Family-friendly holiday rentals in Pleasant Prairie
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pleasant Prairie
Guests agree: these family-friendly homes 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 Pleasant Prairie family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Ingleside
4.84 out of 5 average rating, 369 reviews"A" Frame Brandenburg Lake
23–30 Oct
Home in Richmond
4.93 out of 5 average rating, 143 reviews"About Time" You will love it! -12 beds
8–15 Feb
Home in Milwaukee
4.95 out of 5 average rating, 224 reviewsSpacious house, yard & hot tub easy drive downtown
18–25 Feb
Home in Bristol
4.82 out of 5 average rating, 85 reviewsBeautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
11–18 Feb
Cabin in Lake Geneva
4.84 out of 5 average rating, 99 reviewsLuxury Log Cabin retreat home
24 Sep – 1 Oct
Home in Lake Geneva
4.69 out of 5 average rating, 118 reviewsRestored Victorian w Hottub , 1block to shops
7–14 May
Apartment in Lake Geneva
4.82 out of 5 average rating, 61 reviews2 Bedroom villa at Lake Geneva's GRAND Resort
29 Sep – 6 Oct
Cottage in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 94 reviews3bd 2ba cottage Abbey Springs on Lake Geneva
4–11 Dec
Family- and pet-friendly home rentals
Flat in West Allis
4.79 out of 5 average rating, 155 reviewsStation No 06 Inn
25 Oct – 1 Nov
Flat in Milwaukee
4.85 out of 5 average rating, 171 reviewsCozy Basement Space In Bay View by Lake Michigan
14–21 Dec
Guest house in Milwaukee
4.95 out of 5 average rating, 246 reviewsThe Carriage House in Sanger House Gardens
23–30 Dec
Guest house in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
15–22 Jan
Flat in Milwaukee
4.86 out of 5 average rating, 370 reviewsRiverwest Loft with city skyline view
23 Feb – 2 Mar
Cottage in Antioch
4.91 out of 5 average rating, 129 reviews#2 Historic Lake Cottage -Cypress Resort & Marine
5–12 Sep
Home in Milwaukee
4.94 out of 5 average rating, 169 reviewsHGTV Renovated Home with GREAT backyard!
19–26 Nov
Flat in Milwaukee
4.85 out of 5 average rating, 249 reviewsBest location in Milwaukee! Lower Duplex Unit
28 Sep – 5 Oct
Family-friendly home rentals with a pool
Apartment in Lake Geneva
4.65 out of 5 average rating, 252 reviewsFlexible rental In Lake Geneva Area
1–8 Apr
Cabin in Union
4.71 out of 5 average rating, 59 reviewsRustic Cabin with Patio Swing
9–16 Feb
Apartment in Fontana-on-Geneva Lake
4.84 out of 5 average rating, 87 reviewsAbbey Villa D
8–15 Jan
Apartment in Fontana-on-Geneva Lake
5.0 out of 5 average rating, 49 reviews2 BD 2 BA Abbey Villa with Pool
17–24 Oct
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
1–8 Mar
Home in Fontana
4.5 out of 5 average rating, 4 reviewsNorth Shore Hideaway
16–23 Jan
Apartment in Lake Geneva (Town of Geneva)
4.93 out of 5 average rating, 242 reviewsPrivate & Cozy Villa on Zurich in LG
5–12 Nov
Apartment in Lake Geneva
4.9 out of 5 average rating, 187 reviewsLakeview at CasaComo
8–15 Mar
Quick stats about holiday rentals that are family-friendly in Pleasant Prairie
Total rentals
20 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
770 reviews
Nightly prices starting at
$109 SGD before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
- Madison Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
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- Monthly Rentals Pleasant Prairie
- House rentals Pleasant Prairie
- Rentals with a washing machine and dryer Pleasant Prairie
- Rentals with a patio Pleasant Prairie
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