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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 190 Cottages in 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, (286)
"Lovely visit to a quaint cottage in the white mountains. The host was wonderfully communicative and accommodating. "
Jackson NH Peaceful, Country Cottage / Access to Fabulous Amenities
Cozy Cottage on Lake Winni
Beach

Cozy Cottage on Lake Winni

9.2 out of 10, Wonderful, (34)
"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
Stunning lakefront gem with full water view, beach access & dock
TV

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (4)
"The house was kept very clean, great water views with access to shared dock and patio. We had a blast staying here. Amazing hosts, 10/10 recommend!"
Stunning lakefront gem with full water view, beach access & dock
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
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!
Lake Wentworth - Wolfeboro, New Hampshire
Lake

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (81)
"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
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
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes
Property grounds

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
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
Peaceful lake front cottage w/large dock and sandy beach entry
Interior

Peaceful lake front cottage w/large dock and sandy beach entry

10.0 out of 10, Exceptional, (22)
"Everything was fantastic, definitely a place to inspire coming back. Host was very cooperative and easy to navigate the reservation with."
Peaceful lake front cottage w/large dock and sandy beach entry
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Interior

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 AED 703
AED 2,102 total
includes taxes & fees
10 Jun - 11 Jun
Charming Jackson Cottage w/ hot tub & woodstove, minutes from skiing!
Charming lakefront 2-bedroom cottage with private beach & dock.
Fireplace

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

Charming lakefront 2-bedroom cottage with private beach & dock.
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
On the beach, sun loungers

Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain

9.8 out of 10, Exceptional, (92)
"Great location, very quiet and relaxing"
The price is AED 2,204
AED 3,399 total
includes taxes & fees
5 Jun - 6 Jun
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
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)
"Bright and sunny, just as advertised. The kitchen could use a few more supplies but overall a good spot. We would book again. "
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D
Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
Property grounds

Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE

10.0 out of 10, Exceptional, (27)
"10/10 This property was just perfect. We travel to Maine annually and loved the proximity to the lake (just out the back door) and to town (approx 10 minutes) The owner was extremely responsive and the property lived up to the pictures, etc. A week here was extremely relaxing (even with 3 kids in tow!)"
Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
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
1 Block to Main Street: Wolfeboro Home w/ Fire Pit
Interior

1 Block to Main Street: Wolfeboro Home w/ Fire Pit

3.0 star property
1 Block to Main Street: Wolfeboro Home w/ Fire Pit
Near White Mountain National Forest: Cozy Cottage!
House (3 Bedrooms) | Front of property

Near White Mountain National Forest: Cozy Cottage!

3.0 star property
10.0 out of 10, Exceptional, (2)
Near White Mountain National Forest: Cozy Cottage!
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Miscellaneous

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

10.0 out of 10, Exceptional, (12)
"Great for a quick trip with young swimmers! The dock was a great depth for jumping off over and over :-) "
The price is AED 1,139
AED 2,283 total
includes taxes & fees
5 Jun - 6 Jun
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro Lakehouse Retreat
Terrace/patio

Wolfeboro Lakehouse Retreat

8.0 out of 10, Very Good, (26)
"Awesome rustic property great for a family"
Wolfeboro Lakehouse Retreat
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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