Discover Your Perfect Woodland Vacation Homes

Woodland Luxury Rentals

Woodland Large Vacation Homes

Why Choose Rent By Owner for your Woodland 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 Woodland

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal changes in this region influence outdoor activities and overall ambiance, making it essential to select a period when the weather aligns with your vacation plans.

Peak Season Highlights

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Summer (June to August)

During the warm and lively summer months, this area experiences an influx of visitors seeking outdoor activities and natural beauty. It’s an ideal time for enjoying the region's scenic landscapes and vibrant local events.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers breathtaking fall foliage that draws travelers looking to experience the area's scenic charm. This season is perfect for those who enjoy crisp air and colorful landscapes while exploring the region.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

Winter in this destination is quieter, providing a peaceful retreat for visitors who enjoy snowy scenery and cozy accommodations. It’s a great opportunity to escape the crowds and immerse yourself in a tranquil environment.

Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Springtime brings mild weather and blooming flora, making it a lovely yet less busy period for exploring the local landscape and finding favorable rental rates. It’s an ideal time to enjoy the area's renewal and serenity.

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

Weekly Weather Forecast for Woodland

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 seating areas such as patios or decks to relax and take in the natural surroundings.
  • Take advantage of access to private or shared lakeside or riverfront spots for fishing, swimming, or boating.
  • Benefit from well-maintained outdoor fire pits or fireplaces perfect for evening gatherings.
  • Make use of outdoor grills to prepare meals while enjoying the fresh air outdoors.
  • Explore landscaped gardens or nature trails that offer scenic walks right from your rental.
  • Utilize parking spaces designed for ease of access to outdoor amenities and activities.
  • Participate in recreational sports or games with outdoor equipment available on-site or nearby.
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Family Activities

  • Northland Pines Biological Station: Explore the educational exhibits and outdoor trails that offer your family an engaging experience immersed in local wildlife and nature.
  • Woodland Family Fun Center: Enjoy a variety of kid-friendly activities, from arcade games to mini-golf, perfect for creating memorable moments with your loved ones.
  • The Woodland Nature Preserve: Discover scenic walking trails and picnic spots where your family can relax and appreciate the natural beauty that this destination has to offer.
  • Local Farmers' Markets: Taste fresh, regional produce and artisanal goods that provide a taste of the area's vibrant community and farm-to-table traditions.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails and enjoy the tranquil beauty of this region’s natural landscapes, perfect for a relaxing outdoor adventure.
  • Bird Watching: Engage with the area's vibrant birdlife at designated spots renowned for their diverse avian populations, ideal for nature enthusiasts.
  • Canoeing and Kayaking: Experience water-based activities along the region’s lakes and rivers, offering both serenity and stunning views.
  • Local Dining Experiences: Savor regional flavors at nearby eateries that showcase the area's culinary heritage, making each meal memorable.

Woodland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's beautiful parks and natural scenery to enjoy outdoor activities such as hiking or picnicking during your stay.
  • Discover Regional Cuisine: Savor local flavors by visiting nearby eateries that showcase regional specialties, enhancing your overall experience here.
  • Plan Your Activities: Prioritize must-see spots and outdoor excursions to make the most of your time in this destination and create lasting memories.
  • Choose Strategic Accommodation: Select a well-located vacation rental that offers easy access to key attractions and outdoor adventures around here.

Transportation Options

  • Car Rentals: Renting a car is a flexible way to explore the region around Woodland, Wisconsin, and access your vacation rentals with ease.
  • Local Bus Services: Public bus routes within the area provide an affordable and convenient transportation option for getting around here.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available, offering quick travel to nearby attractions and accommodations.
  • Bicycle Rentals: Biking through the area is a scenic and eco-friendly way to discover the local sights near your vacation rentals in this destination.

Local Customs Options

  • Local Harvest Festivals: Here, celebrating the region's agricultural roots through seasonal festivals is a cherished tradition you can enjoy during your stay.
  • Traditional Wisconsin Cuisine: Savor local customs with dishes that reflect the area's rich culinary heritage, perfect for experiencing authentic regional flavors.
  • Community Events and Parades: Engaging in neighborhood parades and community gatherings offers a glimpse into the friendly spirit of this destination.
  • Respect for Nature and Outdoor Etiquette: With a focus on preserving natural beauty, locals value eco-friendly practices and outdoor respect, enhancing your experience here.

Frequently Asked Questions About Woodland?

2. Which vacation homes in Woodland are best for families?

If you are looking for a family-friendly vacation home in Woodland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Woodland:

3. How many Rentbyowner vacation rentals are available in Woodland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 61 in the Woodland 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 Woodland. 

4. What is the cancellation policy for vacation rentals in Woodland, Wisconsin?

Cancellation policies vary by listing, so it is important to review the specific terms on each property detail page or contact the owner directly to understand the rules related to cancellations in this area.

5. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are often listed in the property details. To get accurate information, review the listing carefully or reach out to the host before finalizing your reservation.

6. How do I ensure my stay complies with house rules in Woodland's vacation rentals?

House rules are outlined by each property owner and can usually be found in the listing details. Contact the host if you have questions about specific rules or requirements for your stay in this region.

7. Is it possible to book a vacation rental last minute in this destination?

Last-minute bookings depend on current availability, which can be checked through the listing. It's recommended to make reservations as early as possible or contact the owner directly for immediate availability.

8. What amenities are typically included with vacation rentals in this part of Wisconsin?

Amenities may vary between listings but commonly include essentials like Wi-Fi, parking, and kitchen facilities. For detailed information on specific amenities, review the property description or contact the host directly.