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.

Guest favourite

Cabin in Bovina Center

4.97 out of 5 average rating, 387 reviews

Delightful Cabin with Extras

Come to beautiful Delaware County and settle into serene and comfortable surroundings for a restorative getaway in any season at this lovely Bovina cabin. Enjoy the hot tub, wrap-around deck, firepit, and pristine pond on 8 acres of rolling hillside property. *Notes: While our Air BnB Plus photo shoot was taken in winter, the cabin is a fantastic year-round respite, beautiful in every season. Also - each adult beyond 2 is $25 per night, but we do not charge for children, so do not include kids in your guest # (but let us know). Inside this 2- bdrm Catskills cabin, you'll find an open living/kitchen space with comfy couches and wood stove. Outside, there's a wrap-around deck with grill and hot tub. The cabin sits mountainside on eight beautiful acres of meadows, forest, a fantastic swimming pond and a fire pit. Swimming pond, deck, grill, fire pit, outdoor hot tub, wi-fi, and great local dining and festivals. Nearby farm stands, hiking, skiing, fishing, golf, tennis, and low-key town pool (in Andes). Amazing beef cattle are just down the road, so if you'd like some for the grill, we can put it in the fridge! We live right up the road so are readily available to answer all of your questions and provide whatever we can to make your stay memorable. The cabin is on Bramley Mountain in the beautiful town of Bovina Center. Neighboring farms offer organic veggies, grass-fed meat, cheese, and milk. The town also has top-rated Catskill dining, including Brushland Eating House, Table on Ten, and the Mountain Brook Inn. We're three hours from NYC by car. A beautiful ride! Buses also run regularly from Port Authority to nearby Andes or Delhi, so if you don't have a car, we're happy to pick you up. Fully equipped kitchen, 2 bedrooms (1 queen bed and 1 full bed), blow-up bed, games, books, DVDs and video streaming access.

Guest favourite

Home in Skaneateles

4.91 out of 5 average rating, 44 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 Skaneateles

4.96 out of 5 average rating, 101 reviews

2 Bedroom/Pet Friendly/short walk to Village

Newly remodeled September 2020! 2 King beds, 2 bathrooms (one ensuite), washer, dryer, central air/heating. Complete renovation, brand new flooring, windows, cabinetry, appliances, granite countertops, ensuite bathroom, laundry added. New queen sofa sleeper. Pet friendly and close to everything! The entire property compound has two other units (a 1 bed/1 bath upper unit and a 2 bed/2 bath in a separate building next door). Also on this same property is a third building- a 5 bed/4 bath house c

Guest favourite

Apartment in Munnsville

5 out of 5 average rating, 12 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, 67 reviews

Renovated Townhouse Greek Peak Getaway!

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, 8 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

Guest favourite

Cottage in Milford

4.99 out of 5 average rating, 116 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, 66 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 New Hartford

5 out of 5 average rating, 18 reviews

Serene villa with stunning views

Experience your winter getaway 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 and "diamond" sparkles on the backyard; enjoy your hot chocolate by the cozy fireplace, or unwind with a glass of wine; have fun skiing and snow tubing in the area! Located close to the Turning Stone Resort and Casino, Stanley Theater, and several restaurants!

Superhost

Cottage in Canastota

4.74 out of 5 average rating, 57 reviews

Sunset Shores #1

Clean, updated cottage - 2021 - new countertops, new sink & faucet, & new TV 55” 2022 - dishwasher 2024 new kitchen table and chairs - Amenities Gas Grill - linens & towels - wifi & cable - AC, washer and dryer - city water & sewer - flat, soccer field size yard, - sandy beach, fire pit, & 4 picnic tables. private road- quiet & private. You are not on top of other neighbors. Beautiful sunsets

Guest favourite

Home in Cooperstown

4.95 out of 5 average rating, 384 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.