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.

$403 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 15 - Oct 16

Total with taxes and fees

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

Conway

John F.

$257 nightly

Oct 15 - Oct 16

Total with taxes and fees

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!!

Freedom

Connie S.

$303 nightly

Nov 1 - Nov 2

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.

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

gautam

$459 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

Conway

Christine W.

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

Settlers Green

Kelly C.

$204 nightly

Oct 29 - Oct 30

Total with taxes and fees

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

Albany

Jillian H.

$681 nightly

Oct 22 - Oct 23

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.

10. TuckAway Suites at East Branch

Intervale

Jenny

$173 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

Conway

Dante R.

$506 nightly

Oct 15 - Oct 16

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

Jack 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

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

14. Attitash Mountain Village

Bartlett

Alexander

$129 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

15. White Mountain Cottages

North Conway

Seamus

$150 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

Conway

Timothy S.

$187 nightly

Oct 20 - Oct 21

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

Pat V.

$533 nightly

Oct 20 - Oct 21

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

$469 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

19. Nordic Village Resort

Jackson

James

$110 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

Brownfield

Kathleen

$150 nightly

Oct 15 - Oct 16

Total with taxes and fees

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Top Madison Hotel Reviews

Christmas Farm Inn and Spa

10/10 Excellent

"Great location and very picturesque."

Grand Summit Hotel at Attitash

10/10 Excellent

"Stayed in one of the suites. Was great for the family. We all enjoyed the use of the hot tubs and heated pool and appreciated the pool towels. Hotel restaurant wasn't open due to renovations, but they did have pastries and coffee out in the lobby which was a nice touch. All of the staff were very helpful and pleasant. Would stay again."

The Green Granite North Conway, an Ascend Collection Hotel

8/10 Good

"The pet friendly aspect of the hotel, will have us coming back more. We had a very spacious room with a walk out balcony which was great for our puppy. Breakfast was ok, a good amount of options for everyone. The location was great! Very central to shopping, restaurants, and an awesome coffee shop!"

North Conway Mountain Inn

8/10 Good

"Check-in time is 3pm and not any earlier, even for platinum members. The guy at the front desk was the Jack-of-all-trades as he was cleaning rooms right up until 3pm. We were there during fall colors season, so the busy time of year. And Asian lady beetle season, too. We shared our room with a few of them."

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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Car rental North Conway

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

8. Great Conway Location! Shop Eat Hike Swim

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

10. TuckAway Suites at East Branch

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

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

13. 3Bedroom 3rd Floor Vacational rental

14. Attitash Mountain Village

15. White Mountain Cottages

16. The in town cabin

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. Nordic Village Resort

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

Find vacation rentals that suit your style

Top Madison Hotel Reviews

Christmas Farm Inn and Spa

Find out more about Madison

Explore a world of travel with Expedia

Frequently asked questions

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