Holiday houses in Crestwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Crestwood

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 143 reviews

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!

Top Guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 128 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
Apartment in Ardsley
4.89 out of 5 average rating, 19 reviews

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.

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.
Guesthouse in Mamaroneck
4.97 out of 5 average rating, 111 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.

Guest favourite
An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.
Cottage in Greenwood Lake
4.97 out of 5 average rating, 386 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

Top Guest favourite
The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.
Guesthouse in Waccabuc
4.99 out of 5 average rating, 140 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.

Superhost
The bedroom features a spacious bed with light-colored bedding against a backdrop of warm red and green walls. Natural light filters through multiple windows, adding brightness to the cozy space. A dark wood dresser complements the decor.
Apartment in Scarsdale
4.71 out of 5 average rating, 180 reviews

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.

Guest favourite
Apartment in Yonkers
4.94 out of 5 average rating, 114 reviews

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

Guest favourite
A spacious outdoor deck features a comfortable seating area with plush cushions and a large table. A vase of flowers sits at the center, adding a touch of nature. In the background, blooming trees provide a scenic view, enhancing the tranquil ambiance.
Home in Yonkers
4.92 out of 5 average rating, 26 reviews

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!

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.
Apartment in Hastings-on-Hudson
4.85 out of 5 average rating, 344 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.

Guest favourite
Guesthouse in Mount Vernon
4.98 out of 5 average rating, 40 reviews

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.

Superhost
A spacious living area features multiple blue sofas arranged for comfortable seating. A flat-screen TV is mounted on the wall opposite a wooden coffee table. Soft lighting highlights the neutral walls and gray flooring, creating an inviting environment for relaxation.
Home in Tuckahoe
4.88 out of 5 average rating, 104 reviews

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

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