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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 143 Cottages in East Madison with updated reviews, rates, and availability.

Jackson NH Peaceful, Country Cottage / Access to Fabulous Amenities
Indoor pool, outdoor pool

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
Outdoor dining

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
Miscellaneous

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
Fridge, microwave, stovetop, dishwasher

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
Mountain Views: Beautiful Nestlenook Farm Home!
Interior

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.
Property grounds

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.
Pet-Friendly Waterfront Cottage: On-Site Bunkhouse
View from property

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!
On the beach

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!
Dog-friendly waterfront cottage with private dock, community beach, grill, W/D
Fridge, microwave, oven, stovetop

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
Outdoor dining

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
Outdoor dining

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
Lake

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!!
Property grounds

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
Smart TV

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
Retreat near Conway : HotTub, Harry Potter Room
Miscellaneous

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
Luxury Mountain Escape
Interior

Luxury Mountain Escape

10.0 out of 10, Exceptional, (1)
"We have rented many placed in North Conway, mainly ski on/off. This is hands down the nicest property we have been to so far. Direct views of Cranmore Mtn (300 yards away) from the hot tub and upper deck. Extremely spacious, beautifully decorated and a perfect location to the mountain and town. Host was very accommodating and a Joy to work with. We would highly recommend this to anyone looking. "
Luxury Mountain Escape
The Cowbell Cottage! Cozy, dog friendly & nestled in the Lakes Region of NH.
Microwave, oven, stovetop, dishwasher

The Cowbell Cottage! Cozy, dog friendly & nestled in the Lakes Region of NH.

10.0 out of 10, Exceptional, (2)
"Every year we come to the lake to take our kids to camp. It’s always just 2 nights, but we like staying in a house especially now that we have a dog. The Cowbell Cottage was perfect. It was so clean and nicely decorated. We had a lovely time. Ashley was a great host."
The Cowbell Cottage! Cozy, dog friendly & nestled in the Lakes Region of NH.
Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly
Terrace/patio

Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly

7.6 out of 10, Good, (4)
"A perfect place for lake life :) fishing, kayaking and camp fires."
The price is $416
includes taxes & fees
$382 per night
May 8 - May 9
Lakefront Cottage with Private Dock and Kayaks. Dog-Friendly
Cosy cottage close to N. Conway center
Smart TV, fireplace

Cosy cottage close to N. Conway center

10.0 out of 10, Exceptional, (4)
"A cute and cozy cottage that is exactly as described and as pictures. Has all the amenities for a vacation and close to everything!"
Cosy cottage close to N. Conway center
Maine Lakefront Cottage Rental with Sandy Beach
Property grounds

Maine Lakefront Cottage Rental with Sandy Beach

9.2 out of 10, Wonderful, (40)
"Loved the lake and location. Planning on stay again."
Maine Lakefront Cottage Rental with Sandy Beach
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 East Madison

Nordic Village Resort
Indoor pool, outdoor pool

Nordic Village Resort

3.0 star property
8.4 out of 10, Very Good, (1697)
"Best place for enjoying with a family!"
The price is $130
includes taxes & fees
$120 per night
May 1 - May 2
Nordic Village Resort
White Mountain Cottages
Standard Double Room, 1 King Bed | Free WiFi

White Mountain Cottages

3.0 star property
8.0 out of 10, Very Good, (38)
"Very cute, good location. "
The price is $87
includes taxes & fees
$80 per night
May 4 - May 5
White Mountain Cottages
Attitash Mountain Village
Outdoor spa tub

Attitash Mountain Village

3.0 star property
8.6 out of 10, Excellent, (488)
"Lovely stay. "
The price is $216
includes taxes & fees
$199 per night
May 26 - May 27
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.