Cottage holiday rentals in Winnebago County
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Top-rated cottage rentals in Winnebago County
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Winnebago County
Cottage rentals with a hot tub
Cottage in Neshkoro
4.96 out of 5 average rating, 118 reviewsNostalgic Lakehouse with Ferry Pontoon & Hot Tub
15–22 Aug
Cottage in Campbellsport
4.86 out of 5 average rating, 14 reviewsColorful Cottage w/ Hot Tub - Steps to Long Lake!
27 Nov – 4 Dec
Cottage in Neshkoro
4.89 out of 5 average rating, 19 reviewsCJ's Cozy Cottage
13–20 Sept
Cottage in Wautoma
5.0 out of 5 average rating, 3 reviewsShimmering Shores lake home
15–22 Apr
Cottage in Wautoma
5.0 out of 5 average rating, 11 reviewsOnly 2 summer weeks left. Going fast Book now!
16–23 Sept
Cottage in Wautoma
4.86 out of 5 average rating, 78 reviewsBayside Getaway
7–14 Nov
Pet-friendly cottage rentals
Cottage in Fremont
5.0 out of 5 average rating, 13 reviewsThe Channel House on Lake Poygan
1–8 Jan
Cottage in Neshkoro
4.93 out of 5 average rating, 94 reviewsPet Friendly Antique Schoolhouse with Fenced Yard
13–20 Jun
Cottage in Fremont
4.73 out of 5 average rating, 26 reviewsLana's Lodge
29 Dec – 5 Jan
Cottage in Wild Rose
5.0 out of 5 average rating, 16 reviewsCozy Chalet on Full Rec Lake!
2–9 Nov
Cottage in Campbellsport
4.88 out of 5 average rating, 60 reviewsPicturesque Lakeside Oasis on Kettle Moraine Lake
12–19 Dec
Cottage in Waupaca
4.75 out of 5 average rating, 60 reviewsThe "Chain" Reaction Retreat
15–22 May
Cottage in Campbellsport
4.69 out of 5 average rating, 13 reviewsPeaceful cottages on Long Lake w/ beach & fire pit
3–10 Mar
Cottage in Wautoma
4.88 out of 5 average rating, 40 reviewsUp North Lake Escape
29 May – 5 Jun
Private cottage rentals
Cottage in Oshkosh
5.0 out of 5 average rating, 15 reviewsOshkosh On The Water Cottage Lake Home
29 Mar – 5 Apr
Cottage in Fremont
4.5 out of 5 average rating, 12 reviewsfishing cottage on wolf river
6–13 Mar
Cottage in Oshkosh
Cozy Lake Cottage Perfect for EAA
28 Jul – 4 Aug
Cottage in Oshkosh
4.86 out of 5 average rating, 29 reviews“Hickory Hideaway” Cottage on Lake Winnebago
6–13 Aug
Destinations to explore
- Cottage rentals Madison
- Cottage rentals Lake Geneva
- Cottage rentals Wisconsin
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- Monthly Rentals Winnebago County
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- Rentals with a washing machine and dryer Winnebago County
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