Holiday houses in Madison

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Top-rated holiday rentals in Madison

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

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Guest favourite

Home in Canajoharie

4.92 out of 5 average rating, 153 reviews

2 homes on large private mountain views getaway

Rent these 5 bedroom 4 bath houses for your next vacation. House sits on top of a hill and has breath taking views, amazing sunrises from the master suite and sunsets from the great room. Home has octagon shape great room with open timber ceiling, large indoor fireplace. Very large and great kitchen for your cooking. Studio has a projector style TV 100 plus inches. Red House/game room with additional 3 queen log beds, full kitchen and bathroom, laundry etc. This home has beautiful open timber.

Guest favourite

Home in Skaneateles

4.9 out of 5 average rating, 41 reviews

Private Lakefront Skaneateles, Mint 4BR/2 Bath

The prefect lakefront vacation home, recently renovated year round waterfront home situated on the west side of beautiful Skaneateles Lake only 4 miles from the center of town. Enjoy amazing views of the lake from the upstairs balcony, 1st floor deck or from the docks overlooking the water. 4 Bedrooms, 2 full baths, 50 feet of lake frontage with docks, parking for your boat rental, a green lawn for the kids and dogs. Enjoy roasting smores overlooking the lake or cocktails from 1 of 2 balconies.

Guest favourite

Apartment in Munnsville

5 out of 5 average rating, 8 reviews

2 Bedroom Apt @ Colgate, Morrisville, Hamilton

*Large Private 2 Bedroom apartment with Full Bath, Kitchen & Spectacular Views ensuite. Perfectly appointed modern conveniences blended with comfy cozy country charm for a relaxing peaceful & productive stay. Responsive 26X Super-Hosts with 700+ 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 @ Bearpath Lodging?

Guest favourite

Townhouse in Cortland

5 out of 5 average rating, 65 reviews

Finger Lakes Getaway at Greek Peak!

Spend time away at this incredible Greek Peak townhouse with first row views. Enjoy the beautiful greenery in the warm season & amazing ski views in the winter. The townhouse is completely renovated, light-filled, and fully equipped with all you need for a comfortable stay. Three bedrooms (1 king, 1 queen, 1 twin bunk bed with trundle), each with their own tv, hi-speed internet, tv in the family room, two full bathrooms & gourmet kitchen with all the amenities! Important: No Animals Allowed

Superhost

Townhouse in Moravia

4.82 out of 5 average rating, 11 reviews

4 - Skaneateles Lake Level Townhouse 2Bdrm/2.5Bath

Townhouse unit #4 Turnkey vacation ready, fully equipped kitchen w/ dishwasher, half bath on 1st floor, 2 full baths upstairs, 2 bedrooms and 2.5 baths, AC, washer & dryer... South facing point property, west side of Skaneateles lake, over 350' of level lakefront... Outdoor kitchen w/ BBQ, flat top griddle, sink and ice maker... Fire pit, Paddle Boards, Kayaks, Volleyball, Badminton, Basketball, Ping-Pong, bocce and more... We use a linen service, all sheets and towels are disinfected...

Guest favourite

Villa in Remsen

5 out of 5 average rating, 6 reviews

A Luxury Romantic Lakeview w/HOT TUB & GameRoom!

Welcome to our Winter Edition package, specially crafted for couples seeking a romantic getaway! This fully renovated, private house comfortably accommodates up to 4 guests, offering an exclusive experience for you and your loved one. Newly updated in 2023, this charming retreat features a brand-new outdoor 8-person spa, perfect for unwinding and creating unforgettable memories!! (Pet friendly, kid friendly, romantic,lakefront, countryside) Main summer listing: airbnb.com/h/mountainmanorny

Superhost

Cottage in Skaneateles

4.82 out of 5 average rating, 232 reviews

Skaneateles Lake Cottage - Private Retreat!

The summertime on Skaneateles Lake awaits our next guests! Reserve a week or a weekend to enjoy Lake Life and Summer in Skaneateles! Looking to book an extended stay or a short romantic getaway? Enjoy all the comforts of home in this remodeled and very spacious lake cottage. Just a short stroll down a private path to your own lake front with spectacular views. Complete with a huge master bedroom with partial lake views and ensuite bathroom! Don’t delay reserve our lake cottage today!

Guest favourite

Cottage in Sylvan Beach

4.83 out of 5 average rating, 118 reviews

Cute Little Cottage a Stones Throw from The Beach

Cute little cottage just two blocks from the beach! Just off the main road sits this adorable place ready for you to enjoy the best sunsets around. The first floor of this cottage offers a small front bedroom, living room with a smart TV, bathroom, and eat-in kitchen. The second floor offers a spacious loft where the other bedroom is located. 3 minute walk to bars, restaurants, shops, and the new Lake House casino. This village is perfect for bike rides and walks in and around the beach.

Guest favourite

Home in New Hartford

5 out of 5 average rating, 17 reviews

Serene villa with stunning views

Experience the Holiday magic in central NY in our spacious home on the hill, with spectacular views! Relish your warm mug with a beautiful sunrise with glistening snow terrains like "diamonds on the backyard", enjoy your hot chocolate by the cozy fireplace, or unwind with a glass of wine; Enjoy skiing and snow tubing in the area! Take the Polar Express from the Utica Station! Explore the holiday decorations in the area and the Turning Stone Resort! Happy Holidays to everyone!

Guest favourite

Cottage in Milford

4.99 out of 5 average rating, 115 reviews

At Home Base Yellow Cottage

Enjoy the Cooperstown experience while having all the comforts of home. The Baseball Hall of Fame (6 miles), Brewery Ommegang (5.4 miles), and The Cooperstown Dreams Park (0.5 miles) are all conveniently located. Scenic views from the large-covered deck of the rolling hills set on 20 acres. Check out all of the amenities including high speed internet, central air, and a BBQ grill. View our other “Home Base” listings here on Airbnb, all in the vicinity of one another.

Guest favourite

Cottage in Smyrna

4.95 out of 5 average rating, 65 reviews

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. We also have a six person Raft, a civilian version of the Militaries Zodiac Commando raft Connect with family and friends! Make time for your weekend getaway! Get back to nature! Uncork unwind and unstress!

Guest favourite

Home in Cooperstown

4.95 out of 5 average rating, 380 reviews

Cooperstown Hall of Fame, Dreams Park Baseball

***** From September 1, 2024 to May 31, 2025- Please be sure to add the number of guests staying at the property to get the appropriate pricing. There is an additional fee after 2 guests. *****There is an additional fee for pets. It is a $150 fee per pet per stay. ***** From May 25 to August 29, 2025 Please put in only ONE guest to get the summer pricing. it is a SIX day minimum/maximum stay. Check out time is 9 am in the summer.