Holiday Homes in Madison

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Madison

Our top choices for Madison holiday homes

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

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

10.0 out of 10, Exceptional, (2)
"The property was very clean & in a quiet area. Very comfortable & inviting."
The price is AU$293
includes taxes & fees
15 Sept - 16 Sept
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Family, Friends and Fun for all
Fridge, microwave, oven, stovetop

Family, Friends and Fun for all

2.0 star property
9.6 out of 10, Exceptional, (7)
"The property was very nice. Lots of rooms, fun environment, prompt communication. Worked great for our group."
The price is AU$609
includes taxes & fees
24 Aug - 25 Aug
Family, Friends and Fun for all
Sister A-Frame in Woods B
Exterior

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (3)
"Great stay. Would stay here again if in the area."
The price is AU$360
includes taxes & fees
25 Aug - 26 Aug
Sister A-Frame in Woods B
Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan
1 bedroom, WiFi, bed sheets

Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan

8.0 out of 10, Very good, (1)
The price is AU$282
includes taxes & fees
3 Sept - 4 Sept
Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan
Charming renovated Bank building direct access for ATV/ snowmobiles
Interior

Charming renovated Bank building direct access for ATV/ snowmobiles

9.0 out of 10, Wonderful, (14)
"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"
The price is AU$266
includes taxes & fees
25 Aug - 26 Aug
Charming renovated Bank building direct access for ATV/ snowmobiles
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Fridge, microwave, stovetop, coffee/tea maker

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

The price is AU$490
includes taxes & fees
30 Aug - 31 Aug
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Interior

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

10.0 out of 10, Exceptional, (8)
"Was a very nice place, just as the pictures show, and described."
The price is AU$518
includes taxes & fees
16 Sept - 17 Sept
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Interior

Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly

10.0 out of 10, Exceptional, (2)
"This is the PERFECT place to truly disconnect and relax! The house is clean, spacious, and has everything you need! Being steps away from the lake was very convenient and having the kayaks available for use was awesome. Being able to wake up to a sunrise, and hang in the porch watching the sunset was amazing. "
The price is AU$690
includes taxes & fees
21 Sept - 22 Sept
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Smart TV, books

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

The price is AU$551
includes taxes & fees
3 Sept - 4 Sept
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Charming Guest House on Farm - Near lakes and trails
TV

Charming Guest House on Farm - Near lakes and trails

10.0 out of 10, Exceptional, (4)
"Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! "
The price is AU$540
includes taxes & fees
2 Sept - 3 Sept
Charming Guest House on Farm - Near lakes and trails
A soul soothing escape. Artistically built and lovingly maintained.
Exterior

A soul soothing escape. Artistically built and lovingly maintained.

10.0 out of 10, Exceptional, (29)
"We loved the property. The Views are great and it is very comfortable and quiet. I would highly recommend staying here."
The price is AU$656
includes taxes & fees
1 Sept - 2 Sept
A soul soothing escape. Artistically built and lovingly maintained.
Lakefront, Stunning Home only 30 min to Sugarloaf!
Interior

Lakefront, Stunning Home only 30 min to Sugarloaf!

10.0 out of 10, Exceptional, (33)
"Don’t hesitate to book here .Great place .Clean and stunning lake frontage .Great hosts . "
The price is AU$1,060
includes taxes & fees
1 Sept - 2 Sept
Lakefront, Stunning Home only 30 min to Sugarloaf!
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

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent
"My stay was great, the breakfast buffet was excellent"
Patrick 5-night trip
Posted 1 day ago
Holiday Inn Express & Suites Waterville - North by IHG