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

Madison Holiday Rentals

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Our top choices for Madison holiday rentals

1. 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 NZ$316
includes taxes & fees
27 Sept - 28 Sept
Danforth Bay Camping and RV Resort

2. White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.4 out of 10, Good, (172 reviews)
"The room itself was very nice. The cabin had a great bed, was roomy and the vaulted ceiling was a nice touch. The bathroom was functional but needs some aesthetic work..."
United States
Robert
The price is NZ$256
includes taxes & fees
22 Sept - 23 Sept
White Mountain Cottages

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

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (105 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 NZ$480
includes taxes & fees
30 Sept - 1 Oct
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

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$1,153
includes taxes & fees
30 Sept - 1 Oct
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

5. 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$588
includes taxes & fees
22 Sept - 23 Sept
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

6. 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, (119 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 NZ$1,009
includes taxes & fees
23 Sept - 24 Sept
Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out

7. 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, (1 review)
"Perfect location for our quick trip! The house was very and clean and cozy set in a nice quiet neighborhood. The kitchen was well equipped with everything you would need and check in and check out process was very easy. Also i was pleased to see a dog runner already on site at both the front and back of the house for our little pup.We made a couple of trips up to North Conway for shopping and dinner and we also explored some of the local hiking trails in the area. The local Tamworth farmer's...
United States
Jonathan C.
The price is NZ$867
includes taxes & fees
22 Sept - 23 Sept
Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach

8. 3Bedroom 3rd Floor Vacational rental

3Bedroom 3rd Floor Vacational rental
Conway
10.0 out of 10, Exceptional, (6 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$630
includes taxes & fees
22 Sept - 23 Sept
3Bedroom 3rd Floor Vacational rental

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

Mtn View | Outdoor hot tub + fireplace | 10+ Guest
Conway
9.6 out of 10, Exceptional, (39 reviews)
"We had a great stay at this property for two nights. The check-in process was seamless, and Jeremy was a great host with excellent communication throughout our stay. The location was perfect, only about a 10-minute drive from North Conway while still being in a nice, quiet area. The house was very clean, spacious, and comfortable. There were six beds available along with large couches, so there was plenty of room for everyone. The hot tub was also a great addition and made the stay even more...
United States
Shane
The price is NZ$999
includes taxes & fees
22 Sept - 23 Sept
Mtn View | Outdoor hot tub + fireplace | 10+ Guest

10. Family Friendly Mountain Retreat

Family Friendly Mountain Retreat
4.0 star property
North Conway
10.0 out of 10, Exceptional, (2 reviews)
"The room was beautiful! Absolutely spotless and had anything we could need. The owner was amazing. Great communication and even checked in throughout our stay! I would definitely love to stay here again! "
United States
Lisa
The price is NZ$796
includes taxes & fees
22 Sept - 23 Sept
Family Friendly Mountain Retreat

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, (186 reviews)
"Great place, location."
United States
Jonathan N.
The price is NZ$891
includes taxes & fees
25 Sept - 26 Sept
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

12. Birchmont Townhouses

Birchmont Townhouses
3.5 star property
North Conway
7.8 out of 10, Good, (15 reviews)
"Stayed here with 3 families of five each. We all had a room next to each other on the strip which made it fun for the little ones to hand out"
United States
Christina
The price is NZ$424
includes taxes & fees
22 Oct - 23 Oct
Birchmont Townhouses

13. 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)
"The house was amazing! Loved the fenced backyard , perfect for our dogs. Movie nights in the basement using the movie screen and projector was awesome! Definitely will book againon a side note if you’re staying here make a point to check out the red stone quarry trail, it won’t disappoint!"
United States
Sherry B.
The price is NZ$1,016
includes taxes & fees
29 Sept - 30 Sept
Unique space? Hot tub? King bed? Games Room?

14. TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (18 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$357
includes taxes & fees
22 Sept - 23 Sept
TuckAway Suites at East Branch

15. 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$901
includes taxes & fees
24 Sept - 25 Sept
Luxe Lodge in the Woods! With Sauna & Hot tub

16. The in town cabin

The in town cabin
Conway
9.4 out of 10, Exceptional, (34 reviews)
"Great place in a great location!"
United States
Timothy S.
The price is NZ$346
includes taxes & fees
22 Sept - 23 Sept
The in town cabin

17. Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,895 reviews)
"Perfect family spot with clean amenities. Our baby just loved the indoor pool."
United States
Sansriti
The price is NZ$256
includes taxes & fees
22 Sept - 23 Sept
Nordic Village Resort

18. 5 minutes to Kancamagus Hwy! Cozy Family Home!

5 minutes to Kancamagus Hwy! Cozy Family Home!
Conway
9.8 out of 10, Exceptional, (21 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 NZ$770
includes taxes & fees
22 Sept - 23 Sept
5 minutes to Kancamagus Hwy! Cozy Family Home!

19. 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, (22 reviews)
"Great camping experience"
United States
Kathleen
The price is NZ$286
includes taxes & fees
22 Sept - 23 Sept
Ava Jade yurt nestled in the woods of Brownfield, Maine

20. Family friendly mountain retreat

Family friendly mountain retreat
North Conway
10.0 out of 10, Exceptional, (18 reviews)
"Very nice - host communication was excellent. Had everything we needed. Excellent location!!!"
United States
Florence H.
The price is NZ$810
includes taxes & fees
21 Oct - 22 Oct
Family friendly mountain 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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Top Madison Hotel Reviews

Find out more about Madison

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Madison holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Madison. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Madison. Seeing all the best attractions is bound to make you fall in love with Madison. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Madison short-term rentals, that won’t be hard to do.

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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 49 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.