
Holiday houses in Crestwood
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Top-rated holiday rentals in Crestwood
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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!

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.

Well-Appointed & Cozy Studio w/ Parking & Wash/Dry
This well-appointed basement suite is designed for comfort and ease. Stretch out on the plush queen-size bed, unwind with your favorite shows on the smart TV, or enjoy a game night with the board games provided. The open layout includes a well-stocked full kitchen for simple meals , a sparkling clean bathroom, and a washer & dryer for guests to use. Just few steps from local deli, grocery shops, and restaurants. The place is perfect for solo travelers or couples looking for a comfortable stay.

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.

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

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. Separate 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 on local train. The apartment is a 4 minute drive to Metro North Railroad Station and the Scarsdale Village.

Modern 2BR Sleeps 6 | Free Parking | Near Metro
Welcome to our charming 2 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

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!

Entire 2 Bedroom apt, Hastings-On-Hudson near NYC
This brand new two-bedroom apartment is perfect for experiencing the beauty of the Hudson Valley while being a 5-10 min walk away from the Metro North station (45 min ride to Grand Central). It is very close to the heart of downtown that is filled with locally well-known restaurants, coffee shops, and a farmers market. This apartment includes a spacious backyard, perfect to enjoy breakfast with your family or group of friends with a view of the Hudson River.

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.

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!
Popular amenities for Crestwood holiday rentals
Other great holiday rentals in Crestwood

New & Cozy Studio Apartment.

small apartment

A-Frame Modern House w/ Private Pond

Beautiful guesthouse - Larchmont

Spacious Colonial Retreat | Free Parking |Near NYC

Newly renovated modern private guest wing

Cozy by Bronxville | 30m Train 2 GCT

Large New 4BR• Sleeps 13• Grand Central 30 mins
Destinations to explore
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- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- Jones Beach
- American Dream
- Rockefeller Center
- United Nations Headquarters
- MetLife Stadium
- Long Branch Beach
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Statue of Liberty
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach





