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
Cabin in Jefferson
4.98 out of 5 average rating, 206 reviews

Experience a Catskills Lodge

Our modern log home is set up with fine things like Turkish towels, local artisan soaps & the softest sheets. The tasteful decor has an mcm vibe w/industrial touches. Wander outdoors, swim, follow a creek, slip into the forest, hike back, cook dinner in a state of the art kitchen w/ a pantry full of fun gadgets. Relax by the fireplace, sit outside & watch the stars, light a fire. We provide blankets & wood. A welcome basket & a fully stocked coffee bar for the early mornings are waiting for you.

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, 111 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, 148 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, 117 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, 319 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 spacious living area features a kitchen with dark wooden cabinets and a large island, capturing a warm atmosphere. The dining table accommodates multiple chairs, while comfortable seating is arranged in the adjacent sitting area. Glass doors lead to the outdoor space, allowing ample natural light.
Home in Richfield Springs
4.97 out of 5 average rating, 117 reviews

Mary's Country Palace

Great location, only 30 min from Cooperstown or Utica. This cozy, split-level, country home has 4 bedrooms-sleeps 10, 2 1/2 baths, full kitchen, two large gathering spaces, dining room, and a relaxing sun room, deck for viewing spectacular sunrises / sunsets. Propane grill w/ free propane, fire pit w/ free firewood, large yard: view the magical stars at night! Large parking area w/ security lighting. Reliable cell service and high speed Wifi. Ask about touring the Weiss Dairy farm!

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
A retro kitchen features bright turquoise cabinets and a contrasting light countertop. A small microwave sits next to a sink, which is positioned beneath a wall-mounted clock. The black-and-white checkered floor is complemented by a turquoise mat.
Flat in Clark Mills
4.95 out of 5 average rating, 249 reviews

Mill Town Apartment

Welcome to Mill Town Apartment. This newly updated retro apartment is located just miles off of the New York State Thruway and is centrally located between Utica and Rome. Within a ten to fifteen minute drive you can travel to Utica University, Hamilton College, SUNY Poly, and the Griffiss Business & Technology Park. In addition, this is a perfect location for day trips to Syracuse, the Adirondack Park, as well as the National Baseball Hall of Fame.

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
4.98 out of 5 average rating, 316 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
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, 295 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