Holiday houses in Stockbridge

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Top-rated holiday rentals in Stockbridge

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

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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, 104 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 living room setting is depicted with a blue sofa adorned with a light throw and decorative pillows. A round table is centered on a colorful area rug, accompanied by a lamp and a light-colored armchair. Natural light floods in through sheer curtains, enhancing the room's welcoming atmosphere.
Apartment in Oneida
4.94 out of 5 average rating, 210 reviews

Hidden gem - Quiet vintage style apartment

Close to Turning Stone Resort, NYS Thruway, & 15 mins to Sylvan Beach. Unit located downtown Oneida within walking distance to restaurants, coffee shops, and shopping.The unit is on the second floor of a traditional 2 story city home. This is a 1 bedroom unit (luxury airbed available). Linens, towels, well equipped kitchen, WiFi, TV, Roku, A/C, small heater, & fan. Just a short walk to city park or to Oneida Rail Trial for running, biking, or walking! All the comfort of home while you are away!

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, 284 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

Guest favourite
Home in Oneida
5 out of 5 average rating, 14 reviews

Happy Tails Retreat

Take it easy at this unique and tranquil getaway. Nestled away from the city but close enough to enjoy all it has to offer. Find time to relax at our quiet, newly renovated in-law apartment set in the back of a 5 acre wood parcel. There is plenty of wildlife to admire while you are sitting on the elevated deck in the summer or looking out any of the 4 bay windows in the winter. If you like adventure, the property is adjacent to a reservoir that offers fishing spots and miles of hiking trails.

Top Guest favourite
Home in Hamilton
5 out of 5 average rating, 10 reviews

Lake Cottage · Welcome Wine · 5 min Colgate

Lake Moraine 2026: Lake is drawn down 10 ft for the NYS Madison Reservoir Dam rehab. Swimming, kayaking, paddleboarding, fishing all continue. No construction noise. Lake activities for our guests run from the Colgate Boathouse — short walk down Frank Road or quick drive to its dedicated parking lot. Self-serve kayaks, paddleboards, and life vests. Two-bedroom cottage sleeping 6, smart TVs in every room, full kitchen, lake-facing deck, fire pit. Welcome wine on arrival. Five minutes to Colgate.

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
4.94 out of 5 average rating, 161 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
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, 229 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 row of rustic cabins is displayed against a backdrop of cloudy blue skies. Each cabin features a peaked roof with a green metal covering and a spacious wooden deck, offering outdoor space for relaxation.
Cabin in Oneida
5 out of 5 average rating, 13 reviews

#2 Celebration, Anniversary Retreat Nature Fishing

#2 Create Unforgettable Memories at Our Enchanting Lodge! Celebrate your anniversary, host a family reunion, or organize a corporate party in the heart of nature! Our beautiful lodge, nestled in the woods, invites you to experience a tranquil escape. Fully stocked for your comfort and convenience our lodge provides the ideal backdrop for cherished celebrations. Don’t miss out on the chance to create lasting memories. Book your stay and let the festivities begin!

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.
Apartment in Clark Mills
4.95 out of 5 average rating, 251 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.

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, 135 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***

Guest favourite
Cabin in Edmeston
4.95 out of 5 average rating, 38 reviews

Pondside Chalet · Loft Soaking Tub · Sauna+Hot Tub

Welcome to the Oasis Skylight nestled on 10 acres of land in natural surroundings. A stylish retreat that blends luxury and nature with vaulted ceilings, sleek black-and- natural wood design, and panoramic windows. Enjoy a fully stocked chef’s kitchen, cozy custom nooks, and a lofted soaking tub. Outside, unwind in the hot tub sauna and spa or by the beautiful pond, all surrounded by serene mountain views.

Top Guest favourite
Cabin in Hamilton
4.98 out of 5 average rating, 173 reviews

Snowshoe Cabin - close to Colgate & Lake Moraine!

Book now to enjoy summer on Upper Lake Moraine! Relax in this peaceful custom cabin nestled in the woods. Explore our expansive property, complete with trails through the woods and lake access! A spacious and modern take on a traditional post and beam construction. Plenty of natural light with oversized windows and all the amenities needed for a weekend getaway or extended stay!

Popular amenities for Stockbridge holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Madison County
  5. Stockbridge