Madison Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Madison vacation rentals

A lakeside cabin with a fire pit, outdoor seating, and a boat dock.

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 CA $251
CA $569 total
includes taxes & fees
Nov 9 - Nov 10
Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
A wooden cabin interior with a dining table, sofa, and a TV mounted on the wall.

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 CA $195
CA $362 total
includes taxes & fees
Nov 15 - Nov 16
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
A deck with a view of a frozen lake and surrounding trees.

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 CA $122
CA $355 total
includes taxes & fees
Nov 30 - Dec 1
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A fire pit surrounded by Adirondack chairs in a gravel area with trees and a building in the background.

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 CA $306
CA $810 total
includes taxes & fees
Nov 12 - Nov 13
4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!
A cozy living room with a large flat-screen TV, wooden ceiling beams, a leather sofa, and a dining area with a table and chairs.

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 CA $259
CA $623 total
includes taxes & fees
Nov 16 - Nov 17
Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
A hot tub in front of a wooden cabin with a deck, surrounded by trees.

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 CA $328
CA $940 total
includes taxes & fees
Nov 21 - Nov 22
Secluded White Mtns Retreat • Hot Tub • Sleeps 10 • Pet Friendly
A triangular wooden cabin with a hot tub, wicker furniture, and a deck.

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 CA $279
CA $628 total
includes taxes & fees
Nov 15 - Nov 16
Cozy & Modern A-Frame in the woods w/HOT TUB
A cabin with a wooden exterior, a porch, and a deck, surrounded by dense forest.

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 CA $348
CA $699 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach
A two-story wooden cabin with a hot tub, outdoor seating, and string lights.

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 CA $406
CA $902 total
includes taxes & fees
Nov 23 - Nov 24
The Nest at Mountainview Modern Retreat w/Hot Tub Near North Conway
A hotel room with a bed, a television, a coffee maker, a fireplace, and patterned curtains.

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 CA $130
CA $141 total
includes taxes & fees
Nov 12 - Nov 13
White Mountain Cottages
A backyard with a hot tub, outdoor seating, a fire pit, and a barbecue grill.

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 CA $430
CA $856 total
includes taxes & fees
Nov 24 - Nov 25
Unique space? Hot tub? King bed? Games Room?
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.

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 CA $347
CA $492 total
includes taxes & fees
Nov 8 - Nov 9
3Bedroom 3rd Floor Vacational rental
A hot tub with green lighting, surrounded by a deck with a railing.

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 CA $378
CA $709 total
includes taxes & fees
Nov 9 - Nov 10
Couples Villa Retreat w 90” Sony OLED 4KTV Pool table New Jacuzzi Spa & Game RM
A sign for 'Beside The River Vacation Rental Home' in Conway, NH, featuring a moose graphic.

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 CA $501
CA $873 total
includes taxes & fees
Nov 8 - Nov 9
Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out
A spacious kitchen with a large island, a dining area with a view, and a fireplace.

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 CA $249
CA $748 total
includes taxes & fees
Nov 8 - Nov 9
Mtn View | Outdoor hot tub + fireplace | 10+ Guest
A living room with a sofa, a coffee table, a TV, a kitchen area, and a door leading to another room.

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 CA $111
CA $298 total
includes taxes & fees
Nov 29 - Nov 30
Sleeps 4 • 1BR • Conway • Walk to Settlers Green
A spacious living room with a high wooden ceiling, a round coffee table, blue armchairs, and a view through a window.

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 CA $138
CA $248 total
includes taxes & fees
Nov 15 - Nov 16
TuckAway Suites at East Branch
A two-story building with a red roof and white walls, surrounded by snow-covered trees and a mountain in the background.

18. Attitash Village

Attitash Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (595 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 CA $172
CA $186 total
includes taxes & fees
Nov 8 - Nov 9
Attitash Village
A modern kitchen with grey cabinets, stainless steel appliances, and a wooden dining area with bar stools.

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 CA $265
CA $705 total
includes taxes & fees
Nov 8 - Nov 9
Luxe Lodge in the Woods! With Sauna & Hot tub
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.

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 CA $157
CA $265 total
includes taxes & fees
Nov 12 - Nov 13
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.
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Top Madison Hotel Reviews

View from property
Snowvillage Inn

Snowvillage Inn

Snowvillage Inn
Eaton Center

10/10 Excellent

Beautiful rustic b&b. Will go back!
Canada
Patrick
Reviewed October 19, 2024
Snowvillage 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 $110 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.