5 Vrbo Properties Worth a Stay in Westchester County

Adobe Stock/ mario beauregard

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

Westchester recommendations are objective, unbiased, and curated by the editorial team. If you buy something through our links, we may earn an affiliate commission at no cost to you.

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 snowshoeing in the state parks to exploring the charming villages full of shops and delectable eats. Come find out what makes Westchester so special in a lakeside adventure or a secluded nature-centric property.

If you’re not looking to take a trip soon, bookmark these Vrbo locations for future stays!

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Lakeside Retreat

South Salem

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 three 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?

$608 avg/night

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Adobe Stock / mario beauregard

Charming Getaway

Cortland Manor

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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 a work-from-home area, 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.

$357 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.

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$200 avg/night

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Slice of Paradise

South Salem

This enchanting rustic home is set on a private acre of land and equipped with an array of amenities. Guests can choose to take a dip in the heated pool or row onto the lake and cast a line to catch dinner for the evening. Put your feet up and enjoy a relaxing stay in nature’s realm. The host offers basic cooking needs, a coffee maker, fishing pools, an outdoor dining table, and much more. Nature lovers can branch out of the property and explore the dozens of hiking trails, parks, and gardens nearby.

$455 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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