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Madison Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Madison holiday rentals

Exterior

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, (6 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is HK$1,059
HK$1,325 total
includes taxes & fees
8 Aug - 9 Aug
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Property grounds

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, (44 reviews)
"Absolute gem with incredible quiet and privacy. It was only a mile from our daughter. House was incredibly well organized and provisioned. Everything imaginable was there!"
United States
Jeffrey K.
The price is HK$1,168
HK$2,906 total
includes taxes & fees
30 Jul - 31 Jul
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Exterior detail

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 HK$1,088
HK$1,356 total
includes taxes & fees
6 Aug - 7 Aug
Spacious modern living in a quite neighborhood
Exterior

Cozy apartment with lake access

Cozy apartment with lake access
Madison
Cozy apartment with lake access
Private kitchen

Welcome to "the east Madison chapel"

Welcome to "the east Madison chapel"
Madison
10.0 out of 10, Exceptional, (1 review)
"The host was very kind and always available for questions. The location was excellent. The property is stunning and my family had a wonderful time playing pool, basketball and other games."
United States
Michele M.
The price is HK$3,136
HK$5,615 total
includes taxes & fees
29 Jul - 30 Jul
Welcome to "the east Madison chapel"
Exterior

Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!

Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!
Bingham
The price is HK$706
HK$2,051 total
includes taxes & fees
12 Aug - 13 Aug
Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!
Interior

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

Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Benton
The price is HK$706
HK$1,111 total
includes taxes & fees
27 Jul - 28 Jul
Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Outdoor dining

Rural Maine cabin near Flagstaff Lake and Sugarloaf

Rural Maine cabin near Flagstaff Lake and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (119 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 HK$823
HK$1,325 total
includes taxes & fees
25 Jul - 26 Jul
Rural Maine cabin near Flagstaff Lake and Sugarloaf
Exterior

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is HK$946
HK$2,048 total
includes taxes & fees
29 Jul - 30 Jul
Sister A-Frame in Woods B
Smart TV

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 Host was great, I highly recommend this spot, everything was super smooth and the cabin was beautiful. "
United States
Jason B.
The price is HK$882
HK$1,346 total
includes taxes & fees
27 Jul - 28 Jul
Charming cabin in the birches right on the atv trail!
Exterior

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, (144 reviews)
"Nice little cottage at a good price, thank you! "
United States
Jacob Z.
The price is HK$1,059
HK$1,325 total
includes taxes & fees
29 Jul - 30 Jul
Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (14 reviews)
"House very clean and convenient location for what we had going on. "
United States
Tammy W.
The price is HK$792
HK$1,667 total
includes taxes & fees
29 Jul - 30 Jul
Discover Oakland charm near Colby College 10 min
Smart TV

Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles
Bingham
9.4 out of 10, Exceptional, (23 reviews)
"Vary nice and convenient place enjoyed the stay"
United States
Dan Y.
The price is HK$727
HK$1,352 total
includes taxes & fees
28 Jul - 29 Jul
Charming renovated Bank building direct access for ATV/ snowmobiles
1 bedroom, WiFi, bed sheets

ON THE GO!

ON THE GO!
Hartland
10.0 out of 10, Exceptional, (3 reviews)
"Host friendly. Great place to stay in the area."
United States
Loretta
ON THE GO!
2 bedrooms, WiFi, bed sheets

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 HK$902
HK$1,837 total
includes taxes & fees
26 Jul - 27 Jul
The heart of the Belgrade Lakes
Paper towels

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, (1 review)
"We had a great weekend stay at this newly built place in Smithfield while attending a swim event with my son at Colby College, which was just a short, easy drive away. Everything was clean and cozy, and the place had everything we needed for a comfortable stay. The host was helpful and highly responsive and recommended a local fishing spot on one of the three lakes right around the property which was very close and a nice way to spend down time. Overall, a solid choice!"
United States
Gustavo C.
The price is HK$1,176
HK$1,453 total
includes taxes & fees
28 Jul - 29 Jul
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Coffee/tea maker, fridge, microwave, oven

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 HK$1,176
HK$1,453 total
includes taxes & fees
23 Jul - 24 Jul
Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield
Exterior

Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature

Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature
Pleasant Ridge Plantation
The price is HK$906
HK$1,158 total
includes taxes & fees
29 Jul - 30 Jul
Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature
Smart TV

Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!
Bingham
10.0 out of 10, Exceptional, (11 reviews)
"Was a very nice place, just as the pictures show, and described."
United States
Christopher T.
The price is HK$1,294
HK$3,351 total
includes taxes & fees
28 Jul - 29 Jul
Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!
Terrace/patio

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
Pittsfield
9.8 out of 10, Exceptional, (6 reviews)
"Great host great stay"
United States
thomas v.
The price is HK$933
HK$1,778 total
includes taxes & fees
23 Jul - 24 Jul
Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
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

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

10/10 Excellent
"Thanks!"
Sean 1-night trip
Posted 4 hours ago
Fireside Inn & Suites Waterville

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
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  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

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 11 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.