Holiday Homes in Madison

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Madison holiday homes

Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is €296
includes taxes & fees
30 Apr - 1 May
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Terrace/patio

Log Cabin w/ Wraparound Porch & Scenic Train Views

Log Cabin w/ Wraparound Porch & Scenic Train Views
Bartlett
The price is €517
includes taxes & fees
19 Apr - 20 Apr
Log Cabin w/ Wraparound Porch & Scenic Train Views
Beach nearby

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property "
United States
Keith B.
The price is €370
includes taxes & fees
28 Apr - 29 Apr
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
TV, fireplace, books

Two-story charming retreat w/deck, private gas grill, and private washer/dryer

Two-story charming retreat w/deck, private gas grill, and private washer/dryer
North Conway
9.2 out of 10, Wonderful, (92 reviews)
"The house was cozy and comfortable, and the hosts were responsive when we had questions. "
United States
Marian B.
The price is €510
includes taxes & fees
23 Apr - 24 Apr
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
Exterior

Private-Spacious-Hot Tub-King Bed-Games Room

Private-Spacious-Hot Tub-King Bed-Games Room
Birch Hill
9.6 out of 10, Exceptional, (7 reviews)
"This was a great place! Very welcoming and perfect for families! Great location, close to Conway and a beautiful view of the ledges!"
United States
Lindsay P.
The price is €581
includes taxes & fees
23 Apr - 24 Apr
Private-Spacious-Hot Tub-King Bed-Games Room
Smart TV, fireplace, books

Redwood Retreat | Lake Access

Redwood Retreat | Lake Access
Eidelweiss Village
10.0 out of 10, Exceptional, (1 review)
"House is beautiful. Comfortable and the location is one of the best we have stayed at. Cant wait to go back. When got there there were 6 deer waiting for us. Just perfect weekend. "
United States
Jenifer F.
The price is €345
includes taxes & fees
23 Apr - 24 Apr
Redwood Retreat | Lake Access
Outdoor dining

Spacious Home near Diana's Baths!

Spacious Home near Diana's Baths!
Conway
10.0 out of 10, Exceptional, (23 reviews)
"Great location…close to skiing, dining and shopping…would recommend "
United States
Cynthia B.
The price is €406
includes taxes & fees
19 Apr - 20 Apr
Spacious Home near Diana's Baths!
Smart TV, fireplace, video games, table football

Mtn View | Outdoor hot tub + fireplace | 10+ Guest

Mtn View | Outdoor hot tub + fireplace | 10+ Guest
Conway
9.6 out of 10, Exceptional, (29 reviews)
"Jeremy was a great host, very responsive and accommodating. The place is beautiful, spacious, and homey. I would definitely recommend staying here. "
United States
Vina A.
The price is €465
includes taxes & fees
18 Apr - 19 Apr
Mtn View | Outdoor hot tub + fireplace | 10+ Guest
Exterior

Stunning custom bld-riverside-pet/family friendly

Stunning custom bld-riverside-pet/family friendly
Intervale
9.8 out of 10, Exceptional, (16 reviews)
"The house was amazing and the property managers were very responsive and wonderful. One of the best rental properties ive ever stayed in."
United States
Apryl H.
The price is €562
includes taxes & fees
19 Apr - 20 Apr
Stunning custom bld-riverside-pet/family friendly
Interior

FAMILY-FRIENDLY, King Bed, Outdoor Space, Pet-Welcome - Intervale Lodge

FAMILY-FRIENDLY, King Bed, Outdoor Space, Pet-Welcome - Intervale Lodge
Intervale
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. House was wonderful. The bottom floor does not have heat but heaters are provided. A bit getting use to but ended up being fine. Great communication and great spot. Will definitely rent again. "
United States
Jeanine A.
The price is €457
includes taxes & fees
23 Apr - 24 Apr
FAMILY-FRIENDLY, King Bed, Outdoor Space, Pet-Welcome - Intervale Lodge
Interior

Luxurious & Lofty Mountain Retreat!

Luxurious & Lofty Mountain Retreat!
Bartlett
8.8 out of 10, Excellent, (6 reviews)
"Great family spot"
Canada
François L.
The price is €505
includes taxes & fees
3 May - 4 May
Luxurious & Lofty Mountain Retreat!
Property grounds

4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
Conway
10.0 out of 10, Exceptional, (2 reviews)
"What an amazing house! The owners thought of everything possible. Such a comfortable house looking forward to coming back!"
United States
Michael I.
The price is €506
includes taxes & fees
21 Apr - 22 Apr
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
Outdoor dining

Unique space? Hot tub? King bed? Games Room?

Unique space? Hot tub? King bed? Games Room?
Conway
9.8 out of 10, Exceptional, (32 reviews)
"This house was a place of peace & blessings we had a wonderful time there had everything we needed the surrounding areas I would advise people to stay at ur property's "
United States
Maceo C.
The price is €452
includes taxes & fees
4 May - 5 May
Unique space? Hot tub? King bed? Games Room?
Seasonal outdoor pool

Birchmont Townhouses

Birchmont Townhouses
3.5 star property
North Conway
8.8 out of 10, Excellent, (9 reviews)
"It was a pleasure to stay here"
United States
mary
The price is €206
includes taxes & fees
3 May - 4 May
Birchmont Townhouses
Property grounds

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (32 reviews)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is €307
includes taxes & fees
29 Apr - 30 Apr
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Dining

Wild, Wild West Side! Hot tub, Games, Dog Friendly

Wild, Wild West Side! Hot tub, Games, Dog Friendly
Birch Hill
The price is €625
includes taxes & fees
23 Apr - 24 Apr
Wild, Wild West Side! Hot tub, Games, Dog Friendly
TV

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit
Intervale
The price is €183
includes taxes & fees
28 Apr - 29 Apr
The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit
Outdoor dining

Lake Access + Kayaks + Arcade + Bike Path + Deck

Lake Access + Kayaks + Arcade + Bike Path + Deck
Wolfeboro
10.0 out of 10, Exceptional, (3 reviews)
"What you see is what you get and that's a very good thing!"
United States
john a.
The price is €363
includes taxes & fees
19 Apr - 20 Apr
Lake Access + Kayaks + Arcade + Bike Path + Deck
Interior

Winter Ski Home Million Dollar Sunset Mt Wash N Conway Attitash Cranmore & WC

Winter Ski Home Million Dollar Sunset Mt Wash N Conway Attitash Cranmore & WC
Bartlett
9.8 out of 10, Exceptional, (61 reviews)
"We had a fabulous family ski weekend! Lots of space for adults and kids, huge open living and dining area with a beautiful view to Attitash. "
United States
Susan G.
The price is €445
includes taxes & fees
23 Apr - 24 Apr
Winter Ski Home Million Dollar Sunset Mt Wash N Conway Attitash Cranmore & WC
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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Top Madison Hotel Reviews

The Lodge At Jackson Village

The Lodge At Jackson Village

10/10 Excellent
"We were greeted at the front desk at both check in and check out always with a smile. The room was very clean. The first time we stayed at the Lodge the bed was VERY comfortable. This time not as much but the jetted tub more than made up for it! We like staying here and will stay again!"
Kevin 1-night trip
Posted 1 hour ago
The Lodge At Jackson Village

Find out more about Madison

Madison Holiday Homes information

Number of reviews
324
Accommodation
827 Holiday Homes
Lowest Price
€183
Highest Price
€625