5 Vrbo Properties Worth a Stay in Westchester County

Whether you're looking for a vacation or staycation in Westchester, these Vrbo properties are sure to delight in the 914.

Are you in need of a getaway? Grab your family, friends, or ride solo and book your stay at one of these Westchester Vrbo properties. There’s plenty to do throughout the county, from exploring state parks to walking around the charming villages full of shops and delectable eats. Come find out what makes Westchester so special during a stay at a lakeside retreat or secluded nature-centric property.

Thinking about a spring escape? Plan your trip around one of the local craft fairs or food festivals this season! If you’re not looking to take a trip soon, bookmark these Vrbo locations for future stays.

Lakeside Retreat

South Salem

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Start your day off right with panoramic views of the scenic lake that neighbors this property. The home’s bohemian décor spills out from the four bedrooms into the chef’s kitchen, cozy living room, and onto the deck. On warmer days, outdoorsy guests can kayak from the private dock and sun deck out onto the lake. Also, who doesn’t love eating their meals lakeside? This property sleeps six people.

$625 avg/night

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Charming Getaway

Cortland Manor

In Northern Westchester, you’ll find this quaint Vrbo home stocked with board games and a fire pit, making it ideal for a family getaway. The two-story home sleeps five, has two work-from-home areas, and features two smart TVs. In the backyard, you’ll find decorative string lights, a gas grill, hammock, and dining table, not to mention the adorable yellow front door that ties the place together.

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$464 avg/night

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Cozy Cottage

Pound Ridge

Nestle into this historic, fully furnished cottage located in Pound Ridge. The home sleeps four guests, has one bath, a patio, and a spacious lawn. For activities, the home is only a five-minute drive from an array of restaurants, cafes, and bookstores. If a hiking day is more your speed, head over to the 4,300-acre Ward Pound Ridge Reservation that’s close by. Plus, could we consider it a cozy cottage without a grand, wood-burning fireplace? For aspiring chefs, there’s also a kitchen that features both SubZero and Viking appliances.

$133 avg/night

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Woodsy Retreat


This enchanting property is enclosed by a well-manicured woodsy setting, giving you ample privacy. In the warmer months, you and your guests can lounge by the pool and take a dip in the hot tub once the sun sets. This home has also been occupied by writers, painters, and dancers for decades. The Croton abode sleeps eight guests with three bedrooms and a standout clawfoot tub.

$262 avg/night

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Country Living


If you’re looking for an upscale property, this modern stone home on Vrbo is for you. Although on the pricier side, this stunning home boasts four bedrooms, four baths, an open-concept kitchen, and a living room with a fireplace. Spend your mornings in the basement gym, equipped with a rowing machine, elliptical, and all your workout needs. A 10×20-foot green screen wall is also in the basement alongside a “black box” theater stocked with a small stage and toys for kids. While designing the sky lounge, architecture Robert Siegel was inspired by James Turrell’s “Meeting” at MOMA PS1.

$1,249 avg/night

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Related: 3 Glamorous Vacation Destinations for Natural Luxury Near Westchester

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