Holiday rentals in Crestwood

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Top-rated holiday rentals in Crestwood

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Top guest favourite
A serene yoga studio features a black yoga mat complemented by a wooden block. Large sliding glass doors provide a view of the lush forest outside, enhancing the natural tranquility of the space.
Cottage in Warwick
4.99 out of 5 average rating, 123 reviews

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.

Guest favourite
Home in White Plains
4.92 out of 5 average rating, 165 reviews

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!

Top guest favourite
A cozy living room features a large flat-screen TV mounted on the wall, accompanied by a sleek entertainment unit. A comfortable couch is draped with a soft blanket, and an armchair is positioned nearby. Natural light enters through two windows, brightening the neutral decor.
Guest house in Mamaroneck
4.97 out of 5 average rating, 101 reviews

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.

Top guest favourite
The gourmet kitchen features modern stainless steel appliances, including a refrigerator and a gas range. Gray cabinetry with gold hardware complements the marble backsplash. A large window allows natural light to illuminate the space, with a potted plant adding a touch of greenery.
Flat in Yonkers
4.97 out of 5 average rating, 130 reviews

Modern & Bright 2-Bedroom in a 1905 Victorian

Enjoy a stylish experience at this centrally-located place. Located in a prominent Monastery Heights area of Yonkers. Recently renovated Victorian gives you the character and charm of the older days with the style and modern amenities of today. ● CDC Cleaning Checklist ● Coffee, Creamer, Filtered Water ● Luxury Appliances ● Netflix, Hulu & Disney+ included ● Fast Wi-Fi ● Desk ● Pack ‘N Play ● Self Check-In ● Private Parking ● 1 King Bed, 1 Double Bed ● Luxurious Bedding ● Gourmet Kitchen

Guest favourite
Cottage in Greenwood Lake
4.98 out of 5 average rating, 381 reviews

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

Guest favourite
A private, gated entrance is illuminated by soft lights lining the gravel driveway. Lush trees frame the pathway, leading towards a stately home that glows warmly in the evening light. The manicured lawn enhances the serene setting.
Guest house in Waccabuc
4.99 out of 5 average rating, 134 reviews

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.

Top guest favourite
A shaded gazebo features a comfortable eight-seat patio lounge set arranged around a fire table. The surrounding area is well-maintained grass, providing a spacious setting for outdoor relaxation.
Home in Mount Vernon
4.97 out of 5 average rating, 118 reviews

Backyard Gazebo in Quiet NYC Suburban Stay

Welcome to our private split-level home with a fenced-in backyard! Enjoy this entire single-family home and never walk more than 8 steps between levels! This is a year-round perfect spot - enjoy the outdoor patio and indoor electric fireplace during your short term or midterm stay. We are located in Westchester County, just outside NYC. The house is 1.5 mi from 3 Metro-North stops and a 30-minute ride to Manhattan. Send us a message and we will let you know how far it is to your event.

Guest favourite
A private entrance features a white door with a clear glass panel, providing a glimpse of the interior space. The exterior wall is textured and light-colored, with a decorative light fixture and a small mailbox mounted nearby.
Guest suite in Yonkers
4.92 out of 5 average rating, 219 reviews

Modern Apartment with Jacuzzi

Beautiful remodeled apartment with a private entrance perfect for couples and small groups. It is only 30 minutes from Grand Central Station on the Metro-North. Close to major highways (Bronx River Pkwy, Major Deegan, Saw Mill Pkwy). The Cross County mall and Ridge Hill shopping center are less than 10 minutes away as well as great restaurants/bars located within a 5 mile radius. The apartment includes a microwave, washer/dryer, jacuzzi, coffee maker, TV, Wi-Fi and more.

Guest favourite
A tree-lined street is depicted, leading towards the Hudson River, visible in the distance. Residential buildings line both sides, with vehicles parked along the curb. Greenery enhances the scene, contributing to a serene atmosphere, while the rolling hills rise beyond the river.
Flat in Hastings-on-Hudson
4.85 out of 5 average rating, 333 reviews

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.

Superhost
Home in Yonkers
4.78 out of 5 average rating, 112 reviews

Apartment in New York near to Manhattan.

A place all to yourself. This wonderful apartment is an ideal place to be. It has an excellent area to get fresh air, with a fully equipped kitchen, living room and separate bedroom, in a quiet and relaxed street. close to the mall, 4 minutes from Ridge Hill Mall and 7 minutes from Cross Country, Close to the Empire Casino and the Beautiful South County Trailway park for outdoor walking. It has assigned parking and separate entrance.

Top guest favourite
Flat in Yonkers
4.89 out of 5 average rating, 225 reviews

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.

Guest favourite
An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.
Flat in Yonkers
4.88 out of 5 average rating, 214 reviews

Elegant Riverfront Getaway with Beautiful Views

Enjoy stunning Hudson River views from your private balcony in this elegant, historic one-bedroom featuring a resort-style spa bath with steam room and jetted tub, and a warm, relaxing ambiance—perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro-North, you can reach NYC in under 45 minutes. A free designated parking spot is included.

Popular amenities for Crestwood holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Westchester County
  5. Yonkers
  6. Crestwood