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Monroe Holiday Rentals

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Holiday Rentals in Monroe

MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>

10.0 out of 10, Exceptional, (82)
"Cannot speak highly enough about this property. A hidden gem in Monroe! Such a relaxing and well designed place. Stayed for 2 nights this time and looking forward to my next visit."
The price is AU$417
includes taxes & fees
26 Nov - 27 Nov
MJ's Penthouse ( a piece of paradise on Monroe's historic square)<br>

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (40)
"Susan was amazing. The property was beautiful, super clean and had every needed and wanted. It was super relaxing!comfortable and roomy. "
Historic Country Farmhouse for ANY Season!

Beautiful downtown home, one block from the Square,

10.0 out of 10, Exceptional, (23)
"Excellent house downtown Monroe. Awesome owners, who are great communicators."
Beautiful downtown home, one block from the Square,

Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

10.0 out of 10, Exceptional, (2)
"Very clean and very nice. Close to town. A wonderful property manager."
Wisconsin Farmhouse Stay: UTV, Boat, Snowmobile!

7 blocks from downtown cheese days!

7 blocks from downtown cheese days!

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

Spacious, Pet Friendly Apartment in the Heart of Downtown

9.8 out of 10, Exceptional, (10)
"It was right in the heart of downtown. "
The price is AU$433
includes taxes & fees
9 Dec - 10 Dec
Spacious, Pet Friendly Apartment in the Heart of Downtown

Serene Views: Quiet Farmhouse Cabin in Wisconsin!

10.0 out of 10, Exceptional, (49)
"Wonderful cabin. Calming views. Just what we needed. Clean, well stocked with EVERYTHING. Special treats where a lovely surprise! Will be back. "
Serene Views: Quiet Farmhouse Cabin in Wisconsin!

Quite- relaxing country living with pool/hot tub and sauna!

10.0 out of 10, Exceptional, (16)
"we enjoyed our stay at this property. The hosts were attentive while still respecting our privacy and obviously wanted to be sure we had a good experience. The space was as described and the pool was terrific. We enjoyed being in a smaller town where we could see stars at night but close enough to Rockford with plenty of things to do. "
Quite- relaxing country living with pool/hot tub and sauna!

Relax on the Sugar River in this beautiful newly renovated building

2.0 star property
10.0 out of 10, Exceptional, (10)
"Beautiful set up enough room for everyone and great time, 10/10 place would recommend"
Relax on the Sugar River in this beautiful newly renovated building

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

10.0 out of 10, Exceptional, (135)
" This home sits on a hill looking west. The home is spacious with a nice back yard and firepit. Close to New Glarus. The rooms are big and very clean. The kitchen has everything you need. Communication with the owner was awesome. Would definitely stay again."
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (24)
"We have stayed here 2 previous times. We love the location. Thanks for sharing your home with us."
Destination Driftless- A Trailside Retreat

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

10.0 out of 10, Exceptional, (39)
"This place is absolutely beautiful ! The property you stay on is an amazing farm. Trees everywhere, a pond, hills, cliffs. The home you rent is so homey, extremely clean,and these people have thought of everything to make it great for their guests. Tons of things to do during bad weather. The place is equiped with art supplies, games, movies - whatever you may like. The owner/property manager is the sweetest person ever, and always great to deal with. This has become our new favorite...
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Riverfront Cabin Rental ~ 9 Mi to Yellowstone Lake

10.0 out of 10, Exceptional, (2)
Riverfront Cabin Rental ~ 9 Mi to Yellowstone Lake

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (55)
"Everything was wonderful! Super clean and super easy communications. Thanks for a wonderful weekend!"
Beautifully updated home close to downtown New Glarus

Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

9.8 out of 10, Exceptional, (7)
"Property was perfect. We were there for a bachelor party and the house was big and clean. Perfect balconies overlooking the front yard and pool area. Pool was perfect! A lot of brush surrounding. The sauna may have been the best part of this house! Be sure to use quiet hours at 10, although, you do not have any direct sight of any houses. Would recommend for larger groups!"
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

Sugar River Suite - Your Sweet Escape in the Heart of it All!

10.0 out of 10, Exceptional, (12)
"My husband and I stayed at this amazing location for 2 nights. The place is perfect! Charming, spacious and cozy and we loved having the little fireplace place after hiking in the area. The host was very responsive and provided great recommendations for the area! Thank"
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Historic farmhouse with WiFi, dog-friendly, close to rec trails

2.0 star property
9.6 out of 10, Exceptional, (8)
"its perfect place for spend good time from city "
Historic farmhouse with WiFi, dog-friendly, close to rec trails

Peaceful Blanchardville Cabin on 35-Acre Farm

10.0 out of 10, Exceptional, (21)
"Cutest cabin and nicest host this side of the Mississippi! Such a nice, clean cabin, and beautiful space, with so many extras❤️❤️ we loved it, and would def stay again."
Peaceful Blanchardville Cabin on 35-Acre Farm

Waterfront Sugar River Cabin w/ Dock & Game Room!

9.6 out of 10, Exceptional, (5)
"This Cabin is the perfect weekend getaway; secluded but only a short drive from Madison. "
Waterfront Sugar River Cabin w/ Dock & Game Room!
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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Other types of properties in Monroe you may be interested in

Super 8 by Wyndham Monroe WI

2.0 star property
9.0 out of 10, Wonderful, (675)
"great place as always"
The price is AU$115
includes taxes & fees
8 Dec - 9 Dec
Super 8 by Wyndham Monroe WI

AmericInn by Wyndham Monroe

2.5 star property
8.8 out of 10, Excellent, (310)
"Staff was friendly "
The price is AU$190
includes taxes & fees
8 Dec - 9 Dec
AmericInn by Wyndham Monroe

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (40)
"Susan was amazing. The property was beautiful, super clean and had every needed and wanted. It was super relaxing!comfortable and roomy. "
Historic Country Farmhouse for ANY Season!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Monroe?

Yes, there are holiday rentals in Monroe close to Roth Kase Cheese Factory, or you can select a more secluded option if you're looking for a relaxing stay. Monroe is known for its festivals and breweries. Make sure you have time to check out the gardens and art during your trip.

What are some of the best holiday rentals that Monroe has to offer?

MJ's Penthouse ( a piece of paradise on Monroe's historic square)
: This highly rated holiday home rental in Monroe is located in the city centre, and has a balcony, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Monroe include Historic Country Farmhouse for ANY Season! and Beautiful downtown home, one block from the Square,.

How many holiday rentals will I find in Monroe?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Monroe stay.

What’s there to see and do in Monroe?

Roth Kase Cheese Factory and Chalet Cheese Cooperative are a couple of the family-friendly sights, whereas cultural attractions include Historic Cheesemaking Center. In the wider area, you’ll find Minhas Craft Brewery and Sugar River Raceway.

What’s a holiday rental in Monroe like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monroe. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.