Book Holiday Homes in Monticello

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Featured Holiday Homes in Monticello

Paoli Den - Newly Remodeled!

Paoli Den - Newly Remodeled!

Verona
Located in Verona, this vacation home is within a 5-minute drive of Fireman's Beach and Verona Ice Arena.
Paoli Den - Newly Remodeled!
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.

Blanchardville
Located in Blanchardville, this vacation home is in a rural location, within a 10-minute drive of McKellar Park and Blanchardville Museum.
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.
ONE OF A KIND vacation rental with a view

ONE OF A KIND vacation rental with a view

Madison
With a stay at this vacation home in Madison, you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
ONE OF A KIND vacation rental with a view
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Legacy Guest House , Mount Horeb WI

Legacy Guest House , Mount Horeb WI

Mount Horeb
With a stay at this vacation home in Mount Horeb, you'll be within a 5-minute walk of Mount Horeb Chamber of Commerce Welcome Center and Mount Horeb Village ...
Legacy Guest House , Mount Horeb WI
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Madison
The price is AU$386 per night from 15 Mar to 16 Mar
AU$386
includes taxes & fees
15 Mar - 16 Mar
Located in Madison, this vacation home is within a 15-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Fitchburg
With a stay at this vacation home in Madison, you'll be within a 15-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison

HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison

Mt Horeb
Located in Verona, this vacation home is on the waterfront, within a 15-minute drive of Goodman Aquatic Center and Ingleside Manor Park.
HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison
Beautifully updated home close to downtown New Glarus

Beautifully updated home close to downtown New Glarus

New Glarus
With a stay at this vacation home in New Glarus, you'll be within a 10-minute walk of Maple Leaf Cheese and Chocolate Haus and Swissland Miniature Golf.
Beautifully updated home close to downtown New Glarus
MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square

Monroe
The price is AU$435 per night from 16 Mar to 17 Mar
AU$435
includes taxes & fees
16 Mar - 17 Mar
A stay at this vacation home places you in the heart of Monroe, within a 5-minute drive of Minhas Craft Brewery and Monroe Clinic Hospital.
MJ's Penthouse ,a piece of paradise on Monroe's historic square
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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.

Monticello 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 Monticello vacation homes are the perfect way for you to wing it.

Holiday houses in Monticello 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 Monticello 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 Monticello adventures, obvs.

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

Monticello Holiday Homes essential information

Accommodation
44 Holiday Homes
Lowest Price
AU$123
Highest Price
AU$435
Popular accommodation
Paoli Den - Newly Remodeled!, Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA., ONE OF A KIND vacation rental with a view, Legacy Guest House , Mount Horeb WI, Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME, Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly! , HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison, Beautifully updated home close to downtown New Glarus, MJ's Penthouse ,a piece of paradise on Monroe's historic square

Top trending hotels in Monticello

Jaggi Swiss Gasthaus

Jaggi Swiss Gasthaus

Monticello
Located in Monticello, this bed & breakfast is in a rural location, a 5-minute drive from New Glarus Woods State Park Trailhead and 6 minutes from New Glarus ...
Jaggi Swiss Gasthaus
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Monticello
Located in Monticello, this vacation home is in a rural location, within a 10-minute drive of New Glarus Woods State Park and New Glarus Woods State Park ...
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Best Western West Towne Suites

Best Western West Towne Suites

2.5 out of 5
650 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 24 Mar to 25 Mar
AU$132
includes taxes & fees
24 Mar - 25 Mar
Located in Madison, Best Western West Towne Suites is in the business district, within a 5-minute drive of West Towne Mall and Vitense Golfland.
Best Western West Towne Suites
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Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd., Madison, WI
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 16 Mar to 17 Mar
AU$123
includes taxes & fees
16 Mar - 17 Mar
Located in Madison, Tru by Hilton Madison West, WI is in the business district, within a 15-minute drive of Camp Randall Stadium and University of Wisconsin ...
Tru by Hilton Madison West, WI
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See all available properties in Monticello
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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.