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

Madison Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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

Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
Eidelweiss Village
9.8 out of 10, Exceptional, (56 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 CA $269
CA $626 total
includes taxes & fees
Oct 22 - Oct 23
Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
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

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 CA $237
CA $257 total
includes taxes & fees
Oct 4 - Oct 5
Danforth Bay Camping and RV Resort
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

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (107 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 CA $206
CA $392 total
includes taxes & fees
Oct 14 - Oct 15
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
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!!

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 CA $220
CA $502 total
includes taxes & fees
Nov 2 - Nov 3
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A dining area with a wooden table and chairs, a clock on the wall, and a window with blinds.

5. 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 CA $354
CA $715 total
includes taxes & fees
Oct 4 - Oct 5
Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach
A living room with a sofa, a coffee table, a TV, a kitchen area, and a door leading to another room.

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 CA $75
CA $288 total
includes taxes & fees
Nov 2 - Nov 3
Great Conway Location! Shop Eat Hike Swim
A spacious living room with a high wooden ceiling, a round coffee table, blue armchairs, and a view through a window.

7. 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 CA $178
CA $293 total
includes taxes & fees
Nov 1 - Nov 2
TuckAway Suites at East Branch
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

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 CA $412
CA $949 total
includes taxes & fees
Oct 18 - Oct 19
The Nest at Mountainview Modern Retreat w/Hot Tub Near North Conway
An indoor swimming pool with clear water, wooden deck seating, and large windows providing natural light.

9. Attitash Mountain Village

Attitash Mountain Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (580 reviews)
"Perfect little getaway up north with everything you need on site."
United States
Alexander
The price is CA $180
CA $196 total
includes taxes & fees
Oct 21 - Oct 22
Attitash Mountain Village
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.

10. The in town cabin

The in town cabin
Conway
9.4 out of 10, Exceptional, (36 reviews)
"Great place in a great location!"
United States
Timothy S.
The price is CA $178
CA $302 total
includes taxes & fees
Oct 25 - Oct 26
The in town cabin
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

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Conway
9.8 out of 10, Exceptional, (188 reviews)
"Great place, location."
United States
Jonathan N.
The price is CA $384
CA $741 total
includes taxes & fees
Oct 7 - Oct 8
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
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?

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 CA $426
CA $901 total
includes taxes & fees
Oct 26 - Oct 27
Unique space? Hot tub? King bed? Games Room?
A natural pool with clear water, surrounded by rocks and greenery.

13. Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,901 reviews)
"The place was extremely clean and very nice. We loved it there."
United States
James
The price is CA $156
CA $170 total
includes taxes & fees
Oct 25 - Oct 26
Nordic Village Resort
A hotel room with a bed, a television, a coffee maker, a fireplace, and patterned curtains.

14. White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.4 out of 10, Good, (176 reviews)
"Second time coming here! I love it."
United States
Laura
The price is CA $192
CA $208 total
includes taxes & fees
Oct 12 - Oct 13
White Mountain Cottages
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.

15. 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 CA $391
CA $574 total
includes taxes & fees
Oct 20 - Oct 21
3Bedroom 3rd Floor Vacational rental
A room with a glass table, a patterned armchair, and a view of a river through large sliding glass doors.

16. 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, (121 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 CA $457
CA $823 total
includes taxes & fees
Oct 13 - Oct 14
Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out
A cozy interior of a yurt with a central wood-burning stove, a sofa, and a bed with floral bedding.

17. 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, (23 reviews)
"Great camping experience"
United States
Kathleen
The price is CA $156
CA $233 total
includes taxes & fees
Oct 8 - Oct 9
Ava Jade yurt nestled in the woods of Brownfield, Maine
A cozy living room with a fireplace, leather furniture, and a large TV.

18. 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 CA $262
CA $733 total
includes taxes & fees
Nov 2 - Nov 3
Luxe Lodge in the Woods! With Sauna & Hot tub
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

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 CA $449
CA $1,042 total
includes taxes & fees
Oct 6 - Oct 7
Mtn View | Outdoor hot tub + fireplace | 10+ Guest
A yurt with a wooden porch and two Adirondack chairs, surrounded by a forest.

20. 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 CA $171
CA $248 total
includes taxes & fees
Oct 12 - Oct 13
Allie Mae Yurt nestled in the woods
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

Swiss Chalets Village Inn

Swiss Chalets Village Inn

10/10 Excellent
"Loved the quaintness- it was perfect for me!"
Janine 1-night trip
Posted 1 hour ago
Swiss Chalets Village Inn

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison vacation rentals we have selected for you start as low as CA $170 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 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. 

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.