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Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Monticello vacation rentals

Room

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.
$308 nightly
The price is $340
Oct 14 - Oct 15
Total with taxes and fees
Charming Downtown Two Bedroom w/ Fireplace
Interior

2. 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
$251 nightly
The price is $275
Sep 21 - Sep 22
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Interior

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.
$222 nightly
The price is $243
Sep 22 - Sep 23
Total with taxes and fees
Lookout Loft over the Monroe Square
Room

4. Cozy 1-bedroom, fully renovated apartment in downtown Monroe

Cozy 1-bedroom, fully renovated apartment in downtown Monroe
Monroe
$252 nightly
The price is $276
Sep 21 - Sep 22
Total with taxes and fees
Cozy 1-bedroom, fully renovated apartment in downtown Monroe
Outdoor dining

5. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"It was a pleasant and peaceful setting in the country. We enjoyed the coffee station and were able to find a fabulous restaurant for dinner. Parking was right in front of our rental."
United States
Michelle S.
$118 nightly
The price is $125
Sep 22 - Sep 23
Total with taxes and fees
A Room with a View
Exterior

6. 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.
$698 nightly
The price is $737
Oct 18 - Oct 19
Total with taxes and fees
Lake Cabin | Sauna · River · Game Room
Room

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, (31 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
$220 nightly
The price is $250
Sep 20 - Sep 21
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Lobby

8. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$172 nightly
The price is $195
Sep 20 - Sep 21
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Exterior

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, (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.
$232 nightly
The price is $254
Sep 21 - Sep 22
Total with taxes and fees
Hamilton Goebel House 816 E Louisa St Darlington Wi
Lobby

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
$195 nightly
The price is $221
Oct 4 - Oct 5
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Living area

11. 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.
$640 nightly
The price is $727
Sep 21 - Sep 22
Total with taxes and fees
Spacious 3BR | 2 Living Rooms | UW Area
Exterior

12. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$322 nightly
The price is $366
Sep 21 - Sep 22
Total with taxes and fees
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

Springhill Suites By Marriott Madison Fitchburg

Springhill Suites By Marriott Madison Fitchburg

10/10 Excellent
"Brand new hotel. SUPER CLEAN. Room was spacious and comfortable. Would return!"
Lauren 2-night trip
Posted 7 hours ago
Springhill Suites By Marriott Madison Fitchburg

Find out more about Monticello

Everything you need to know about Monticello vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monticello vacation 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 low season months. For more hustle and bustle, you may prefer to visit Monticello in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello vacation 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 vacation.

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 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.