Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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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, 174 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.

Guest favourite
A well-lit bedroom features golden walls complemented by white wainscoting. A spacious bed is adorned with a green blanket and a floral throw. An antique dresser is positioned against the wall near a window partially covered by gray curtains. A chair and lamp provide additional seating.
Flat in Munnsville
4.93 out of 5 average rating, 351 reviews

4 Bdrm Apt@Colgate Hamilton Morrisville Bouckville

Minutes to Colgate & Morrisville- Spacious 4 Bedroom, Full Bath, Kitchenette & Spectacular Views Apt. Nicely appointed modern conveniences blended with timeless comfy cozy country charm for a relaxing peaceful productive stay. 28X+Superhost, 750+ reviews & hassle-free 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 at Bearpath Lodge.

Top guest favourite
An elegant wooden bed frame with a detailed headboard is complemented by a bedside table featuring a warm light. A stack of books rests beside the bed, adding a touch of character to the serene sleeping area.
Flat in Clinton
4.99 out of 5 average rating, 105 reviews

Peaceful Vintage Getaway in Charming Upstate Town

The Garret on the Green is located in the heart of Clinton in an historic church built in 1821. Close to the shops on Park Row and steps away from the village green, it's an ideal location for a remote-work retreat, an upstate minibreak, or a visit to Hamilton College or Colgate. In the upstairs unit of a 2-unit house with a private entrance and keypad entry, enjoy a freshly renovated kitchen, living room, bedroom, and master bath complete with a soaking tub for unwinding at the end of your day!

Top guest favourite
An open-concept living area features a leather sofa situated on a patterned rug, complemented by a side table. A staircase leads to the loft bedroom area, where a spacious bed awaits. Large windows illuminate the space, framed by dark curtains.
Flat in Clinton
4.97 out of 5 average rating, 77 reviews

The Iron Loft

Nestled in the recently renovated White Creek Inn, The Iron Loft is ideal for guests seeking a private, elegant, upscale experience. A large, open space, TIL has a full bath, kitchenette & loft bedroom. The WCI, once a stop on the Underground Railroad, is located near Hamilton College, Colgate, Cooperstown, Utica U, Turning Stone, downtown Utica (Nexus, ADK Bank Center, Wynn Hospital) & the Adirondacks Liberty Lodge, Temperate Retreat & Whiskey Lounge are additional rooms that can be booked

Top guest favourite
A spacious bed adorned with white linens sits against a wall featuring a decorative tree of life design. Soft lighting is provided by wall sconces on either side. A decorative pillow adds a touch of comfort, with a bedside table displaying a clock and additional items.
Flat in Cooperstown
5 out of 5 average rating, 172 reviews

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

Top guest favourite
A cottage sits against a backdrop of trees, featuring a large deck with seating and colorful kayaks arranged by the water. A dock provides access to the lake, with a grassy area leading to the stone shoreline. The inviting outdoor space offers a perfect spot for relaxation.
Cottage in Hamilton
4.98 out of 5 average rating, 99 reviews

Rocky Point #1

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 exterior of a red two-story house is visible, featuring a covered front porch with white pillars. A well-maintained lawn with green grass and trees surrounds the property, providing a welcoming appearance. The house is situated in a residential area, showcasing its inviting architecture.
Guest suite in Hamilton
4.99 out of 5 average rating, 385 reviews

Private Entry-1 block to campus+downtown, Clean!

With an excellent location on Broad St. in Hamilton Village, the space is just a block walk to campus or downtown. There is a private entrance to the ensuite on the 1st floor (keyless entry code). It has a private bath (shower), king bed, smart TV with basic cable, Keurig, mini fridge, sitting area, and WiFi. A mini-split provides heat and air conditioning. Also, a fireplace w/remote control. A twin rollaway is available upon request. This suite is perfect for campus visitors.

Top guest favourite
A stone fireplace stands at the center of a dark cabin, flanked by outdoor seating surrounded by snowy grounds. A couple can be seen walking toward the entrance, with a sunset illuminating the sky in the background over the frozen lake.
Place to stay in Bernhards Bay
5 out of 5 average rating, 56 reviews

Recharge in a Cozy Boathouse on a Private Lake

Take the chance to slow down & recharge in a unique 'modern meets historic' boathouse that sits perfectly on the water’s edge of tranquil Lake Vanderkamp. 2 bedrooms face the water so you can open your eyes in the morning and greet the day with stunning views. Enjoy your own dock and canoe. While at Vanderkamp you will share 850 acres of privately managed forest (with hiking trails and LOTS of amenities) with only a few other lodges. You won't want to leave this ultimate escape.

Guest favourite
A charming home with a red metal roof is set against a clear blue sky, surrounded by lush green lawn and trees. A spacious driveway leads to the front entrance, enhancing the inviting appeal of the property.
Home in Otego
4.93 out of 5 average rating, 148 reviews

Bailey's Creek

Tucked up in the hills outside of Oneonta, this property is convenient to the baseball tournaments, but enjoys the quiet of the country. This home is set in a private setting with room to roam in the large well manicured yard with a stream running through the middle of the property. Guests will be able to gather together in the open concept kitchen, dining room and living room area and share many memories. This 4 bedroom 2.5 bath home is waiting for you and your family.

Top guest favourite
A comfortable seating area is depicted with a gray pull-out couch positioned next to a soft lamp. A textured area rug covers the floor, enhancing the space's warmth. Wall decor includes circular woven baskets, providing a touch of texture and style.
Guest suite in Hamilton
4.94 out of 5 average rating, 248 reviews

Butternut Suite-Private apt 2.5 miles from Colgate

Perfect for Colgate University visitors! One bedroom private in-law-style suite in Hamilton, N.Y. located 2.5 miles from campus. Queen size bed in bedroom, and pull-out couch in living room (full) will comfortably sleep four. Air mattress also included in apartment. Apartment has private entrance, kitchenette that includes microwave, hot plate (no stove). Complimentary wi-fi and Roku with access to Hulu and Netflix, bath towels for four guests, and toiletries.

Top guest favourite
A cozy interior showcases a queen-size bed draped with soft white linens and a decorative blanket. An expansive window offers views of the surrounding greenery, while a kitchenette with a coffee maker and modern appliances is visible. Warm lighting enhances the inviting ambiance.
Guest suite in Central Square
4.99 out of 5 average rating, 114 reviews

Cozy, Peaceful, Hideaway Nestled in the Woods

The Daisy Cabin is the perfect spot for a couples getaway, relax on the screened in porch or gaze out the extra large windows overlooking the peaceful meadow. Tucked away in a private setting this new construction sleeps 2 guests on a queen size bed with a kitchenette and Keurig. Enjoy a resort inspired bright and spacious bathroom. Linens, towels, and dishes included. Located in southern Oswego county just 2.5 miles from interstate 81.

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.
Flat in West Edmeston
4.97 out of 5 average rating, 290 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 Madison holiday rentals

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