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Monroe Vacation Rentals

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Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Monroe

Interior
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, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
$251 nightly
The price is $275
Dec 1 - Dec 2
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Fridge, microwave, oven, stovetop
Beautiful two story, downtown home, one block from the Square,

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

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.
$260 nightly
The price is $284
Dec 2 - Dec 3
Total with taxes and fees
Beautiful two story, downtown home, one block from the Square,
House (3 Bedrooms) | Interior
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Monroe
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
3 bedrooms, free WiFi
7 blocks from downtown cheese days!

7 blocks from downtown cheese days!

Monroe
7 blocks from downtown cheese days!
Living area
Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square

2.0 star property
Monroe
$180 nightly
The price is $197
Dec 1 - Dec 2
Total with taxes and fees
Lookout Loft over the Monroe Square
Smart TV, fireplace, video games, DVD player
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

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

Blanchardville
10.0 out of 10, Exceptional, (372)
"Beautiful setting tucked away in the rolling hills of southern Wisconsin located just where we wanted to be, close to relatives and family history."
United States
Jon H.
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Property grounds
Home away from home right off the trail between Mineral Point and Darlington

Home away from home right off the trail between Mineral Point and Darlington

2.0 star property
Mineral Point
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.
$198 nightly
The price is $209
Dec 1 - Dec 2
Total with taxes and fees
Home away from home right off the trail between Mineral Point and Darlington
Interior
Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm

Lena
10.0 out of 10, Exceptional, (12)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
$160 nightly
The price is $170
Dec 5 - Dec 6
Total with taxes and fees
Peace & Simplicity in a Little Red Cabin on the Farm
Exterior
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

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

Monticello
10.0 out of 10, Exceptional, (156)
"A comfy home in a quiet location, perfect for our weekend getaway. We've stayed here once before and would definitely come back again if it's available next time we're in the area. "
United States
Amy K.
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Dining
Destination Driftless- A Trailside Retreat

Destination Driftless- A Trailside Retreat

Darlington
9.2 out of 10, Wonderful, (32)
"Nice location. Quiet and close to trails"
United States
Johanna D.
Destination Driftless- A Trailside Retreat
Living area
Darlington River View House - Direct Trail Access

Darlington River View House - Direct Trail Access

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
TV, DVD player, books, video library
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

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

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

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

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!
Fridge, microwave, oven, stovetop
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, (48)
"Close to town. "
United States
Juanita W.
$219 nightly
The price is $240
Dec 31 - Jan 1, 2026
Total with taxes and fees
Hamilton Goebel House 816 E Louisa St Darlington Wi
Terrace/patio
Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13

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

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

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
Fridge, microwave, oven, stovetop
Avail. Christmas! Lake Cabin w/King, Sauna

Avail. Christmas! Lake Cabin w/King, Sauna

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
Exterior
KC HOUSE Cozy Country Home. Enjoy the country life!

KC HOUSE Cozy Country Home. Enjoy the country life!

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!
Exterior
Lovely 3-bedroom house with WiFi in Darlington

Lovely 3-bedroom house with WiFi in Darlington

Darlington
2.0 out of 10, (1)
"This property was under construction still and the property manager was out of town and unreachable."
United States
Melissa S.
$208 nightly
The price is $219
Dec 2 - Dec 3
Total with taxes and fees
Lovely 3-bedroom house with WiFi in Darlington
Exterior
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

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

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.
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

Sleep Inn & Suites Oregon - Madison

Sleep Inn & Suites Oregon - Madison

10/10 Excellent
"Very friendly staff. Super comfy bed. Great eats just a walk away. "
Michael 1-night trip
Posted 7 days ago
Sleep Inn & Suites Oregon - Madison

Find out more about Monroe

Everything you need to know about Monroe 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 Monroe 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 Monroe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monroe vacation 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 low season months. For more hustle and bustle, you may prefer to visit Monroe 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 $170 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 Monroe rentals

At Expedia, we put the best Monroe 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Monroe?

Yes, there are vacation rentals in Monroe near Chalet Cheese Cooperative, or you can select a secluded option if you're looking for extra privacy while you relax. 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 vacation rentals in Monroe?

MJ's Penthouse ,a piece of paradise on Monroe's historic square: Visitors like this Monroe vacation home rental. It is located in the city center 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 vacation rentals will I find in Monroe?

With 5 Expedia vacation rentals, you're sure 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 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 vacation rental in Monroe like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Monroe. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.