Discover the Perfect Five Fields Vacation Rentals in Pewaukee, Wisconsin for Your Next Getaway
Discover Your Perfect Five Fields Vacation Homes
Best Vacation Homes in Five Fields
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Five Fields Luxury Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Parking
- Security/Safety
- Restaurant
Five Fields Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
Five Fields Large Vacation Homes
- Air Conditioner
- TV
- Bedding/Linens
Why Choose Rent By Owner for your Five Fields Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Five Fields
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can enhance your experience, allowing you to enjoy the area's natural beauty and tranquil environment at its best throughout the year.
Peak Season Highlights
Summer (June to August)
During the warmest months, the area experiences peak visitation as travelers enjoy the outdoors and local events, making it ideal for securing popular vacation rentals.
Fall (September to November)
In the fall, the region attracts visitors seeking vibrant foliage and seasonal activities, ensuring a lively atmosphere and plenty of booking options for your stay.
Off-Season Highlights
Winter (December to February)
During winter, fewer travelers visit this destination, offering more peaceful and affordable vacation rentals while nearby outdoor activities may be limited.
Spring (March to May)
Early spring sees lower visitor numbers, providing a quieter experience for your vacation rental stay as you enjoy the region's transitional beauty and calmer surroundings.
Weekly Weather Forecast for Five Fields
How to Book Your Five Fields Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Five Fields
Common Vacation Rentals Amenities
What amenities can you expect?
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 spacious outdoor patios or decks perfect for relaxing and dining in the fresh air.
- Take advantage of private gardens or landscaped yards to unwind amidst natural beauty.
- Make use of a well-maintained barbecue grill area for outdoor cooking and gatherings.
- Relax by a fire pit, ideal for evening conversations and roasting marshmallows under stars.
- Utilize nearby lakeside access or waterfront features for swimming, kayaking, or fishing.
- Benefit from outdoor sports amenities such as tennis courts, volleyball, or basketball courts.
- Explore scenic walking, biking, or hiking trails located close to your rental, allowing you to enjoy the region’s natural surroundings.
Top Attractions Around Five Fields
What attractions are nearby?
During your stay, you can enjoy a variety of outdoor activities and scenic spots nearby in the region, perfect for exploring and making the most of your visit to this area.

Family Activities
- Lake Pewaukee Water Activities: Enjoy a day of swimming, kayaking, or paddleboarding on Lake Pewaukee, a favorite spot for families seeking outdoor fun near their vacation rental.
- Pewaukee Lake Park: Explore this scenic park featuring playgrounds and open spaces, offering a perfect setting for picnics and relaxed family outings.
- Wisconsin Deer Park: Visit this nearby wildlife attraction where children can observe and learn about local deer and other animals in a naturalistic environment.
- Local Family-Friendly Dining: Savor meals at family-oriented restaurants around the area that cater to all ages, making dining out convenient during your stay.
Adult Activities
- Golfing at Pewaukee Lake Golf Course: Enjoy a round of golf at the nearby Pewaukee Lake Golf Course, renowned for its scenic views and challenging holes, perfect for a relaxing day in this region.
- Exploring local parks and nature trails: Discover the natural beauty of the area by strolling through local parks and nature trails that offer tranquil settings and opportunities for outdoor recreation.
- Wineries and craft breweries tours: Indulge in tastings at nearby wineries and craft breweries, providing a delightful way to experience the region’s vibrant beverage scene.
- Boating and water activities on Pewaukee Lake: Take advantage of the area's access to Pewaukee Lake by engaging in boating, kayaking, or paddleboarding for a fun-filled adventure right here.
Five Fields Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of nearby outdoor spaces to enjoy scenic walks and outdoor activities that showcase the region's natural beauty.
- Plan Water-Based Activities: Make the most of lakeside recreation by engaging in boating, fishing, or relaxing on the shores, which are popular here during warmer months.
- Visit Seasonal Events: Check out local festivals or community gatherings that highlight the area's vibrant culture and provide authentic experiences.
- Discover Nearby Dining Options: Sample regional flavors at restaurants or eateries close to your rental, adding a taste of the local culinary scene to your stay.
Transportation Options
- Personal Vehicle: Traveling by car offers the most flexibility to explore Pewaukee and its surrounding areas, making it a convenient transportation option for your stay.
- Local Bus Services: The regional bus network provides an affordable and accessible way to reach key destinations within the region without the hassle of parking.
- Taxi and Rideshare Services: Options like taxis and rideshare apps offer quick and direct transportation around Pewaukee, ideal for short trips or last-minute plans.
- Bicycle Rentals: For an eco-friendly and leisurely way to enjoy the scenery here, bicycle rentals are readily available and perfect for exploring local parks and neighborhoods.
Local Customs Options
- Welcoming Community Events: The region hosts friendly community gatherings that celebrate local culture and foster neighborly connections, making your stay more engaging and authentic.
- Respect for Nature and Outdoors: Visitors are encouraged to appreciate the area's natural beauty by participating in outdoor activities responsibly, reflecting the community's appreciation for environmental preservation.
- Traditional Wisconsin Hospitality: Warm hospitality is a hallmark here, where locals often extend friendliness and helpfulness to visitors exploring vacation rentals in the area.
- Cultural Celebrations and Festivals: The region offers seasonal festivals that showcase local traditions, food, and crafts, providing an enriching experience during your getaway.
Frequently Asked Questions About Five Fields?
1. What are the top vacation rentals in Five Fields?
There are a lot of options in Five Fields. If you plan on staying in the Five Fields area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Five Fields:
- Exclusive Pewaukee Lake House ~ Includes Kayaks!
- 💫 Luxury Lakeview Getaway: Main & Guest House, Sleeps 10 💫
- Well Appointed Home Steps from Pewaukee Lake & Large Patio
- Charming 4-bedroom house steps from Pewaukee Lake Beach, shops & restaurants
- The Inn on the Olde Homestead
- Marriott Milwaukee West
- Holiday Inn Pewaukee - Milwaukee West by IHG
- Wildwood Lodge
- Milwaukee Marriott West
- 4 minutes walk to beach from this charming home with a lake view!
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 21 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.