Madison Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Madison holiday rentals

Property grounds
Private cabin on 30 acres, close to skiing, snowmobile & amenities

Cabin in Madison

Private cabin on 30 acres, close to skiing, snowmobile & amenities
10.0 out of 10, Exceptional, (42 reviews)
"Everything was amazing"
United States
Antwan B.
The price is HK$975
HK$2,634 total
includes taxes & fees
25 Jan - 26 Jan
Private cabin on 30 acres, close to skiing, snowmobile & amenities
Exterior
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Holiday Home in Madison

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
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$1,170
HK$1,446 total
includes taxes & fees
1 Feb - 2 Feb
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Outdoor dining
Minutes to Colby

Apartment in Waterville

Minutes to Colby
8.8 out of 10, Excellent, (22 reviews)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
The price is HK$850
HK$1,479 total
includes taxes & fees
19 Jan - 20 Jan
Minutes to Colby
Smart TV
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Holiday Home in Bingham

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
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$702
HK$2,609 total
includes taxes & fees
27 Jan - 28 Jan
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Exterior
The Cabin Skowhegan

Cabin in Skowhegan

The Cabin 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
25 Jan - 26 Jan
The Cabin Skowhegan
Terrace/patio
The Cozy Home- New, Comfortable, Centrally located

Holiday Home in Pittsfield

The Cozy Home- New, Comfortable, Centrally located
2.0 star property
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
19 Jan - 20 Jan
The Cozy Home- New, Comfortable, Centrally located
Exterior
Angel Mist Retreat Garage Apartment

Condo in Pittsfield

Angel Mist Retreat Garage Apartment
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
15 Jan - 16 Jan
Angel Mist Retreat Garage Apartment
1 bedroom, WiFi, bed sheets
ON THE GO!

Apartment in Hartland

ON THE GO!
10.0 out of 10, Exceptional, (1 review)
"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
15 Jan - 16 Jan
ON THE GO!
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

Apartment in Oakland

Central Maine Apartment offering 4 Seasons of Fun.
10.0 out of 10, Exceptional, (43 reviews)
"Great hiking - nice views."
United States
Norbert A.
The price is HK$787
HK$1,878 total
includes taxes & fees
22 Jan - 23 Jan
Central Maine Apartment offering 4 Seasons of Fun.
Outdoor dining
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Cabin in Highland Plantation

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
10.0 out of 10, Exceptional, (109 reviews)
"This is an absolute gem in a wonderful place, we feel lucky we found it."
United States
Andrew U.
The price is HK$897
HK$1,411 total
includes taxes & fees
20 Jan - 21 Jan
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Exterior
Discover Oakland charm near Colby College 10 min

Holiday Home in Oakland

Discover Oakland charm near Colby College 10 min
2.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"New, clean and had everything we needed. "
United States
Lara B.
The price is HK$695
HK$1,964 total
includes taxes & fees
25 Jan - 26 Jan
Discover Oakland charm near Colby College 10 min
Smart TV
Charming renovated Bank building direct access for ATV/ snowmobiles

Holiday Home in Bingham

Charming renovated Bank building direct access for ATV/ snowmobiles
9.2 out of 10, Wonderful, (19 reviews)
"Vary nice and convenient place enjoyed the stay"
United States
Dan Y.
The price is HK$780
HK$1,406 total
includes taxes & fees
1 Feb - 2 Feb
Charming renovated Bank building direct access for ATV/ snowmobiles
Interior
Blake's Cabin

Cabin in Hartland

Blake's Cabin
9.6 out of 10, Exceptional, (24 reviews)
"It was great that they were able to accomodate my last minute check in."
United States
Keelan I.
The price is HK$1,364
HK$2,651 total
includes taxes & fees
16 Jan - 17 Jan
Blake's Cabin
Exterior
Cozy getaway: farmhouse with wood stove & jacuzzi tub

Holiday Home in Oakland

Cozy getaway: farmhouse with wood stove & jacuzzi tub
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$1,677
HK$3,055 total
includes taxes & fees
8 Feb - 9 Feb
Cozy getaway: farmhouse with wood stove & jacuzzi tub
2 bedrooms, WiFi, bed sheets
The heart of the Belgrade Lakes

Apartment in Oakland

The heart of the Belgrade Lakes
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
1 Feb - 2 Feb
The heart of the Belgrade Lakes
Dining
Lakefront, Stunning Home only 30 min to Sugarloaf!

Holiday Home in Strong

Lakefront, Stunning Home only 30 min to Sugarloaf!
10.0 out of 10, Exceptional, (37 reviews)
"The house was very comfortable. Grass and lake well maintained. Plenty of towels and the whirlpool bath was very a nice bonus. Kayaks were fun. "
United States
Stephanie A.
The price is HK$1,341
HK$3,366 total
includes taxes & fees
15 Jan - 16 Jan
Lakefront, Stunning Home only 30 min to Sugarloaf!
Property grounds
The Water's Edge | Peaceful Lakeside Cabin

Cabin in Hartland

The Water's Edge | Peaceful Lakeside Cabin
The price is HK$1,293
HK$3,352 total
includes taxes & fees
15 Jan - 16 Jan
The Water's Edge | Peaceful Lakeside Cabin
Interior
A soul soothing escape. Artistically built and lovingly maintained.

Holiday Home in New Sharon

A soul soothing escape. Artistically built and lovingly maintained.
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$1,859
HK$3,115 total
includes taxes & fees
16 Jan - 17 Jan
A soul soothing escape. Artistically built and lovingly maintained.
TV
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

Cabin in Oakland

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
The price is HK$1,123
HK$2,295 total
includes taxes & fees
15 Jan - 16 Jan
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Property grounds
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Apartment in Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
The price is HK$1,559
HK$3,119 total
includes taxes & fees
20 Jan - 21 Jan
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
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
"Nice hotel "
Gary 1-night trip
Posted 1 day 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
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • 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.