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Search results; 604 homes in Monticello

Top guest favourite
Room in Monticello
Waking up with Sun rise and the bird calls
1 bedroom, 1 bed, 1 shared bathroom
13–18 Sept
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4.97 out of 5 average rating, 107 reviews
Top guest favourite
Room in Monticello
A slice of heaven in the woods
1 queen bed, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 244 reviews
Top guest favourite
Home in Oregon
Contemporary home near Madison
4 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
4.99 out of 5 average rating, 231 reviews
Top guest favourite
Flat in New Glarus
Big Space in the Heart of Little Switzerland
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 209 reviews
Guest favourite
Home in New Glarus
Historic Lustron Home
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Home in Blanchardville
Sawmill Creek Farm-Close to New Glarus, 5 bedrooms
5 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 210 reviews
Top guest favourite
Home in New Glarus
Little Swiss "Quacks Nest" With a View
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 79 reviews
Top guest favourite
Home in Monticello
Emerald Ridge Retreat
4 bedrooms, 6 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Albany
Firefly Wood Lodge
4 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 27 reviews
Cabin in Blanchardville
Cabin in the Woods
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.63 out of 5 average rating, 24 reviews
Guest favourite
Home in Albany
Albany House B&B
4 bedrooms, 4 beds, 5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 50 reviews
Cabin in Argyle
Hilltop A-frame
4 bedrooms, 8 beds, 1 bathroom
22–27 Sept
4.7 out of 5 average rating, 10 reviews
Guest favourite
Home in Monroe
Home away from home, close to historic square
3 bedrooms, 3 beds, 2 bathrooms
21–26 Oct
4.83 out of 5 average rating, 186 reviews
Top guest favourite
Home in Monroe
Corner Cottage
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 121 reviews
Guest favourite
Home in Belleville
Sun Valley Estate! Pool is open as of 4/24/26!
5 bedrooms, 7 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Monroe
McG Resorts Chic Chalet
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Monroe
The Other House
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 64 reviews
Home in Oregon
Spacious & Modern Home w/ Deck in Oregon!
5 bedrooms, 7 beds, 3.5 bathrooms
18–23 Oct
4.59 out of 5 average rating, 32 reviews
Guest favourite
Flat in Albany
Sugar River Hideaway
3 bedrooms, 3 beds, 1 bathroom
7–12 Oct
4.93 out of 5 average rating, 224 reviews