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Compare 190 Cottages in Madison with updated reviews, rates, and availability.

Jackson NH Peaceful, Country Cottage / Access to Fabulous Amenities

9.8 out of 10, Exceptional, (284)
"Was a great place to stay. Cozy little cottage in a great area. "
Jackson NH Peaceful, Country Cottage / Access to Fabulous Amenities

Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

9.6 out of 10, Exceptional, (12)
"Kitchen table big enough for large family"
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.3 mls to water

Dog 🐾 3 bedroom 5 bed cottage - Sleeps 8 Private lake community 0.3 mls to water

Lake Winnipesaukee Getaway w/ Private Beach Access

9.0 out of 10, Wonderful, (9)
"We stayed here between Christmas and New Years and it was just what the doctor ordered! A perfect place to relax. The host was very fast to respond to all questions!"
Lake Winnipesaukee Getaway w/ Private Beach Access

Cozy Cottage on Lake Winni

9.2 out of 10, Wonderful, (33)
"This cabin was close to most attractions in the area. The cabin was clean and was perfect for our stay!"
Cozy Cottage on Lake Winni

Mountain Views: Beautiful Nestlenook Farm Home!

3.0 star property
10.0 out of 10, Exceptional, (3)
"We had the best time at this cozy little place. We were not sure what to expect as the pictures were from the summer and we went in December, but it was even prettier in the winter, all dressed up for Christmas. Perfect location, not too far from the shops and restaurants of Conway, and a 40 minute drive to Santa's Village. Comfy and clean-highly recommend!"
Mountain Views: Beautiful Nestlenook Farm Home!

Cottage with great beach.

2.0 star property
10.0 out of 10, Exceptional, (3)
"We loved our stay at this cute, quaint cottage. The location was perfect just steps from Crescent lake and an easy kayak ride to Lake Wentwprth. Janis was very welcoming and the property was nice and clean. Will stay again! "
Cottage with great beach.

Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

9.6 out of 10, Exceptional, (84)
"Quick walk to downt"
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes

Pet-Friendly Waterfront Cottage: On-Site Bunkhouse

10.0 out of 10, Exceptional, (12)
"A beautiful cottage on a lovely lake that was very kid friendly. The cottage has everything you need and the host was very responsive. We greatly enjoyed our stay."
Pet-Friendly Waterfront Cottage: On-Site Bunkhouse

Center Ossipee Pet-Friendly Cottage w/ Dock!

9.4 out of 10, Exceptional, (10)
"We had an amazing stay at this property for the week. We are a family of 4 plus a small dog. 2 bedrooms were perfect for the kids upstairs and my husband and I stayed in the downstairs bedroom. Perfect for a small family! We were within an hour to so much and our stay was just perfect. We rented kayaks from Ski Works who were also great. Great trip and we would absolutely rent again! Carol & Gene are great!"
Center Ossipee Pet-Friendly Cottage w/ Dock!

Charming lakefront 2-bedroom cottage with private beach & dock.

Charming lakefront 2-bedroom cottage with private beach & dock.

Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!

9.8 out of 10, Exceptional, (111)
"We had a great stay at this charming Jackson home for New Year’s Eve! The house was very clean and everything we could need was provided. We enjoyed the amazing hot tub and cozy wood stove. The owner was so nice and helpful and made check in/out very easy! We loved staying here! "
The price is SAR 687
SAR 2,080 total
includes taxes & fees
29 Apr - 30 Apr
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!

Dog-friendly waterfront cottage with private dock, community beach, grill, W/D

9.8 out of 10, Exceptional, (11)
"Great relaxing stay thank you!"
Dog-friendly waterfront cottage with private dock, community beach, grill, W/D

Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

2.0 star property
6.8 out of 10, (3)
"The only issue we had with the house was that the upstairs shower would not work. We also did have to shovel the landing and steps when we first arrived. The heated garage was nice to put our ice fishing gear in to dry out overnight. Plenty of room to move around. Overall, I would rent it again in the future."
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee

Lakefront dog-friendly home with private beach, community tennis, beach, dock

Lakefront dog-friendly home with private beach, community tennis, beach, dock

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (80)
"Excellent property on a beautiful lake! The kids had a blast and there was so much space for sleeping and hanging out!"
Lake Wentworth - Wolfeboro, New Hampshire

Peaceful Cottage in Beautiful Wolfeboro, NH!!

5.0 out of 10, (4)
"Lovely cabin with a dock right on the water. There is a grill, fire pit, and a screened in porch. Only downfall was the driveway is hard to find and there is no wifi but there may not be wifi available in the area. Otherwise we had a great stay!! Highly recommend."
Peaceful Cottage in Beautiful Wolfeboro, NH!!

Waterfront Cottage on Barker Pond

2.0 star property
8.0 out of 10, Very Good, (1)
"My family thoroughly enjoyed the spot and thought it was pretty. "
Waterfront Cottage on Barker Pond

Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!

7.8 out of 10, Good, (10)
"Overall the stay was good"
Lake Winnie Waterfront cottage w/ sandy beach, short walk to best spots in town!

Retreat near Conway : HotTub, Harry Potter Room

9.6 out of 10, Exceptional, (4)
"I booked the location for a work retreat. We had a great time and would definitely book again."
Retreat near Conway : HotTub, Harry Potter Room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Madison

Nordic Village Resort

3.0 star property
8.4 out of 10, Very Good, (1696)
"Best place for enjoying with a family!"
The price is SAR 450
SAR 488 total
includes taxes & fees
29 Apr - 30 Apr
Nordic Village Resort

White Mountain Cottages

3.0 star property
8.0 out of 10, Very Good, (38)
"Very cute, good location. "
The price is SAR 270
SAR 293 total
includes taxes & fees
11 May - 12 May
White Mountain Cottages

Attitash Mountain Village

3.0 star property
8.6 out of 10, Excellent, (487)
"The lodging was fantastic nice and clean. "
The price is SAR 484
SAR 525 total
includes taxes & fees
29 Apr - 30 Apr
Attitash Mountain Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.