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Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Monticello vacation rentals

Interior

1. 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, (110 reviews)
"Best location and fabulous hospitality!"
United States
Anne B.
The price is ￥30,759
￥42,836 total
includes taxes & fees
Aug 23 - Aug 24
MJ's Penthouse ,a piece of paradise on Monroe's historic square
2 bedrooms, WiFi, bed sheets

2. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is ￥23,661
￥48,283 total
includes taxes & fees
Aug 25 - Aug 26
Charming Downtown Two Bedroom w/ Fireplace
Interior

3. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"Couldn’t have asked for a better spot to stay. Monroe and the surrounding area have a lot to do. Stay at this place only heightened our experience. We will definitely be back. "
United States
Eric S.
The price is ￥17,497
￥36,260 total
includes taxes & fees
Aug 25 - Aug 26
Lookout Loft over the Monroe Square
Outdoor dining

4. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (51 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is ￥16,089
￥23,631 total
includes taxes & fees
Sep 1 - Sep 2
A Room with a View
Outdoor dining

5. Country retreat on a family dairy goat farm.

Country retreat on a family dairy goat farm.
Orfordville
10.0 out of 10, Exceptional, (34 reviews)
"We loved our time at the farm. We would definitely come again. Myself and my 4 daughters spent a long weekend and it was perfect!!"
United States
Lisa K.
The price is ￥23,661
￥35,780 total
includes taxes & fees
Aug 17 - Aug 18
Country retreat on a family dairy goat farm.
Lobby

6. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥23,738
￥30,882 total
includes taxes & fees
Aug 6 - Aug 7
Pool with Slide. Great for Business Travelers!
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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, (28 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is ￥20,506
￥39,747 total
includes taxes & fees
Aug 30 - Aug 31
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Lobby

8. 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 ￥26,925
￥35,036 total
includes taxes & fees
Aug 23 - Aug 24
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Pool

9. Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Oregon
8.0 out of 10, Very Good, (3 reviews)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
United States
Nikil P.
The price is ￥272,102
￥381,260 total
includes taxes & fees
Aug 20 - Aug 21
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Exterior

10. 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, (51 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 ￥14,055
￥36,464 total
includes taxes & fees
Aug 6 - Aug 7
Hamilton Goebel House 816 E Louisa St Darlington Wi
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
"Comfortable, excellent hotel!"
Christy 2-night trip
Posted 6 hours ago
Country Inn & Suites by Radisson, Madison Southwest, WI

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 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 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 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.