Discover Your Perfect Woodruff Vacation Homes

Best Vacation Homes in Woodruff

Cabin
Map-icon
like-icon10.0
Exceptional
(54 Reviews)
2 Bedrooms 1 Bath 5 Guests 728 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $451/Night 7 Nights - AU $3,158
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1205.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $298/Night 7 Nights - AU $2,085
Cottage
Map-icon
like-icon10.0
Exceptional
(48 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $308/Night 7 Nights - AU $2,155
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $454/Night 7 Nights - AU $3,179
Cottage
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $518/Night 7 Nights - AU $3,627
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $606/Night 7 Nights - AU $4,240
Cabin
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $390/Night 7 Nights - AU $2,734
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 6 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $354/Night 7 Nights - AU $2,476

Woodruff Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 3 Baths 6 Guests 3455 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $1,720/Night 7 Nights - AU $12,037
House
Map-icon
like-icon9.8
Exceptional
(148 Reviews)
4 Bedrooms 3 Baths 12 Guests 3315 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,603/Night 7 Nights - AU $11,224
star-icons-4
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 6 Guests 3455.22 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,216/Night 7 Nights - AU $8,509
New
House
Map-icon
like-icon8.0
Excellent
(1 Review)
7 Bedrooms 4 Baths 18 Guests 4800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,196/Night 7 Nights - AU $8,371
House
Map-icon
like-icon9.8
Exceptional
(33 Reviews)
5 Bedrooms 3 Baths 13 Guests 2800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,170/Night 7 Nights - AU $8,187
House
Map-icon
like-icon9.6
Exceptional
(18 Reviews)
6 Bedrooms 5 Baths 18 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,109/Night 7 Nights - AU $7,762
House
Map-icon
like-icon9.8
Exceptional
(16 Reviews)
8 Bedrooms 2 Baths 18 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,070/Night 7 Nights - AU $7,487
House
Map-icon
like-icon9.8
Exceptional
(125 Reviews)
4 Bedrooms 3 Baths 6 Guests 3400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,008/Night 7 Nights - AU $7,057

Woodruff Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.6
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $199/Night 7 Nights - AU $1,395
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 8 Guests 2507.99 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $395/Night 7 Nights - AU $2,767
Cabin
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $340/Night 7 Nights - AU $2,383
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $588/Night 7 Nights - AU $4,114
Cabin
Map-icon
like-icon8.6
Fabulous
(23 Reviews)
1 Bedroom 1 Bath 4 Guests 400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $354/Night 7 Nights - AU $2,476
House
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Bedrooms 1 Bath 5 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $352/Night 7 Nights - AU $2,464
House
Map-icon
1 Bedroom 1 Bath 3 Guests 600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $307/Night 7 Nights - AU $2,148
New
Cabin
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $371/Night 7 Nights - AU $2,596

Woodruff Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
7 Bedrooms 4 Baths 18 Guests 3400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $757/Night 7 Nights - AU $5,299
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House
Map-icon
4 Bedrooms 2 Baths 10 Guests 2389.59 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $717/Night 7 Nights - AU $5,020
House
Map-icon
like-icon9.8
Exceptional
(116 Reviews)
5 Bedrooms 3 Baths 15 Guests 3200 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $629/Night 7 Nights - AU $4,401
star-icons-3
House
Map-icon
4 Bedrooms 1 Bath 10 Guests 602.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $335/Night 7 Nights - AU $2,348
House
Map-icon
like-icon9.8
Exceptional
(42 Reviews)
5 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $882/Night 7 Nights - AU $6,177
House
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
3 Bedrooms 2 Baths 10 Guests 2700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $666/Night 7 Nights - AU $4,661
House
Map-icon
like-icon9.8
Exceptional
(17 Reviews)
3 Bedrooms 1 Bath 100 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $404/Night 7 Nights - AU $2,825
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
4 Bedrooms 1 Bath 10 Guests 600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $465/Night 7 Nights - AU $3,254

Why Choose Rent By Owner for your Woodruff 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 Woodruff

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can greatly enhance your experience, as the area's seasons offer unique opportunities for relaxation and outdoor activities perfect for your ideal getaway.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy longer daylight hours and ideal conditions for outdoor activities in this destination.

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

Autumn brings vibrant foliage and comfortable weather, making it a perfect time to explore the region’s natural beauty.

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

Off-Season Highlights

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Spring (March to May)

In early spring, the area begins to awaken with milder temperatures and fewer visitors, offering a peaceful retreat.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
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Winter (December to February)

Winter transforms the landscape into a snowy wonderland, ideal for those seeking quietness and winter sports opportunities.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 15°F

Weekly Weather Forecast for Woodruff

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 grilling with a fully equipped barbecue area to savor meals amidst the natural surroundings.
  • Relax by a private or shared fire pit, perfect for cozy evenings under the stars.
  • Take advantage of spacious yards or gardens ideal for outdoor games and family activities.
  • Benefit from boat docks or access to nearby lakes for fishing, kayaking, or boating adventures.
  • Make use of outdoor seating areas designed for soaking up the sun and enjoying the scenic views.
  • Explore the vicinity through marked hiking or nature trails directly accessible from your rental.
  • Utilize outdoor parking spaces that accommodate boats, RVs, or additional vehicles during your stay.
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Family Activities

  • Tree Trail Adventure: Explore the scenic trails suitable for family hikes and enjoy the natural beauty of this region's lush forests.
  • Family Fishing at Lakewood Park: Spend a relaxing day casting lines at the local lake, where children can learn to fish in a safe and welcoming environment.
  • Boat Tours on the Region’s Lakes: Discover the area from the water with guided boat tours that offer fun for all ages and stunning views of the surrounding landscape.
  • Wildlife Observation in Nature Reserves: Visit nearby nature reserves to observe native wildlife and participate in educational programs tailored for families.
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Adult Activities

  • Exploring the Northwoods Wildlife Center: Discover local wildlife and learn about conservation efforts in this educational attraction, offering a unique experience close to nature.
  • Paddling on the Wisconsin River: Enjoy kayaking or canoeing along the serene waters, providing you with tranquil views and an active way to connect with the area's natural beauty.
  • Golfing at nearby courses: Tee off at well-maintained golf courses in the region, perfect for adults seeking leisure and a scenic challenge amidst the lush landscape.
  • Fishing excursions on local lakes: Cast your line in the abundant lakes around here, renowned for great fishing opportunities that cater to both novice and experienced anglers.

Other Places to Stay in Woodruff, WI

Woodruff Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the region's scenic trails to enjoy outdoor activities and experience the natural beauty that surrounds your vacation rental.
  • Plan Water-Based Activities: Make the most of nearby lakes and waterways by engaging in fishing, kayaking, or boating right from your well-equipped accommodation.
  • Visit Local Dining Spots: Discover the area’s charming eateries to indulge in regional flavors and support local businesses during your stay.
  • Book in Advance for Popular Periods: To secure the best vacation rentals and avoid last-minute surprises, reserve your accommodations early, especially during peak seasons here.

Transportation Options

  • Personal Vehicles: Traveling by car is one of the most convenient options to explore this area and access your vacation rental with ease.
  • Public Transit: Local bus services provide an affordable way to navigate within the region, making it simple to reach nearby attractions and amenities.
  • Taxi and Rideshare Services: Rideshare apps and taxi services operate here, offering flexible transportation solutions for quick trips around the destination.
  • Rental Vehicles: Car rental agencies available locally allow you to customize your travel schedule while enjoying the comfort and freedom of your own vehicle.

Local Customs Options

  • Respect for Nature:** When visiting here, it’s customary to honor the region’s natural beauty by practicing Leave No Trace principles during outdoor activities.
  • Community Events: Participating in local gatherings and festivals is a valued tradition that helps you connect with residents of this welcoming area.
  • Dining Etiquette: Appreciating the region’s cuisine often involves sharing meals family-style and engaging in friendly conversation with hosts or fellow visitors.
  • Respect for Local Laws: Understanding and adhering to the area's regulations ensures a positive experience as you enjoy your stay near the region's lakes and forests.

Frequently Asked Questions About Woodruff?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 164 in the Woodruff 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 Woodruff. 

4. What is the cancellation policy for vacation rentals in the area?

Cancellation policies vary depending on the property owner, so it’s important to review the specific listing details or contact the host directly to understand the terms before booking your stay.

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

Additional fees such as cleaning fees, service charges, or security deposits are listed on each property’s page. Be sure to read the full description or reach out to the owner for clarification.

6. How do I know if the vacation rental I want is available for my travel dates?

Availability is shown in real-time on each listing. If your dates are not available, you can often contact the host for alternative options or check other nearby properties.

7. What amenities are typically included in vacation rentals in this destination?

Amenities vary by property, but most rentals provide essentials like Wi-Fi, parking, and kitchen facilities. Review the property details to see what features are included for your comfort.

8. Is it safe to stay in vacation rentals in the region, and how do I find trustworthy options?

Trustworthy rentals are verified for quality and safety through reviews and host profiles. Reading guest reviews and choosing listings with high ratings can help ensure a secure and enjoyable stay.

Woodruff Top Rated Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(104 Reviews)
4 Bedrooms 3 Baths 11 Guests 3500 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $780/Night 7 Nights - AU $5,460
House
Map-icon
like-icon9.8
Exceptional
(10 Reviews)
5 Bedrooms 6 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $1,670/Night 7 Nights - AU $11,692