Vacation rentals in Eastchester

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Top-rated vacation rentals in Eastchester

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Guest favorite
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, 139 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 favorite
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, 120 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.

Top guest favorite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in Highlands
4.93 out of 5 average rating, 162 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
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 Sterling Forest
4.98 out of 5 average rating, 380 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 favorite
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
4.98 out of 5 average rating, 131 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 favorite
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, 116 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.

Top guest favorite
A scenic view of the river is framed by lush greenery and trees. Nearby buildings can be seen, with one featuring a sloped roof and another brick structure. The calm water reflects the blue sky and surrounding hills.
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 151 reviews

Spacious apartment in Hastings-on-Hudson near NYC

Our two-bedroom, floor-through apartment is in a prime, walkable location. The scenic Croton Aqueduct Trail is behind the house, with Hudson River views. Within walking distance is the train to NYC (30-40 min away) or Hudson Valley towns; coffee, restaurants, shops, parks, the supermarket & farmers market. It's pet-friendly and perfect for family visits, NYC escapes, scouting out the town for prospective moves, and waiting out home renovations. We reserve a parking spot for guests.

Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 522 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. $19 cleaning with or without pets.

Top guest favorite
A detached studio with a charming exterior is surrounded by lush greenery and landscaped gardens. The structure features large windows framed in dark trim, allowing natural light to fill the interior. A stone pathway leads up to the entrance, enhancing the inviting appearance of the property.
Guesthouse in Larchmont
4.98 out of 5 average rating, 66 reviews

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).

Top guest favorite
A well-appointed kitchen features wooden cabinetry and modern appliances. A round dining table is set for two, complemented by a vibrant plant centerpiece. The space is illuminated with soft lighting, enhancing the inviting atmosphere while maintaining ample counter space.
Apartment in Harrison
4.96 out of 5 average rating, 328 reviews

Luxury Private Apartment - Walk to Train for NYC!

Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

Top guest favorite
A spacious bedroom is presented, featuring a sizable bed dressed in soft white linens and accented by numerous decorative pillows. Two lamps provide gentle illumination on either side, while artwork adorns the walls. A wooden bench is positioned at the foot of the bed.
Apartment in New Rochelle
4.99 out of 5 average rating, 189 reviews

Woven Winds Retreat

Looking to escape the city for some much-needed rest and relaxation? Come and enjoy our spacious apartment, featuring two bedrooms, one bathroom, a fully equipped kitchen, and a large living and dining area. Want to spend time outdoors? Step outside to our sizable backyard with an enclosed pavilion with lounging furniture. An added bonus: we're only 10 minutes away from Orchard Beach!

Guest favorite
A cozy living area is highlighted by a mounted television above an elegant white mantle. A decorative rug with intricate patterns covers the floor, complementing the gray walls. Doorways lead to adjoining rooms, providing a sense of openness and accessibility.
Apartment in New Rochelle
4.88 out of 5 average rating, 121 reviews

New Rochelle Apartment

Enjoy a stylish experience at this centrally-located place. Located in Downtown New Rochelle. 5 min drive/12 min walk to train station. A 30-minute train ride away from Grand Central. Right next to 24-hour CVS, 24-hour McDonald's, Taco Bell, Starbucks & Sunoco (Gas station). Laundromat Becky's Bubbles is located two blocks away.

Popular amenities for Eastchester places to stay