Book Holiday Homes in Monticello

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Featured Holiday Homes in Monticello

 Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Verona
Book a stay at this family-friendly vacation home in Verona. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Goodman Aquatic Center and ...
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Spacious & Modern Home w/ Deck in Oregon!

Spacious & Modern Home w/ Deck in Oregon!

Oregon
Stay at this vacation home in Oregon. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attraction Legend at Bergamont is located ...
Spacious & Modern Home w/ Deck in Oregon!
Beautifully updated home close to downtown New Glarus

Beautifully updated home close to downtown New Glarus

New Glarus
Stay at this vacation home in New Glarus. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chalet of the Golden Fleece Museum and Swissland ...
Beautifully updated home close to downtown New Glarus
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One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Hollandale
Stay at this vacation home in Hollandale. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Nick Engelbert's Grandview and Botham Vineyards ...
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
ONE OF A KIND vacation rental with a view

ONE OF A KIND vacation rental with a view

Madison
Stay at this vacation home in Madison. Enjoy free WiFi, a water park, and a sauna. Popular attractions Alliant Energy Center and Camp Randall Stadium are located ...
ONE OF A KIND vacation rental with a view
Destination Driftless- A Trailside Retreat

Destination Driftless- A Trailside Retreat

Darlington
Stay at this vacation home in Darlington. Enjoy a garden, laundry facilities, and patios.
Destination Driftless- A Trailside Retreat
Paoli Den - Newly Remodeled!

Paoli Den - Newly Remodeled!

Verona
Book a stay at this family-friendly vacation home in Verona. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Fireman's ...
Paoli Den - Newly Remodeled!
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

Gratiot
Stay at this vacation home in Gratiot. Enjoy laundry facilities and air conditioning. Popular attraction Roelli Cheese Haus is located nearby.
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
 Historic Country Farmhouse for ANY Season!

Historic Country Farmhouse for ANY Season!

Monroe
Stay at this vacation home in Monroe. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Historic Cheesemaking Center and Minhas Craft Brewery ...
Historic Country Farmhouse for ANY Season!
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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
59 Holiday Homes
Lowest Price
NZ$106
Highest Price
NZ$156
Popular accommodation
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail, Spacious & Modern Home w/ Deck in Oregon!, Beautifully updated home close to downtown New Glarus, One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly, ONE OF A KIND vacation rental with a view, Destination Driftless- A Trailside Retreat , Paoli Den - Newly Remodeled!, The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road., Historic Country Farmhouse for ANY Season!

Top trending hotels in Monticello

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
Book a stay at this family-friendly vacation home in Monticello. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions New Glarus Woods State ...
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Jaggi Swiss Gasthaus

Jaggi Swiss Gasthaus

Monticello
Stay at this B&B in Monticello. Enjoy private pools, patios, and an in-room coffeemaker. Popular attractions New Glarus Woods State Park and New Glarus Woods ...
Jaggi Swiss Gasthaus
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NZ$156 per night from 2 Sept to 3 Sept
NZ$156
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
AmericInn by Wyndham Madison West
Save an average of 15% on thousands of hotels when you're signed in
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street, Madison, WI
Fully refundableReserve now, pay when you stay
The price is NZ$106 per night from 3 Sept to 4 Sept
NZ$106
3 Sept - 4 Sept
includes taxes & fees
Stay at this hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Baymont Inn & Suites by Wyndham Madison
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.