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Madison Vacation Rentals

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Check prices for these dates

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

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 AED 413
AED 530 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 471
AED 594 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 493
AED 1,217 total
includes taxes & fees
1 Oct - 2 Oct
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 AED 1,469
AED 2,486 total
includes taxes & fees
29 Sep - 30 Sep
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
"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 AED 745
AED 1,821 total
includes taxes & fees
29 Sep - 30 Sep
Dog Friendly, Steps to Lake, Golf, & Theate
A wooden cabin with a porch, outdoor grill, and seating area.

6. Waterfront Maine Getaway: Deck + Fire Pit

Waterfront Maine Getaway: Deck + Fire Pit
3.0 star property
North Anson
The price is AED 823
AED 1,876 total
includes taxes & fees
29 Sep - 30 Sep
Waterfront Maine Getaway: Deck + 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 AED 433
AED 552 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 422
AED 661 total
includes taxes & fees
2 Oct - 3 Oct
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 AED 735
AED 1,181 total
includes taxes & fees
4 Oct - 5 Oct
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 AED 909
AED 1,419 total
includes taxes & fees
9 Oct - 10 Oct
A soul soothing escape. Artistically built and lovingly maintained.
A bench by a calm lake with trees in the background.

11. Waterfront Maine Getaway: Deck + Fire Pit

Waterfront Maine Getaway: Deck + Fire Pit
Embden
The price is AED 639
AED 1,786 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 1,392
AED 3,063 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 511
AED 917 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 331
AED 520 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 443
AED 923 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 675
AED 1,183 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 516
AED 1,083 total
includes taxes & fees
29 Sep - 30 Sep
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
9.0 out of 10, Wonderful, (10 reviews)
"Host was very accommodating "
United States
Maureen
The price is AED 422
AED 841 total
includes taxes & fees
4 Oct - 5 Oct
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 AED 386
AED 889 total
includes taxes & fees
29 Sep - 30 Sep
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 AED 1,377
AED 1,609 total
includes taxes & fees
13 Oct - 14 Oct
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

The Skowhegan By Kasa

The Skowhegan By Kasa

8/10 Good
"The virtual check in can be a drag"
Alfred 1-night trip
Posted less than an hour ago
The Skowhegan By Kasa

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.