Photo by Michael Hughes

Monroe Holiday Rentals

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Holiday Rentals in Monroe

Holiday Home in Monroe

10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
The price is AU$419
includes taxes & fees
7 Dec - 8 Dec
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Holiday Home in Monroe

10.0 out of 10, Exceptional, (35)
"Beautiful home, close to downtown. Check in was very easy. Very easy push button entry. Kitchen is large for several to work around and well stocked with all essentials. "
United States
Cynthia O.
The price is AU$439
includes taxes & fees
3 Dec - 4 Dec
Beautiful two story, downtown home, one block from the Square,

Cottage in Monroe

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

Holiday Home in Monroe

7 blocks from downtown cheese days!

Apartment in Monroe

2.0 star property
The price is AU$312
includes taxes & fees
3 Dec - 4 Dec
Lookout Loft over the Monroe Square

Holiday Home in Blanchardville

10.0 out of 10, Exceptional, (372)
"great property for our family get together. comfy and private, yet close to many driftless region towns and activities."
United States
David s.
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Holiday Home in Mineral Point

2.0 star property
10.0 out of 10, Exceptional, (2)
"It was a very lovely house and host. Perfect for the trail, and could easily accommodate a large family."
United States
amber s.
The price is AU$322
includes taxes & fees
3 Dec - 4 Dec
Home away from home right off the trail between Mineral Point and Darlington

Cabin in Lena

10.0 out of 10, Exceptional, (12)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
The price is AU$262
includes taxes & fees
10 Dec - 11 Dec
Peace & Simplicity in a Little Red Cabin on the Farm

Holiday Home in Darlington

9.2 out of 10, Wonderful, (32)
"Nice location. Quiet and close to trails"
United States
Johanna D.
Destination Driftless- A Trailside Retreat

Holiday Home in Darlington

10.0 out of 10, Exceptional, (2)
"Very cute place to stay. "
United States
Srstenger@gmail.com G.
Darlington River View House - Direct Trail Access

Holiday Home in Hollandale

10.0 out of 10, Exceptional, (57)
"Wonderful stay!"
United States
Timothy B.
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Holiday Home in Monticello

10.0 out of 10, Exceptional, (156)
"Fantastic area to explore"
United States
Bill N.
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Holiday Home in Oregon

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."
United States
Nikil P.
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Holiday Home in Darlington

9.8 out of 10, Exceptional, (48)
"Close to town. "
United States
Juanita W.
The price is AU$370
includes taxes & fees
31 Dec - 1 Jan 2026
Hamilton Goebel House 816 E Louisa St Darlington Wi

Holiday Home in Albany

9.6 out of 10, Exceptional, (4)
"This was a perfect place for our two night stay for four couples over Labor Day weekend. Very nice, well appointed interior and really comfortable beds! Would stay here again."
United States
Bob O.
Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

Holiday Home in New Glarus

9.8 out of 10, Exceptional, (11)
"We enjoyed our annual friend's gathering at this location. TONS of space for everyone to spread out and enjoy themselves!! Would be a fantastic place in the summer, as there's a pool."
United States
Jill L.
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

Cabin in Brodhead

10.0 out of 10, Exceptional, (5)
"This is a beautiful home and area with a lot of fun activities. Love kayaking, playing pool, and sitting on the deck with the lake view."
United States
Jenelle K.
Avail. Christmas! Lake Cabin w/King, Sauna

Holiday Home in Rock City

10.0 out of 10, Exceptional, (17)
"Beautifully maintained, stocked with any little thing you need. Clean, relaxing and suited our group perfectly for a weekend away. "
United States
Patricia M.
KC HOUSE Cozy Country Home. Enjoy the country life!

Holiday Home in Gratiot

9.2 out of 10, Wonderful, (10)
"Quiet and peaceful. Close to Apple River Canyon and Yellowstone State Park. My wife and I had a wonderful time. Our dog had a blast too. We are planning on returning."
United States
Tom R.
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

Apartment in Oregon

2.0 star property
9.6 out of 10, Exceptional, (4)
"The studio apartment was perfect for our stay (just the two of us). We had visited to run a local ultramarathon race and the location was perfect. Small kitchen was convenient and the apartment was easy to access. Better than a hotel! Host was very friendly and easy to contact."
United States
Alexander W.
Studio 104 at Foxboro
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 Monroe Hotel Reviews

Find out more about Monroe

Everything you need to know about Monroe holiday rentals

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

Monroe holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monroe. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monroe holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monroe holiday rentals we have selected for you start as low as AU$262 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monroe rentals

At Expedia, we put the best Monroe holiday 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 Monroe 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 Monroe holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monroe. 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

Are there holiday rentals in Monroe?

Yes, there are holiday rentals in Monroe close to Chalet Cheese Cooperative, 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. Another good choice for your trip to Monroe is Beautiful two story, 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?

Chalet Cheese Cooperative and Roth Kase Cheese Factory are a couple of the family-friendly sights, whereas cultural attractions include Historic Cheesemaking Center. Minhas Craft Brewery and Monroe Arts Center are other places to visit while you're in town.

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.