: Spacious Suite

Mountain Edge: We are excited to welcome you to our Private-Guest Suite located 2 minutes from the Stunning Croton Dam and a 45 minute train ride into the city. Mountain Edge is a 2 bed, 2 bath, suite nestled into the forest. The Croton Dam offers excellent hiking, family & Pet friendly park, and beautiful views, while being just 2 miles to the Village. One queen bed and pullout couch. We do have an additional mattress available by request. We can place in unit ahead of arrival.

Top guest favourite
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.
Flat in Ossining
4.96 out of 5 average rating, 482 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 favourite
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!

Guest favourite
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.
Guest house in Pound Ridge
4.94 out of 5 average rating, 103 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.

Superhost
The entrance to the studio apartment is framed by a neat garden and stone pathway. A white door with a glass panel is flanked by two windows adorned with shutters. Lush greenery and flowering plants contribute to the inviting exterior.
Guest suite in Ossining
4.72 out of 5 average rating, 64 reviews

Comfortable Studio Apartment

Cozy, private studio apartment in the quiet and historic town of Ossining. The location is close to metro north (Scarborough station), bus stop, shops and some restaurants. The studio is an independent unit attached to the main home. Five minute drive to Phelps Hospital. Ten minutes to PACE university Forty minute train ride to NYC. Close to State Parks, historic Sleepy Hollow, Tarrytown and West-Point. Many hiking options and bike trails nearby.

Top guest favourite
A bright dining corner features a small wooden table surrounded by two chairs. Decorative plates adorn the wall above, while natural light enters through the nearby window, illuminating the warm wooden flooring.
Flat in Ossining
4.95 out of 5 average rating, 38 reviews

Lovely | Private | Historic Home | Walk to Town

Our home is located in the heart of lower Hudson Valley and a quick drive to attractions in neighboring Sleepy Hollow and Croton-on- Hudson. Set in the charming, historic Upper Village neighborhood just a stones throw from downtown Ossining this garden-view apartment occupies part of the second floor of our village colonial and has a private entrance up a set of stairs in our back garden.

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