Family-friendly vacation 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.
Vacation 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
Nov 15 – 22
Home in Richmond
4.93 out of 5 average rating, 144 reviews"About Time" You will love it! -12 beds
Apr 10 – 17
Cabin in Elkhorn
4.97 out of 5 average rating, 266 reviewsThe Retreat: 5 Acre Log Cabin
Nov 25 – Dec 2
Home in Milwaukee
4.95 out of 5 average rating, 224 reviewsSpacious house, yard & hot tub easy drive downtown
Sep 11 – 18
Home in Bristol
4.82 out of 5 average rating, 85 reviewsBeautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
Jan 31 – Feb 7
Cabin in Lake Geneva
4.84 out of 5 average rating, 99 reviewsLuxury Log Cabin retreat home
Nov 8 – 15
Condo in Lake Geneva
4.82 out of 5 average rating, 61 reviews2 Bedroom villa at Lake Geneva's GRAND Resort
Mar 4 – 11
Home in Lake Geneva
4.69 out of 5 average rating, 118 reviewsRestored Victorian w Hottub , 1block to shops
Jan 7 – 14
Family- and pet-friendly home rentals
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Feb 21 – 28
Apartment in Milwaukee
4.85 out of 5 average rating, 173 reviewsCozy Basement Space In Bay View by Lake Michigan
Apr 26 – May 3
Guesthouse in Hubertus
4.96 out of 5 average rating, 137 reviewsQuiet retreat-golf, bike, hike, motorcycle
Dec 13 – 20
Cottage in Antioch
4.91 out of 5 average rating, 129 reviews#2 Historic Lake Cottage -Cypress Resort & Marine
Sep 16 – 23
Loft in Woodstock
4.96 out of 5 average rating, 170 reviewsCurated Loft Retreat in The Heart Of Woodstock
Aug 26 – Sep 2
Chalet in Williams Bay
4.87 out of 5 average rating, 211 reviewsThe Bay Chalet
Nov 12 – 19
Apartment in Milwaukee
4.86 out of 5 average rating, 371 reviewsRiverwest Loft with city skyline view
Feb 22 – Mar 1
Guesthouse in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
Mar 23 – 30
Family-friendly home rentals with a pool
Condo in Lake Geneva
4.65 out of 5 average rating, 252 reviewsFlexible rental In Lake Geneva Area
Mar 14 – 21
Cabin in Union
4.72 out of 5 average rating, 60 reviewsRustic Cabin with Patio Swing
Feb 21 – 28
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Apr 6 – 13
Condo in Fontana-on-Geneva Lake
4.84 out of 5 average rating, 87 reviewsAbbey Villa D
Nov 9 – 16
Condo in Fontana-on-Geneva Lake
5.0 out of 5 average rating, 49 reviews2 BD 2 BA Abbey Villa with Pool
Oct 17 – 24
Home in Fontana
4.5 out of 5 average rating, 4 reviewsNorth Shore Hideaway
Feb 13 – 20
Condo in Lake Geneva (Town of Geneva)
4.93 out of 5 average rating, 243 reviewsPrivate & Cozy Villa on Zurich in LG
Nov 10 – 17
Condo in Lake Geneva
4.9 out of 5 average rating, 187 reviewsLakeview at CasaComo
May 30 – Jun 6
Quick stats about vacation 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
R1,478 ZAR before taxes and fees
Destinations to explore
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