Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Monticello

Outdoor dining
Enjoy Nature with Full Comfort!

Apartment in Verona

9.2 out of 10, Wonderful, (37)
"Well-appointed, very clean space on a stunning property! Easy check-in. Everything we needed. Good communication with the host. We hope to return!"
United States
Thea S.
The price is ￥12,561
￥19,797 total
includes taxes & fees
Dec 7 - Dec 8
Enjoy Nature with Full Comfort!
Exterior
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Vacation Home in Mount Horeb

10.0 out of 10, Exceptional, (19)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is ￥15,973
￥28,961 total
includes taxes & fees
Dec 6 - Dec 7
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Outdoor dining
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Apartment in New Glarus

10.0 out of 10, Exceptional, (20)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
The price is ￥17,447
￥27,848 total
includes taxes & fees
Dec 7 - Dec 8
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Fridge, microwave, oven, stovetop
Hamilton Goebel House 816 E Louisa St Darlington Wi

Vacation Home in Darlington

9.8 out of 10, Exceptional, (48)
"Close to town. "
United States
Juanita W.
The price is ￥15,353
￥37,190 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hamilton Goebel House 816 E Louisa St Darlington Wi
Fridge, microwave, oven, stovetop
Beautiful two story, downtown home, one block from the Square,

Vacation Home in Monroe

10.0 out of 10, Exceptional, (35)
"Beautiful home, close to downtown. Check in was very easy. Very easy push button entry. Kitchen is large for several to work around and well stocked with all essentials. "
United States
Cynthia O.
The price is ￥26,216
￥46,789 total
includes taxes & fees
Dec 7 - Dec 8
Beautiful two story, downtown home, one block from the Square,
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Vacation Home in Monroe

10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
The price is ￥30,241
￥42,114 total
includes taxes & fees
Dec 7 - Dec 8
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Living area
Lookout Loft over the Monroe Square

Apartment in Monroe

2.0 star property
The price is ￥15,006
￥32,564 total
includes taxes & fees
Dec 9 - Dec 10
Lookout Loft over the Monroe Square
Lobby
Pool with Slide. Great for Business Travelers!

Apartment in Fitchburg

The price is ￥15,398
￥20,889 total
includes taxes & fees
Dec 14 - Dec 15
Pool with Slide. Great for Business Travelers!
Lobby
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Condo in Fitchburg

The price is ￥17,591
￥23,368 total
includes taxes & fees
Dec 14 - Dec 15
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fridge, microwave, oven, stovetop
Snowy Madison Escape | Warm Executive Home

Vacation Home in Fitchburg

10.0 out of 10, Exceptional, (18)
"Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!"
United States
Kim & Jeff T.
The price is ￥50,301
￥121,954 total
includes taxes & fees
Dec 7 - Dec 8
Snowy Madison Escape | Warm Executive Home
Exterior
Lovely 3-bedroom house with WiFi in Darlington

Vacation Home in Darlington

2.0 out of 10, (1)
"This property was under construction still and the property manager was out of town and unreachable."
United States
Melissa S.
The price is ￥25,821
￥33,950 total
includes taxes & fees
Dec 6 - Dec 7
Lovely 3-bedroom house with WiFi in Darlington
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 Monticello Hotel Reviews

Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"Front desk staff was friendly, helpful, informative. Room was immaculate, spacious, well appointed. The heat worked properly and kept our room at the desired temperature. Breakfast was above average with hot choices, waffles and even hot oatmeal."
Terry 1-night trip
Posted 19 hours ago
Hampton Inn & Suites Madison-West

Find out more about Monticello

Search for holiday rentals in Monticello on Expedia! You can easily find your home rentals, villas, holiday apartments in Monticello using one of the methods below:

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Look no further and take a look at our great range of rental properties in Monticello!

Frequently asked questions

Can I find vacation rentals in Monticello?

Yes, there are vacation rentals close to well known local attractions in Monticello, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Monticello?

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe: Visitors give good reviews to this Monticello vacation home rental, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Monticello?

Explore the area and family-friendly sights such as Sugar River Raceway, or get out into nature at a spot like Fireman's Beach. New Glarus Woods State Park and New Glarus Brewing Company are a couple of places you'll find in the larger area.

What are vacation rentals like in Monticello?

Vacation rentals are privately owned properties you can reserve for several days or longer in Monticello. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.