Book Holiday Homes in Madison

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Featured Holiday Homes in Madison

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

2 out of 5
Oakland
Located in Oakland, this vacation home is on the waterfront, a 1-minute drive from Belgrade Lakes Chain and 6 minutes from Tree Spirits.
Beautiful lakeside 4 bedroom retreat with private dock and walkout basement
Welcome Outdoor Enthusiasts! Atv and snowmobile access

Welcome Outdoor Enthusiasts! Atv and snowmobile access

Bingham
With a stay at this vacation home in Bingham, you'll be within a 5-minute drive of Kennebec River and Wyman Lake.
Welcome Outdoor Enthusiasts! Atv and snowmobile access
The Modern Maine Retreat

The Modern Maine Retreat

Oakland
With a stay at this vacation home in Oakland, you'll be within a 5-minute drive of Belgrade Lakes Chain and Tree Spirits.
The Modern Maine Retreat
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Cozy House in the heart of Waterville Maine.

Cozy House in the heart of Waterville Maine.

Waterville
With a stay at this vacation home in Waterville, you'll be within a 5-minute drive of Redington Museum and Common Street Arts.
Cozy House in the heart of Waterville Maine.
Cozy Long Pond Cottage: private mooring & shared dock

Cozy Long Pond Cottage: private mooring & shared dock

Rome
Located in Oakland, this vacation home is on a lake, within a 15-minute drive of Belgrade Lakes Chain and Belgrade Lakes Golf.
Cozy Long Pond Cottage: private mooring & shared dock
Perfect Maine Getaway in a Recently Renovated Cabin!

Perfect Maine Getaway in a Recently Renovated Cabin!

Belgrade Lakes
With a stay at this vacation home in Belgrade, you'll be steps from Belgrade Lakes Chain and a 3-minute drive from Belgrade Lakes Golf.
Perfect Maine Getaway in a Recently Renovated Cabin!
Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH

Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH

New Vineyard
When you stay at this vacation home in New Vineyard, you'll be on a lake and within a 5-minute drive of Porter Lake.
Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

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

Rome
When you stay at this vacation home in Oakland, you'll be on the waterfront and steps from Belgrade Lakes Chain.
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Cozy, NEW log cabin on Fahi Pond! Right on ATV trail through Kennebec Valley.

Cozy, NEW log cabin on Fahi Pond! Right on ATV trail through Kennebec Valley.

Embden
Located in North Anson, this vacation home is on the waterfront, within a 15-minute drive of Kennebec River and Embden Pond.
Cozy, NEW log cabin on Fahi Pond! Right on ATV trail through Kennebec Valley.
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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
78 Holiday Homes
Lowest Price
AU$201
Highest Price
AU$311
Popular accommodation
Beautiful lakeside 4 bedroom retreat with private dock and walkout basement, Welcome Outdoor Enthusiasts! Atv and snowmobile access, The Modern Maine Retreat, Cozy House in the heart of Waterville Maine., Cozy Long Pond Cottage: private mooring & shared dock, Perfect Maine Getaway in a Recently Renovated Cabin!, Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH, Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly, Cozy, NEW log cabin on Fahi Pond! Right on ATV trail through Kennebec Valley.

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
Located in Madison, this vacation home is on a lake, a 4-minute drive from Inland Hospital and 8 minutes from Skowhegan State Fairgrounds.
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach
Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

2.5 out of 5
332 Main St, Waterville, ME
Fully refundable
The price is AU$201 per night from 13 Apr to 14 Apr
AU$201
includes taxes & fees
13 Apr - 14 Apr
With a stay at Holiday Inn Express & Suites Waterville - North by IHG in Waterville, you'll be within a 5-minute drive of First Congregational Church and Kennebec ...
Holiday Inn Express & Suites Waterville - North by IHG
Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

3 out of 5
375 Main Street, Waterville, ME
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 6 Apr to 7 Apr
AU$237
includes taxes & fees
6 Apr - 7 Apr
Located in Waterville, Best Western Plus Waterville Grand Hotel is within a 5-minute drive of First Congregational Church and Kennebec River.
Best Western Plus Waterville Grand Hotel
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Comfort Inn And Suites Wilton

Comfort Inn And Suites Wilton

2.5 out of 5
1026 Us Route 2 E, Wilton, ME
Fully refundableReserve now, pay when you stay
The price is AU$311 per night from 3 May to 4 May
AU$311
includes taxes & fees
3 May - 4 May
With a stay at Comfort Inn And Suites Wilton, you'll be centrally located in Wilton, within a 10-minute drive of University of Maine - Farmington and Richardson ...
Comfort Inn And Suites Wilton
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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.