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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Madison vacation homes

Exterior
Cozy winter farmhouse with wood stove & jacuzzi tub near snow trails

Vacation Home in Oakland

10.0 out of 10, Exceptional, (7)
"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 AED 747
AED 1,425 total
includes taxes & fees
16 Dec - 17 Dec
Cozy winter farmhouse with wood stove & jacuzzi tub near snow trails
Fridge, microwave, oven, stovetop
Discover Oakland charm near Colby College 10 min

Vacation Home in Oakland

2.0 star property
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
The price is AED 345
AED 969 total
includes taxes & fees
22 Dec - 23 Dec
Discover Oakland charm near Colby College 10 min
Interior
Salt water hot tub, king size beds, dog friendly, ice fishing

Vacation Home in Canaan

10.0 out of 10, Exceptional, (3)
"Awesome stay right on the water. "
United States
Timothy S.
The price is AED 367
AED 1,145 total
includes taxes & fees
14 Dec - 15 Dec
Salt water hot tub, king size beds, dog friendly, ice fishing
Microwave, oven, stovetop, dishwasher
The Cozy Home- New, Comfortable, Centrally located

Vacation Home in Pittsfield

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great host great stay"
United States
thomas v.
The price is AED 485
AED 917 total
includes taxes & fees
13 Dec - 14 Dec
The Cozy Home- New, Comfortable, Centrally located
Interior
Charming renovated Bank building direct access for ATV/ snowmobiles

Vacation Home in Bingham

9.2 out of 10, Wonderful, (19)
"Great location for access to ATV trails! Space was great and nice to have the toilet separate from shower."
United States
Anonymous traveler
Charming renovated Bank building direct access for ATV/ snowmobiles
Property grounds
Pine Tree Trail Lodge

Vacation Home in Pittsfield

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great place. The host so helpful. I would definitely stay here again. "
United States
Amber G.
The price is AED 439
AED 903 total
includes taxes & fees
15 Dec - 16 Dec
Pine Tree Trail Lodge
Interior
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Vacation Home in Bingham

10.0 out of 10, Exceptional, (10)
"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 AED 283
AED 1,165 total
includes taxes & fees
14 Dec - 15 Dec
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Exterior
A soul soothing escape. Artistically built and lovingly maintained.

Vacation Home in New Sharon

10.0 out of 10, Exceptional, (30)
"This is the nicest place we have ever stayed in as a couple. "
United States
Orran K.
The price is AED 859
AED 1,429 total
includes taxes & fees
21 Dec - 22 Dec
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

Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

10/10 Excellent
"Clean room. Great staff. This is the third time I’ve stayed here for a powerlifting competition in the area. It’s super close and the perfect spot for it! Great breakfast and the front desk staff are very friendly. "
Tricia 1-night trip
Posted 3 days ago
Comfort Inn & Suites Wilton