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Search results; 768 homes in Oregon

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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, 234 reviews
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Home in Oregon
Spacious & Modern Home w/ Deck in Oregon!
5 bedrooms, 7 beds, 3.5 bathrooms
18–23 Oct
4.61 out of 5 average rating, 33 reviews
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Top guest favourite
Flat in Oregon
Main St 1 Bdrm - Steps to the Wine Reserve!
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 133 reviews
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Top guest favourite
Flat in Oregon
Downtown Apt - Steps from sushi and pizza!
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 39 reviews
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Top guest favourite
Flat in Oregon
Main St 2 Bdrm - Walk to coffee & sushi!
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 135 reviews
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Guest favourite
Flat in Oregon
Downtown 1 Bdrm - Walk to coffee and tacos!
1 bedroom, 1 bed, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 67 reviews
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Home in Oregon
13 Mi to University of Wisconsin: Suburban Home
5 bedrooms, 7 beds, 3.5 bathrooms
25–30 Oct
4.81 out of 5 average rating, 36 reviews
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Top guest favourite
Tiny home in Oregon
Le Gallus Palace - A Tiny House
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Room in Oregon
Welcome to the Badger Den!
2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in Fitchburg
Modern Oasis • Gather & Unwind •4 Miles to Madison
7 bedrooms, 23 beds, 5.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Oregon
Hot Tub/Pool Table - Perfect wooded retreat!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
4.97 out of 5 average rating, 36 reviews
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Guest favourite
Home in Fitchburg
Country Living/Downtown Access
4 bedrooms, 1 king bed, 3 bathrooms
3–8 Oct
4.85 out of 5 average rating, 20 reviews
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Guest favourite
Home in Middleton
Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home
4 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in McFarland
Spacious Ranch in McFarland - peaceful and private
3 bedrooms, 6 beds, 2.5 bathrooms
3–8 Oct
4.88 out of 5 average rating, 8 reviews
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Top guest favourite
Guest suite in Madison
Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna
3 bedrooms, 5 beds, 2 bathrooms
8–13 Nov
4.96 out of 5 average rating, 665 reviews
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Top guest favourite
Home in McFarland
Spacious Home/Fenced Yard/10 Min to Madison
3 bedrooms, 8 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Cottage in Edgerton
Rock River Hideaway - Waterfront w/ Dock
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Belleville
Sun Valley Estate! Pool is open as of 4/24/26!
5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Oct
5.0 out of 5 average rating, 43 reviews