Photo by Matt Anderson Photography

Search Vacation Homes in Monroe

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 26 Vacation Homes in Monroe with updated reviews, rates, and availability.

Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.
Smart TV, fireplace, video games, DVD player

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

10.0 out of 10, Exceptional, (344)
"We had a great stay! The views were beautiful, trails on the property were well maintained, and the loft made a great gaming space! "
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.
Hamilton Goebel House 816 E Louisa St Darlington Wi
Fridge, microwave, oven, stovetop

Hamilton Goebel House 816 E Louisa St Darlington Wi

10.0 out of 10, Exceptional, (35)
"Great place with amazing history. Great location"
The price is AED 364
AED 881 total
includes taxes & fees
12 Jun - 13 Jun
Hamilton Goebel House 816 E Louisa St Darlington Wi
Beautiful two story, downtown home, one block from the Square,
Fridge, oven, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (28)
"I grew up in this town and loved the location. The newly renovated home was perfect for our stay. Super kind hosts and wonderful property."
The price is AED 691
AED 1,211 total
includes taxes & fees
3 Jun - 4 Jun
Beautiful two story, downtown home, one block from the Square,
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Exterior

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

10.0 out of 10, Exceptional, (138)
"We enjoyed our stay, peaceful, clean and everything we needed. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
TV, DVD player, books, video library

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

10.0 out of 10, Exceptional, (40)
"A beautiful cabin, on a wonderful property, in a great part of the Driftless—not sure what more you could ask for... Highly recommended!"
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Historic Country Farmhouse for ANY Season!
Exterior

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (42)
"Bridal party stay before wedding, gorgeous home. "
Historic Country Farmhouse for ANY Season!
13 Mi to University of Wisconsin: Suburban Home
Terrace/patio

13 Mi to University of Wisconsin: Suburban Home

13 Mi to University of Wisconsin: Suburban Home
2 Comfortable Queen Beds, Hot Shower & an affordable price!
1 bedroom, WiFi, bed sheets

2 Comfortable Queen Beds, Hot Shower & an affordable price!

2.0 star property
9.0 out of 10, Wonderful, (2)
"The place is exactly as described. We will plan to stay many more times in the future. "
The price is AED 312
AED 407 total
includes taxes & fees
2 Jun - 3 Jun
2 Comfortable Queen Beds, Hot Shower & an affordable price!
Beautifully updated home close to downtown New Glarus
Exterior detail

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (56)
"Everything was wonderful! Super clean and super easy communications. Thanks for a wonderful weekend!"
Beautifully updated home close to downtown New Glarus
Historic farmhouse with WiFi, dog-friendly, close to rec trails
Fridge, microwave, oven, stovetop

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

2.0 star property
9.6 out of 10, Exceptional, (9)
"its perfect place for spend good time from city "
Historic farmhouse with WiFi, dog-friendly, close to rec trails
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Interior

MJ's Penthouse ,a piece of paradise on Monroe's historic square

10.0 out of 10, Exceptional, (92)
"Great stop and comfortable stay "
The price is AED 716
AED 997 total
includes taxes & fees
2 Jun - 3 Jun
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Destination Driftless- A Trailside Retreat
Interior

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (26)
"Perfect place to stay when visiting the Cheese trail, will definitely return to this property! "
Destination Driftless- A Trailside Retreat
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Pool

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

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."
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
2 Comfortable Queen Beds & Hot Shower at an affordable price.
1 bedroom, free WiFi, bed sheets

2 Comfortable Queen Beds & Hot Shower at an affordable price.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Perfectly located in the center of the Driftless valley. Great attractions with in 15 to 20 miles in every direction. "
The price is AED 312
AED 407 total
includes taxes & fees
1 Jun - 2 Jun
2 Comfortable Queen Beds & Hot Shower at an affordable price.
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more
Outdoor dining

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

9.8 out of 10, Exceptional, (8)
"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."
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more
Beautiful Log House 4 Bed, 2 Baths, 15 acre land, close to Madison, sleeps 13
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
KC HOUSE Cozy Country Home. Enjoy the country life!
Exterior

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (10)
"This property is tranquil gem 20 min from Monroe. Clean and comfortable with beautiful views of rolling countryside. Highly recommend"
KC HOUSE Cozy Country Home. Enjoy the country life!
Updated 3-bedroom duplex, overlooking picturesque Village of New Glarus.
Fridge, microwave, oven, stovetop

Updated 3-bedroom duplex, overlooking picturesque Village of New Glarus.

10.0 out of 10, Exceptional, (2)
"Enjoyed the accommodations. Loved the location. Beds were comfortable We would highly recommend "
Updated 3-bedroom duplex, overlooking picturesque Village of New Glarus.
Apartment in private home, sleeps 7 guest
Exterior

Apartment in private home, sleeps 7 guest

10.0 out of 10, Exceptional, (5)
"Amazing hosts! We will be staying here anytime we need a place up in freeport, everything was immaculate, everything we could have needed was provided. Would highly recommend this home instead of trying to use a hotel in the area, easy access, very kind hosts, and a super comfortable place for sleeping amd relaxing!"
Apartment in private home, sleeps 7 guest
Newly renovated home with UTV/Snowmobile access to the Cheese County Trail!
Living area

Newly renovated home with UTV/Snowmobile access to the Cheese County Trail!

10.0 out of 10, Exceptional, (47)
"Great place to stay"
Newly renovated home with UTV/Snowmobile access to the Cheese County Trail!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free