Discover Your Perfect Rolling Oaks Golf Course Vacation Homes

Best Vacation Homes in Rolling Oaks Golf Course

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8.7 (37 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Rolling Oaks Golf Course Vacation Rental Homes?

What makes our Vacation Rentals 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 Rolling Oaks Golf Course

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination can greatly enhance your experience, whether you're seeking peaceful golf outings or outdoor adventures in the region’s pleasant seasonal climate.

Peak Season Highlights

summer
Late Spring to Summer (May - August)

During these months, the region experiences warm temperatures and extended daylight hours, making it ideal for outdoor activities and enjoying the golf course. Booking a vacation rental here ensures you can fully immerse yourself in the vibrant summer atmosphere.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Early Fall (September - October)

This is the most popular time to visit, with mild weather and beautiful fall foliage enhancing the scenic beauty of this destination. Securing your vacation rentals early guarantees a comfortable stay amidst the stunning autumn colors.

Average Temperature Daytime: - Nighttime:

Off-Season Highlights

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Mid Winter (December - February)

The colder months see fewer visitors, providing a peaceful retreat for those seeking quiet and relaxation away from peak crowds. Vacation rentals are often available at more affordable rates during this off-peak period.

Average Temperature Daytime: 20-30°F - Nighttime: 0-15°F
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Early Spring (March - April)

Before the full bloom of spring, this period offers a quieter experience with less tourist traffic. It's a great time to enjoy the region's natural beauty while securing attractive rental options.

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Weekly Weather Forecast for Rolling Oaks Golf Course

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 access to well-maintained outdoor spaces perfect for relaxing or picnicking amidst scenic views.
  • Take advantage of spacious patios or decks ideal for outdoor dining and socializing with family and friends.
  • Utilize on-site grilling facilities to cook up a delicious meal while soaking in the fresh, regional air.
  • Explore nearby walking trails or golf course paths for outdoor activities and scenic strolls in this quiet area.
  • Benefit from private yards or gardens that offer a tranquil setting for outdoor leisure and play.
  • Make the most of shared outdoor pools or hot tubs available at some properties for relaxation after a day on the links.
  • Capitalize on outdoor recreational equipment such as bikes, kayaks, or sports gear often found in vacation rentals here for added fun.
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Family Activities

  • Golfing Adventures: Enjoy a round of family-friendly golf on the scenic course with well-maintained greens right in the heart of this Wisconsin region.
  • Nature Walks and Hiking: Explore the surrounding natural landscapes through peaceful trails that are perfect for outdoor family activities in the area.
  • Local Parks and Recreation: Spend quality time together at nearby parks offering playgrounds, picnic areas, and open spaces suitable for all ages.
  • Wildlife Spotting: Experience the region’s diverse wildlife by visiting local nature reserves or wetlands, ideal for educational family outings.
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Adult Activities

  • Golfing on Rolling Oaks Golf Course: Experience a relaxing round of golf amid stunning natural scenery that showcases the best of this region.
  • Enjoying local dining options: Savor delicious cuisine at nearby restaurants that feature fresh, regional ingredients and welcoming atmospheres.
  • Exploring outdoor activities: Take advantage of scenic trails for walking or cycling, providing an active way to appreciate the area's natural beauty.
  • Visiting area parks and recreation spots: Discover peaceful parks and recreational areas perfect for unwinding or engaging in outdoor leisure within the destination.

Rolling Oaks Golf Course Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Nearby Golf Courses: Take advantage of the region’s renowned golf courses to enjoy a relaxing day on the greens during your stay.
  • Visit Local Nature Trails: Discover scenic trails and outdoor activities that showcase the natural beauty surrounding this destination.
  • Plan for Seasonal Events: Check the local events calendar to participate in seasonal festivals or community gatherings happening nearby.
  • Choose Strategic Accommodation Locations: Select a rental close to the area’s key attractions and amenities for convenient access throughout your trip.

Transportation Options

  • Personal Vehicle: Renting or using your own car offers the most flexibility for exploring this destination and the surrounding region at your own pace.
  • Taxi Services: Local taxi providers provide convenient transportation options for short trips within the area and nearby attractions.
  • Ride-Sharing Apps: Popular ride-sharing platforms are available here, offering quick and reliable transportation to and from vacation rentals and golf courses.
  • Public Transit: Regional bus services connect key points in the area, making it easy to navigate without the need for a private vehicle.

Local Customs Options

  • Respect for Local Golf Traditions: When visiting here, it's customary to observe proper golf etiquette, such as maintaining silence during shots and repairing ball marks on the greens, reflecting the area's strong golfing community spirit.
  • Community Hospitality Events: Participating in local gatherings or tournaments can give you a deeper appreciation of the region's welcoming nature and shared love for the game amidst scenic surroundings.
  • Environmental Respect: Visitors are encouraged to be mindful of the natural landscape by preserving the area's greenery and adhering to designated paths, supporting the region's commitment to sustainability.
  • Casual Dining Etiquette: When enjoying meals at nearby establishments, dressing appropriately and engaging politely with staff are appreciated customs that highlight the area's friendly atmosphere.

Frequently Asked Questions About Rolling Oaks Golf Course?

1. What are the top vacation rentals in Rolling Oaks Golf Course?

2. How many Rentbyowner vacation rentals are available in Rolling Oaks Golf Course?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 150 in the Rolling Oaks Golf Course 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 Rolling Oaks Golf Course. 

3. What is the cancellation policy for vacation rentals near Rolling Oaks Golf Course?

Cancellation policies vary depending on the individual listing. Please review the specific terms and conditions listed on the property page or contact the host directly to understand the cancellation options available to you.

4. Are there any additional fees I should be aware of when booking a vacation rental in the area?

Additional fees such as cleaning, service charges, or security deposits are typically outlined in the listing details. Be sure to read the full description or reach out to the host for clarity on any extra costs involved in your reservation.

5. How do I know if my chosen vacation rental is available for my preferred dates?

Availability is shown in real-time on each property listing. If your dates are not available, the website will indicate this, or you can contact the host directly for confirmation or alternative options.

6. What amenities can I expect at vacation rentals located near this golf course in Wisconsin?

Amenities vary by property but often include essentials like Wi-Fi, parking, kitchen facilities, and outdoor spaces. Check the specific listing for detailed information on amenities provided to ensure they meet your needs.

7. What is the best way to communicate with the host before booking my stay here?

You can contact the host through the messaging feature on the listing platform. This allows you to ask questions, clarify details, and confirm any special requests before completing your reservation.

Best Vacation Homes in Rolling Oaks Golf Course

7.9 (246 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
10.0 (3 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
9.8 (69 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly