Holiday rentals in West Winfield

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Top-rated holiday rentals in West Winfield

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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, 102 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
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 Hamilton
4.97 out of 5 average rating, 146 reviews

*All Decked Out* Lakefront, Kayak, Fish & Colgate!

Lakefront cottage on Lebanon Reservoir in Hamilton, NY! Enjoy time together around either campfire, paddleboard, kayak (6 provided), and chill out on the 4 person tube! Bring your fishing gear, play games, swim, cookout on the Weber or Blackstone grill. Simply relax at the lake and get some sun on the private dock! Take in the lakeview on the covered porch, sitting in an Adirondack chair. The perfect spot for your getaway. 10 minutes from Hamilton/Colgate. Enjoy Central NY's finest!

Top guest favourite
The kitchen is equipped with modern appliances, including a stainless-steel refrigerator and a gas stove. Wooden cabinets provide ample storage space. A countertop with seating is visible, and decorative lighting enhances the space. Natural light enters through a nearby window.
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
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.97 out of 5 average rating, 318 reviews

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

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, 107 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 charming two-story cottage is framed by lush greenery, showcasing a mix of wood and textured stone elements. A spacious driveway leads to the front entrance, which features a decorative door and steps that invite entry. A screened porch wraps around the front, enhancing the outdoor experience.
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
The image captures a view of a serene lake framed by tall pine trees. The calm water reflects the surrounding landscape, with wooden homes visible along the opposite shore. A clear blue sky completes the tranquil scene, enhancing the natural beauty of the area.
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
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.

Top guest favourite
Lush, vibrant trees display autumn colors reflecting on the calm waters of the lake. A serene shoreline is visible, dotted with boats, while two graceful sculptures of herons stand in the foreground, enhancing the tranquil lakeside setting.
Flat in West Edmeston
4.97 out of 5 average rating, 294 reviews

Blue Heron Lake House on Gorton Lake

Come and enjoy the peaceful tranquility and relaxation at the Blue Heron Lake House, 2876 West Lake Road on Gorton Lake, West Edmeston, NY. We offer an open concept efficiency apartment on the first floor with full kitchen, full bathroom, 2 beds (1 King, 1 full), TV and wifi, sitting and dining area, all with direct access to the lake. We have a whole house generator in case of a power outage.

Popular amenities for West Winfield holiday rentals