Kid-friendly holiday rentals in Sheboygan County
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Top-rated family-friendly rentals in Sheboygan County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Sheboygan County family-friendly rentals
Kid-friendly house rentals
Home in Sheboygan
4.99 out of 5 average rating, 191 reviewsWoodland Creek Retreat: explore & relax!
22–29 Oct
Home in Sheboygan
4.94 out of 5 average rating, 173 reviewsBeachfront getaway in Sheboygan
27 Oct – 3 Nov
Home in Sheboygan
4.82 out of 5 average rating, 157 reviewsHome Away From Home-One Block From Lake Michigan!
11–18 Oct
Home in Oostburg
4.96 out of 5 average rating, 164 reviewsShamba on the Lake, Oostburg, WI
30 Sept – 7 Oct
Home in Sheboygan
4.97 out of 5 average rating, 118 reviewsLake Michigan home with gorgeous views!
12–19 Apr
Home in Oostburg
4.98 out of 5 average rating, 158 reviewsRiver Ridge-HOT TUB, Games, Luxury, 8 bed, 5 STARS
17–24 Oct
Home in Plymouth
4.96 out of 5 average rating, 138 reviewsThe 2400 sq ft Plymouth Paddock near Road America!
20–27 Apr
Home in Oostburg
4.96 out of 5 average rating, 138 reviewsLake Michigan Beach Home by Frank Lloyd Wright pro
11–18 Jan
Family-friendly apartment rentals
Flat in Sheboygan
4.88 out of 5 average rating, 49 reviewsOne Bdrm Apt - The Erie House near lake & downtown
8–15 Feb
Flat in Sheboygan
5.0 out of 5 average rating, 4 reviewsModern Lower Apt - One block to the Lake
27 Oct – 3 Nov
Flat in Sheboygan
5.0 out of 5 average rating, 22 reviewsThe Sheboygan Foodie Flat
10–17 Sept
Flat in Sheboygan
5.0 out of 5 average rating, 39 reviewsQuaint Blast from the Past - walk to lake/8th st
13–20 Dec
Flat in Sheboygan
4.98 out of 5 average rating, 91 reviewsLovely modern two bedroom home with fire pit
5–12 Apr
Flat in Sheboygan
4.96 out of 5 average rating, 26 reviewsA Wave From It All! - Lake Condo
26 Sept – 3 Oct
Flat in Sheboygan
4.95 out of 5 average rating, 20 reviewsPeaceful apartment by the lake
22–29 Nov
Flat in Sheboygan
4.97 out of 5 average rating, 29 reviewsNorth 7th Place - Entire Unit- 2 bedrooms
19–26 Mar
Family-friendly apartment rentals
Apartment in Sheboygan
4.85 out of 5 average rating, 193 reviewsBeachside Lake View - 2br - First Floor - Garage
3–10 Apr
Apartment in Sheboygan
4.99 out of 5 average rating, 104 reviewsDowntown Beachside Condo with Lake Michigan Views
29 Apr – 6 May
Apartment in Sheboygan
5.0 out of 5 average rating, 43 reviewsUrban Townhouse
13–20 Mar
Apartment in Sheboygan
4.79 out of 5 average rating, 14 reviewsEllis District Urban Lake Condo
1–8 Apr
Apartment in Sheboygan
4.95 out of 5 average rating, 57 reviewsJanelle's Dockside Condo
25 Oct – 1 Nov
Apartment in Sheboygan
4.92 out of 5 average rating, 13 reviewsPerfect Paradise: Steps to Lake Michigan!
5–12 Sept
Apartment in Elkhart Lake
5.0 out of 5 average rating, 6 reviewsAdorable modern cottage-upper unit
7–14 Dec
Apartment in Sheboygan
4.89 out of 5 average rating, 56 reviewsSheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
14–21 Jan
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Madison
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