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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 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, (9 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is CA $160
CA $205 total
includes taxes & fees
Oct 12 - Oct 13
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
A modern building with a black exterior, a wooden-framed entrance, and a stone staircase leading up to a glass door.

2. 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 CA $182
CA $229 total
includes taxes & fees
Oct 5 - Oct 6
Spacious modern living in a quite neighborhood
A stone fire pit with a red Adirondack chair and a picnic table with a striped umbrella in a grassy outdoor area.

3. 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
9.8 out of 10, Exceptional, (46 reviews)
"Great experience"
United States
Chase D.
The price is CA $190
CA $500 total
includes taxes & fees
Oct 1 - Oct 2
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
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, (3 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 CA $568
CA $1,016 total
includes taxes & fees
Oct 1 - Oct 2
Welcome to "the east Madison chapel"
A laundry room with a washing machine, dryer, and vacuum cleaner.

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 CA $322
CA $786 total
includes taxes & fees
Oct 20 - Oct 21
Dog Friendly, Steps to Lake, Golf, & Theate
A bench by a calm lake with trees in the background.

6. Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit

Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit
3.0 star property
North Anson
The price is CA $318
CA $725 total
includes taxes & fees
Oct 1 - Oct 2
Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit
A cabin with a deck, a covered outdoor seating area, and a small porch.

7. 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, (149 reviews)
"Amazing host. Very nice place and very accommodating!!"
United States
Lilly B.
The price is CA $169
CA $215 total
includes taxes & fees
Oct 1 - Oct 2
Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!
A wooden cabin with a dining area and a window overlooking a forest.

8. 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)
"This was such a great stay for a friend and I who were visiting sugarloaf over the weekend. Highly recommend, the absolute sweetest hosts. Thank you for having us, will stay again!"
United States
Ryan Y.
The price is CA $163
CA $255 total
includes taxes & fees
Oct 2 - Oct 3
Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
A dense forest with tall trees and lush green ferns.

9. Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
The price is CA $284
CA $484 total
includes taxes & fees
Oct 7 - Oct 8
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
A spacious living area with a large wooden dining table, a built-in kitchen island, and a view of the outdoors through large windows.

10. 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, (30 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 CA $351
CA $582 total
includes taxes & fees
Oct 9 - Oct 10
A soul soothing escape. Artistically built and lovingly maintained.
A tranquil lakeside setting with a bench and a picnic table under a large tree.

11. Waterfront Maine Getaway: Deck + Fire Pit

Waterfront Maine Getaway: Deck + Fire Pit
Embden
The price is CA $247
CA $732 total
includes taxes & fees
Oct 1 - Oct 2
Waterfront Maine Getaway: Deck + Fire Pit
A two-story house with a balcony, surrounded by trees and a grassy yard.

12. Stunning Lakefront Retreat set on a Private point on North Pond, 9 acres w/beach

Stunning Lakefront Retreat set on a Private point on North Pond, 9 acres w/beach
Smithfield
10.0 out of 10, Exceptional, (3 reviews)
"Best vacation home ever!!! Host, property, and home met all of our families expections. Just perfect !"
United States
Dianne S.
The price is CA $538
CA $1,253 total
includes taxes & fees
Oct 3 - Oct 4
Stunning Lakefront Retreat set on a Private point on North Pond, 9 acres w/beach
A single-story house with a gray siding exterior, a white front door, and two flower planters on either side of the entrance.

13. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (18 reviews)
"Great communication. The location was excellent for a few day trips. Very clean and well maintained. Would definitely stay here again if in the area."
United States
Patricia
The price is CA $193
CA $359 total
includes taxes & fees
Oct 30 - Oct 31
Discover Oakland charm near Colby College 10 min
A modern RV kitchen with a built-in stove, sink, and refrigerator, a seating area, and a large window.

14. Fabulous 3-bedroom RV with direct access to the Sebasticook River!

Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Benton
9.6 out of 10, Exceptional, (5 reviews)
The price is CA $109
CA $181 total
includes taxes & fees
Oct 27 - Oct 28
Fabulous 3-bedroom RV with direct access to the Sebasticook River!
A wooden cabin with a porch, a door, and a green chair.

15. 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 CA $190
CA $390 total
includes taxes & fees
Oct 29 - Oct 30
Sister A-Frame in Woods B
A wooden deck with outdoor furniture, a large potted plant, and string lights.

16. 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, (17 reviews)
"Kathleen was a wonderful host. My family and I found the property welcoming and relaxing. Great place to stay if you are looking for a laid back atmosphere and peaceful time in the country."
United States
Jared
The price is CA $291
CA $508 total
includes taxes & fees
Oct 18 - Oct 19
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
A large, red, two-story house with a balcony and a tower, surrounded by a fence and trees.

17. Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (15 reviews)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
The price is CA $199
CA $442 total
includes taxes & fees
Oct 2 - Oct 3
Angel Mist Retreat Garage Apartment
A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

18. 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 CA $163
CA $333 total
includes taxes & fees
Oct 4 - Oct 5
The heart of the Belgrade Lakes
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, (49 reviews)
"Apartment was comfortable and as described. I had a nice stay."
United States
kathy e.
The price is CA $149
CA $354 total
includes taxes & fees
Oct 1 - Oct 2
Central Maine Apartment offering 4 Seasons of Fun.
A wooden deck with wicker furniture, a television, and a view of a deck area with outdoor furniture.

20. Loon Lodge on Locke Pond: Relax, Recharge and Explore

Loon Lodge on Locke Pond: Relax, Recharge and Explore
Chesterville
10.0 out of 10, Exceptional, (2 reviews)
"L’emplacement est parfait beaucoup de belle commodité intérieur et extérieur. Petit point négatif les lits ne sont pas faites et et doit les laver avant de partir."
Canada
Anny
The price is CA $532
CA $657 total
includes taxes & fees
Oct 13 - Oct 14
Loon Lodge on Locke Pond: Relax, Recharge and Explore
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

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 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, we have vacation rentals near the most popular sights in Madison, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Madison has to offer?

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

How many vacation rentals will I find in Madison?

With 10 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Madison. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.