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Monroe Vacation Rentals

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In two weeks
Dec 19 - Dec 21
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Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Monroe

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.
The price is ￥26,142
￥46,656 total
includes taxes & fees
Dec 7 - Dec 8
Beautiful two story, downtown home, one block from the Square,
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.
The price is ￥30,250
￥42,127 total
includes taxes & fees
Dec 17 - Dec 18
MJ's Penthouse ,a piece of paradise on Monroe's historic 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
The price is ￥14,113
￥31,611 total
includes taxes & fees
Dec 8 - Dec 9
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, (374)
"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.
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.
The price is ￥27,148
￥32,407 total
includes taxes & fees
Dec 7 - Dec 8
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.
The price is ￥21,718
￥26,305 total
includes taxes & fees
Dec 10 - Dec 11
Peace & Simplicity in a Little Red Cabin on the Farm
Fridge, microwave, oven, stovetop
Historic farmhouse with WiFi, dog-friendly, close to rec trails

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

2.0 star property
Darlington
9.8 out of 10, Exceptional, (12)
"its perfect place for spend good time from city "
United States
Anna W.
Historic farmhouse with WiFi, dog-friendly, close to rec trails
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
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)
"Fantastic area to explore"
United States
Bill N.
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
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.
The price is ￥15,358
￥37,202 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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
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
"We love this hotel and stay everytime we vist our family in Oregon. The front desk staff are the best and we love the pool and breakfast "
DENISE 1-night trip
Posted 7 days ago
Sleep Inn & Suites Oregon - Madison

Find out more about Monroe

Search for holiday rentals in Monroe on Expedia! You can easily find your home rentals, villas, holiday apartments in Monroe using one of the methods below:

  • View our selection of featured holiday rentals in Monroe
  • Use the map to find apartments and other holiday homes in the Monroe neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Monroe while they last

Look no further and take a look at our great range of rental properties in Monroe!

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.