Vacation rentals in Chenango County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chenango County

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

1 of 1 pages1 / 1

Top guest favorite

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

"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!

FamilyLocationAccess

4.95 out of 5 average rating, 105 reviews

Top guest favorite

A spacious living room features two comfortable gray sofas and a decorative coffee table, positioned around a large screen TV. Natural light filters in, enhancing the warm tones of the walls. A small side table with a lamp adds to the cozy ambiance.

Apartment in Greene

New Downtown Greene Apartment *no cleaning fee!*

This spacious one bedroom apartment overlooks peaceful downtown Greene. A quaint little village known for its unique shops and chic restaurants. This apartment gives you 1000+ sqft of a home away from home, equipped with all the amenities: washer/dryer, full kitchen, living room, bedroom, & off-street parking. This beautifully designed, modern apartment is perfect for the business traveler or family staying for recreational purposes. One bedroom with a pullout couch & air mattress, sleeps 6.

LocationFamilyCondition

4.98 out of 5 average rating, 226 reviews

Guest favorite

Chalet in Willet

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

FamilyLocationBiking

4.94 out of 5 average rating, 168 reviews

Top guest favorite

Tiny home in Oxford

⭐Wildflower Country Cottage

🏡 Cozy cottage in the countryside. 🌻Gardens galore to explore! 🏘 Less than 5 minutes from town 🎟 Many local attractions including: 🦒 Animal Adventure 🏎 Northeast Classic Car Museum 🥾 State Parks, and hiking trails 🚶‍♂️Enjoy an afternoon in the gazebo or take a stroll around the garden paths. 📕 See our guidebook for our favorite local attractions and eateries. ℹ️ Please check out our other listing: Lakeside Reflections https://airbnb.com/h/lakesidereflections

LocationValueLayout

4.96 out of 5 average rating, 397 reviews

Guest favorite

A vibrant red dock extends into a calm lake, framed by trees displaying autumn foliage in shades of orange, yellow, and green. The scene captures a peaceful lakeside setting, enhancing the natural beauty of the surroundings.

Cottage in Smyrna

Hidden LakeFront Retreat

A modern designed Cozy Cottage With a stunning mirror lake Surrounded by NYS lands! Cool off in the summer and snowmobile in the winter all the way to Canada! Hike all year round We provide two kayaks for use but no motor boating allowed. 100 acre lake! (Medium size is 10 to 100) No fishing license or fee required We also have two six person Rafts relax with family and friends! Make time for your weekend getaway! Get back to nature! Uncork Unwind and Unstress! An all season getaway!

FamilyValueLaundry

4.95 out of 5 average rating, 107 reviews

Guest favorite

The living room features a gray sofa adorned with decorative pillows and a vibrant 'welcome' cushion. A comfortable armchair sits alongside a round ottoman. Natural light enters through a window dressed with sheer curtains, while a light fixture hangs softly from the ceiling, illuminating the space.

Apartment in New Berlin

Town house apartment

Cozy town house apartment located right in the middle of town. Just 10 minutes from the Unadilla Motocross track in New Berlin NY. Approximately 30 minutes from Oneonta NY, Cooperstown NY, The Cooperstown Dream Parks, Hamilton NY, and 20 minutes from Norwich NY. State lands for hunting are also close by. The apartment has a full kitchen, full bathroom, and two bedrooms. One with a queen bed and the other with a twin. Living room sofa also converts into a bed for additional sleeping space

LocationFamilyGetting around

4.9 out of 5 average rating, 130 reviews

Top guest favorite

Cabin in Otego

Hemlock Hideaway – Luxury Cabin - Relax & Getaway

Escape to Hemlock Hideaway: a secluded Upstate NY cabin where modern design meets 180 acres of untamed wilderness. This cozy cabin features an expansive, glass-walled living space designed to immerse you in nature. From morning wildlife sightings overlooking the beaver dam to afternoon paddles on the water and hikes across 180 pristine acres, adventure is right at your doorstep. End your night stargazing by the fire in total privacy. It’s the ultimate escape to relax, reconnect, and recharge.

ValueLocationSleep quality

4.98 out of 5 average rating, 50 reviews

Guest favorite

A modern kitchen features dark cabinetry and a spacious central island topped with polished granite. A vase with delicate flowers sits on the island, complementing the stainless steel appliances and wood accents. Under-cabinet lighting enhances the workspace, providing a bright and functional area.

Apartment in Oxford

Breezy Meadow

My place is close to Oxford and Norwich NY .You’ll love my place because of Country living at its finest pond,stream, 20 acres,nature trails spectacular views from every window. Brand new beautiful custom kitchen with stainless steal appliance. Spa like bathroom. The price is based on double occupancy any additional guest will be charged $40 per guest per night Dog fee is $30 per dog maximum 2 dogs. Second sleeping space has no door w/2 twin beds bathroom is in between the 2 sleeping rooms

LocationValueCheck-in

4.97 out of 5 average rating, 662 reviews

Top guest favorite

A charming cabin is positioned on a grassy knoll, showcasing a wraparound porch with wicker chairs and decorative elements. The structure features a combination of stone and wood materials, with a sloped roof and large windows allowing for natural light.

Cottage in Oxford

Beaver Palace Studios and Estates relaxing getaway

Your total getaway from the city and/or hectic life. We offer a very private and personal space for you to unwind and relax Everything on the property is handmade/built by owners. The grounds are very private. There is an abundance of wildlife and 50+ acres of private grounds to explore. Both owners are artists and world travelers. This stay is casual, relaxing and a real get away from it all. Hosts just down the lane for any assistance. Please book accurately # of people and # of pets.

FamilyValueCheck-in

5.0 out of 5 average rating, 419 reviews

Guest favorite

The riverfront cabin is set amidst tall trees, with warm exterior lighting illuminating its entrance. A wooden deck leads to the front door, while the surrounding landscape features serene greenery and gravel pathways, capturing the tranquil evening ambiance.

Cabin in Greene

"Wilma" - Riverfront Cabin

This recently improved riverfront cabin, has a style all its own. Open entertainment space extends on to the 40 ft long deck. The many windows and doors allow nature in, complementing the locally sourced live edge countertops in the kitchen. Beautiful views are seen of the lush landscaping, river and distant mountain, from every room. The kitchen offers all ammenities, such as a dishwasher, large french door style refrigerator, and a ton of storage along with ample countertops.

ValueLocationKitchen

4.93 out of 5 average rating, 166 reviews

Guest favorite

The cottage is elevated on a hill, featuring a large wooden deck surrounded by landscaped greenery. Multiple large windows provide a view from the deck, with a path leading up to the entrance. The setting is wooded, offering a sense of privacy.

Cottage in New Berlin

Grand View Cottage

Large deck with great view overlooking Silver Lake. Grill available. Dock with one Row Boat and two Kayaks available for your use. One mile walking trail around the lake. Plenty of fishing. Cozy interior space with wood stove. Upstairs loft is a kids space with a winding staircase. All wood interior with full kitchen. Plenty of space. Great Italian restaurant and others within minutes of the cottage. 40 minute drive to Cooperstown. Close to several businesses. Internet only

ValueLocationAccess

4.89 out of 5 average rating, 175 reviews

Top guest favorite

A rustic log cabin is depicted, featuring a welcoming entrance with a set of steps leading to the front door. The surrounding landscape showcases rolling hills bathed in evening light, creating a serene backdrop. A chimney is visible atop the cabin, hinting at warmth within.

Home in Sidney

Flagview Lodge - Cozy Apartment with a View

Escape to a serene log-cabin gem near the mountains of New York. Experience tranquility and breathtaking scenery, a true retreat in nature's embrace. Discover local delights at Wakeman's in the Village of Sidney for scrumptious breakfast or lunch . Don't miss "Awestruck Ciders" to savor handpicked, refreshing beverages. Enjoy a quiet, cozy stay and create cherished memories amidst this picturesque setting. Welcome to your perfect getaway!

LocationValueShared spaces

4.97 out of 5 average rating, 100 reviews