Holiday rentals in Sidney

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Top-rated holiday rentals in Sidney

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

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Top guest favourite
The house features a modern exterior with a yellow front door and a covered porch adorned with seating. A trellis vine adds greenery above, while the surrounding yard showcases a mix of trees and open space under a clear blue sky.
Home in Bainbridge
4.95 out of 5 average rating, 105 reviews

"Peaceful Up-State GETAWAY on 66acres"

A beautiful home with an artistic flair situated on 66 acres just 2 miles outside of the town of Bainbridge, NY. The interior offers beautifully decorated hand-painted wood floors, a bright and roomy kitchen and bathroom plus two comfortable bedrooms. The living room is big and spacious with views of rolling hills, a private pond, and farm fields. The proximity to the Finger Lake trails, Catskills and Ithaca, makes this location desirable for hikers, winter sports fans, and nature lovers alike!

LocationValueSleep quality

Guest favourite
Flat in Unadilla
4.92 out of 5 average rating, 12 reviews

Spacious Apartment | 20 Min to ASV

🏡 Welcome to The Wilson House — your Cooperstown baseball home base ⚾ This cozy historic home offers comfort and charm on a quiet street, perfect for relaxing after long days at the ballpark. Located just 14 minutes from All Star Village, it’s ideal for tournament families. Enjoy a spacious layout, full kitchen, and easy access to local restaurants, grocery stores, and the Susquehanna River. Whether you’re here for baseball or a getaway, you’ll have everything you need for a comfortable stay.

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Top guest favourite
A three-story craftsman-style home is prominently displayed, featuring a combination of light and dark siding. Two flags are positioned at the front, and lush greenery encircles the property, enhancing its classic architectural details. The home is framed by distant hills under a partly cloudy sky.
Home in Unadilla
5.0 out of 5 average rating, 59 reviews

Escape the City

Spend a beautiful week in small-town America in a historic 1915 craftsman style three-story home on Main St. Home features six bedrooms on the second floor. A beautiful sunroom with lots of windows to have your morning coffee and a wraparound porch with rocking chairs and a porch swing. In the evening, light a fire out in the backyard around the large oversized fire pit. Enjoy the beautiful summer nights or come stay for the winter holiday and hope to catch some snow while enjoying the Jacuzzi.

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Top guest favourite
An aerial view showcases the property surrounded by lush greenery, providing a sense of seclusion. A cozy gathering area with seating is visible near a stone fire pit, complementing the spacious lawn and well-maintained walking paths leading to the natural surroundings.
Guest house in Unadilla
5.0 out of 5 average rating, 33 reviews

Endless Views 2 BR loft 22 Min from CAS-Village

Only 45 Minutes from Cooperstown Dreams Park and 22 Minutes from Cooperstown All Star Village in Oneonta. Take it easy at this unique and tranquil getaway. Enjoy a sunset from the private porch off of the two bedroom loft. Walk our private trails and watch a sunset from the dock. You can request a camp fire or outdoor movie on our screen for your family's entertainment. Plenty of room and relaxation to be had here! You will have access to a pavilion with kitchen, BBQ grill and outdoor seating.

ValueFamilyNearby

Guest favourite
A serene landscape features a tranquil pond reflecting the blue sky and nearby trees. Several homes are positioned on a gentle slope, surrounded by vibrant autumn foliage. A grassy area leads to the pond's edge, with wooden platforms available for outdoor activities.
Chalet in Bainbridge
4.91 out of 5 average rating, 129 reviews

Western Catskills Paradise Four-Season Retreat

Serenity… Tranquility… Peace… slow down the pace and enjoy! What do you need? A Romantic getaway?... Family bonding time?... Painter’s paradise?... Writer’s retreat?... Spiritual or Youth Group retreat?... Large family reunion spot?... Home-Base camp for Youth baseball Tournaments at All-Star village or Dreams Park? Stay active or simply relax and do nothing. Time stands still and the rest of the world seems worlds away. So come make our home yours for a short stay or a long vacation.

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Guest favourite
Tiny home in Franklin
4.97 out of 5 average rating, 154 reviews

Rustic Forest Secret Spot Cabin w/stream off grid

A private magical camp on a seasonal dirt road near Franklin. Amazing ravine creek view. Park in off road spot, short trail, 1 minute. Cabin w/ one queen bed, table, desk and wood stove. A door and windows w/locks. No electric. Bring your external charger. Outhouse. A shower with hand pump shower sprayer. Many wildlife sounds, often deer, porcupines, owls, and foxes. Please bring: drinking water, camp wood, flashlight, bug spray, extra blanket. Groceries in Oneonta. Open April 30-Oct 15th

LocationValueHiking

Guest favourite
The charming blue house is surrounded by landscaped grounds, with a vibrant sunset illuminating the sky in warm hues. Soft mist lingers, adding to the serene atmosphere. The home features a welcoming porch and large windows reflecting the evening light.
Home in Sidney
4.91 out of 5 average rating, 44 reviews

Mountain Getaway House w/ Sweeping Views

Looking for a relaxing summer getaway? Rewind and reconnect with nature at this idyllic home in the hamlet of Sidney Center. 40 min from Cooperstown (famous for the National Baseball Hall of Fame), 3 hours from NYC and in the outskirts of the Catskills, the bucolic setting is perfect for an escape. The house is situated on a 113-acr estate of farmland with access to the well-kept grounds, trails and forest. Enjoy this little piece of paradise as you soak up the sun or gaze at the stars!

FamilyLocationWalkability

Guest favourite
An A-frame cabin is surrounded by lush greenery, featuring a welcoming outdoor seating area. A picnic table and two wooden chairs are positioned next to a circular fire pit, which is decorated with a decorative grate. Colorful flower pots provide a touch of color to the rustic setting.
Campsite in Sidney
4.94 out of 5 average rating, 125 reviews

Escapology - Delightful 1 bedroom A-frame cabin

Unforgettable nature escape at Escapology! Embrace peace amid beautiful foliage with your pet by your side. Primitive charm, basic amenities, queen size bed, and coffee essentials provided as well as a basic supply of water for camp use. Start a campfire under the stars with firewood available for purchase. Reconnect with simplicity and serenity here. Explore NY River Adventures @ Tall Pines (5.6 miles) with kayaks or unwind with a refreshing cider at Awestruck Ciders (3.4 miles).

ValueLocationIndoor spaces

Top guest favourite
A screened-in porch features a wooden floor and ample natural light, surrounded by trees. Two chairs, one made of plastic and the other woven, sit beside a small table. Sunlight casts gentle shadows, creating a serene outdoor retreat.
Home in Mount Upton
5.0 out of 5 average rating, 92 reviews

Tamson House

Tamson House is a beautiful, environmentally low-impact house set on 22 wooded acres in the rural town of Guilford in upstate New York. It features a large, open floor plan, many windows offering lots of natural light and views of the surrounding woods from every room. A screened in porch and a large back deck allow you to enjoy the outdoors from the house in comfort. At the same time the house is designed for the person who wants to settle in for a quiet day with a favorite book.

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Top guest favourite
An A-frame cabin is shown, featuring large front windows that allow natural light to enter. A cozy deck area includes outdoor seating and an umbrella for shade. Lush greenery surrounds the cabin, enhancing the natural setting.
Cabin in Franklin
4.97 out of 5 average rating, 351 reviews

A-Frame cabin 30 wooded acres Catskills dog frndly

Hawkhill, an idyllic and secluded getaway. 2 bedrooms, queen beds. high speed WiFi. Electric heat, wood stove. Enjoy the fire and watch the wildlife. Fire pit. Propane grill. Driveway access all year. AWD best in winter. Trails to pond, creek, and a small waterfall. Oneonta 20 minutes. Cooperstown 45 minutes. Visit charming Franklin. Amazing second story deck that faces only woods. Dog friendly. Stand alone ac unit in main room in July/August. Camera facing the driveway.

FamilyValueSkiing

Top guest favourite
A warm living area features a plush armchair and a decorative rug with intricate patterns. A flat-screen television is mounted on the wall, while natural light filters through multiple windows. An elegant wooden table holds a small plant, complementing the inviting ambiance.
Flat in Sidney
4.95 out of 5 average rating, 37 reviews

Historical Large 3 Bedroom Apartment Unit A

Historical 1851 Apartment: 3 Bedroom, 1 Bath - Sleeps 6+ "Vacation Back in Time" in this historical Pre-Civil War 1851 Historic Church built by the hands of local people. Situated in the foothills of the Catskills, 5 minutes from I 88, 30 min from I 17. Our beautiful, period finished apartment is spacious and accommodating to all groups. This 2 Story - Large Apartment has 3 bedrooms located on the second floor with main bathroom/laundry located on the first floor.

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Guest favourite
A traditional farmhouse is shown with a well-maintained lawn, featuring several white chairs and a small black table positioned on the grass. The exterior reveals a mix of grey siding and stone accents, framed by tall trees in the background.
Home in Sidney
4.91 out of 5 average rating, 43 reviews

Golden Bea Farm on the Susquehanna River Valley

Traditional farm house with tremendous views of the Susquehanna River Valley. 15 minutes from Oneonta, NY and 45 minutes to Cooperstown, NY. There is wi-fi internet service available and we have satellite television with all the popular channels and networks. There are still animals on the farm- cows and horses, but they are far enough away that they won't bother you. It's only a couple miles from I-88 and on a paved road so access is easy and also easy to find.

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Popular amenities for Sidney holiday rentals