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Browse Select Monroe Vacation Homes

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

10.0 out of 10, Exceptional, (355)
"Very beautiful property. My family can't wait to come back here!"
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.

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

10.0 out of 10, Exceptional, (30)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is CA $274
CA $466 total
includes taxes & fees
Sep 9 - Sep 10
Beautiful two story, downtown home, one block from the Square,

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (58)
"It was so good to come back to a clean and cozy house each evening after spending the day at the World Dairy Expo."
Beautifully updated home close to downtown New Glarus

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (28)
"Perfect place to stay when visiting the Cheese trail, will definitely return to this property! "
Destination Driftless- A Trailside Retreat

Spacious & Modern Home w/ Deck in Oregon!

7.0 out of 10, Good, (2)
"Awesome...very clean property.Plenty of space for eight people...Quiet neighborhood"
Spacious & Modern Home w/ Deck in Oregon!

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (44)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Very quiet and relaxing place on Main Street, lots of fun"
The price is CA $117
CA $152 total
includes taxes & fees
Aug 10 - Aug 11
2 Comfortable Queen Beds, Hot Shower & an affordable price!

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

10.0 out of 10, Exceptional, (51)
"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

Hamilton Goebel House 816 E Louisa St Darlington Wi

9.8 out of 10, Exceptional, (42)
"The owners were very helpful. The property on the inside was very clean. The yard was overgrown and needed attention."
The price is CA $122
CA $313 total
includes taxes & fees
Aug 13 - Aug 14
Hamilton Goebel House 816 E Louisa St Darlington Wi

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

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice clean room. Great host. Very friendly. Great bar! "
The price is CA $117
CA $152 total
includes taxes & fees
Aug 10 - Aug 11
2 Comfortable Queen Beds & Hot Shower at an affordable price.

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

10.0 out of 10, Exceptional, (147)
"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

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!

Spacious 5-bedroom 80 acres family farm retreat with AC, WiFi in rural Verona

9.4 out of 10, Exceptional, (3)
"Our stay at this property was an overall great experience. The view was amazing and all communication/accommodations were very simple thanks to the host. Would recommend! "
Spacious 5-bedroom 80 acres family farm retreat with AC, WiFi in rural Verona

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

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

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

2.0 star property
9.8 out of 10, Exceptional, (11)
"its perfect place for spend good time from city "
Historic farmhouse with WiFi, dog-friendly, close to rec trails

Lovely 3-bedroom house with WiFi in Darlington

2.0 out of 10, (1)
"This property was under construction still and the property manager was out of town and unreachable."
The price is CA $229
CA $301 total
includes taxes & fees
Aug 10 - Aug 11
Lovely 3-bedroom house with WiFi in Darlington

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

10.0 out of 10, Exceptional, (1)
"Beautiful view, very clean and comfortable house. Pat responded very quickly. I am hoping to return next summer for a longer stay."
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

KC HOUSE Cozy Country Home. Enjoy the country life!

10.0 out of 10, Exceptional, (15)
"More than we expected! We were so comfortable and loved every minute being there. We will definitely be back! "
KC HOUSE Cozy Country Home. Enjoy the country life!

2025 Fall Special in beautiful New Glarus

10.0 out of 10, Exceptional, (3)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
The price is CA $444
CA $811 total
includes taxes & fees
Aug 12 - Aug 13
2025 Fall Special in beautiful New Glarus

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
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