Holiday houses in Stockbridge

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Top-rated holiday rentals in Stockbridge

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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.
Apartment in Clinton
4.94 out of 5 average rating, 95 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

Guest favourite
A spacious studio is presented, featuring a queen bed with a soft blue coverlet. A built-in bookshelf displays various curios, while a flat-screen TV is mounted on the wall opposite. Light filters in through a nearby doorway, enhancing the inviting ambiance.
Apartment in Munnsville
4.92 out of 5 average rating, 283 reviews

Studio Apt@Colgate Hamilton Morrisville Bouckville

Minutes to Colgate, Hamilton & Morrisville, ADA Queen bed Studio Apt with Full Bath, Kitchenette & Great Views ensuite. Modern conveniences blended with comfy cozy country charm for a safe relaxing connected & productive stay. 28X+Superhosts, 750+ reviews, no hassle self-check in & flex cancel. Clean quality lodging for a fair price in the Middle of Everything. Why overpay for a marginal noisy College Hotel Inn when you can stay with the most reviewed Airbnb Hosts in CNY @ Bearpath Lodgiing

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, 188 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
Home in Hamilton
5 out of 5 average rating, 9 reviews

Kayak Home #7

Welcome to our Cozy cottage located on picturesque Lake Moraine. Situated on a beautifully landscaped lawn, enjoy the beautiful scenery of the surrounding Upstate NY mountains. Keep an eye out for the vast wildlife that is home to the lake such as bald eagles, ducks, geese, turtles, crawfish, and an abundance of fish. Enjoy beautiful sunrises and sunsets. Located directly on the water, our property offers the best of outdoor adventures/activities on and off the Lake. Your dream vacation awaits.

Top Guest favourite
The kitchen features wooden cabinetry and ample counter space. A dining table is positioned with several wooden chairs. Appliances include a gas stove, microwave, and dishwasher. Natural light enters through a window above the sink, with a door leading to the outside.
Home in Verona
4.93 out of 5 average rating, 152 reviews

House next door - closest Airbnb to the casino

Bring the whole family to this great place with lots of room for fun. This 2 bedroom, 1 1/2 bath ranch has an open layout with the kitchen, dining area, and living room all open to one another. The master bedroom is huge with a newly installed king size bed, desk, and comfortable chair. The master bathroom has a shower with seat, no tub. The master bathroom can be accessed from the hallway as well. The second bedroom has 2 twin beds. The couch in the living room has a pull out bed as well.

Top Guest favourite
A retro-style kitchen features black and white checkered flooring and red accents. A compact counter is equipped with two stylish red stools. Wall shelves display vintage Coca-Cola memorabilia, while a small microwave and fridge are included for convenience.
Guest suite in Clinton
4.97 out of 5 average rating, 783 reviews

The Main Street Market- I-90 (Utica/ Rome)

Located in the Hamlet of Clark Mills, Town of Kirkland, we are centrally located between Utica and Rome approximately three miles from the NYS Thruway. Within a ten to fifteen minute drive you can travel to Utica College, Hamilton college, SUNY Poly, and the up and coming Nano Center. This area is unique for many small family restaurants with many options for local shopping. A short drive away are day trip options including the Baseball Hall of Fame, Syracuse, and the Adirondacks.

Top Guest favourite
An inviting living area features large windows that allow natural light to fill the space. A neutral-toned sofa and seating chairs are arranged around a central area rug, while a stone fireplace adds a rustic touch. Greenery can be seen through the windows, connecting indoors and outdoors.
Home in Skaneateles
4.99 out of 5 average rating, 194 reviews

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Guest favourite
The exterior of a charming two-story house features a light beige siding and a slanted gray roof. A welcoming porch with decorative white supports is visible, adorned with hanging plants. Well-maintained greenery and flower beds enhance the inviting appearance of the property.
Apartment in Vernon
4.98 out of 5 average rating, 223 reviews

Sleep in Comfort II /Price per person rate

This listing is on the second floor so there are about 15 stairs to climb.The Price is set per person. It is located a half mile from Dibbles Inn and 4.7 miles from Turning Stone Casino. This is a full apartment for guests to stay a day or a week. It has a full bath, full kitchen including refrigerator, stove, dishwasher, microwave, toaster, toaster oven, Coffee machine with coffee caddy. There is are two bedrooms with a queen and a full size bed. Both couches recline (4).

Guest favourite
A couple is seen dancing in front of a whimsical hobbit-themed structure nestled among trees. A picnic setup lies on the ground, surrounded by greenery. The entrance of the unique dwelling is decorated with intricate woodwork and natural elements, creating an enchanting atmosphere.
Guesthouse in LaFayette
4.9 out of 5 average rating, 341 reviews

Stay a night at our tiny Hobbit House

We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

Top Guest favourite
A serene lake landscape is captured at dusk, with a full moon rising over distant hills. The moon's reflection glimmers on the calm water, creating a tranquil atmosphere. Trees line the shore, adding natural beauty to the scene.
Guest suite in Hamilton
4.95 out of 5 average rating, 201 reviews

Lakefront studio apartment near Hamilton, NY 13346

Pets stay free! Lakefront walkout basement studio apartment, steps to water. Greatroom with king & queen beds. On Lebanon Reservoir a few miles from Hamilton, Colgate University and Seven Oaks Golf Course. Room to dock your motor boat, kayak, fish & swim. Rental kayaks available within walking distance. Best view of the lake. Big starry night skys from your private outdoor firepit & covered patio with propane grill & plenty of seating.

Top Guest favourite
The exterior of the apartment showcases a charming two-story building with light-colored siding and a welcoming entrance. A stone pathway leads to the steps, surrounded by neatly maintained greenery. Tall trees provide shade, enhancing the peaceful setting, with a grassy area visible in the foreground.
Apartment in Oneida
4.93 out of 5 average rating, 126 reviews

Cardinal Garden Retreat- 2BR Apartment

Welcome! We would love to host you in our cozy, inviting apartment. It’s the perfect spot for up to four guests to unwind and feel at home. Enjoy your own private entrance and plenty of space to relax. Whether you’re here for work, a family getaway, a wedding, or just exploring the area, we’re here to make your stay as comfortable and memorable as possible. Feel free to reach out with any questions—we’re always happy to help! ***Newly updated***

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.
Apartment in West Edmeston
4.97 out of 5 average rating, 293 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 Stockbridge holiday rentals

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  2. United States
  3. New York
  4. Madison County
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