Holiday rentals in West Winfield

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Top-rated holiday rentals in West Winfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A stylish living area is presented with two leather armchairs positioned around a small table. A large mirror reflects natural light from the windows, while a sleek bookshelf displays various items. Soft lighting adds warmth to the modern brick feature wall.
Flat in Clinton
4.94 out of 5 average rating, 101 reviews

The Whiskey Lounge

The Whiskey Lounge offers guests a private, one-of-a-kind experience. A convergence of original Federal architecture, Roaring Twenties allure & modern airy vibes, TWL is part of the refashioned White Creek Inn The WCI, once a stop on the Underground Railroad, is near Hamilton College, Colgate, Cooperstown, Turning Stone, downtown Utica (Nexus, ADK Bank Center, Wynn Hospital) & Adirondacks Liberty Lodge, Temperate Retreat & Iron Loft, all housed within the WCI, provide additional spaces to book

Top guest favourite
A newly finished red barn structure is set against a backdrop of vibrant autumn foliage in various shades of orange, yellow, and green. The surrounding landscape features open fields and gently rolling hills, creating a serene rural atmosphere.
Place to stay in Chittenango
4.98 out of 5 average rating, 194 reviews

Luxury Barn Apartment with Private Hot Tub

Come and enjoy the quiet of our newly finished country apartment! Relax and unwind in the hot tub on your private deck, overlooking the beautiful hills of Central New York. A seven minute walk will bring you to Chittenango Falls Park with it’s majestic waterfall and lots of trails. The property is backed by the NYS walking trail that follows an old rail line. The historic Village of Cazenovia is four miles away. Hillside has everything you’ll need for a quiet getaway. Good dogs allowed. No cats

Top guest favourite
The front view of a single-story house is featured, with a classic red door framed by bright yellow windows. A neatly maintained lawn surrounds the property, and a decorative lamp post illuminates the entrance. A sign indicates 'All Seasons at Cedar Lake Vacation Rental.'
Home in Clayville
4.95 out of 5 average rating, 110 reviews

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.

Top guest favourite
Home in Brookfield
5 out of 5 average rating, 115 reviews

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.

Guest favourite
A sunlit open field is displayed, featuring lush green grass under a clear blue sky. A gentle fence runs along the perimeter, blending with the natural landscape of distant trees and rolling hills in the background.
Home in West Winfield
4.97 out of 5 average rating, 185 reviews

"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*

Top guest favourite
A treehouse is positioned among tall trees, elevated on sturdy wooden posts. The structure features a light green exterior with large windows. Multiple decks, including a front and back deck, provide outdoor spaces. A set of stairs leads up to the entrance and deck area.
Treehouse in Oneida County
4.98 out of 5 average rating, 172 reviews

Your Nest in the Woods Treehouse

Your Nest in the Woods Treehouse is a great place for adults to feel like a kid again and to unwind in the woods or down by the water! A cozy get-away for couples, or small group get together! (The Nest is not suitable children or pets). The tree house has front and back decks. Under the treehouse is a sheltered picnic table area, propane grill, and a wood fire pit and outdoor games. Hang out by the overlook and enjoy the view or follow trail down to Fish Creek water access.

Guest favourite
A warm wooden deck features a hot tub and a freestanding soaking tub, both illuminated by string lights overhead. Surrounding the area are tall trees and a wooden privacy fence, creating a cozy outdoor space for relaxation.
Home in Newport
4.92 out of 5 average rating, 106 reviews

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.

Top guest favourite
A cozy red cottage is framed by lush green trees, showcasing a well-kept lawn. An outdoor seating area with white chairs surrounds a fire pit, offering a welcoming space for relaxation. Large windows invite natural light into the home, enhancing the peaceful setting.
Cottage in Clayville
4.98 out of 5 average rating, 347 reviews

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.

Top guest favourite
Cabin in Summit
4.98 out of 5 average rating, 125 reviews

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.

Top guest favourite
Flat in West Edmeston
4.97 out of 5 average rating, 144 reviews

Lakehouse on Gorton Lake.

Lake view apartment on 2nd floor with stairs to private entrance. Deck with seating and dining areas overlooking the lake. 2 bedrooms. One with king bed with a view of the lake. 2nd bedroom with queen bed with views of the woods. 1 bathroom, living room with TV, Kitchen and dining area. Access to lake is right across the road for swimming, kayaking, fishing and non-motorboats, Fire pit and picknick table.

Top guest favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 311 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top guest favourite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 532 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Popular amenities for West Winfield holiday rentals