Book Holiday Homes in Madison

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Featured Holiday Homes in Madison

Cozy House in the heart of Waterville Maine.

Cozy House in the heart of Waterville Maine.

Waterville ME
With a stay at this vacation home in Waterville, you'll be within a 5-minute drive of Redington Museum and Common Street Arts.
Opens in a new windowCozy House in the heart of Waterville Maine.
Lakefront, Stunning Home only 30 min to Sugarloaf!

Lakefront, Stunning Home only 30 min to Sugarloaf!

Strong ME
The price is AU$558 per night from 4 Feb to 5 Feb
AU$558
4 Feb - 5 Feb
includes taxes & fees
When you stay at this vacation home in Strong, you'll be on the waterfront and 11 minutes by foot from Porter Lake.
Opens in a new windowLakefront, Stunning Home only 30 min to Sugarloaf!
NEW! Long Pond Lake View Getaway w/HOT TUB, ME

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

Mount Vernon ME
Located in Mount Vernon, this vacation home is a 1-minute drive from Belgrade Lakes Chain and 6 minutes from Belgrade Lakes Golf.
Opens in a new windowNEW! Long Pond Lake View Getaway w/HOT TUB, ME
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Cozy Long Pond Cottage: private mooring & shared dock

Cozy Long Pond Cottage: private mooring & shared dock

Rome ME
Located in Oakland, this vacation home is on a lake, within a 15-minute drive of Belgrade Lakes Chain and Belgrade Lakes Golf.
Opens in a new windowCozy Long Pond Cottage: private mooring & shared dock
My Valhalla Farm

My Valhalla Farm

3.5 out of 5
379 Belgrade Rd Oakland ME
Located in Oakland, this vacation home is in a rural location, within a 5-minute drive of Belgrade Lakes Chain and Tree Spirits.
Opens in a new windowMy Valhalla Farm
Carrabassett River Retreat

Carrabassett River Retreat

Kingfield ME
Located in Kingfield, this vacation home is within a 10-minute drive of Maine Huts & Trails and Ski Museum of Maine.
Opens in a new windowCarrabassett River Retreat
The Modern Maine Retreat

The Modern Maine Retreat

Oakland ME
With a stay at this vacation home in Oakland, you'll be within a 5-minute drive of Belgrade Lakes Chain and Tree Spirits.
Opens in a new windowThe Modern Maine Retreat
Peaceful, Spacious Lodge with Golf & Sunset Views

Peaceful, Spacious Lodge with Golf & Sunset Views

Palmyra ME
Located in Palmyra, this vacation home is within a 15-minute drive of Sebasticook Lake and JW Parks Golf Course.
Opens in a new windowPeaceful, Spacious Lodge with Golf & Sunset Views
Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles

Bingham ME
The price is AU$246 per night from 9 Feb to 10 Feb
AU$246
9 Feb - 10 Feb
includes taxes & fees
A stay at this vacation home places you in the heart of Bingham, within a 5-minute drive of Kennebec River and Wyman Lake.
Opens in a new windowCharming renovated Bank building direct access for ATV/ snowmobiles
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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.

Madison Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Madison vacation homes are the perfect way for you to wing it.

Holiday houses in Madison let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Madison in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Madison adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Madison with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Madison vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Madison Holiday Homes essential information

Accommodation
77 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$577
Popular accommodation
Cozy House in the heart of Waterville Maine., Lakefront, Stunning Home only 30 min to Sugarloaf!, NEW! Long Pond Lake View Getaway w/HOT TUB, ME, Cozy Long Pond Cottage: private mooring & shared dock, My Valhalla Farm, Carrabassett River Retreat, The Modern Maine Retreat, Peaceful, Spacious Lodge with Golf & Sunset Views, Charming renovated Bank building direct access for ATV/ snowmobiles

Top trending hotels in Madison

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

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

Madison ME
Located in Madison, this vacation home is on a lake, a 4-minute drive from Inland Hospital and 8 minutes from Skowhegan State Fairgrounds.
Opens in a new windowLake 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

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

Madison ME
The price is AU$577 per night from 6 Mar to 7 Mar
AU$577
6 Mar - 7 Mar
includes taxes & fees
With a stay at this cabin, you'll be centrally located in Madison, within a 15-minute drive of Kennebec River and Inland Hospital.
Opens in a new windowLovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

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

Madison ME
Located in Madison, this vacation home is on a lake, a 4-minute drive from Inland Hospital and 8 minutes from Skowhegan State Fairgrounds.
Opens in a new windowthe Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater
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Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street Waterville ME
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 22 Feb to 23 Feb
AU$184
22 Feb - 23 Feb
includes taxes & fees
Located in Waterville, Fireside Inn & Suites Waterville is in a shopping district, within a 5-minute drive of First Congregational Church and Kennebec ...
Opens in a new windowFireside Inn & Suites Waterville
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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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^Subject to availability and chosen travel dates.