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Search results; 684 homes in Middleton

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Top guest favourite
Guest suite in Middleton
Quiet sunlit studio near vibrant downtown
1 bedroom, 1 bed, 1 private bathroom
29 Sept – 4 Oct
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4.98 out of 5 average rating, 273 reviews
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Superhost
Home in Middleton
Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home
4 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 20 reviews
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Home in Middleton
The Wright Balance
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 36 reviews
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Flat in Middleton
Middleton springs
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.99 out of 5 average rating, 79 reviews
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Home in Middleton
Sunny contemporary home with pool close to all
5 bedrooms, 6 beds, 4 bathrooms
6–11 Sept
4.92 out of 5 average rating, 48 reviews
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Place to stay in Middleton
Elegant Stay–Premium Kitchen–Perfect for Groups
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 69 reviews
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Flat in Middleton
Private yet close to everything!
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 45 reviews
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Home in Middleton
Countryside Home Minutes to Madison
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.89 out of 5 average rating, 123 reviews
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Room in Middleton
Stay with Luna and Coco!
1 queen bed, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 42 reviews
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Home in Windsor
Par-fect Escape on Lake Windsor Golf Course
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 15 reviews
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Home in Madison
Richard's House
6 bedrooms, 8 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 208 reviews
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Superhost
Home in Windsor
3BR,1.5Ba half-duplex w/driveway near golf course
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Sept
4.83 out of 5 average rating, 187 reviews
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Guest suite in Madison
Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna
3 bedrooms, 5 beds, 2 bathrooms
16–21 Oct
4.97 out of 5 average rating, 661 reviews
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Flat in Madison
The Dylin Hotel | Studio
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 110 reviews
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Flat in Madison
The Dylin Hotel | Two Bedroom
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.92 out of 5 average rating, 153 reviews
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Home in Madison
Madison's First EcoLodge
5 bedrooms, 8 beds, 4.5 bathrooms
18–23 Oct
4.88 out of 5 average rating, 107 reviews
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Superhost
Hotel in Madison
Two Bedroom with Lake View
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 245 reviews
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Townhouse in Sun Prairie
Prime Time - 3 Bedroom with Fireplace! Sleeps 12
4 bedrooms, 5 beds, 2.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 148 reviews
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Guest favourite
Home in Madison
Madison Historical Inn
4 bedrooms, 6 beds, 4.5 bathrooms
1–6 Sept
4.95 out of 5 average rating, 85 reviews