Madison Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Madison vacation rentals

Property grounds

Cabin on 30 acre of privacy. Fire pit, picnic table, trails & close to town.

Cabin on 30 acre of privacy. Fire pit, picnic table, trails & close to town.
Madison
10.0 out of 10, Exceptional, (42 reviews)
"Everything was amazing"
United States
Antwan B.
$313 nightly
The price is $341
Apr 13 - Apr 14
Total with taxes and fees
Cabin on 30 acre of privacy. Fire pit, picnic table, trails & close to town.
Exterior

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

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.2 out of 10, Wonderful, (5 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
$133 nightly
The price is $144
May 9 - May 10
Total with taxes and fees
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Exterior detail

Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
$142 nightly
The price is $154
Apr 13 - Apr 14
Total with taxes and fees
Spacious modern living in a quite neighborhood
Exterior

The Cabin Skowhegan

The Cabin Skowhegan
Skowhegan
9.8 out of 10, Exceptional, (52 reviews)
"Very quiet and relaxing - just what we wanted."
United States
Mary D.
$180 nightly
The price is $196
Apr 14 - Apr 15
Total with taxes and fees
The Cabin Skowhegan
Exterior

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$210 nightly
The price is $228
Apr 13 - Apr 14
Total with taxes and fees
Sister A-Frame in Woods B
Outdoor dining

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, (116 reviews)
"Great hosts, remote spot, fully packed cabin with everything you need and very neat. Thank you "
Canada
Pierre
$165 nightly
The price is $180
Apr 15 - Apr 16
Total with taxes and fees
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
1 bedroom, WiFi, bed sheets

ON THE GO!

ON THE GO!
Hartland
10.0 out of 10, Exceptional, (2 reviews)
"It was a clean and quiet room. The property was also clean and quiet. "
United States
Sarah F.
$150 nightly
The price is $164
Apr 13 - Apr 14
Total with taxes and fees
ON THE GO!
Exterior

Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (14 reviews)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
$280 nightly
The price is $306
Apr 13 - Apr 14
Total with taxes and fees
Angel Mist Retreat Garage Apartment
Smart TV

Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
9.2 out of 10, Wonderful, (7 reviews)
"Very neat cabin. Spacious all utilities and a fire pit"
United States
Lisa O.
$158 nightly
The price is $172
Apr 16 - Apr 17
Total with taxes and fees
Charming cabin in the birches right on the atv trail!
2 bedrooms, WiFi, bed sheets

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9 reviews)
"Host was very accommodating "
United States
Maureen
$215 nightly
The price is $234
Apr 13 - Apr 14
Total with taxes and fees
The heart of the Belgrade Lakes
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
$189 nightly
The price is $206
Apr 14 - Apr 15
Total with taxes and fees
Discover Oakland charm near Colby College 10 min
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, (138 reviews)
"Nice little cottage at a good price, thank you! "
United States
Jacob Z.
$116 nightly
The price is $127
Apr 28 - Apr 29
Total with taxes and fees
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.
Exterior

Charming 3 bedroom guest house on farm

Charming 3 bedroom guest house on farm
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Very accommodating host. Loved everything about it. Highly recommend "
United States
Mike M.
$380 nightly
The price is $403
Apr 20 - Apr 21
Total with taxes and fees
Charming 3 bedroom guest house on farm
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, (44 reviews)
"Great hiking - nice views."
United States
Norbert A.
$223 nightly
The price is $243
May 7 - May 8
Total with taxes and fees
Central Maine Apartment offering 4 Seasons of Fun.
Outdoor dining

Minutes to Colby

Minutes to Colby
Waterville
8.8 out of 10, Excellent, (22 reviews)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
$175 nightly
The price is $191
Apr 13 - Apr 14
Total with taxes and fees
Minutes to Colby
Terrace/patio

The Cozy Home- New, Comfortable, Book Swap

The Cozy Home- New, Comfortable, Book Swap
Pittsfield
10.0 out of 10, Exceptional, (1 review)
"Great host great stay"
United States
thomas v.
$211 nightly
The price is $230
Apr 14 - Apr 15
Total with taxes and fees
The Cozy Home- New, Comfortable, Book Swap
Property grounds

The Water's Edge | Peaceful Lakeside Cabin

The Water's Edge | Peaceful Lakeside Cabin
Hartland
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay! "
United States
Michaela W.
$394 nightly
The price is $430
Apr 13 - Apr 14
Total with taxes and fees
The Water's Edge | Peaceful Lakeside Cabin
Private kitchen

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smithfield
$150 nightly
The price is $164
Apr 14 - Apr 15
Total with taxes and fees
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smart TV

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 reviews)
"Vary nice and convenient place enjoyed the stay"
United States
Dan Y.
$165 nightly
The price is $180
May 11 - May 12
Total with taxes and fees
Charming renovated Bank building direct access for ATV/ snowmobiles
Living area

1-Queen bed & queen couch sleeps 4 duplex in Smithfield stream & beach area

1-Queen bed & queen couch sleeps 4 duplex in Smithfield stream & beach area
Smithfield
$150 nightly
The price is $164
Apr 13 - Apr 14
Total with taxes and fees
1-Queen bed & queen couch sleeps 4 duplex in Smithfield stream & beach area
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

Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

10/10 Excellent
"Excellent "
Robert 1-night trip
Posted 13 hours ago
Best Western Plus Waterville Grand Hotel

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 $154 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?

Cozy Long Pond Cottage: community access, private mooring & shared dock.: Visitors like this Madison vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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. Skowhegan State Fairgrounds and University of Maine - Farmington 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.