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  2. Wisconsin
  3. Milwaukee
  4. Five Fields
  5. Rentals by Owner

Five Fields Rentals by Owner

Why Choose Rent By Owner for your Five Fields vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Five Fields

When should you plan your Rentals by Owner stay?

Timing your visit to this destination can greatly enhance your experience, so consider planning your stay during the optimal seasons when the area offers its most inviting climate and activities.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and enjoying the region's natural beauty.

Average Temperature Daytime: Approximately 80-85°F - Nighttime: Around 60-65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and cooler temperatures, making it a popular time for sightseeing and outdoor exploration in the area.

Average Temperature Daytime: Typically 65-70°F - Nighttime: Around 45-50°F

Off-Season Highlights

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Winter (December to February)

While colder, winter offers a peaceful atmosphere and opportunities for cozy stays, as well as winter activities in the region.

Average Temperature Daytime: Usually 25-35°F - Nighttime: Near 15-20°F
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Spring (March to May)

Spring sees milder weather and blooming landscapes, though it remains less crowded compared to peak seasons, perfect for quiet retreats.

Average Temperature Daytime: About 50-60°F - Nighttime: Around 30-40°F

Weekly Weather Forecast for Five Fields

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for soaking up the Wisconsin sunshine.
  • Take advantage of private patios or decks to relax and unwind after exploring the region.
  • Make use of well-maintained gardens or landscaped yards that enhance your stay in this area.
  • Benefit from access to outdoor seating arrangements ideal for family gatherings or casual get-togethers.
  • Experience the convenience of outdoor grills for preparing local cuisine during your visit.
  • Relax by a private or shared outdoor swimming pool, common in many rental properties here.
  • Utilize outdoor recreational spaces such as fire pits or lounge areas for enjoyable evenings outdoors.
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Family Activities

  • Lake Pewaukee Beach: Spend a day relaxing on the sandy shores and enjoying water activities at this popular lakeside spot in the region.
  • Pewaukee Lake Water Sports: Engage in family-friendly water adventures like kayaking, paddleboarding, and boat rentals right on Pewaukee Lake.
  • Vollrath Park: Explore walking trails, playgrounds, and picnic areas perfect for quality family time amidst the scenic surroundings of the area.
  • Local Nature Trails and Parks: Discover peaceful nature trails nearby that offer engaging outdoor experiences for kids and adults alike.
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Adult Activities

  • Pewaukee Lake Water Activities: You can enjoy kayaking, paddleboarding, or simply relaxing on the shores of Pewaukee Lake, a highlight of this area for outdoor enthusiasts.
  • Golfing at Pewaukee Golf Course: Experience a day of golf at the nearby Pewaukee Golf Course, renowned for its scenic fairways and well-maintained greens.
  • Waukesha County Museum Tour: Discover local history and culture through engaging exhibits at this regional museum, perfect for learning more about the area's heritage.
  • Shopping and Dining in Pewaukee: Explore charming boutiques and dine at cozy restaurants along the lakefront, offering a delightful taste of the region's culinary scene.

Five Fields Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Explore local outdoor spaces and recreational areas to fully enjoy the natural beauty of the region during your stay.
  • Engage with Local Hosts: Reach out to your rental owner for personalized tips on hidden gems and must-visit spots nearby.
  • Optimize Your Arrival Time: Arrive during daylight hours to familiarize yourself with the surroundings and access key amenities easily.
  • Respect Local Environment: Follow eco-friendly practices to preserve the area's scenic landscapes and ensure a sustainable visit.

Transportation Options

  • Personal Vehicle Rental: Renting a car offers flexibility and convenience to explore the area at your own pace, especially when staying in a rental home near Pewaukee.
  • Local Taxi Services: Taxis provide reliable transportation for short trips within the region, making it easy to access nearby amenities from your rental accommodation.
  • Rideshare Options: Ridesharing services like Uber and Lyft are readily available here, offering a convenient way to travel without the need for personal vehicle ownership.
  • Public Transportation: The area's local bus services connect key points around Pewaukee, providing an affordable transportation alternative for visitors staying in rental properties.

Local Customs Options

  • Welcoming Community Events: The area often hosts community gatherings and festivals that reflect the friendly spirit of local residents.
  • Respect for Nature: Environmental conservation and outdoor etiquette are highly valued in this region, especially given its scenic lakeside surroundings.
  • Honoring Local Traditions: Visitors are encouraged to participate in or observe traditional Wisconsin customs that celebrate regional heritage.
  • Casual Dining Etiquette: Dining here tends to be relaxed, with an emphasis on comfortable, family-style eating experiences typical of the Midwest.

Frequently Asked Questions About Five Fields Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Five Fields?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 11 in the Five Fields area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Five Fields. 

3. What is the cancellation policy for a rental by owner in Five Fields?

Cancellation policies vary depending on the individual host. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancelling your reservation.

4. How do I confirm my booking with a rental owner in Pewaukee?

Booking confirmation typically occurs through the Rent By Owner platform after you submit your reservation request. For additional assurance, reach out to the owner directly to verify your reservation and ask any questions about your stay.

5. Are there any additional fees I should be aware of when booking a vacation home here?

Additional fees such as cleaning charges, service fees, or security deposits may apply. These details are generally outlined in the listing, so reviewing the description thoroughly or contacting the owner can help clarify any extra costs.

6. What should I do if I need to modify my reservation in the area?

Modifications to your reservation, including changes to dates or guest count, are typically handled through the Rent By Owner platform or by communicating directly with the owner. Be sure to review the specific listing’s policy on modifications before confirming your booking.

7. Is the check-in process straightforward for rentals by owner near Pewaukee?

The check-in procedures vary depending on the property. Many listings include self-check-in options, but you should confirm the details with the owner prior to arrival to ensure a smooth check-in experience during your visit to this region.