Monticello Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Monticello

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Exterior

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (153)
"Great location to roam around the southern area of Wisconsin"
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Smart TV, fireplace, video games, DVD player

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

10.0 out of 10, Exceptional, (362)
"Great host, super clean, beautiful!"
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Smart TV, fireplace, video games, DVD player

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (64)
"A great place for a reunion of friends. Beautiful location with nearby trails. Host was excellent!!"
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Pool with Slide. Great for Business Travelers!
Lobby

Pool with Slide. Great for Business Travelers!

$168 nightly
The price is $189
Oct 2 - Oct 3
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Enjoy Nature with Full Comfort!
Outdoor dining

Enjoy Nature with Full Comfort!

9.2 out of 10, Wonderful, (32)
"Best water pressure in a shower I've ever had"
$121 nightly
The price is $128
Oct 6 - Oct 7
Total with taxes and fees
Enjoy Nature with Full Comfort!
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (142)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Sophisticated 3BR | Minutes to Downtown
Fridge, microwave, oven, stovetop

Sophisticated 3BR | Minutes to Downtown

10.0 out of 10, Exceptional, (13)
"Visited Madison for the first time and found this amazing house that had everything we needed to make our stay memorable "
$672 nightly
The price is $756
Oct 1 - Oct 2
Total with taxes and fees
Sophisticated 3BR | Minutes to Downtown
Hamilton Goebel House 816 E Louisa St Darlington Wi
Fridge, microwave, oven, stovetop

Hamilton Goebel House 816 E Louisa St Darlington Wi

9.8 out of 10, Exceptional, (43)
"This was a wonderful property. The hosts were so accommodating and helpful. We had a great time."
$207 nightly
The price is $227
Oct 1 - Oct 2
Total with taxes and fees
Hamilton Goebel House 816 E Louisa St Darlington Wi
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
TV, DVD player, books, video library

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (54)
"Our second visit, and we enjoyed it just as much! The property is outstanding, and the host is great - we will be back. Very highly recommended."
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Winter Special w/Indoor Parking in Unique New Glarus, see details below.
Fridge, microwave, oven, stovetop

Winter Special w/Indoor Parking in Unique New Glarus, see details below.

10.0 out of 10, Exceptional, (4)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
$477 nightly
The price is $527
Oct 1 - Oct 2
Total with taxes and fees
Winter Special w/Indoor Parking in Unique New Glarus, see details below.
Paoli Den - Renovated Flat!
Fridge, microwave, oven, stovetop

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (26)
"Prefect"
Paoli Den - Renovated Flat!
Luxurious Country Retreat
Fridge, microwave, oven, stovetop

Luxurious Country Retreat

10.0 out of 10, Exceptional, (13)
"Amazing house both inside and outside. Would definitely stay here again. "
Luxurious Country Retreat
Legacy Guest House , Mount Horeb WI
Exterior

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (64)
"This place worked great for my family to stay close to a wedding venue just outside of town."
Legacy Guest House , Mount Horeb WI
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

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

10.0 out of 10, Exceptional, (15)
"We had a nice time here. Easy to get in and out. Very accommodating and clean! Pretty cool place to stay in! "
$168 nightly
The price is $186
Oct 1 - Oct 2
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Lobby

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

$197 nightly
The price is $223
Oct 5 - Oct 6
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Beautiful two story, downtown home, one block from the Square,
Fridge, microwave, oven, stovetop

Beautiful two story, downtown home, one block from the Square,

10.0 out of 10, Exceptional, (34)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
$291 nightly
The price is $319
Oct 1 - Oct 2
Total with taxes and fees
Beautiful two story, downtown home, one block from the Square,
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Interior

MJ's Penthouse ,a piece of paradise on Monroe's historic square

10.0 out of 10, Exceptional, (97)
"In town for girls getaway. This was our second stay at this location. Everything about the stay was perfect will definitely be back! Myron and Jane are great hosts. 10/10!!"
$248 nightly
The price is $272
Oct 5 - Oct 6
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
Outdoor dining

Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

9.8 out of 10, Exceptional, (29)
"Had a great stay for a few days while our son played in Madison. The home was clean, easy to get to and the hosts were amazing!!"
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
Exterior

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

9.0 out of 10, Wonderful, (4)
"We loved our stay. This property was just as described, on a quiet dead end road. There were lots of towels and GREAT pillows. This was our ATV trip and this property is just a few blocks away from the ATV trail. We enjoyed watching the cows as they watched us. We will stay again."
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Pool

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

10.0 out of 10, Exceptional, (2)
"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."
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
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

Hyatt Place Madison / Verona

Hyatt Place Madison / Verona

10/10 Excellent
"We were pleasantly surprised by this property and all it had to offer- great breakfast, lots of sitting areas, outdoor patio with fire pits and three great food options within walking distance. Staff was friendly and helpful. Special shout out to Carl who went above and beyond. It was an awesome stay!"
Maureen 2-night trip
Posted 1 day ago
Hyatt Place Madison / Verona

Find out more about Monticello

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 $186 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Swissland Miniature Golf, or get out into nature at a spot like New Glarus Woods State Park Trailhead. 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.