Vacation rentals in Westchester County

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Top-rated vacation rentals in Westchester County

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

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Guest favorite

The spacious living area features large glass walls that provide serene views of the surrounding forest. A modern white sofa complements a wooden ceiling, while a quirky red chair adds a pop of color. Natural light floods the room, enhancing the warm wood tones throughout.

Home

4.91 out of 5 average rating, 108 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!

Guest favorite

A formal dining area is highlighted by a large table surrounded by light grey upholstered chairs. A rustic stone fireplace adds warmth to the space, while a large mirror reflects natural light. Soft curtains frame the window, creating an inviting ambiance.

Home in White Plains

4.92 out of 5 average rating, 117 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 favorite

Home in Putnam Valley

4.99 out of 5 average rating, 103 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Top guest favorite

An inviting cabin is surrounded by trees, featuring a wooden deck with a fire pit and seating areas. Warm light emanates from the cabin's windows, creating a cozy atmosphere. The landscape showcases fall foliage, enhancing the tranquil setting by the lakeside.

Cottage in South Salem

5 out of 5 average rating, 105 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Guest favorite

Barn in Katonah

4.97 out of 5 average rating, 119 reviews

The Magic Red Barn with heated pool now opened!

Experience country magic one hour from NYC! Our heated saltwater pool offers a perfect retreat. Enjoy nearby farmers' markets, Muscoot Farm, and scenic orchards. Stay in a renovated 1,000 sq ft luxury loft on the second floor of a private barn that includes: 1 king , 2 queen , and 1 toddler beds, a full kitchen (half-size fridge, mini freezer), microwave, and full-size oven. Ideal for guests who need to « escape ». Enjoy privacy—no other guests. Good Wi-Fi and full-house generator.

Top guest favorite

A colorful sunset is displayed over the Hudson River, with vibrant hues of orange and pink reflecting on the water. Silhouettes of trees frame the image, accentuating the serene beauty of the landscape.

Apartment in Ossining

4.96 out of 5 average rating, 435 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Guest favorite

A panoramic view of the Hudson River is framed by lush greenery. The water reflects vibrant hues of pink and orange from a colorful sunset, while the distant cliffs create a stunning backdrop to the serene setting.

Apartment in Yonkers

4.9 out of 5 average rating, 131 reviews

Elegant Riverfront Getaway with Beautiful Views

Escape to this elegant historic home with stunning Hudson River views. This tastefully decorated one-bedroom apartment boasts a beautiful balcony overlooking the water and a luxurious resort-style spa with a palatial steam room and jetted tub. The home offers a warm and 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.

Guest favorite

Guesthouse in Hastings-on-Hudson

4.91 out of 5 average rating, 836 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. Super charming, slightly quirky, private Shangri-La w/backyard chickens in the artistic & quaint Rivertowns, 35 min. from NYC along the Hudson River. The Tiny House escape is reminiscent of sleep away camp (rustic), yet tastefully curated w/eclectic art & furnishings. Sleeping loft nest w/8 step ladder or pull out sofa bed. Fenced in yard. FREE private driveway. Read on…

Guest favorite

Guesthouse in Peekskill

4.93 out of 5 average rating, 274 reviews

Peekskill Carriage House Downtown Studio

Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com

Guest favorite

The kitchen features a well-organized cabinet with various food items and spices visible. A modern coffee maker sits on a speckled countertop, alongside a black beverage dispenser. The backsplash displays a classic white herringbone pattern.

Home in Dobbs Ferry

4.95 out of 5 average rating, 152 reviews

Beautiful Hudson River Bungalow in Dobbs Ferry

Serene and modern home. Newly renovated historic home on Main Street in the heart of the Village of Dobbs Ferry. Convenient to Manhattan and the Hudson Valley, the Old Croton Aqueduct trail is directly behind the home. This private apartment is on the second floor of a house with a separate entrance, offering complete privacy. Easy check-in with code.

Top guest favorite

A rustic cottage is surrounded by lush green vegetation and trees. An outdoor seating area with chairs and a rocky landscape borders the property. A person in a yellow garment is seen walking along the path, emphasizing the peaceful, natural setting.

Barn in Mount Kisco

4.91 out of 5 average rating, 578 reviews

NY Rustic Cottage Getaway

Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb

Guest favorite

A charming guest studio features a triangular roofline and a welcoming porch. Two wooden chairs are positioned on the porch, facing double glass doors that open into the interior. The surrounding area is filled with trees, creating a natural and serene atmosphere.

Guesthouse in Bedford

4.92 out of 5 average rating, 205 reviews

Private Guest Studio

Just 39 miles north of Manhattan. Relax and unwind, to enjoy endless opportunity for outdoor activities, fine dining, antiquing, or just loving the peace & quiet of this private studio, in a manicured setting, with wood burning stove, porch, heated pool (June-August), and private footpaths leading to an open field.