Madison Vacation Rentals

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Vacation Rentals in Madison

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Madison
9.6 out of 10, Exceptional, (72)
"A lovely stay as always. Beautiful lake and cozy camp. The sunrise is my favorite. "
United States
Joy S.
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed

Madison
10.0 out of 10, Exceptional, (41)
"The cabin amd property were fantastic! Secluded location, loved the fire pit. Great central location for out door activities. "
United States
Susan Appt E.
$312 nightly
The price is $340
Nov 21 - Nov 22
Total with taxes and fees
Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed

the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

Madison
8.6 out of 10, Excellent, (13)
"We’re here for a horse show at the state fairgrounds and this place was just right for our needs."
United States
Kimberly G.
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

Cozy Lakefront Madison Cabin w/ Dock & Kayaks

3.0 star property
Madison
Cozy Lakefront Madison Cabin w/ Dock & Kayaks

Classy AF Home Steps from Colby and Trails

Oakland
10.0 out of 10, Exceptional, (48)
"Clean, comfortable and incredibly close to campus for a college visit."
United States
Patricia R.
Classy AF Home Steps from Colby and Trails

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Highland Plantation
10.0 out of 10, Exceptional, (106)
"Great place, just what we needed, and great hosts."
United States
Michael S.
$150 nightly
The price is $164
Nov 21 - Nov 22
Total with taxes and fees
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Strong
9.4 out of 10, Exceptional, (135)
"Very relaxing!"
United States
Bradford B.
$110 nightly
The price is $120
Nov 22 - Nov 23
Total with taxes and fees
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Large Secluded Cabin on the Lake - Now booking 2+ night stays

Smithfield
10.0 out of 10, Exceptional, (66)
"Great vacation with 3 generations of our family. House was beautiful, lake clean with great swimming and fishing. Hope to return for years to come. "
United States
David M.
Large Secluded Cabin on the Lake - Now booking 2+ night stays

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.
Lakefront, Stunning Home only 30 min to Sugarloaf!

Sister A-Frame in Woods B

Oakland
10.0 out of 10, Exceptional, (8)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$210 nightly
The price is $228
Nov 21 - Nov 22
Total with taxes and fees
Sister A-Frame in Woods B

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

Mount Vernon
10.0 out of 10, Exceptional, (2)
"This house was absolutely stunning! Had absolutely everything that you needed the house offered everything that one would need and plenty of space for everybody! The game room was so fun! The hot tub was a great bonus! Everyone had an amazing time while staying."
United States
Rachael L.
NEW! Long Pond Lake View Getaway w/HOT TUB, ME

Cozy House in the heart of Waterville Maine.

Waterville
9.6 out of 10, Exceptional, (49)
"Loved the cozy home! We would stay there again in a heartbeat. The only thing that we would have been nice is if there was a tv in the main bedroom, but that’s just a personal preference. "
United States
Michelle
Cozy House in the heart of Waterville Maine.

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Oakland
9.4 out of 10, Exceptional, (66)
"Beautiful lake, beautiful property, nice hiking"
United States
Darcy M.
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Cozy Long Pond Cottage: private mooring & shared dock

Rome
9.8 out of 10, Exceptional, (20)
"We had a great time kayaking on the lake and enjoying the beach. The house had plenty of room to get together with family for dinners. The house is well equipped and very comfortable."
United States
Jim U.
Cozy Long Pond Cottage: private mooring & shared dock

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
$193 nightly
The price is $210
Nov 23 - Nov 24
Total with taxes and fees
The Cabin Skowhegan

Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

Kingfield
9.6 out of 10, Exceptional, (53)
"Fantastic place"
United States
Andrew M.
Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

My Valhalla Farm

3.5 star property
Oakland
$249 nightly
The price is $272
Nov 21 - Nov 22
Total with taxes and fees
My Valhalla Farm

Lakefront cabin on North Pond with private beach

Smithfield
9.6 out of 10, Exceptional, (7)
"We came to Maine to relax and decompress. This spot was perfect for that The quiet was just what we needed and the property was clean, spacious and comfortable."
United States
Michael C.
Lakefront cabin on North Pond with private beach

Blake's Cabin

Hartland
9.6 out of 10, Exceptional, (24)
"We had a great time. "
United States
Candy C.
$334 nightly
The price is $364
Nov 23 - Nov 24
Total with taxes and fees
Blake's Cabin

Carrabassett River Retreat

Kingfield
10.0 out of 10, Exceptional, (4)
"Cozy, comfortable, easy access to huts-and-trails and Sugarloaf. Beautiful property. Excellent host."
United States
Cathy E.
Carrabassett River Retreat
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

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 $120 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.

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?

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach: This highly rated vacation home rental in Madison 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 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and 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.