Holiday rentals in Crestwood

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Spacious guest suite near water

Welcome to your perfect home away from home! Enjoy a spacious and newly renovated basement suite with windows and separate entrance in a private house, perfect for up to four guests. Ideal for couples, small families, or business travelers. This cozy retreat, combines privacy and comfort in a quiet neighborhood. Whether you’re here for a short trip or an extended stay, this apartment offers everything you need for a comfortable and relaxing experience. Book now and start planning your visit.

French Estate Guest House on Private Lake

A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

One Bedroom w/ Great Location

Centrally-located spacious one bedroom apartment, clean and cozy. Private entrance to the unit. Walking distance to grocery stores, trending restaurants, pharmacies, CVS, cleaner's, gym, salons and massage. Very safe neighborhood with walking distance to several parks. Public transportation to Grand Central in New York City within 30 minutes on express train and 50 minutes on local train. The apartment is a 4 minute drive to Metro North Railroad Station and the Scarsdale Village.

Cozy 2BR Retreat | Near NYC | Easy Parking

Cozy 2-bedroom home, 25 min from Times Square, in a peaceful neighborhood. Features a spacious deck with BBQ grill, patio set, 1GB Wi-Fi Speed, Smart TV, laptop desk, full kitchen, A/C & heating. Accessible with front 2 steps. Kid- and pet-friendly. Close to RidgeHill Mall (5 min drive), Cross County Mall (7 min drive), and The Westchester Mall (15 min drive, luxury shops). Walk to public transit, supermarket, deli, and coffee shop. Perfect NYC business/getaway!

The Serene Loft: Chic Comfort Close to NYC

Discover the perfect blend of style and serenity at this newly renovated studio and artfully designed, this chic studio offers the perfect blend of comfort and convenience—just a 30-minute train ride to Grand Central. Adjacent to the main house, it features two plush queen beds, fast Wi-Fi, smart TV, heat & AC, and a cozy kitchenette. Enjoy free street parking and unwind in a peaceful neighborhood after exploring the vibrant heart of NYC.

Beautiful guesthouse - Larchmont

Newly furnished 2nd floor detached studio with private entrance.  One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire.  Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood.  Studio sits over garage.  Access to spare washer/dryer in our basement is also available.  4 min drive to Larchmont station (35 min train to Grand Central).

Stylish Guest Suite in The Heart of NYC

Experience luxury in the upscale Riverdale neighborhood in our spacious, sunlit guest suite. It features a beautifully designed private bathroom and a fully equipped kitchen. The queen-sized bed and dedicated workspace create an ideal setting for relaxing and unwinding in your perfect city retreat. The house is a charming Dutch Colonial home; the suite is on the second floor with a private entrance via a walk-up staircase.

Near Empire Casino Cross County Mall Yonkers

This is a private one-bedroom apartment perfect for a comfortable stay. The unit features a cozy bedroom and a pull-out sofa in the living room, allowing the space to accommodate up to four guests. Enjoy the privacy of your own apartment while being just minutes from New York City, with easy access to transportation, dining, and local attractions. Parking: Street parking is available. Please do not park in the driveway.

Peaceful 5 Bedroom 3 Bathroom House, 30 min to NYC

Beautiful newly renovated 5 bedroom, 3 bathroom home in quaint town 30 minutes to NYC. Perfect for a family getaway, friends trip or remote work! Enjoy hotel quality bedding, central AC, fully stocked kitchen, Smart TVs, dedicated work space, and enjoy some grilling outdoors on the patio. 30 min commute to NYC, Tuckahoe Metronorth station within walking distance, and beautiful playgrounds and parks nearby!