Holiday Rentals in Madison

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Madison holiday rentals

A modern building with a black exterior and a large glass entrance.

1. Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.4 out of 10, Exceptional, (10 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is €143
includes taxes & fees
21 Nov - 22 Nov
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
A stone fire pit with a red Adirondack chair and a picnic table with a striped umbrella in a grassy outdoor area.

2. Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Madison
10.0 out of 10, Exceptional, (45 reviews)
"Really neat cabin that has been added onto. The backstory was really cool to read. Highly recommend this cabin. Extremely peaceful and private. Highly recommend this host and staying here!"
United States
Blake B.
The price is €293
includes taxes & fees
22 Nov - 23 Nov
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
A modern building with a black exterior, a wooden-framed entrance, and a stone staircase leading up to a glass door.

3. Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Mila was always available when I needed anything. Very flexible and the place was nice."
United States
Donna B.
The price is €127
includes taxes & fees
16 Nov - 17 Nov
Spacious modern living in a quite neighborhood
A wooden kitchen with a large window, a black countertop, and three bar stools.

4. Welcome to "the east Madison chapel"

Welcome to "the east Madison chapel"
Madison
10.0 out of 10, Exceptional, (4 reviews)
"Great for kids. Lots of space. Convenient location. Plenty to do locally or venture out to explore. Recommend renting the golf cart to get back and forth down the camp road to the dock.. water is clear and clean, rock bottom at shore. Fast response from host who lives close by."
United States
Melissa B.
The price is €594
includes taxes & fees
16 Nov - 17 Nov
Welcome to "the east Madison chapel"
A hot tub with a fire pit and chairs in a backyard with tall trees.

5. Dog Friendly, Steps to Lake, Golf, & Theate

Dog Friendly, Steps to Lake, Golf, & Theate
Madison
10.0 out of 10, Exceptional, (1 review)
"The house is really nice convenient local area. We would stay there again when we come into town."
United States
Al Q.
The price is €535
includes taxes & fees
30 Nov - 1 Dec
Dog Friendly, Steps to Lake, Golf, & Theate
A cabin with a deck, a covered outdoor seating area, and a small porch.

6. Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!

Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!
Strong
9.4 out of 10, Exceptional, (150 reviews)
"The host and cabin are exactly what you're looking for when booking a Maine trip! Beautiful location on a quiet lake in the woods with everything you need at camp to make the most of your time. We took a canoe out to the island and was one of the highlights of our trip"
United States
Amanda F.
The price is €126
includes taxes & fees
21 Nov - 22 Nov
Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!
A wooden cabin with a covered porch, a door, and two rocking chairs.

7. Cozy Maine Couples Retreat w/ Wood Stove

Cozy Maine Couples Retreat w/ Wood Stove
3.0 star property
North Anson
The price is €318
includes taxes & fees
16 Nov - 17 Nov
Cozy Maine Couples Retreat w/ Wood Stove
A modern kitchen with a black refrigerator, dark cabinets, and a wooden dining table with a bench.

8. Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smithfield
10.0 out of 10, Exceptional, (4 reviews)
"A lovely spot. It is extremely clean. The hostess has thought of everything! There are plenty of nice towels and facecloths and bedding. The bed is very comfortable. We have enjoyed our stay"
Canada
Sherrie
The price is €125
includes taxes & fees
16 Nov - 17 Nov
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
A spacious living area with a large wooden dining table, a built-in kitchen island, and a view of the outdoors through large windows.

9. A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
New Sharon
10.0 out of 10, Exceptional, (31 reviews)
"Loved the cabin and the view!! Had a great stay, thank you to our host!! Would love to stay again "
United States
Matt W.
The price is €330
includes taxes & fees
16 Nov - 17 Nov
A soul soothing escape. Artistically built and lovingly maintained.
A living room with a sectional sofa, a coffee table, and a patterned rug. There are two paintings on the walls, a lamp, and a potted plant.

10. Cozy House in the heart of Waterville Maine.

Cozy House in the heart of Waterville Maine.
Waterville
9.6 out of 10, Exceptional, (65 reviews)
"Clean and Cozy! Always perfect for our stay "
United States
Rebecca B.
The price is €213
includes taxes & fees
16 Nov - 17 Nov
Cozy House in the heart of Waterville Maine.
A dense forest with tall trees and lush green ferns.

11. Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
The price is €298
includes taxes & fees
21 Nov - 22 Nov
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
A wooden deck with outdoor furniture, a large potted plant, and string lights.

12. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (18 reviews)
"We loved staying at the farm! My kids enjoyed meeting the horse and donkey on property. It was perfect for our family!"
United States
Shana S.
The price is €350
includes taxes & fees
17 Nov - 18 Nov
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
A wooden cabin with a porch, a door, and a green chair.

13. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is €186
includes taxes & fees
16 Nov - 17 Nov
Sister A-Frame in Woods B
A wooden cabin with a covered porch, a door, and two rocking chairs.

14. Cozy Maine Couples Retreat w/ Wood Stove

Cozy Maine Couples Retreat w/ Wood Stove
Embden
10.0 out of 10, Exceptional, (1 review)
"Our stay was one of the best we have experienced. Our host so helpful and went out of his way to make sure our needs were met. The apartment was very clean and comfortable. Outdoors was clean and beautiful with all the fall colors and the sound of the river perfect. We will definitely be back for ski season. Thank you Chris for making our stay one of the best."
United States
Pat M.
The price is €303
includes taxes & fees
16 Nov - 17 Nov
Cozy Maine Couples Retreat w/ Wood Stove
A modern kitchen with dark cabinets, a black refrigerator, and a wooden dining table with bar stools.

15. Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield

Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield
Smithfield
8.0 out of 10, Very good, (1 review)
"Very clean and centrally located for the Belgrade Lakes. Nice people and I will definitely stay again."
United States
Mike F.
The price is €125
includes taxes & fees
16 Nov - 17 Nov
Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield
A wooden cabin with a covered patio, a bench, and a snow-covered ground.

16. Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf

Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (121 reviews)
"We loved staying at this rustic cabin. Very clean and comfortable. Liked the outdoor screened building. Thanks Lois."
United States
Doug D.
The price is €135
includes taxes & fees
16 Nov - 17 Nov
Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

17. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.2 out of 10, Wonderful, (11 reviews)
"Host was very accommodating "
United States
Maureen
The price is €208
includes taxes & fees
23 Nov - 24 Nov
The heart of the Belgrade Lakes
A cozy cabin interior with a wooden floor, a sofa, a table, and a television mounted on the wall.

18. Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
8.6 out of 10, Excellent, (9 reviews)
"The cabin was perfect for our two night stay. It was very clean and it felt just like being at home. Misty was a responsive host and I would definitely rent here again."
United States
Tonilynne D.
The price is €124
includes taxes & fees
19 Nov - 20 Nov
Charming cabin in the birches right on the atv trail!
Property grounds

19. Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (50 reviews)
"Apartment was comfortable and as described. I had a nice stay."
United States
kathy e.
The price is €219
includes taxes & fees
16 Nov - 17 Nov
Central Maine Apartment offering 4 Seasons of Fun.
A hotel room with a large bed, a small table, a wall-mounted heater, and a window with curtains.

20. Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles
Bingham
9.2 out of 10, Wonderful, (26 reviews)
"Very wonderful charming place to stay in the western mountains!"
United States
Eric S.
The price is €139
includes taxes & fees
16 Nov - 17 Nov
Charming renovated Bank building direct access for ATV/ snowmobiles
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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Find out more about Madison

Everything you need to know about Madison holiday rentals

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

Madison holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as €123 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 holiday 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 holiday.

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 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.

What are some of the best holiday rentals that Madison has to offer?

Welcome to "the east Madison chapel": This highly rated holiday home rental in Madison offers a patio and WiFi to help you feel comfortable in your new surroundings.

How many holiday rentals will I find in Madison?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What’s there to see and do in Madison?

While you're exploring the area, Kennebec River and Embden Pond are a couple of picturesque spots to get outside and enjoy nature. Skowhegan State Fairgrounds and University of Maine - Farmington are a couple of places you'll find in the wider area.

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 provide amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.