Madison Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Madison holiday rentals

Property grounds

Private cabin, 30 acres, close to skiing, snowmobile, ATV, plowed every storm

Private cabin, 30 acres, close to skiing, snowmobile, ATV, plowed every storm
Madison
10.0 out of 10, Exceptional, (42 reviews)
"Everything was amazing"
United States
Antwan B.
The price is HK$1,193
HK$2,873 total
includes taxes & fees
6 Feb - 7 Feb
Private cabin, 30 acres, close to skiing, snowmobile, ATV, plowed every storm
Exterior

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

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.0 out of 10, Wonderful, (4 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is HK$947
HK$1,203 total
includes taxes & fees
2 Feb - 3 Feb
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
1 bedroom, WiFi

Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
The price is HK$1,170
HK$1,445 total
includes taxes & fees
6 Feb - 7 Feb
Spacious modern living in a quite neighborhood
1 bedroom, WiFi, bed sheets

ON THE GO!

ON THE GO!
Hartland
10.0 out of 10, Exceptional, (2 reviews)
"It was a clean and quiet room. The property was also clean and quiet. "
United States
Sarah F.
The price is HK$702
HK$1,275 total
includes taxes & fees
28 Jan - 29 Jan
ON THE GO!
Exterior

The Cabin Skowhegan

The Cabin Skowhegan
Skowhegan
9.8 out of 10, Exceptional, (50 reviews)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
The price is HK$780
HK$1,640 total
includes taxes & fees
9 Feb - 10 Feb
The Cabin Skowhegan
Property grounds

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (43 reviews)
"Great hiking - nice views."
United States
Norbert A.
The price is HK$788
HK$1,878 total
includes taxes & fees
3 Feb - 4 Feb
Central Maine Apartment offering 4 Seasons of Fun.
Terrace/patio

The Cozy Home- New, Comfortable, Centrally located

The Cozy Home- New, Comfortable, Centrally located
Pittsfield
10.0 out of 10, Exceptional, (1 review)
"Great host great stay"
United States
thomas v.
The price is HK$947
HK$1,891 total
includes taxes & fees
28 Jan - 29 Jan
The Cozy Home- New, Comfortable, Centrally located
Outdoor dining

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (110 reviews)
"Awesome, loved this place"
United States
Andrew U.
The price is HK$975
HK$1,504 total
includes taxes & fees
1 Feb - 2 Feb
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Outdoor dining

Minutes to Colby

Minutes to Colby
Waterville
8.8 out of 10, Excellent, (22 reviews)
"Easy check in and spacious apartment. Excellent location- within minutes of Colby and downtown restaurants. Super comfy living room to relax in after a full day of Parents Weekend:"
United States
Jodie M.
The price is HK$850
HK$1,479 total
includes taxes & fees
28 Jan - 29 Jan
Minutes to Colby
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
The price is HK$695
HK$1,973 total
includes taxes & fees
3 Feb - 4 Feb
Discover Oakland charm near Colby College 10 min
2 bedrooms, WiFi, bed sheets

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9 reviews)
"Host was very accommodating "
United States
Maureen
The price is HK$897
HK$1,827 total
includes taxes & fees
16 Feb - 17 Feb
The heart of the Belgrade Lakes
Smart TV

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Bingham
10.0 out of 10, Exceptional, (10 reviews)
"Great location to stay at for whitewater rafting with the family. Property was as described with plenty of space for everyone to relax after being outdoors all day. "
United States
Audra S.
The price is HK$586
HK$2,458 total
includes taxes & fees
28 Jan - 29 Jan
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Exterior

Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (14 reviews)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
The price is HK$1,095
HK$2,400 total
includes taxes & fees
28 Jan - 29 Jan
Angel Mist Retreat Garage Apartment
Exterior

Cozy getaway: farmhouse with wood stove & jacuzzi tub

Cozy getaway: farmhouse with wood stove & jacuzzi tub
Oakland
10.0 out of 10, Exceptional, (8 reviews)
"It was that was said to be The host was very nice and helpful . I enjoyed my stay "
United States
Andrea C.
The price is HK$1,520
HK$2,858 total
includes taxes & fees
31 Jan - 1 Feb
Cozy getaway: farmhouse with wood stove & jacuzzi tub
Interior

Blake's Cabin

Blake's Cabin
Hartland
9.6 out of 10, Exceptional, (25 reviews)
"Clean rooms and beautiful property and lake views. Host was always quick to answer questions. Would definitely stay here again. "
United States
Carmen B.
The price is HK$1,365
HK$2,635 total
includes taxes & fees
28 Jan - 29 Jan
Blake's Cabin
Smart TV

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, (19 reviews)
"Vary nice and convenient place enjoyed the stay"
United States
Dan Y.
The price is HK$702
HK$1,322 total
includes taxes & fees
9 Feb - 10 Feb
Charming renovated Bank building direct access for ATV/ snowmobiles
TV

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Oakland
The price is HK$1,123
HK$2,295 total
includes taxes & fees
28 Jan - 29 Jan
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Property grounds

The Water's Edge | Peaceful Lakeside Cabin

The Water's Edge | Peaceful Lakeside Cabin
Hartland
The price is HK$1,293
HK$3,367 total
includes taxes & fees
28 Jan - 29 Jan
The Water's Edge | Peaceful Lakeside Cabin
Private kitchen

Cozy newly built 1-bedroom apartment in charming Smithfield

Cozy newly built 1-bedroom apartment in charming Smithfield
Smithfield
The price is HK$1,442
HK$2,125 total
includes taxes & fees
10 Feb - 11 Feb
Cozy newly built 1-bedroom apartment in charming Smithfield
Interior

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)
"This is the nicest place we have ever stayed in as a couple. "
United States
Orran K.
The price is HK$1,825
HK$3,068 total
includes taxes & fees
2 Feb - 3 Feb
A soul soothing escape. Artistically built and lovingly maintained.
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

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

10/10 Excellent
"Everything was great! It was too cold to use the amenities, but the room was warm, and the hosts were amazing. "
Kara H. 1-night trip
Posted 2 days ago
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

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?

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach: This highly rated holiday home rental in Madison is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Madison?

With 9 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. University of Maine - Farmington and Colby College 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.