Monticello Vacation Rentals

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Vacation Rentals in Monticello

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
10.0 out of 10, Exceptional, 117 reviews
"The home was clean and quiet and very comfortable. We spent time on both the upstairs and downstairs porches drinking coffee in the morning, a little wine in the evenings. The only scary thing is the driveway up for me. No problem for my husband, though! Great place!! Would stay here again!"
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, 10 reviews
"Space is clean, property is very pretty! Pool wasn’t ready for use, but can imagine it would add even more to the a summer stay! Owner is easy to communicate with. Ran into severe weather - owners were welcoming and ensured we were safe at all times. We will definitely be back to visit again!"
The price is CA $124
CA $188 total
includes taxes & fees
Jun 17 - Jun 18
Enjoy Nature with Full Comfort!
Sugar River Suite - Your Sweet Escape in the Heart of it All!
10.0 out of 10, Exceptional, 1 review
"The location was perfect for our visit, but the accommodations exceeded our expectations. Well appointed rooms, kitchen, and gathering spaces made our stay delightful. We appreciated the antique furnishings and decor, while enjoying every modern convenience. We will definitely recommend this charming apartment to others visiting the area."
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, 37 reviews
"Very good stay!"
Legacy Guest House , Mount Horeb WI
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
9.6 out of 10, Exceptional, 4 reviews
"Host was great with communication and additional touches. We needed a place to stay with multiple bedrooms close to Madison. This place was perfect. Close to walking trail, grocery store, and a brewery. Will consider again in the future."
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
Quiet Farmhouse-Style Cabin w/ Front Porch!
10.0 out of 10, Exceptional, 38 reviews
"Perfect peaceful retreat to serve as base camp to explore Wisconsin’s driftless region. My wife and I really appreciated the little touches that make this cabin special. We would definitely stay here again."
Quiet Farmhouse-Style Cabin w/ Front Porch!
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
10.0 out of 10, Exceptional, 28 reviews
"In spite of a storm that felled many trees Thea and crew worked OT to allow us in. A truly wonderful place that we will return to time and again!"
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Clean and charming home in great location near Epic and downtown Verona!
10.0 out of 10, Exceptional, 9 reviews
"We stayed in the three bedroom unit on the main floor of this beautifully renovated house. The kitchen is equipped with all the basics ( we made lasagne) including several options for making coffee. The backyard and adjacent bike/walk trail were perfect for dog walking, and we strolled to Sow’s Ear and Icki Sticki for yummy treats. The new king bed was very comfortable, and there are two desks with good chairs if you need to work during your stay. The washer and dryer were handy, and are shared...
Clean and charming home in great location near Epic and downtown Verona!
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
10.0 out of 10, Exceptional, 69 reviews
"It was beautiful and was a perfect location."
The price is CA $268
CA $359 total
includes taxes & fees
Jun 16 - Jun 17
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
10.0 out of 10, Exceptional, 2 reviews
"Very nice place. Slept 7 of us very comfortably. Spacious layout and nice outdoor deck and pool area. The kitchen was incredible as the stove top griddle came in very handy for cooking up breakfast each morning."
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, 49 reviews
"Great place for us. Came for a nearby high school graduation so spent time out and about with family. The house was a reat place to come back and rest each evening. Great town , will need come back again to explore the fun places in town"
Newly renovated home close to downtown New Glarus
Large Home close to everything, Dogs welcome.
10.0 out of 10, Exceptional, 1 review
"We were in town visiting sick family and unfortunately spent most of our time at the hospital. The home was located within 15 mins of UW Hospital and many local restaurants and shopping. The home had plenty of bedrooms and space if traveling with a larger group. We did take our dog and though there isn’t much yard space the neighborhood is great for a walk. Very safe and quiet. The only negative to the house would be the stairs if anyone has mobility issues. You have to do stairs to get to...
Large Home close to everything, Dogs welcome.
3 BR Executive Home Near Madison w/ Nature Trails + Madison's Best Nearby!
10.0 out of 10, Exceptional, 2 reviews
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
3 BR Executive Home Near Madison w/ Nature Trails + Madison's Best Nearby!
Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison
10.0 out of 10, Exceptional, 70 reviews
"Our visit was cursed by unforeseen amounts of torrential rain the second day. The basement completely flooded and our friends staying in the basement had to evacuate to a hotel. The owners were very responsive, and worked hard so that we could enjoy the rest of our stay, and the ultimate frisbee team could shelter from the terrible weather. Some tough negotiations on refunds, and perhaps there could have been a warning of possible issues in the event of heavy rain, but overall we very much...
Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison
Destination Driftless- A Trailside Retreat
9.4 out of 10, Exceptional, 21 reviews
"Wondering location not far from the ATV trails loved the old farm house feel and decor will definitely stay again hopefully longer next time !!"
Destination Driftless- A Trailside Retreat
Beautiful downtown home, one block from the Square,
10.0 out of 10, Exceptional, 19 reviews
"This house was so cute! Modern decor and amenities with beautifully restored original hardwood floors. We would definitely stay here again! 😁"
The price is CA $293
CA $492 total
includes taxes & fees
Jun 18 - Jun 19
Beautiful downtown home, one block from the Square,
KC HOUSE Cozy Country Home
10.0 out of 10, Exceptional, 1 review
"Very peaceful! Very welcoming! This was a great place, blending old and new! Our group was 20 - 65 years old. All of the beds were comfy, the kitchen was well appointed. We really loved the outdoor cooking area and the outdoor seating areas. What a view! This would be a great place for a retreat and to unplug (although there is solid wifi and TVs throughout). The owner went over and above. We entered the house to an array of snacks and beverages on the counter. I can't say enough about this...
KC HOUSE Cozy Country Home
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, 4 reviews
"Our family enjoyed a delightful weekend stay at the EarthHouse for the graduation of our oldest son from UW. Pam wished us well from the onset & was extremely helpful when we added our middle son to our stay. At the time of booking, we were unaware that he would be able to join us for the graduation festivities. However, Pam accommodated our changing needs after arrival without creating any anxiety for us on our exciting weekend. We enjoyed a fantastic dinner in Mt Horeb Friday evening at Bistro...
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Cozy, Spacious Downtown Verona 3 Bedroom Home
10.0 out of 10, Exceptional, 17 reviews
"The property was clean, tidy and highly functional. 5 stars!"
The price is CA $261
CA $572 total
includes taxes & fees
Jul 4 - Jul 5
Cozy, Spacious Downtown Verona 3 Bedroom Home
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more
9.8 out of 10, Exceptional, 6 reviews
"The property is very nice plenty of room for large family or big group. House was a little warm because of weather and setting on t-stat But other than the one day that we had other family stop by we didn’t get to spend much time at the house. We did get to enjoy the pool one day. The sauna was a nice hit as well The kitchen upstairs and on the lower level was very handy. All in all we would stay there again for sure if the whole family is able to travel all at once again Thank you to Hans and...
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more
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See all available properties in Monticello
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.

Monticello Vacation Rental Travel Info

Other types of properties in Monticello you may be interested in

Jaggi Swiss Gasthaus
9.8 out of 10, Exceptional, 17 reviews
"The owner is very nice, easy to like."
Jaggi Swiss Gasthaus
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
10.0 out of 10, Exceptional, 117 reviews
"The home was clean and quiet and very comfortable. We spent time on both the upstairs and downstairs porches drinking coffee in the morning, a little wine in the evenings. The only scary thing is the driveway up for me. No problem for my husband, though! Great place!! Would stay here again!"
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
AmericInn by Wyndham Madison West
3.0 star property
8.6 out of 10, Excellent, 1,062 reviews
"This was an additional night of previous reservation. Overall I will stay again."
The price is CA $103
CA $119 total
includes taxes & fees
Jun 19 - Jun 20
AmericInn by Wyndham Madison West
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monticello. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Legacy Guest House , Mount Horeb WI: This vacation home rental outside of Monticello offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable 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.

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 New Glarus Woods State Park. New Glarus Brewing Company and Swiss Historical Village 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.

Recent reviews of Monticello properties
Expedia verified reviews