Madison Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Jan 4 - Jan 5
Tomorrow
Jan 5 - Jan 6
Next weekend
Jan 9 - Jan 11
In two weeks
Jan 16 - Jan 18

Our top choices for Madison vacation rentals

Fridge, microwave, oven, stovetop
Private cabin on 30 acres, close to skiing, snowmobile & amenities

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, (42)
"The cabin amd property were fantastic! Secluded location, loved the fire pit. Great central location for out door activities. "
United States
Susan Appt E.
$308 nightly
The price is $336
Jan 25 - Jan 26
Total with taxes and fees
Private cabin on 30 acres, close to skiing, snowmobile & amenities
1 bedroom, WiFi, bed sheets
ON THE GO!

ON THE GO!

ON THE GO!
Hartland
10.0 out of 10, Exceptional, (1)
"It was a clean and quiet room. The property was also clean and quiet. "
United States
Sarah F.
$150 nightly
The price is $164
Jan 6 - Jan 7
Total with taxes and fees
ON THE GO!
Fridge, microwave, oven, stovetop
Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
2.0 star property
Oakland
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
$232 nightly
The price is $253
Jan 18 - Jan 19
Total with taxes and fees
Discover Oakland charm near Colby College 10 min
Terrace/patio
The Cabin Skowhegan

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
$192 nightly
The price is $209
Jan 6 - Jan 7
Total with taxes and fees
The Cabin Skowhegan
Exterior
Cozy getaway: farmhouse with wood stove & jacuzzi tub

Cozy getaway: farmhouse with wood stove & jacuzzi tub

Cozy getaway: farmhouse with wood stove & jacuzzi tub
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.
$380 nightly
The price is $405
Jan 6 - Jan 7
Total with taxes and fees
Cozy getaway: farmhouse with wood stove & jacuzzi tub
Living area
The heart of the Belgrade Lakes

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9)
"Host was very accommodating "
United States
Maureen
$176 nightly
The price is $191
Jan 6 - Jan 7
Total with taxes and fees
The heart of the Belgrade Lakes
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (43)
"Great hiking - nice views."
United States
Norbert A.
$221 nightly
The price is $241
Jan 6 - Jan 7
Total with taxes and fees
Central Maine Apartment offering 4 Seasons of Fun.
Fridge, microwave, oven, stovetop
Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (14)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
$283 nightly
The price is $309
Jan 6 - Jan 7
Total with taxes and fees
Angel Mist Retreat Garage Apartment
Property grounds
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

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, (108)
"This is an absolute gem in a wonderful place, we feel lucky we found it."
United States
Andrew U.
$166 nightly
The price is $181
Jan 20 - Jan 21
Total with taxes and fees
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Outdoor dining
Minutes to Colby

Minutes to Colby

Minutes to Colby
Waterville
8.8 out of 10, Excellent, (22)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
$174 nightly
The price is $190
Jan 6 - Jan 7
Total with taxes and fees
Minutes to Colby
Microwave, oven, stovetop, dishwasher
The Cozy Home- New, Comfortable, Centrally located

The Cozy Home- New, Comfortable, Centrally located

The Cozy Home- New, Comfortable, Centrally located
2.0 star property
Pittsfield
10.0 out of 10, Exceptional, (1)
"Great host great stay"
United States
thomas v.
$252 nightly
The price is $274
Jan 6 - Jan 7
Total with taxes and fees
The Cozy Home- New, Comfortable, Centrally located
Exterior
Blake's Cabin

Blake's Cabin

Blake's Cabin
Hartland
9.6 out of 10, Exceptional, (24)
"It was great that they were able to accomodate my last minute check in."
United States
Keelan I.
$310 nightly
The price is $338
Jan 6 - Jan 7
Total with taxes and fees
Blake's Cabin
Property grounds
Pine Tree Trail Lodge

Pine Tree Trail Lodge

Pine Tree Trail Lodge
2.0 star property
Pittsfield
10.0 out of 10, Exceptional, (1)
"Great place. The host so helpful. I would definitely stay here again. "
United States
Amber G.
$263 nightly
The price is $265
Jan 6 - Jan 7
Total with taxes and fees
Pine Tree Trail Lodge
Interior
Cute, new, modern duplex in renovated schoolhouse

Cute, new, modern duplex in renovated schoolhouse

Cute, new, modern duplex in renovated schoolhouse
2.0 star property
Skowhegan
$100 nightly
The price is $109
Jan 16 - Jan 17
Total with taxes and fees
Cute, new, modern duplex in renovated schoolhouse
Interior
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
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.
$303 nightly
The price is $331
Jan 7 - Jan 8
Total with taxes and fees
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Fridge, microwave, stovetop, coffee/tea maker
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

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

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Oakland
$270 nightly
The price is $294
Jan 6 - Jan 7
Total with taxes and fees
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Interior
Charming renovated Bank building direct access for ATV/ snowmobiles

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)
"Vary nice and convenient place enjoyed the stay"
United States
Dan Y.
$165 nightly
The price is $180
Feb 1 - Feb 2
Total with taxes and fees
Charming renovated Bank building direct access for ATV/ snowmobiles
Exterior
A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
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.
$365 nightly
The price is $397
Jan 6 - Jan 7
Total with taxes and fees
A soul soothing escape. Artistically built and lovingly maintained.
Interior
Lakefront, Stunning Home only 30 min to Sugarloaf!

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.
$450 nightly
The price is $474
Jan 6 - Jan 7
Total with taxes and fees
Lakefront, Stunning Home only 30 min to Sugarloaf!
Smart TV, books
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
$367 nightly
The price is $400
Jan 12 - Jan 13
Total with taxes and fees
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.
View all properties
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

The Towne Motel

The Towne Motel

10/10 Excellent
"Everything about our stay was excellent! Room was clean. Beds were very comfortable and the blankets were warm and soft. Continental breakfast was great. It snowed a half a foot during our stay and the parking lot was clear in no time. The staff was extremely friendly and welcoming. Rates were very fair and affordable. This is by far the best place to stay in Skowhegan. Mark - McKinney, Texas"
Mark 4-night trip
Posted 3 days ago
The Towne Motel

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $181 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Madison?

Yes, we have vacation rentals near the most popular sights in Madison, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Madison has to offer?

My Valhalla Farm: You might want to consider this vacation rental near Madison, which is located in a rural location and has a garden, a barbecue grill, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Madison is Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach.

How many vacation rentals will I find in Madison?

With 9 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Madison. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.