Top Cottages in Madison in 2026

A lake surrounded by dense forest and mountains in the background.

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Our top choices for Madison cottages

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

Tuftonboro

Denise

Rp8.273.783 total

includes taxes & fees

31 Aug - 1 Sept

2. House w/ Balcony ~ 5 Mi to Cranmore Resort!

Glen

Rp12.445.552 total

includes taxes & fees

9 Aug - 10 Aug

3. Walk to Beach! Family Lake Winnipesaukee Home

Moultonborough

Rp8.203.178 total

includes taxes & fees

11 Aug - 12 Aug

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Top Madison Hotel Reviews

The Lodge At Jackson Village

8/10 Good

"Could have used more space in the breakfast area"

North Conway Grand Hotel

8/10 Good

"We didn't realize how much of a family-friendly place it is and were surprised by the multitude of children running around. There was no room in the pools or even the hot tubs to enjoy a relaxing atmosphere. It was nice that the pool had adult hours; however, it started at 10 pm, which is much too late. So, we were never able to take advantage of the pool/hot tubs, which was the only adult amenity available."

Hampton Inn & Suites North Conway

10/10 Excellent

"We had a fantastic stay at the Hampton Inn & Suites in North Conway! The highlight of our trip was definitely the water slides—they were an absolute hit with our kids. They spent hours having fun, and it made our stay so much more enjoyable as a family. The complimentary breakfast was another standout. There was a great variety of fresh and delicious options, so everyone in our family found something they liked. The breakfast staff were especially friendly, welcoming, and attentive, which made each morning a great start to the day. Overall, this hotel exceeded our expectations with its family-friendly amenities, clean accommodations, and outstanding customer service. We can't wait to come back for another visit!"

The Green Granite North Conway, an Ascend Collection Hotel

10/10 Excellent

"PROS: We liked our room, clean, AC worked great (very important to us), fridge, microwave, TV, bed was comfortable. Property was set up well with plenty of parking, staff was friendly and accommodating. Free Continental breakfast was awesome each day, always some hot item, eggs, sausage, hashbrowns etc along with the usual cereal, bagels, toast, yogurt, fruit, juice etc..can't go wrong there. Close to the areas we wanted to visit. Plenty of restaurants around (although stay away from China Chef, Pu Pu platter was all over cooked or re-heated, dried out, terrible, worst I ever had). We would definitely stay here again. Plenty of clothing outlets nearby, all the brand names if your looking for that. CONS: Our room could have used a little upkeep on simple things. Bulb out in bathroom, door handle on slider was almost falling off. Not a deal breaker, still was happy with our room. Traffic in afternoon can be challenging but that goes with the territory. Bottom line, as I said earlier, would stay here again. Rates are reasonable!"

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Madison Cottages information

Number of reviews	1
Accommodation	104 Cottages
Lowest Price	Rp8.203.178
Highest Price	Rp12.445.552

Frequently asked questions

Why book your cottage in Madison with Expedia?

Expedia has some superb cottages in Madison, so get set for an unforgettable holiday on nature's doorstep. If you're on a budget, select how much you're willing to spend and the star rating of your property. Or, make use of our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your style of travel or plans.

How can I find cheap cottages in Madison?

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What is there to do in Madison near my cottage?

The ideal travel accessory is a well-planned itinerary. King Pine Ski Area is a good place to begin your exploration of Madison.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madison cottages

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

2. House w/ Balcony ~ 5 Mi to Cranmore Resort!

3. Walk to Beach! Family Lake Winnipesaukee Home

Find holiday rentals that suit your style

Top Madison Hotel Reviews

The Lodge At Jackson Village

North Conway Grand Hotel

Comfort Inn & Suites North Conway

Hampton Inn & Suites North Conway

Grand Summit Hotel at Attitash

North Conway Mountain Inn

Swiss Chalets Village Inn

The Green Granite North Conway, an Ascend Collection Hotel

School House Inn

Find out more about Madison

Madison Cottages information

Frequently asked questions

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Search Cottages in Madison

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madison cottages

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

2. House w/ Balcony ~ 5 Mi to Cranmore Resort!

3. Walk to Beach! Family Lake Winnipesaukee Home

Find holiday rentals that suit your style

Top Madison Hotel Reviews

The Lodge At Jackson Village

Find out more about Madison

Madison Cottages information

Frequently asked questions

Explore a world of travel with Expedia