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  4. Pleasant Prairie

Pleasant Prairie, Wisconsin

Short-Term Rental Market Data & Investment Analysis

Data updated April 2026

Pleasant Prairie, Wisconsin Short-Term Rental Market Overview

Population: 21,802
Annual Visitors: 120,000
Total STRs: 12
ADR: $446.54

Visitor Profile

Pleasant Prairie, Wisconsin, attracts approximately 1.5 million visitors annually, drawn by shopping, recreation, and family-friendly attractions. Primary visitor demographics include families with children, couples, and shopping enthusiasts, representing diverse age groups with concentration in 25-54 range. Main reasons for visiting include shopping at Premium Outlets, recreation at the RecPlex, attending events at local venues, and accessing Lake Michigan beaches. Tourism contributes an estimated 100 million dollars annually to the local economy, supporting hotels, restaurants, and retail businesses. Peak seasons include summer months and around major holidays when shopping activity and outdoor recreation both peak.

Pleasant Prairie’s visitor market shows steady growth, with approximately 40% of visitors being families attracted to the RecPlex and shopping opportunities. The Premium Outlets draw shoppers year-round from Milwaukee, Chicago, and beyond, with peak periods during Black Friday, holiday shopping seasons, and summer vacations. Average length of stay is 2.5 days, with many visitors combining shopping with other Southeast Wisconsin attractions. Summer months see increased visitation for Lake Michigan access and outdoor activities. For STR operators, properties near the Premium Outlets and RecPlex offer strongest appeal, with weekend demand peaking year-round and exceptional holiday season bookings. The visitor demographic seeks family-friendly accommodations with space, value pricing, and convenience to shopping and recreation. Understanding retail calendar events and seasonal patterns helps optimize pricing strategies, with higher weekend rates during peak shopping seasons and competitive mid-week rates. Pleasant Prairie’s tourism landscape presents opportunities for STR operators serving shoppers, families, and business travelers in this growing Southeast Wisconsin community positioned between major metropolitan markets.

Pleasant Prairie, Wisconsin, attracts approximately 1.5 million visitors annually, drawn by shopping, recreation, and family-friendly attractions. Primary visitor demographics include families with children, couples, and shopping enthusiasts, representing diverse age groups with concentration in 25-54 range. Main reasons for visiting include shopping at Premium Outlets, recreation at the RecPlex, attending events at local venues, and accessing Lake Michigan beaches. Tourism contributes an estimated 100 million dollars annually to the local economy, supporting hotels, restaurants, and retail businesses. Peak seasons include summer months and around major holidays when shopping activity and outdoor recreation both peak.

Pleasant Prairie’s visitor market shows steady growth, with approximately 40% of visitors being families attracted to the RecPlex and shopping opportunities. The Premium Outlets draw shoppers year-round from Milwaukee, Chicago, and beyond, with peak periods during Black Friday, holiday shopping seasons, and summer vacations. Average length of stay is 2.5 days, with many visitors combining shopping with other Southeast Wisconsin attractions. Summer months see increased visitation for Lake Michigan access and outdoor activities. For STR operators, properties near the Premium Outlets and RecPlex offer strongest appeal, with weekend demand peaking year-round and exceptional holiday season bookings. The visitor demographic seeks family-friendly accommodations with space, value pricing, and convenience to shopping and recreation. Understanding retail calendar events and seasonal patterns helps optimize pricing strategies, with higher weekend rates during peak shopping seasons and competitive mid-week rates. Pleasant Prairie’s tourism landscape presents opportunities for STR operators serving shoppers, families, and business travelers in this growing Southeast Wisconsin community positioned between major metropolitan markets.

Top Attractions

Pleasant Prairie, Wisconsin, offers diverse attractions combining shopping, recreation, and natural beauty on Lake Michigan’s shores. This Kenosha County community features the Pleasant Prairie Premium Outlets for shopping, the RecPlex for sports and fitness, and beautiful parks for outdoor enjoyment. Visitors can tour the Jelly Belly Visitor Center, shop brand-name outlets, and enjoy Lake Michigan access. Whether shopping for bargains, swimming at the RecPlex, or exploring lakefront parks, Pleasant Prairie provides varied experiences for all ages. The area’s location between Milwaukee and Chicago makes it an ideal stop for travelers and shopping enthusiasts.

Pleasant Prairie Premium Outlets serves as a major shopping destination, featuring over 90 brand-name stores offering discounted merchandise from designers and retailers. The outdoor mall provides dining options and seasonal events. The Pleasant Prairie RecPlex offers year-round recreation including an indoor pool with waterslides, fitness facilities, ice rinks, and sports courts. Families enjoy diverse activities under one roof. Prairie Springs Park encompasses 400 acres with walking trails, fishing spots, playgrounds, picnic areas, and open spaces for recreational activities. The park’s natural areas provide peaceful nature experiences. The Jelly Belly Visitor Center offers guided tours showing the candy-making process, free samples, and colorful displays engaging visitors of all ages. Lake Michigan shoreline provides beach access, fishing, and scenic views. For information, visit Visit Kenosha.

Pleasant Prairie, Wisconsin, offers diverse attractions combining shopping, recreation, and natural beauty on Lake Michigan’s shores. This Kenosha County community features the Pleasant Prairie Premium Outlets for shopping, the RecPlex for sports and fitness, and beautiful parks for outdoor enjoyment. Visitors can tour the Jelly Belly Visitor Center, shop brand-name outlets, and enjoy Lake Michigan access. Whether shopping for bargains, swimming at the RecPlex, or exploring lakefront parks, Pleasant Prairie provides varied experiences for all ages. The area’s location between Milwaukee and Chicago makes it an ideal stop for travelers and shopping enthusiasts.

Pleasant Prairie Premium Outlets serves as a major shopping destination, featuring over 90 brand-name stores offering discounted merchandise from designers and retailers. The outdoor mall provides dining options and seasonal events. The Pleasant Prairie RecPlex offers year-round recreation including an indoor pool with waterslides, fitness facilities, ice rinks, and sports courts. Families enjoy diverse activities under one roof. Prairie Springs Park encompasses 400 acres with walking trails, fishing spots, playgrounds, picnic areas, and open spaces for recreational activities. The park’s natural areas provide peaceful nature experiences. The Jelly Belly Visitor Center offers guided tours showing the candy-making process, free samples, and colorful displays engaging visitors of all ages. Lake Michigan shoreline provides beach access, fishing, and scenic views. For information, visit Visit Kenosha.

Regulations

Pleasant Prairie, Wisconsin, regulates short-term rentals through village ordinances and state licensing requirements. Property owners must obtain a Wisconsin tourist rooming house license from the Department of Agriculture, Trade and Consumer Protection if operating more than 10 nights annually. The Village of Pleasant Prairie requires a separate permit or business license for short-term rental operations. Wisconsin and Pleasant Prairie impose a combined room tax of 5.5% on rental income that must be collected and remitted. Zoning restrictions may limit where short-term rentals can operate, so verification with the Village Planning Department is essential. Safety requirements include working smoke detectors, carbon monoxide alarms, and compliance with building codes. Annual permit renewal is required for continued operation.

To operate a short-term rental in Pleasant Prairie, property owners must first obtain a Wisconsin tourist rooming house license if operating more than 10 nights per year. Application is made through the Wisconsin Department of Agriculture, Trade and Consumer Protection. A village permit must be obtained from Pleasant Prairie, involving application submission, fee payment, and compliance verification. The 5.5% room tax must be collected from guests and remitted to the village regularly. Properties must meet safety standards including smoke detectors, carbon monoxide detectors, and building code compliance verified through inspections. Zoning ordinances dictate where short-term rentals are permitted, with restrictions in some residential areas. Failure to obtain required licenses, permits, or remit taxes can result in fines and cessation orders. For village permits, contact the Village of Pleasant Prairie. For state licensing, visit Wisconsin DATCP.

Pleasant Prairie, Wisconsin, regulates short-term rentals through village ordinances and state licensing requirements. Property owners must obtain a Wisconsin tourist rooming house license from the Department of Agriculture, Trade and Consumer Protection if operating more than 10 nights annually. The Village of Pleasant Prairie requires a separate permit or business license for short-term rental operations. Wisconsin and Pleasant Prairie impose a combined room tax of 5.5% on rental income that must be collected and remitted. Zoning restrictions may limit where short-term rentals can operate, so verification with the Village Planning Department is essential. Safety requirements include working smoke detectors, carbon monoxide alarms, and compliance with building codes. Annual permit renewal is required for continued operation.

To operate a short-term rental in Pleasant Prairie, property owners must first obtain a Wisconsin tourist rooming house license if operating more than 10 nights per year. Application is made through the Wisconsin Department of Agriculture, Trade and Consumer Protection. A village permit must be obtained from Pleasant Prairie, involving application submission, fee payment, and compliance verification. The 5.5% room tax must be collected from guests and remitted to the village regularly. Properties must meet safety standards including smoke detectors, carbon monoxide detectors, and building code compliance verified through inspections. Zoning ordinances dictate where short-term rentals are permitted, with restrictions in some residential areas. Failure to obtain required licenses, permits, or remit taxes can result in fines and cessation orders. For village permits, contact the Village of Pleasant Prairie. For state licensing, visit Wisconsin DATCP.

Frequently Asked Questions

What are the short-term rental regulations in Pleasant Prairie, Wisconsin?
Pleasant Prairie, Wisconsin, regulates short-term rentals through village ordinances and state licensing requirements. Property owners must obtain a Wisconsin tourist rooming house license from the Department of Agriculture, Trade and Consumer Protection if operating more than 10 nights annually. The Village of Pleasant Prairie requires a separate permit or business license for short-term rental operations. Wisconsin and Pleasant Prairie impose a combined room tax of 5.5% on rental income that must be collected and remitted. Zoning restrictions may limit where short-term rentals can operate, so verification with the Village Planning Department is essential. Safety requirements include working smoke detectors, carbon monoxide alarms, and compliance with building codes. Annual permit renewal is required for continued operation.To operate a short-term rental in Pleasant Prairie, property owners must first obtain a Wisconsin tourist rooming house license if operating more than 10 nights per year. Application is made through the Wisconsin Department of Agriculture, Trade and Consumer Protection. A village permit must be obtained from Pleasant Prairie, involving application submission, fee payment, and compliance verification. The 5.5% room tax must be collected from guests and remitted to the village regularly. Properties must meet safety standards including smoke detectors, carbon monoxide detectors, and building code compliance verified through inspections. Zoning ordinances dictate where short-term rentals are permitted, with restrictions in some residential areas. Failure to obtain required licenses, permits, or remit taxes can result in fines and cessation orders. For village permits, contact the Village of Pleasant Prairie. For state licensing, visit Wisconsin DATCP.
Do I need a permit to operate a short-term rental in Pleasant Prairie, Wisconsin?
Short-term rental regulations vary by location. In Pleasant Prairie, Wisconsin, operators should check local ordinances for permit requirements, zoning restrictions, and licensing obligations. Contact local authorities for the most current requirements.
Are there occupancy taxes for vacation rentals in Pleasant Prairie, Wisconsin?
Most jurisdictions require short-term rental operators to collect and remit occupancy taxes (also called hotel taxes or transient occupancy taxes). In Pleasant Prairie, Wisconsin, check with the local tax authority for current rates and collection requirements.

Vacation Rental Market Overview for Pleasant Prairie

Pleasant Prairie attracts visitors with its beaches and waterfront activities and urban amenities and entertainment. The short-term rental market here serves diverse traveler demographics, from business professionals to family vacationers.

This destination’s rental market offers unique opportunities for property investors, with comprehensive data revealing seasonal patterns and demand drivers.

Pleasant Prairie, Wisconsin Market Performance Trends

LTM Avg. Daily Rate$369.00
LTM Occupancy Rate50.0%
LTM Avg. Revenue$4,034
Monthly Short-Term Rental Market Performance Data for Pleasant Prairie
MonthAverage Daily Rate (USD)Occupancy Rate (%)Average Monthly Revenue (USD)
Jul 24$383.6465.8%$6,531
Aug 24$372.0068.2%$3,434
Sep 24$368.9336.7%$5,534
Oct 24$454.1256.7%$5,818
Nov 24$450.1536.7%$5,852
Dec 24$361.4536.8%$3,636
Jan 25$353.9319.4%$2,162
Feb 25$352.2264.3%$3,379
Mar 25$278.0664.5%$2,748
Apr 25$352.2033.3%$2,220
May 25$410.3352.7%$4,568
Jun 25$446.5465.6%$6,367

Short-Term Rental Market Performance Analysis for Pleasant Prairie

The short-term rental market in Pleasant Prairie demonstrates dynamic pricing patterns and occupancy trends that savvy property investors and managers monitor closely. This comprehensive 12-month analysis reveals seasonal variations and revenue optimization opportunities.

Market Trend Summary

Current market indicators show: strong seasonal variation with peak summer demand

Market data updated daily. Professional-grade analytics trusted by thousands of property managers and real estate investors.

Pleasant Prairie, Wisconsin Housing Market Data

Home Value Trends

Quarterly Home Value Trends in Pleasant Prairie
QuarterTypical Home Value (USD)
Q2 17$269,781
Q3 17$263,783
Q4 17$269,200
Q1 18$272,977
Q2 18$277,100
Q3 18$282,824
Q4 18$287,795
Q1 19$296,337
Q2 19$303,556
Q3 19$306,843
Q4 19$314,572
Q1 20$314,669
Q2 20$316,756
Q3 20$322,656
Q4 20$335,818
Q1 21$345,187
Q2 21$358,453
Q3 21$367,161
Q4 21$369,441
Q1 22$383,097
Q2 22$399,375
Q3 22$399,751
Q4 22$389,754
Q1 23$390,695
Q2 23$397,625
Q3 23$402,679
Q4 23$412,671
Q1 24$412,207
Q2 24$418,740
Q3 24$421,067
Q4 24$428,500
Q1 25$436,690
Q2 25$441,326
Q3 25$449,987
Q4 25$462,430

Market Overview

  • Typical Home Value:$444,626
  • Median List Price:$495,633

Current Inventory

  • Homes For Sale:33
  • New Listings:9

Detailed Market Analysis

The average home value in Pleasant Prairie, WI is $444,627, up 7.6% over the past year. Learn more about the Pleasant Prairie housing market and real estate trends.

Real Estate Market Analysis for Pleasant Prairie, Wisconsin

The residential real estate market in Pleasant Prairie, Wisconsin presents unique opportunities for investors and homebuyers alike. Current market dynamics show steady growth patterns in an established market with inventory levels and pricing trends that reflect broader economic conditions and local demand factors.

Key Market Factors

Important considerations for this market include: market stability, reasonable property taxes, and strong rental demand These factors contribute to the overall market performance and future growth potential.

Real estate investments in Pleasant Prairie, Wisconsin benefit from growing rental market potential and investment opportunities. Prospective buyers and investors should consider both current market conditions and long-term growth indicators when evaluating opportunities in this market.

Pleasant Prairie, Wisconsin Rental Market Insights

10-Year Market Growth

Quarterly Short-Term Rental Listing Growth for Pleasant Prairie
QuarterNumber of Listings
Q3 167
Q4 165
Q1 176
Q2 177
Q3 177
Q4 177
Q1 189
Q2 187
Q3 189
Q4 1810
Q1 1910
Q2 197
Q3 199
Q4 196
Q1 209
Q2 206
Q3 207
Q4 207
Q1 218
Q2 215
Q3 217
Q4 218
Q1 2211
Q2 2212
Q3 228
Q4 229
Q1 2310
Q2 2311
Q3 2312
Q4 2314
Q1 2412
Q2 2412
Q3 2412
Q4 2411
Q1 2512
Q2 2512

Booking Activity

  • 1-3 Months:60% Booked
  • 4-6 Months:55.6% Booked
  • 7-9 Months:0% Booked
  • 10-12 Months:33.3% Booked

Cancellation Policies

  • Flexible:0%
  • Moderate:0%
  • Strict:0%
  • Super Strict:0%

Minimum Stay

  • 1 Day:0
  • 2 Days:0
  • 3 Days:0
  • 4-6 Days:0
  • 7-29 Days:0
  • 30+ Days:0

Short-Term Rental Regulations and Booking Patterns in Pleasant Prairie

Pleasant Prairie vacation rental operators navigate specific local regulations and booking patterns that shape market dynamics. Understanding minimum stay requirements, cancellation policies, and booking windows is essential for successful property management.

Market analysis reveals flexible booking policies attracting last-minute travelers. These insights help property managers optimize their listing strategies and maximize occupancy.

Local regulations and platform policies influence rental operations. StaySTRA provides comprehensive policy tracking and compliance insights.

Pleasant Prairie, Wisconsin Rental Market Composition

Entire Place by Beds

Short-Term Rental Property Distribution by Bedroom Count in Pleasant Prairie
Bedroom ConfigurationNumber of Properties
2 Beds1
3 Beds3
4 Beds2
5+ Beds3

Common Rental Amenities

Amenity data is not available for this location.

Guest Rating Highlights

    Vacation Rental Property Types in Pleasant Prairie

    The vacation rental market in Pleasant Prairie features a diverse mix of property types, from cozy studios to spacious family homes. Understanding the property composition helps investors identify market gaps and opportunities.

    Market characteristics include a balanced mix of entire homes and private rooms. This distribution reflects local demand patterns and traveler preferences.

    Premium amenities and guest ratings play a crucial role in rental performance, with data showing clear correlations between specific features and booking rates.

    More Locations In Wisconsin

    • Arkdale
    • Athelstane
    • Baraboo
    • Bayfield
    • Black River Falls
    • Brodhead
    • Butternut
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    • Cornucopia
    • Crandon
    • Cumberland
    • Eagle River
    • East Troy
    • Egg Harbor
    • Elcho
    • Elkhart Lake
    • Elkhorn
    • Fontana

    Related Short-Term Rental Markets

    Explore 64 vacation rental markets within Wisconsin. Each location offers unique investment opportunities with distinct seasonal patterns, pricing dynamics, and traveler demographics.

    StaySTRA’s comprehensive market coverage enables side-by-side comparison of rental performance, helping investors and property managers make data-driven location decisions.

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    Table of Contents

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    Quick Facts: Pleasant Prairie

    Active STRs
    12
    Avg Daily Rate
    $447
    Occupancy Rate
    66%
    Population
    21,802
    Annual Visitors
    120,000

    Markets in Wisconsin (50)

    • Arkdale
    • Athelstane
    • Baraboo
    • Bayfield
    • Black River Falls
    • Brodhead
    • Butternut
    • Chetek
    • Cornucopia
    • Crandon
    • Cumberland
    • Eagle River
    • East Troy
    • Egg Harbor
    • Elcho
    • Elkhart Lake
    • Elkhorn
    • Fontana
    • Frederic
    • Friendship
    • Genoa City
    • Gleason
    • Grand Marsh
    • Green Bay
    • Hayward
    • Hubertus
    • Hudson
    • Kewaunee
    • La Pointe
    • La Valle
    • Lake Geneva
    • Lake Mills
    • Little Suamico
    • Lyndon Station
    • Madison
    • Manitowish Waters
    • Mauston
    • Menomonie
    • Merrillan
    • Milwaukee
    • Necedah
    • Neillsville
    • Nekoosa
    • New Lisbon
    • Ojibwa
    • Pickerel
    • Saint Germain
    • Shawano
    • Sheboygan
    • Sister Bay

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