Madison Vacation Rentals from $119: Search Short-Term Rentals

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Our top choices for Madison vacation 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

Eidelweiss Village

Charles B.

$405 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

Freedom

Jacqui

$167 nightly

Oct 13 - Oct 14

Total with taxes and fees

A log cabin with a wooden deck and a staircase leading to a porch.

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

Conway

John F.

$257 nightly

Oct 14 - Oct 15

Total with taxes and fees

A cabin with a view of a lake and forest.

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

Freedom

Connie S.

$320 nightly

Nov 4 - Nov 5

Total with taxes and fees

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!

Conway

Michael I.

$666 nightly

Oct 14 - Oct 15

Total with taxes and fees

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

Tamworth

"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...

Jonathan C.

$461 nightly

Oct 7 - Oct 8

Total with taxes and fees

A living room with a sofa, a coffee table, a TV, a kitchen area, and a door leading to another room.

7. Great Conway Location! Shop Eat Hike Swim

Settlers Green

Kelly C.

$204 nightly

Oct 27 - Oct 28

Total with taxes and fees

A two-story wooden cabin with a hot tub, outdoor seating, and string lights.

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

Conway

Christine W.

$624 nightly

Oct 18 - Oct 19

Total with taxes and fees

A spacious living room with a high wooden ceiling, a round coffee table, blue armchairs, and a view through a window.

9. TuckAway Suites at East Branch

Intervale

Jenny

$186 nightly

Nov 3 - Nov 4

Total with taxes and fees

A hot tub in front of a wooden cabin with a deck, surrounded by trees.

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

Albany

Jillian H.

$681 nightly

Oct 22 - Oct 23

Total with taxes and fees

An indoor swimming pool with clear water, wooden deck seating, and large windows providing natural light.

11. Attitash Mountain Village

Bartlett

Alexander

$129 nightly

Nov 1 - Nov 2

Total with taxes and fees

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?

Conway

Sherry B.

$585 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

Conway

Neil M.

$341 nightly

Oct 19 - Oct 20

Total with taxes and fees

A small attic bedroom with a sloped ceiling, a skylight, a bunk bed, and a wooden ladder.

14. The in town cabin

Conway

Timothy S.

$199 nightly

Oct 20 - Oct 21

Total with taxes and fees

A hot tub with green lighting, surrounded by a deck with a railing.

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

Conway

Dante R.

$480 nightly

Oct 7 - Oct 8

Total with taxes and fees

A hotel room with a bed, a television, a coffee maker, a fireplace, and patterned curtains.

16. White Mountain Cottages

North Conway

Laura

$150 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

Conway

Jason R.

$533 nightly

Oct 13 - Oct 14

Total with taxes and fees

A cozy living room with a fireplace, leather furniture, and a large TV.

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

Conway

Anonymous traveler

$466 nightly

Oct 27 - Oct 28

Total with taxes and fees

A spacious kitchen with a large island, a dining area with a view, and a fireplace.

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

Conway

"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...

Shane

$734 nightly

Oct 14 - Oct 15

Total with taxes and fees

A natural pool with clear water, surrounded by rocks and greenery.

20. Nordic Village Resort

Jackson

James

$110 nightly

Oct 25 - Oct 26

Total with taxes and fees

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Top Madison Hotel Reviews

Purity Spring Resort

10/10 Excellent

"Standout is the pool - I saw it online and hoped it was truly a lap pool and it is. Room was large and while not renovated in a while, it had everything for a very comfortable stay."

Cambria Hotel North Conway

8/10 Good

"The hotel is very new and clean. Front desk check in was very professional and polite. I originally booked two nights but didn't realize how expensive the second night was so I tried to cancel but had to go through hotels.com. Thankfully they worked with hotels.com to waive the cancellation fee for the second night--that alone is what brings this up to 4 stars. Hotel was lacking a true sense of hospitality that I would expect for the rate and perceived caliber of the establishment. -Breakfast was a bit confusing. They give a voucher for each guest. We went downstairs around 7:30 am and since no one greeted us in the "restaurant," (it was more a of a dining room next to the bar) we spotted a buffet in the lobby that we helped ourselves to, only to realize it was for a tour bus group. That was mildly embarrassing but the person who was running the "restaurant" was very gracious and said we were fine to do that instead of ordering with her. Everyone was kind but it just felt disorganized administratively."

Colonial Motel

10/10 Excellent

"This was our first time at the Colonial Motel. The room was not only clean it smelt clean upon entering. The bathroom was immaculate and there were plenty of towels. When comparing the room to a larger hotel the rooms would be considered small but plenty spacious enough for a one or two night stay. Every Fall we venture up to North Conway for the foliage. We will return to this Motel in the future."

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation 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 low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $119 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in Madison?

Yes, you can find vacation rentals close to popular points of interest in Madison, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Madison has to offer?

2 mi to downtown North Conway. Gameroom. Close to Echo Lake, Storyland, Aquarium: This vacation home near Madison is located near skiing and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Madison?

Expedia has 50 vacation 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 vacation rental in Madison like?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.

Madison Vacation Rentals

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Check prices for these dates

Our top choices for Madison vacation rentals

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

2. Danforth Bay Camping and RV Resort

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

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

5. 4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

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

7. Great Conway Location! Shop Eat Hike Swim

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

9. TuckAway Suites at East Branch

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

11. Attitash Mountain Village

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

13. 3Bedroom 3rd Floor Vacational rental

14. The in town cabin

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

16. White Mountain Cottages

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

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

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

20. Nordic Village Resort

Find vacation rentals that suit your style

Top Madison Hotel Reviews

Purity Spring Resort

Find out more about Madison

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