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

Holiday Rentals in Madison

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Madison holiday rentals

A lakeside view from inside a building with large windows, a sandy beach, and a forested area with a cabin.

1. Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland

Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
Eidelweiss Village
9.8 out of 10, Exceptional, (57 reviews)
"A wonderful home minutes away from North Conway and many other tourist locations. The host was great and the property was beautiful. We were very happy with our stay."
United States
Charles B.
The price is €399
includes taxes & fees
27 Oct - 28 Oct
Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
A cabin with a picnic table and a fire pit, surrounded by large rocks and trees, overlooking a lake with boats.

2. Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very good, (16 reviews)
"Definitely will stay again. Basic cabin but great location"
United States
Jacqui
The price is €161
includes taxes & fees
13 Oct - 14 Oct
Danforth Bay Camping and RV Resort
A wooden cabin interior with a dining table, sofa, and a TV mounted on the wall.

3. Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (108 reviews)
"Excellent 2 person stay with pets. Helpful friendly host, clean comfortable cabin with all needed amenities. Enjoyed our stay."
United States
John F.
The price is €254
includes taxes & fees
14 Oct - 15 Oct
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
A deck with a view of a frozen lake and surrounding trees.

4. 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, (36 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is €286
includes taxes & fees
11 Nov - 12 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A fire pit surrounded by Adirondack chairs in a gravel area with trees and a building in the background.

5. 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, (3 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 €607
includes taxes & fees
14 Oct - 15 Oct
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
A dining area with a wooden table and chairs, a clock on the wall, and a window with blinds.

6. Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach

Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach
Tamworth
10.0 out of 10, Exceptional, (2 reviews)
"Very well looked after property with lots of adequate supplies. We enjoyed a variety of teas and coffee pods, there were lots of my blankets and towels, very well stocked. The beds were extremely comfortable- had the best sleep in months on a good mattress and soft down pillows."
United States
gautam
The price is €504
includes taxes & fees
23 Oct - 24 Oct
Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach
A two-story wooden cabin with a hot tub, outdoor seating, and string lights.

7. The Nest at Mountainview Modern Retreat w/Hot Tub Near North Conway

The Nest at Mountainview Modern Retreat w/Hot Tub Near North Conway
Conway
10.0 out of 10, Exceptional, (3 reviews)
"We had the absolute best time. We frequent this area but this home provided the most relaxing family experience we have had in a long time. Clean home, so much for kids, comfortable beds, great set up. We will be back!"
United States
Christine W.
The price is €601
includes taxes & fees
18 Oct - 19 Oct
The Nest at Mountainview Modern Retreat w/Hot Tub Near North Conway
A living room with a sofa, a coffee table, a TV, a kitchen area, and a door leading to another room.

8. Great Conway Location! Shop Eat Hike Swim

Great Conway Location! Shop Eat Hike Swim
Settlers Green
7.8 out of 10, Good, (26 reviews)
"Room was clean enough, but the location in the midst of a outlet mall left a lot to be desired for a stop on a leaf peeping vacation."
United States
Kelly C.
The price is €188
includes taxes & fees
8 Nov - 9 Nov
Great Conway Location! Shop Eat Hike Swim
A hot tub in front of a wooden cabin with a deck, surrounded by trees.

9. Secluded White Mtns Retreat • Hot Tub • Sleeps 10 • Pet Friendly

Secluded White Mtns Retreat • Hot Tub • Sleeps 10 • Pet Friendly
Albany
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful and peaceful trip to this location. The house is beautiful "
United States
Jillian H.
Secluded White Mtns Retreat • Hot Tub • Sleeps 10 • Pet Friendly
A spacious living room with a high wooden ceiling, a round coffee table, blue armchairs, and a view through a window.

10. TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (19 reviews)
"This is the second time we have stayed at the Tuckaway suites. The location is perfect for all North Conway/Glen attractions. The AC was excellent, the water pressure is top notch, the beds are comfortable, the property is beautiful. We will definitely stay again."
United States
Jenny
The price is €179
includes taxes & fees
1 Nov - 2 Nov
TuckAway Suites at East Branch
A hot tub with green lighting, surrounded by a deck with a railing.

11. Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Conway
9.8 out of 10, Exceptional, (190 reviews)
"Paul was an amazing host, with a beautiful home. Me and my girlfriend spent the 4th of July weekend here and we had an amazing time. Definetely would recommend this rental to anyone looking for a fun, relaxing getaway in NH."
United States
Dante R.
The price is €471
includes taxes & fees
15 Oct - 16 Oct
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
A historic building with a large tree in front, a reflection pool, and mountains in the background.

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

Unique space? Hot tub? King bed? Games Room?
Conway
9.8 out of 10, Exceptional, (36 reviews)
"Property was as advertised, great for families, and in a great location. "
United States
Jack B.
The price is €564
includes taxes & fees
19 Oct - 20 Oct
Unique space? Hot tub? King bed? Games Room?
A modern living room with a brown leather sofa, a round coffee table, and a fireplace. There is a staircase with a railing leading to another level.

13. 3Bedroom 3rd Floor Vacational rental

3Bedroom 3rd Floor Vacational rental
Conway
10.0 out of 10, Exceptional, (7 reviews)
"Very nice home with all your needs for a pleasant stay. The host was very nice and welcoming, would not hesitate to stay at this location again."
United States
Neil M.
The price is €328
includes taxes & fees
19 Oct - 20 Oct
3Bedroom 3rd Floor Vacational rental
An indoor swimming pool with clear water, wooden deck seating, and large windows providing natural light.

14. Attitash Mountain Village

Attitash Mountain Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (582 reviews)
"Perfect little getaway up north with everything you need on site."
United States
Alexander
The price is €147
includes taxes & fees
18 Oct - 19 Oct
Attitash Mountain Village
A hotel room with a bed, a television, a coffee maker, a fireplace, and patterned curtains.

15. White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.4 out of 10, Good, (180 reviews)
"It was a cute cottage with exactly what you need after a long hiking or ski day!"
United States
Seamus
The price is €131
includes taxes & fees
12 Oct - 13 Oct
White Mountain Cottages
A two-story house with a flat roof, a small circular window on the second floor, and a door with a window on the ground floor.

16. The in town cabin

The in town cabin
Conway
9.4 out of 10, Exceptional, (37 reviews)
"Great place in a great location!"
United States
Timothy S.
The price is €194
includes taxes & fees
20 Oct - 21 Oct
The in town cabin
A room with a glass table, a patterned armchair, and a view of a river through large sliding glass doors.

17. Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out

Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out
Conway
10.0 out of 10, Exceptional, (123 reviews)
"The house is in a great location with excellent views. The host was very welcoming and we had a great trip! Would highly recommend this place!"
United States
Jason R.
The price is €505
includes taxes & fees
13 Oct - 14 Oct
Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out
A cozy living room with a fireplace, leather furniture, and a large TV.

18. Luxe Lodge in the Woods! With Sauna & Hot tub

Luxe Lodge in the Woods! With Sauna & Hot tub
Conway
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property with everything a family with young kids needs. Especially love the hottub and air hockey table!"
United States
Anonymous traveller
The price is €457
includes taxes & fees
2 Nov - 3 Nov
Luxe Lodge in the Woods! With Sauna & Hot tub
A natural pool with clear water, surrounded by rocks and greenery.

19. Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,903 reviews)
"The place was extremely clean and very nice. We loved it there."
United States
James
The price is €107
includes taxes & fees
25 Oct - 26 Oct
Nordic Village Resort
A cozy interior of a yurt with a central wood-burning stove, a sofa, and a bed with floral bedding.

20. Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (24 reviews)
"Great camping experience"
United States
Kathleen
The price is €150
includes taxes & fees
12 Oct - 13 Oct
Ava Jade yurt nestled in the woods of Brownfield, Maine
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

Swiss Chalets Village Inn

Swiss Chalets Village Inn

10/10 Excellent
"This place was well maintained and clean. It was convenient to a lot of areas."
Andrew 1-night trip
Posted 2 hours ago
Swiss Chalets Village Inn

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as €107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. Madison is known for its shopping and ski areas. Make sure you have time to check out the lake views and restaurants during your trip.

What are some of the best holiday rentals that Madison has to offer?

2 mi to downtown North Conway. Gameroom. Close to Echo Lake, Storyland, Aquarium: This holiday home rental outside of Madison is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Madison?

Expedia has 50 holiday rentals for your stay in Madison.

What’s there to see and do in Madison?

Silver Lake and Pea Porridge Pond are a couple of lovely local spots to get outside and enjoy nature. King Pine Ski Area and Ossipee Pine Barrens Preserve are other places to visit while you're in town.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.