Madison Holiday Rentals

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Our top choices for Madison holiday rentals

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 NZ$710
includes taxes & fees
9 Nov - 10 Nov
Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland

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

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (109 reviews)
"Quiet and cozy. Right off the Kamcam"
United States
alan
The price is NZ$434
includes taxes & fees
16 Nov - 17 Nov
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

3. 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 NZ$450
includes taxes & fees
17 Nov - 18 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

4. 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 NZ$1,022
includes taxes & fees
12 Nov - 13 Nov
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

5. Hot Tub,King Bed,Dogs w/Pequawket Beach Access!

Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
Conway
9.6 out of 10, Exceptional, (4 reviews)
"The house was clean and well taken care of all around."
United States
Jeffrey C.
The price is NZ$788
includes taxes & fees
16 Nov - 17 Nov
Hot Tub,King Bed,Dogs w/Pequawket Beach Access!

6. 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.
The price is NZ$1,173
includes taxes & fees
21 Nov - 22 Nov
Secluded White Mtns Retreat • Hot Tub • Sleeps 10 • Pet Friendly

7. Cozy & Modern A-Frame in the woods w/HOT TUB

Cozy & Modern A-Frame in the woods w/HOT TUB
Tamworth
10.0 out of 10, Exceptional, (1 review)
"We were in Tamworth for a family reunion. The house was perfect 10 minutes from our location. An incredible view right around the corner that was just spectacular. The amenities in the house were perfect and enjoyable cozy place to stay with beautiful views."
United States
Evelyn
The price is NZ$830
includes taxes & fees
9 Nov - 10 Nov
Cozy & Modern A-Frame in the woods w/HOT TUB

8. 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, (3 reviews)
"Easy process, nice stay."
United States
Robert H.
The price is NZ$880
includes taxes & fees
8 Nov - 9 Nov
Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach

9. 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 NZ$1,131
includes taxes & fees
23 Nov - 24 Nov
The Nest at Mountainview Modern Retreat w/Hot Tub Near North Conway

10. White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.4 out of 10, Good, (198 reviews)
"Nice place, cozzy, definitely a lovely place to stay."
United States
Cindy
The price is NZ$180
includes taxes & fees
22 Nov - 23 Nov
White Mountain Cottages

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

Unique space? Hot tub? King bed? Games Room?
Conway
9.8 out of 10, Exceptional, (37 reviews)
"Property was as advertised, great for families, and in a great location. "
United States
Jack B.
The price is NZ$1,070
includes taxes & fees
15 Nov - 16 Nov
Unique space? Hot tub? King bed? Games Room?

12. 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 NZ$595
includes taxes & fees
19 Nov - 20 Nov
3Bedroom 3rd Floor Vacational rental

13. Couples Villa Retreat w 90” Sony OLED 4KTV Pool table New Jacuzzi Spa & Game RM

Couples Villa Retreat w 90” Sony OLED 4KTV Pool table New Jacuzzi Spa & Game RM
Conway
9.8 out of 10, Exceptional, (195 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 NZ$953
includes taxes & fees
26 Nov - 27 Nov
Couples Villa Retreat w 90” Sony OLED 4KTV Pool table New Jacuzzi Spa & Game RM

14. 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, (124 reviews)
"Very nice property has everything you need for a great vacation."
United States
Pat V.
The price is NZ$1,058
includes taxes & fees
8 Nov - 9 Nov
Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out

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

Mtn View | Outdoor hot tub + fireplace | 10+ Guest
Conway
9.6 out of 10, Exceptional, (40 reviews)
"Fit seven of us comfortably. Centrally located to everything in downtown North Conway. Hot tub is a nice bonus"
United States
Erin B.
The price is NZ$939
includes taxes & fees
8 Nov - 9 Nov
Mtn View | Outdoor hot tub + fireplace | 10+ Guest

16. Sleeps 4 • 1BR • Conway • Walk to Settlers Green

Sleeps 4 • 1BR • Conway • Walk to Settlers Green
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 NZ$383
includes taxes & fees
9 Nov - 10 Nov
Sleeps 4 • 1BR • Conway • Walk to Settlers Green

17. TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (21 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 NZ$288
includes taxes & fees
9 Nov - 10 Nov
TuckAway Suites at East Branch

18. Attitash Village

Attitash Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (594 reviews)
"We had a great time - loved the fireplace in the room- place was clean. The sauna was a bonus at the pool- Close to North Conway (for shopping) and about an hour from Lincoln (the flume). Matty B restaurant on the property has great pizza"
United States
Laura
The price is NZ$249
includes taxes & fees
8 Nov - 9 Nov
Attitash Village

19. 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 NZ$888
includes taxes & fees
9 Nov - 10 Nov
Luxe Lodge in the Woods! With Sauna & Hot tub

20. The in town cabin

The in town cabin
Conway
9.4 out of 10, Exceptional, (40 reviews)
"Great place in a great location!"
United States
Timothy S.
The price is NZ$338
includes taxes & fees
11 Nov - 12 Nov
The in town cabin
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.

Find holiday rentals that suit your style

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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, 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 NZ$179 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.

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