1. USA
  2. Wisconsin
  3. Greenwood
  4. Rentals by Owner

Greenwood Rentals by Owner

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9.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Why Choose Rent By Owner for your Greenwood 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 Greenwood

When should you plan your Rentals by Owner stay?

Knowing the best time to visit Greenwood, Wisconsin, USA can help you enjoy your vacation in this charming area, ensuring you experience ideal weather and local events while making the most of your rental by owner experience here.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, this destination experiences its peak season, attracting visitors seeking outdoor activities and rural charm.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 60°F (16°C)
autumn
Fall (September to October)

As the foliage changes color, the area becomes especially popular for scenic drives and outdoor exploration in the region's vibrant autumn landscape.

Average Temperature Daytime: around 65°F (18°C) - Nighttime: around 45°F (7°C)

Off-Season Highlights

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Winter (December to February)

The quiet winter months offer a peaceful retreat, ideal for those seeking solitude or winter sports in the nearby areas.

Average Temperature Daytime: around 30°F (-1°C) - Nighttime: around 15°F (-9°C)
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Spring (March to May)

Before the summer rush, spring brings milder weather and fewer visitors, making it a great time for exploring the region’s natural beauty without crowds.

Average Temperature Daytime: around 55°F (13°C) - Nighttime: around 35°F (2°C)

Weekly Weather Forecast for Greenwood

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

  • You can enjoy spacious outdoor decks or patios perfect for relaxing and entertaining.
  • Many rentals feature private or shared fire pits for cozy evenings outdoors.
  • Expect well-maintained gardens or landscaped yards that enhance the natural beauty of the area.
  • Patio furniture is commonly available, allowing you to dine or unwind outside comfortably.
  • Some properties offer access to outdoor grills for preparing meals amid the scenic surroundings.
  • Look for rentals with nearby walking trails or nature paths to explore the regional landscapes.
  • Community or private waterfront access is often included, providing opportunities for fishing, boating, or relaxing by the water's edge.
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Family Activities

  • Greenwood County Park: Enjoy a family picnic and outdoor activities amidst scenic nature trails in this peaceful local park.
  • The Greenwood Community Center: Participate in recreational programs, indoor games, and community events suitable for all ages here in the heart of the region.
  • Local Fishing Spots: Experience relaxing fishing excursions along nearby lakes and rivers, perfect for creating memorable family moments.
  • Family-Friendly Trails: Explore well-maintained hiking and biking paths that wind through the area's natural landscape, ideal for active family adventures.
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Adult Activities

  • Greenwood Trail Adventures: Explore scenic trails in the area for a peaceful hike or an invigorating walk amidst natural beauty.
  • Local Fishing Spots: Enjoy fishing at nearby lakes and rivers, offering a relaxing way to unwind in this region’s tranquil environment.
  • Visit Greenwood Historical Museum: Discover the local history and heritage that shaped this destination, providing insight into its unique cultural background.
  • Outdoor Recreation at Greenwood Park: Engage in outdoor activities such as picnicking, bird watching, or simply relaxing in the park's serene surroundings.

Other Places to Stay in Greenwood, WI

Greenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the scenic outdoor trails nearby to enjoy the serene beauty and peaceful atmosphere that this cozy region offers.
  • Visit Community Events: Check out local gatherings or festivals to immerse yourself in the welcoming culture and make meaningful connections during your stay.
  • Plan Your Off-the-Beaten-Path Adventures: Discover hidden gems and quiet spots around here for an authentic experience away from crowded tourist areas.
  • Utilize Local Resources: Engage with nearby visitor centers or rental hosts to get insider tips on the best dining, outdoor activities, and sightseeing opportunities in the area.

Transportation Options

  • Greenwood County Airport: You can access regional flights via this local airport, making it convenient for quick travel to and from here.
  • Intercity Bus Services: Reliable bus options connect the area with major nearby cities, ideal for budget-friendly travel without a car.
  • Rental Car Agencies: Several rental agencies operate in the region, providing flexible transportation options during your stay.
  • Private Taxi and Ride-Sharing Services: Taxis and ride-shares like Uber or Lyft offer on-demand transportation for exploring the area with ease.

Local Customs Options

  • Respect for Local Agriculture: You’ll notice that the area values farming traditions, and showing appreciation for local produce is appreciated during your stay.
  • Community Events: Participating in or observing local gatherings reflects the region’s strong sense of community and hospitality in this part of Wisconsin.
  • Traditional Crafts: Supporting local artisans by purchasing handcrafted items helps preserve the region’s cultural heritage here.
  • Environmental Stewardship: Practicing eco-friendly habits aligns with the area's commitment to maintaining its natural beauty and sustainability.

Frequently Asked Questions About Greenwood Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Greenwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 80 in the Greenwood 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 Greenwood. 

3. How do I find the cancellation policy for a rental by owner in this area?

You can review the specific cancellation policy on the property listing page or contact the property owner directly through the Rent By Owner platform for detailed information.

4. What should I know about checking in and check-out procedures for rentals here?

Check the listing details for designated check-in and check-out times, or reach out to the owner to confirm any specific instructions to ensure a smooth stay.

5. Are there any additional fees or deposits required when booking a rental by owner in this region?

Additional fees or deposits are typically listed within the property details or discussed directly with the owner during the booking process. Please review the details carefully before confirming your reservation.

6. Can I modify or cancel my reservation once it's booked?

Reservation modification or cancellation policies vary by property. For specific options and procedures, consult the listing or contact the owner directly through the platform.

7. What amenities and features are included in rentals offered by owners here?

Amenities are detailed in each property listing; if you have specific needs or questions, it's best to communicate directly with the owner to confirm what is included during your stay.

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