Vacation rentals in West Winfield

Renovated 1800s Schoolhouse: Private, Scenic Stay

Wake up as natural light finds its way into the home and enjoy relaxing to the sounds and sites of nature. By day, enjoy the views from a 1500 square foot wrap-around deck and explore the adorable nearby towns of Bovina, Andes, Delhi and more. By night, star gaze from the comfort of a cozy loft or sit by the wood stove on a chilly night. The Bovina Schoolhouse offers the perfect getaway for a couple, small family, or friends. An open layout is perfect for cooking, dining and lounging.

ADIRONDACK LUXURY VILLA WITH HOTUB (NEW BUILD)

This brand-new luxurious property features floor to ceiling Marvin windows with with built-in hot tub and outdoor propane fireplace overlooking the glorious lake and mountain scenery! The all-white modern interior boasts high-end appliances and fixtures making your stay a true luxury escape. High end ‘TheCompanyStore’ bedding! Gourmet kitchen with 6 burner Zline gas stove, convection oven, built in fridge/freezer drawers and an Insta Hot water faucet for tea lovers. Smart auto flush toilet!

All Seasons at Cedar Lake- Welcome 2026

Welcome to All Seasons at Cedar Lake. Nestled in a quaint country setting along the beautiful rolling hills of Cedar Lake. Come unwind, relax, walk the winding roads encircling the private course, come enjoy colors of fall, the snow falls of upstate NY, indulge in everything the peaceful country ambiance & Cedar Lake have to offer. Traveling for business, home for holidays, planning a wedding, visiting family, searching for a quaint getaway, our classic red door is open to you all year long.

Peaceful Hills Country Home

You will enjoy the Peace and Quiet here! Enjoy watching the Horses out to pasture. Explore the many miles of State Forest. Horse & Hiking trails right down the road and Connect with Nature. Take some time to enjoy the Swing in the Flower Garden this Spring and Summer. Relax, watch and listen to the many birds here. There is a Complete Kitchen for you to cook meals. Organic eggs are in the fridge for you to enjoy from our free range chickens. Close to Colgate/Morrisville/Hamilton Colleges.

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

"Just an Ol' Farm House"

Charming COUNTRY farm house dates back to pre-civil war times, this evident by the beautiful wood work, beautiful wide plank floors. Large yard that is perfect for the kids or dog to run & play. This house is in the perfect central location of the NY COUNRY side. THERE ARE ZERO STREET LIGHTS. We are short drive to many attractions around NY. You have the entire house to yourself & your party. We are close if you need us but we value your privacy! *Please read pet policy carefully*

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

The Mohawk Getaway! Private heated pool

Welcome friends! Great house for baseball season. Each room is large, inviting, and offers wonderful natural lighting with its 56 windows. The house is equipped with a large eat-in kitchen and two private dining rooms with seating space for 14 guests. The main living room offers a custom feather down sectional accompanied by a beautiful chaise lounge and two wingback chairs. Head through the foyer and up the immaculate stairway to find four large bedrooms and two full bathrooms.

River Retreat: Sauna, Hot Tub, Cold Plunge & More

Escape to the Upstate River Retreat—a haven for wellness and design lovers alike. Relax in the hot tub, rejuvenate in the cedar sauna with a stunning glass front overlooking the river, and refresh with cold plunges & an outdoor shower. Every detail has been thoughtfully designed with ultimate comfort and impeccable style at the forefront. This river-front escape is the perfect destination for a full reset of mind, body, and soul—leave real life behind and return renewed.

Cedar Lake Cottage

This cozy cottage is nestled in a tranquil setting, with glorious golf course and lake views offering an escape from the fast pace of everyday life. The screened-in front porch provides the opportunity to relax on the couch or dine at the spacious banquette, all while taking in the beauty of the Upstate New York surroundings. With its proximity to several universities and local attractions, this cottage keeps you connected while offering a wonderfully peaceful getaway.

Little Green Lake House

Owned and styled by an artist couple with the dream of creating a place for others to escape, reflect, and feel reinvigorated by nature, this rustic lake house sits right on the banks of Summit Lake in the Catskill Mountains. This thoughtfully renovated 1940s cabin is perfect for couples seeking a romantic weekend, small families wanting a restorative break, writers and artists looking for inspiration, or anyone in need of a quiet, peaceful sanctuary.

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.