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Book Your Winter Getaway at these Standalone Properties in Dutchess

Date Published: November 11, 2020 12:00 am Revel 32°, Poughkeepsie

Escape to Dutchess and stay in your own space! These properties offer the option to book a fully private accommodation, where guests have the entire house/cottage/annex to themselves. Perhaps it’s a coincidence that these three properties begin with “W,” matching the upcoming winter season? Welcome! (ha, we couldn’t resist!)

WhistleWood Farm Bed & Breakfast in Rhinebeck

The Carriage House at WhistleWood Farm Bed & Breakfast has two bedrooms: the Morningside Room and the Sunset Room. Featuring a spacious living room, the house is perfect for anyone looking to stretch out. Skylights, a sitting area with a fieldstone gas fireplace and a bluestone patio with privacy and views of the horse pastures await you. To really warm up, take a soak in the generous whirlpool tub!

Five-night minimum, accommodates up to 6 people – Book Now

Willow Lake Farms in Fishkill


Willow Lake Farms’ Cottage is a comfortable spot for a snowy getaway, fully stocked with linens, cookware, and dinnerware for guest use. Situated in the center of a beautiful private estate next to a gentle stream, watch the deer and wild turkeys from the large, covered porch. Featuring a living room, kitchen and eating area, and two bedrooms – it’s the perfect home away from home. Take a winter walk on the hiking trails for mountain and lake views!

Accommodates up to 6 people – Contact Willow Lake Farms to Book

Wing’s Castle in Millbrook


Wing’s Castle is the late Peter Wing’s decades-long, live-in art project made from recycled materials. Perched on a hill overlooking vineyards and farmlands, the property offers The Annex – a two-level private space with a balcony, courtyard, kitchen (stocked every day with breakfast!), dining room, full bathroom, sitting area and bedroom. Another option is The Cottage – directly across the street from Wing’s Castle (cottage guests have full access to grounds). Overlooking a protected wetland, the cottage features a kitchen (also stocked with breakfast), bathroom, living room, sunroom and two bedrooms.

The Cottage accommodates up to 4 people, The Annex accommodates up to 2 people – Contact Wing’s Castle to Book

*To the best of our knowledge, this information is correct as of publish date 11/11*

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