Holiday houses in West Winfield

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Top-rated holiday rentals in West Winfield

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Top Guest favourite
Four rustic wooden Adirondack chairs are arranged around a stone fire pit in a grassy area beside Oaks Creek. The lush greenery contrasts with the flowing water and dense trees in the background, providing a peaceful outdoor setting for relaxation.
Home in Fly Creek
4.97 out of 5 average rating, 257 reviews

*Oaks Creek Cottage*ON the Creek*3bd 2bath Sleeps6

*RENT FROM A LOCAL!* Welcome to Oaks Creek Cottage in Fly Creek!!! This adorable 3 bed 2 bath house is RIGHT on Oaks Creek! Go 1 mile down the road to the Fly Creek General Store and grab a fishing pole! Also included is a fire pit, outdoor charcoal grill, outdoor games like corn hole, Jenga, Connect 4 and ring toss. This place is made for the outdoors! 4.5 miles to the Baseball Hall of Fame 7.3 miles to Cooperstown Dreams Park 24 miles to All Star Village 12 miles to Glimmerglass Opera House

Top Guest favourite
A red barn-style structure features a white metal roof and is surrounded by a green lawn. Large windows are situated on both sides of the central door, offering views of the vibrant autumn landscape in the background.
Place to stay in Chittenango
4.98 out of 5 average rating, 184 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
4.94 out of 5 average rating, 109 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
A welcoming single-story home is set in a wooded area, surrounded by lush greenery. The driveway curves gently around a grassy yard, leading to the entrance where a front porch is visible. Trees provide shade, contributing to the peaceful atmosphere of the neighborhood.
Home in New Hartford
5 out of 5 average rating, 147 reviews

Happy Home in the Hills

Bring the whole family to enjoy a quiet location minutes from Utica, New York. Utica and the surrounding area offer many attractions for the whole family. The neighborhood is a nice place to take a walk, with views overlooking Utica from the south. Hosts are across the street, in case you need anything to make your stay more enjoyable. Please don't hesitate to contact us if you have any questions. We look forward to accommodating your wishes and helping to make your stay with us a pleasure.

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, 107 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.

Top Guest favourite
An aerial view of a charming house showcases its rustic architecture with well-lit exterior features. The landscaped yard includes a hot tub and smooth stones lining the patio area. The surrounding trees and soft lighting create a serene ambiance in the evening.
Cabin in Remsen
4.98 out of 5 average rating, 243 reviews

Adirondack Luxury Cabin w/HOT TUB &Lake Pond (NEW)

The WheelHouse is a sight to behold, especially because it features a one-of-a-kind 14 foot tall water wheel, which funnels over 22,000 gallons of water every day! The house is located in a scenic, remote area. Though, it is only 5 minutes from the nearest grocery store and less than 20 minutes from the best local dining and shopping. Sleep in luxury on the new ‘Stern & Foster Estate’ mattress! Romantic, Luxury, Pet-Friendly, Kid-Friendly and infant-friendly! On the snowmobile trail (C-4)

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, 183 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
4.98 out of 5 average rating, 312 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
4.96 out of 5 average rating, 110 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!

Top Guest favourite
A charming two-story house is framed by lush green trees and well-maintained landscaping. A brick pathway leads to the front door, flanked by colorful flower beds. The house features multiple large windows, providing ample natural light to the inviting entrance.
Home in Mohawk
4.94 out of 5 average rating, 125 reviews

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.

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, 341 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 entrance to a rustic cabin is framed by logs, featuring a welcome sign and a seasonal wreath on the door. A pair of wooden rocking chairs sits on a spacious porch, accompanied by a decorative pumpkin and a carved wooden stump.
Cabin in Cooperstown
4.99 out of 5 average rating, 136 reviews

An Upstate NY getaway treasure!

Take it easy at this unique and tranquil getaway. For several hundred years our family has been a part of the Cooperstown community and we look forward to sharing it with you! On over 20 acres of land , you can explore the beautiful landscape of water and woods. Just over the hill from Otsego Lake. Only 3.9 miles (8 min) to Cooperstown’s Main Street in the spring, summer and fall and 5.7 miles (10 min) in winter.

Popular amenities for West Winfield holiday rentals