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

Madison Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Madison holiday rentals

1 bedroom, iron/ironing board, free WiFi, bed sheets

1. Chalet • Jacuzzi Tub • Nordic Village Pools • Sleeps 7 • Near Storyland & Skiing

Chalet • Jacuzzi Tub • Nordic Village Pools • Sleeps 7 • Near Storyland & Skiing
Eidelweiss Village
9.8 out of 10, Exceptional, (69 reviews)
"Very clean. Perfect for a small family. Easy location for local mountains and restaurants. "
United States
Alexandra B.
The price is HK$1,728
HK$3,748 total
includes taxes & fees
31 Aug - 1 Sept
Chalet • Jacuzzi Tub • Nordic Village Pools • Sleeps 7 • Near Storyland & Skiing
Exterior

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 HK$1,307
HK$1,418 total
includes taxes & fees
1 Sept - 2 Sept
Danforth Bay Camping and RV Resort
TV

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

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (101 reviews)
"Cozy cabin with every kitchen item you'd need. Close to town for shopping needs. Host is kind and courteous."
United States
Philip
The price is HK$1,451
HK$2,486 total
includes taxes & fees
1 Sept - 2 Sept
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
1 bedroom, iron/ironing board, free WiFi, bed sheets

4. Condo Ideal location. Ski, Shop, Hike.

Condo Ideal location. Ski, Shop, Hike.
Settlers Green
The price is HK$494
HK$1,696 total
includes taxes & fees
8 Sept - 9 Sept
Condo Ideal location. Ski, Shop, Hike.
Free WiFi

5. White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (157 reviews)
"Wonderfully"
United States
Laura
The price is HK$1,059
HK$1,149 total
includes taxes & fees
11 Aug - 12 Aug
White Mountain Cottages
Smart TV, fireplace

6. 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 HK$502
HK$1,713 total
includes taxes & fees
7 Sept - 8 Sept
Great Conway Location! Shop Eat Hike Swim
Exterior detail

7. The in town cabin

The in town cabin
Conway
9.6 out of 10, Exceptional, (33 reviews)
"Great place to stay. "
United States
Zach F.
The price is HK$883
HK$1,570 total
includes taxes & fees
17 Aug - 18 Aug
The in town cabin
Outdoor spa tub

8. 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, (185 reviews)
"Property was in pristine condition. All the amenities available as advertised. Paul was a great host, made sure we had everything we needed. Beautiful area and a very cozy home."
United States
Jonathan B.
The price is HK$1,765
HK$3,652 total
includes taxes & fees
11 Aug - 12 Aug
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Living area

9. TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (15 reviews)
"Tuckaway Suites very clean and small amenities that made a very pleasant stay. Quiet and peaceful location. "
United States
Helen
The price is HK$875
HK$1,503 total
includes taxes & fees
11 Aug - 12 Aug
TuckAway Suites at East Branch
Interior

10. White Mountains Family Retreat Near Echo Lake & Diana's Bath

White Mountains Family Retreat Near Echo Lake & Diana's Bath
Conway
9.8 out of 10, Exceptional, (18 reviews)
"Host was super responsive, there was a lot of space in the house and our kids loved it"
United States
Jade D.
The price is HK$1,247
HK$3,286 total
includes taxes & fees
31 Aug - 1 Sept
White Mountains Family Retreat Near Echo Lake & Diana's Bath
Property grounds

11. 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 HK$2,446
HK$5,679 total
includes taxes & fees
30 Aug - 31 Aug
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
Interior

12. 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, (20 reviews)
"Beautiful , clean , secluded Yurt . We truly enjoyed our stay "
United States
Judy S.
The price is HK$863
HK$1,283 total
includes taxes & fees
11 Aug - 12 Aug
Ava Jade yurt nestled in the woods of Brownfield, Maine
Interior

13. Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic as usual, the owners were very helpful/ friendly and brought more wood over when we asked. We love this spot, we will be back again!"
United States
Jennifer D.
The price is HK$1,098
HK$1,471 total
includes taxes & fees
13 Aug - 14 Aug
Rufus III Yurt on the river
Outdoor dining

14. Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is HK$941
HK$1,368 total
includes taxes & fees
11 Aug - 12 Aug
Allie Mae Yurt nestled in the woods
Outdoor dining

15. Mountain Views Moon Cottage

Mountain Views Moon Cottage
Conway
9.6 out of 10, Exceptional, (5 reviews)
"The location, the size of the cottage and the overall vibes are exactly what you're looking for in North Conway. I can't wait to visit again. "
United States
Michael F.
The price is HK$994
HK$3,759 total
includes taxes & fees
7 Sept - 8 Sept
Mountain Views Moon Cottage
Outdoor dining

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

Unique space? Hot tub? King bed? Games Room?
Conway
9.8 out of 10, Exceptional, (34 reviews)
"Property was as advertised, great for families, and in a great location. "
United States
Jack B.
The price is HK$2,352
HK$4,697 total
includes taxes & fees
10 Sept - 11 Sept
Unique space? Hot tub? King bed? Games Room?
Outdoor spa tub

17. Cozy getaway at Attitash Mountain Village

Cozy getaway at Attitash Mountain Village
Bartlett
9.6 out of 10, Exceptional, (29 reviews)
"Great ski condo! Will be back :)"
United States
Kenneth R.
The price is HK$784
HK$1,753 total
includes taxes & fees
16 Aug - 17 Aug
Cozy getaway at Attitash Mountain Village
Interior

18. Hot Tub & Private Beach Access! Conway Home

Hot Tub & Private Beach Access! Conway Home
Conway
10.0 out of 10, Exceptional, (50 reviews)
"Cheryl and Kyle are wonderful hosts. The house is beautiful and very clean. They provided great information about the area with hikes and restaurants nearby! They were so easy to get ahold of when needed. I would 1000% recommend this location and house. Cheryl and Kyle - thank you so much for being so nice and welcoming."
United States
Samantha
Hot Tub & Private Beach Access! Conway Home
Indoor pool, 2 outdoor pools

19. Attitash Mountain Village

Attitash Mountain Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (568 reviews)
"My son loved the pools and hot tubs! Rare to find both indoor and outdoors facilities!"
United States
Ashley
The price is HK$1,326
HK$1,438 total
includes taxes & fees
23 Aug - 24 Aug
Attitash Mountain Village
Interior

20. Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature

Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature
Chatham
9.4 out of 10, Exceptional, (28 reviews)
"Also fun to stay here!"
United States
Kyle P.
The price is HK$706
HK$1,064 total
includes taxes & fees
11 Aug - 12 Aug
Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature
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

Cambria Hotel North Conway

Cambria Hotel North Conway

10/10 Excellent
"All the staff was great!!"
Sandy 3-night trip
Posted 4 hours ago
Cambria Hotel North Conway

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

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?

Perfect Location with Jacuzzi! 10 min. to Storyland, 15 min. to Outlet shopping.: This holiday home rental outside of Madison is located in the mountains, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a library and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Madison?

Expedia has 51 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.