Madison Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Madison

Fridge, microwave, oven, stovetop
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Madison
9.6 out of 10, Exceptional, (72)
"A lovely stay as always. Beautiful lake and cozy camp. The sunrise is my favorite. "
United States
Joy S.
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach
Fridge, microwave, oven, stovetop
Private cabin on 30 acres, close to skiing, snowmobile & amenities

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

Madison
10.0 out of 10, Exceptional, (41)
"The cabin amd property were fantastic! Secluded location, loved the fire pit. Great central location for out door activities. "
United States
Susan Appt E.
The price is HK$972
HK$2,645 total
includes taxes & fees
2 Dec - 3 Dec
Private cabin on 30 acres, close to skiing, snowmobile & amenities
Property grounds
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

Madison
8.6 out of 10, Excellent, (13)
"We’re here for a horse show at the state fairgrounds and this place was just right for our needs."
United States
Kimberly G.
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater
Exterior detail
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)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is HK$875
HK$1,123 total
includes taxes & fees
29 Nov - 30 Nov
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Fridge, oven, stovetop, dishwasher
Classy AF Home Steps from Colby and Trails

Classy AF Home Steps from Colby and Trails

Oakland
10.0 out of 10, Exceptional, (48)
"Clean, comfortable and incredibly close to campus for a college visit."
United States
Patricia R.
Classy AF Home Steps from Colby and Trails
Exterior
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Strong
9.4 out of 10, Exceptional, (137)
"Very relaxing!"
United States
Bradford B.
The price is HK$700
HK$933 total
includes taxes & fees
30 Nov - 1 Dec
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.
Fridge, microwave, oven, stovetop
Large Secluded Cabin on the Lake - Now booking 2+ night stays

Large Secluded Cabin on the Lake - Now booking 2+ night stays

Smithfield
10.0 out of 10, Exceptional, (66)
"Great vacation with 3 generations of our family. House was beautiful, lake clean with great swimming and fishing. Hope to return for years to come. "
United States
David M.
Large Secluded Cabin on the Lake - Now booking 2+ night stays
Property grounds
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, (106)
"Great place, just what we needed, and great hosts."
United States
Michael S.
The price is HK$778
HK$1,272 total
includes taxes & fees
1 Dec - 2 Dec
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Terrace/patio
The Cabin Skowhegan

The Cabin Skowhegan

Skowhegan
9.8 out of 10, Exceptional, (50)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
The price is HK$778
HK$1,636 total
includes taxes & fees
30 Nov - 1 Dec
The Cabin Skowhegan
Interior
Lakefront, Stunning Home only 30 min to Sugarloaf!

Lakefront, Stunning Home only 30 min to Sugarloaf!

Strong
10.0 out of 10, Exceptional, (37)
"Jeff and Jess’ lakefront home made for a perfect retreat to relax and take in the peace of the lake and loons. Comfortable bed, nice and clean with everything you need to enjoy yourself. Great communication with the owners throughout the process. Hard to pack our bags and say goodbye. Looking forward to returning."
United States
Brian B.
Lakefront, Stunning Home only 30 min to Sugarloaf!
Interior
NEW! Long Pond Lake View Getaway w/HOT TUB, ME

NEW! Long Pond Lake View Getaway w/HOT TUB, ME

Mount Vernon
10.0 out of 10, Exceptional, (2)
"This house was absolutely stunning! Had absolutely everything that you needed the house offered everything that one would need and plenty of space for everybody! The game room was so fun! The hot tub was a great bonus! Everyone had an amazing time while staying."
United States
Rachael L.
NEW! Long Pond Lake View Getaway w/HOT TUB, ME
Exterior
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Oakland
10.0 out of 10, Exceptional, (8)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is HK$938
HK$1,777 total
includes taxes & fees
1 Dec - 2 Dec
Sister A-Frame in Woods B
Interior
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)
"Great place for an old bank. Only down side was no electrical outlets in the bathroom or toilet closet. Very convenient location for our needs"
United States
David H.
Charming renovated Bank building direct access for ATV/ snowmobiles
Outdoor dining
Cozy Long Pond Cottage: private mooring & shared dock

Cozy Long Pond Cottage: private mooring & shared dock

Rome
9.8 out of 10, Exceptional, (20)
"We had a great time kayaking on the lake and enjoying the beach. The house had plenty of room to get together with family for dinners. The house is well equipped and very comfortable."
United States
Jim U.
Cozy Long Pond Cottage: private mooring & shared dock
Property grounds
Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

Kingfield
9.6 out of 10, Exceptional, (53)
"Fantastic place"
United States
Andrew M.
Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways
Fridge, microwave, oven, stovetop
Lakefront cabin on North Pond with private beach

Lakefront cabin on North Pond with private beach

Smithfield
9.6 out of 10, Exceptional, (7)
"We came to Maine to relax and decompress. This spot was perfect for that The quiet was just what we needed and the property was clean, spacious and comfortable."
United States
Michael C.
Lakefront cabin on North Pond with private beach
5 bedrooms, iron/ironing board, WiFi
Carrabassett River Retreat

Carrabassett River Retreat

Kingfield
10.0 out of 10, Exceptional, (4)
"Cozy, comfortable, easy access to huts-and-trails and Sugarloaf. Beautiful property. Excellent host."
United States
Cathy E.
Carrabassett River Retreat
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)
"The place was clean, very spacious and comfortable. Having the laundry was helpful, so I didn’t have to worry about doing laundry when I got home late (also, I spilled coffee on the way there, so I’m glad the stain was gone)."
United States
Keeko
The price is HK$817
HK$1,916 total
includes taxes & fees
30 Nov - 1 Dec
Central Maine Apartment offering 4 Seasons of Fun.
Interior
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Oakland
9.2 out of 10, Wonderful, (26)
"Adorable cabin well stocked with plenty of space. Beautiful view! Nice and Clean. Needed help with the door lock and they were quick to respond and help. "
United States
Angela
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
Property grounds
Pine Tree Trail Lodge

Pine Tree Trail Lodge

2.0 star property
Pittsfield
The price is HK$1,267
HK$2,291 total
includes taxes & fees
29 Nov - 30 Nov
Pine Tree Trail Lodge
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

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

10/10 Excellent
"This place was amazing!! It was the pure definition of Maine. And that’s coming from someone that lives in a village/town in Maine"
J 1-night trip
Posted 1 day ago
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

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. 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.