Monticello Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Monticello holiday rentals

A wooden exterior with a metal staircase leading to a balcony.

1. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (28 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is AU$389
includes taxes & fees
1 Dec - 2 Dec
Charming Downtown Two Bedroom w/ Fireplace
A bedroom with a floral bedspread, a window with blinds, and a chair.

2. Quiet Charm Near Recreation Park

Quiet Charm Near Recreation Park
Monroe
Quiet Charm Near Recreation Park
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

3. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Great property and host! Would stay there again."
United States
Ann S.
The price is AU$373
includes taxes & fees
15 Dec - 16 Dec
Lookout Loft over the Monroe Square
A view through a window of a historic building with a clock tower, featuring multiple stories and arched windows.

4. 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
10.0 out of 10, Exceptional, (115 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
The price is AU$380
includes taxes & fees
15 Nov - 16 Nov
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A large, two-story house with a symmetrical facade, a central chimney, and a front yard with a fire pit and logs.

5. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (15 reviews)
"Wonderful cabin on the lake!"
United States
Jaydn K.
The price is AU$1,107
includes taxes & fees
18 Nov - 19 Nov
Lake Cabin | Sauna · River · Game Room
A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

6. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (59 reviews)
"Enjoyed the county setting and seeing the cranes and hearing the rooster crow!"
United States
Elizabeth C.
The price is AU$186
includes taxes & fees
7 Dec - 8 Dec
A Room with a View
A modern two-story house with a garage, large windows, and a red accent wall.

7. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (34 reviews)
"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."
United States
Mike G.
The price is AU$361
includes taxes & fees
23 Nov - 24 Nov
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

8. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is AU$310
includes taxes & fees
17 Nov - 18 Nov
Pool with Slide. Great for Business Travelers!
A family standing in front of a stone building with a wooden porch and a number '816' above the entrance.

9. Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi
Darlington
9.8 out of 10, Exceptional, (54 reviews)
"Three couples stayed at this property. Very comfy beds. We all enjoyed our stay and already have plans to stay again in the fall. It is also close to the trails."
United States
Danette M.
The price is AU$351
includes taxes & fees
16 Nov - 17 Nov
Hamilton Goebel House 816 E Louisa St Darlington Wi
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

10. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is AU$355
includes taxes & fees
17 Nov - 18 Nov
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A wooden deck with a table and chairs under a large umbrella, surrounded by a white railing and trees.

11. Country retreat on a family dairy goat farm.

Country retreat on a family dairy goat farm.
Orfordville
10.0 out of 10, Exceptional, (38 reviews)
"Favorite stay ever! Got to take a tour of the farm. House was clean and beds were comfortable! Plus handmade lotions for sale!! Hostess is responsive and friendly. Had a great stay."
United States
Julene S.
The price is AU$322
includes taxes & fees
7 Dec - 8 Dec
Country retreat on a family dairy goat farm.
A wooden deck overlooking a calm river with trees and a building in the background.

12. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
10.0 out of 10, Exceptional, (1 review)
"The stay was very clean and comfortable. Location was super convenient—you’re right downtown surrounded by cute shops and restaurants. Grayson was so communicative and was such a responsive and accommodating host. Will absolutely return if we ever find ourselves needing to stay in Stoughton again. Highly recommend!"
United States
Laura M.
The price is AU$545
includes taxes & fees
1 Dec - 2 Dec
Spacious 3-bedroom apartment in Downtown Stoughton
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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Find holiday rentals that suit your style

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Find out more about Monticello

Everything you need to know about Monticello holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticello holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Monticello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monticello holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monticello holiday rentals we have selected for you start as low as AU$185 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monticello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticello holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Monticello?

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Monticello has to offer?

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe: This highly rated holiday home rental in Monticello is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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 Swissland Miniature Golf, or get out into nature at a spot like Yellowstone Lake State Park. New Glarus Woods State Park and New Glarus Brewing Company are a couple of places you'll find in the wider area.

What are holiday rentals like in Monticello?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Monticello. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.