Search Vacation Homes in Madison

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Madison

Belgrade Lake house with Dock!
Fridge, microwave, oven, stovetop

Belgrade Lake house with Dock!

10.0 out of 10, Exceptional, (1)
"This property was so peaceful and quiet. It sits on a large lot with lots of privacy. The walk down to the dock is fun for kids, lots of rocks and it’s a little trail. We spent most of our time down at the dock. The views were spectacular, beautiful reflections in the water each morning, calm quiet lake and the sunset right in front of us each night. It wasn’t buggy and we used the kayak, but wear water shorts bc it does take in some water. We also brought our own paddle board and would highly...
Belgrade Lake house with Dock!
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Fridge, microwave, oven, stovetop

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

9.2 out of 10, Wonderful, (20)
"The house & deck were very nice with beautiful view of the lake. It could use some typical amenities like tissues, hair dryer, etc. The main problem is getting to the house. It’s a 3/4 mile drive down a narrow stone road riddled with potholes and bumps. I was afraid I was going to do damage to the rental car and that’s driving at or lower than the 15mph speed limit! "
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Welcome Outdoor Enthusiasts! Atv and snowmobile access
Fridge, microwave, oven, stovetop

Welcome Outdoor Enthusiasts! Atv and snowmobile access

10.0 out of 10, Exceptional, (15)
"Easy to extend the stay if you want"
Welcome Outdoor Enthusiasts! Atv and snowmobile access
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 ￥13,251
￥24,956 total
includes taxes & fees
Aug 17 - Aug 18
Charming renovated Bank building direct access for ATV/ snowmobiles
The Modern Maine Retreat
Dining

The Modern Maine Retreat

8.8 out of 10, Excellent, (9)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat
Perfect Maine Getaway in a Recently Renovated Cabin!
Fridge, stovetop, dishwasher, coffee/tea maker

Perfect Maine Getaway in a Recently Renovated Cabin!

9.6 out of 10, Exceptional, (15)
"Had a great time at the cabin, just steps from town. Would recommend if you want to close to everything."
Perfect Maine Getaway in a Recently Renovated Cabin!
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 ￥53,208
￥94,777 total
includes taxes & fees
Aug 27 - Aug 28
Lakefront, Stunning Home only 30 min to Sugarloaf!
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, (4)
"The house was as described, plenty of space for the whole family, we had a stay of 9 with no issues. Property owner was onsite and awaiting our arrival, l can't say that's a normal thing, but was very helpful in learning our way around the property. The location was great for us, the drive to the coast was just under an hour. Plenty of great fishing around the area was a big plus for us as well. "
The price is ￥21,727
￥59,515 total
includes taxes & fees
Aug 24 - Aug 25
Family, Friends and Fun for all
Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome
Fridge, microwave, oven, stovetop

Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome

2.0 star property
10.0 out of 10, Exceptional, (9)
"Clean and peaceful, perfect stay for after our wedding."
Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome
Carrabassett River Retreat
5 bedrooms, iron/ironing board, WiFi

Carrabassett River Retreat

10.0 out of 10, Exceptional, (3)
"This place is stunning- great location very lucky to have stayed here"
Carrabassett River Retreat
NEW! Long Pond Lake View Getaway w/HOT TUB, ME
Interior

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

NEW! Long Pond Lake View Getaway w/HOT TUB, ME
Lake Front with Amazing Sunsets on McGrath Pond
4 bedrooms, iron/ironing board, travel crib, free WiFi

Lake Front with Amazing Sunsets on McGrath Pond

10.0 out of 10, Exceptional, (19)
"Terrific camp! Clean, updated and lots to do. The big dock was a huge hit! Thank you!"
Lake Front with Amazing Sunsets on McGrath Pond
Discover Oakland charm near Colby College 10 min
Fridge, microwave, oven, stovetop

Discover Oakland charm near Colby College 10 min

2.0 star property
10.0 out of 10, Exceptional, (3)
"New, clean and had everything we needed. "
The price is ￥14,632
￥40,114 total
includes taxes & fees
Sep 8 - Sep 9
Discover Oakland charm near Colby College 10 min
10-acre Cabin Escape
Terrace/patio

10-acre Cabin Escape

10.0 out of 10, Exceptional, (3)
"Great house, great host, great property manager. No complaints, will definitely book again when we are in the area "
10-acre Cabin Escape
Great Pond Waterfront: Dog-friendly Home Near Colby College
Exterior

Great Pond Waterfront: Dog-friendly Home Near Colby College

9.6 out of 10, Exceptional, (32)
"Thanks again for sharing your cottage with us! Everything was as described and the location was perfect. We’re looking forward to returning in the future."
Great Pond Waterfront: Dog-friendly Home Near Colby College
Sugarloaf Area/ Spectacular Upscale Log Home
Property grounds

Sugarloaf Area/ Spectacular Upscale Log Home

9.6 out of 10, Exceptional, (51)
"We spent time at the log cabin with family and skiing at Sugarloaf and in Rangely. A great spot for all. Even our two labs loved it! We will likely rent again. "
Sugarloaf Area/ Spectacular Upscale Log Home
The Great Moose in Stunning Maine Swim, Fish & Kayak
Fridge, microwave, oven, stovetop

The Great Moose in Stunning Maine Swim, Fish & Kayak

8.0 out of 10, Very Good, (4)
"Very basic accommodation. "
The Great Moose in Stunning Maine Swim, Fish & Kayak
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 ￥30,595
￥50,878 total
includes taxes & fees
Aug 17 - Aug 18
Charming Guest House on Farm - Near lakes and trails
Cozy Long Pond Cottage: private mooring & shared dock
Outdoor dining

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (16)
"The stay was a very nice place and we will be coming back with the whole family next time. "
Cozy Long Pond Cottage: private mooring & shared dock
Lakefront Escape w/ Dock, Fire Pit & Views
Interior

Lakefront Escape w/ Dock, Fire Pit & Views

8.0 out of 10, Very Good, (1)
"Walk to town location was ideal. Home is adorable with an amazing lake view. First couple of days were super hot so we would have liked a little AC, ceiling fans were fine once it cooled off a bit. I would stay here again!"
Lakefront Escape w/ Dock, Fire Pit & Views
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent
"Nice room"
Jean 6-night trip
Posted 3 days ago
Holiday Inn Express & Suites Waterville - North by IHG