
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!

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.

Yonkers, NY Studio with quick NYC access
Spacious studio with private entrance in Yonkers. 1 mile from Metro North so you can reach Grand Central in under 45 minutes! Relax in a cozy king bed, unwind in the sitting area, or catch up on work at the dedicated workspace. The open layout includes a sitting area, and a bathroom with a shower and tub for a welcoming vibe. Perfect for travelers seeking comfort, style, and quick access to New York City. **Please note that the studio is the basement of a home with resident living upstairs.

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.

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC
Once home to actress Misty Rowe (Hee Haw, Brady Bunch, Love Boat), this historic riverside cottage blends rustic charm with modern luxury. Cozy up by the stone fireplace, cook in the chef's kitchen, or unwind on the river-facing deck. Splash in the heated pool, soak in the year-round hot tub, gather by the gazebo, or spot wildlife along the water. Two fire pits, river views, and pure tranquility — just 5 min to downtown Greenwich and 35 min to NYC. Your riverside escape awaits.

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!

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).

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!

New Listing! Cozy, Modern Yonkers Apartment
Look no further for your home away from home! This beautiful modernized apartment is perfect for families looking for a quiet, accessible stay right outside NYC but close enough for daily trips with public transportation nearby. Located half a mile away from Sarah Lawrence for parents visiting their college kids. Also close to several hospitals convenient for traveling healthcare workers.
Popular amenities for Crestwood holiday rentals
Other great holiday rentals in Crestwood

NOMAH ( North of Manhattan Home)

Newly renovated modern private guest wing

Stylish Guest Suite in The Heart of NYC

Elegant Hideaway: Cozy Cottage in Katonah, NY

One Bedroom w/ Great Location

Designer 1BR | Luxe Amenities, Gym, Parking

1 bedroom by train 30 min to NYC!

Spacious Colonial Retreat | Free Parking |Near NYC
Destinations to explore
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- Times Square
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Mountain Creek Resort
- Columbia University
- Jones Beach
- American Dream
- MetLife Stadium
- Rockefeller Center
- United Nations Headquarters
- Long Branch Beach
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Bear Mountain State Park
- Grand Central Terminal
- Radio City Music Hall
- Brooklyn Bridge
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





