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Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Monticello vacation rentals

A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

1. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (25 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is ￥23,911
￥48,499 total
includes taxes & fees
Oct 21 - Oct 22
Charming Downtown Two Bedroom w/ Fireplace
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

2. 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 ￥17,771
￥36,808 total
includes taxes & fees
Sep 23 - Sep 24
Lookout Loft over the Monroe Square
A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

3. 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, (111 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 ￥30,592
￥42,603 total
includes taxes & fees
Sep 27 - Sep 28
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A large, two-story log cabin with a stone chimney, a front porch with outdoor seating, and a snow-covered yard leading to a fire pit.

4. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (12 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is ￥32,997
￥116,283 total
includes taxes & fees
Oct 5 - Oct 6
Lake Cabin | Sauna · River · Game Room
A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

5. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is ￥12,425
￥19,729 total
includes taxes & fees
Sep 29 - Sep 30
A Room with a View
A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

6. 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, (31 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is ￥20,394
￥39,530 total
includes taxes & fees
Oct 1 - Oct 2
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A family standing in front of a stone building with a wooden porch and a number '816' above the entrance.

7. 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, (52 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 ￥16,096
￥39,785 total
includes taxes & fees
Oct 1 - Oct 2
Hamilton Goebel House 816 E Louisa St Darlington Wi
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 ￥23,493
￥30,582 total
includes taxes & fees
Oct 11 - Oct 12
Pool with Slide. Great for Business Travelers!
A spacious living room with a fireplace, a large TV mounted on a stone wall, and a dining area with a kitchen in the background.

9. Spacious 3BR | 2 Living Rooms | UW Area

Spacious 3BR | 2 Living Rooms | UW Area
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is ￥43,882
￥116,401 total
includes taxes & fees
Sep 23 - Sep 24
Spacious 3BR | 2 Living Rooms | UW Area
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 ￥26,719
￥34,791 total
includes taxes & fees
Oct 4 - Oct 5
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

11. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is ￥27,411
￥57,358 total
includes taxes & fees
Sep 23 - Sep 24
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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Top Monticello Hotel Reviews

Country Inn & Suites by Radisson, Madison Southwest, WI

Country Inn & Suites by Radisson, Madison Southwest, WI

10/10 Excellent
"Great hot tub and friendly staff. Comfortable beds. Clean."
Ethan 1-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Madison Southwest, WI

Find out more about Monticello

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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 5 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 Verona Ice Arena, 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 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.