Discover Your Perfect Ashland County Vacation Homes

Ashland County Luxury Rentals

See More Ashland County Luxury Vacation Rentals
Find More Ashland County Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Ashland County 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 Ashland County

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here ensures you experience the region’s natural beauty and outdoor activities at their best, making your stay in Ashland County, Wisconsin, truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy longer daylight hours and pleasant temperatures that are ideal for exploring the scenic beauty and outdoor activities in the area.

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

Autumn brings vibrant foliage and cooler weather, making it a perfect time for scenic drives and outdoor adventures while avoiding the summer crowds at popular spots here.

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

Off-Season Highlights

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Winter (December to February)

The winter months offer peaceful surroundings with chances for quiet retreats and snow-covered landscapes, ideal if you're seeking relaxation away from the busy season.

Average Temperature Daytime: 20°F - 30°F - Nighttime: 10°F - 20°F
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Spring (March to May)

In early spring, the region begins to awaken with budding flora and milder weather, providing a tranquil setting before the summer crowds arrive.

Average Temperature Daytime: 45°F - 55°F - Nighttime: 30°F - 40°F

Weekly Weather Forecast for Ashland County

How to Book Your Ashland County Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Ashland County

More Top-Rated Vacation Rentals in Ashland County Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 a private outdoor space with a spacious backyard or patio for relaxation and gatherings.
  • Take advantage of waterfront access, such as a dock or shoreline, perfect for fishing or kayaking.
  • Make the most of scenic views from your rental with panoramic windows or outdoor decks overlooking the area’s natural beauty.
  • Utilize outdoor grilling facilities to prepare meals while enjoying the fresh air during your stay.
  • Access to walking or hiking trails nearby that showcase the region's lush landscapes.
  • Benefit from dedicated fire pits or outdoor fireplaces ideal for evening leisure and making memories.
  • Use outdoor recreational equipment like bikes, canoes, or paddleboards to explore here’s diverse environment.

Top Attractions Around Ashland County

What attractions are nearby?

In this scenic region, you can enjoy a variety of outdoor activities such as hiking, fishing, and boating, all just a short distance from your vacation rentals in Ashland County, Wisconsin.

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Family Activities

  • Whittlesey Creek National Wildlife Refuge: Enjoy a family-friendly day exploring the diverse bird species and scenic nature views at this protected area near Ashland.
  • Bayfield County Fairgrounds: Experience local events, fairs, and outdoor activities that are perfect for creating lasting family memories here in the region.
  • Hiking at Copper Falls State Park: Venture on the lush trails and marvel at stunning waterfalls, offering an engaging outdoor adventure suitable for all ages.
  • Visit the Northern Great Lakes Visitor Center: Discover interactive exhibits and educational programs focused on the natural history and ecology of this part of Wisconsin, great for curious minds in the family.
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Adult Activities

  • Exploring the Ashland County Maritime Museum: Dive into the rich maritime history of this region by visiting the museum, where you can learn about local shipping and boatbuilding traditions.
  • Hiking in Chequamegon National Forest: Discover scenic trails through lush forests and along tranquil lakes, perfect for outdoor enthusiasts seeking adventure in the area.
  • Participating in local art galleries and studios: Enjoy browsing through the vibrant art scene here, showcasing regional artists and offering unique pieces for purchase.
  • Enjoying shoreline activities at Lake Superior: Relish the stunning views and engage in activities such as beachcombing, picnicking, or simply relaxing by the water’s edge in this picturesque setting.

Other Places to Stay in Ashland County, WI

Apostle Islands National Lakeshore
Apostle Islands National Lakeshore Vacation Rentals
Madeline Island Museum
Madeline Island Museum Vacation Rentals
Apostle Islands Kayaks
Apostle Islands Kayaks Vacation Rentals
Highbridge
Highbridge Vacation Rentals
Mellen
Mellen Vacation Rentals
La Pointe
La Pointe Vacation Rentals
Madeline Island
Madeline Island Vacation Rentals
Gordon
Gordon Vacation Rentals
Glidden
Glidden Vacation Rentals
Butternut
Butternut Vacation Rentals
Ashland
Ashland Vacation Rentals
Clam Lake
Clam Lake Vacation Rentals
More Places to Stay Near Ashland County

Ashland County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for the Region’s Seasonal Events: Schedule your visit around local festivals or seasonal activities to fully experience the area's vibrant culture and community spirit.
  • Explore Natural Settings in the Area: Take advantage of the region’s scenic parks, lakes, and trails to enjoy outdoor adventures right outside your vacation rental door.
  • Discover Local Flavors Near Your Accommodation: Dine at nearby eateries or visit farmers' markets to indulge in authentic regional cuisine and fresh local produce.
  • Book Well in Advance During Peak Seasons: Secure your preferred vacation rentals ahead of time to ensure a comfortable stay during popular travel periods here.

Transportation Options

  • Regional Airport: The Ashland County Airport offers convenient regional flights, making it easier for you to access this scenic area with ease.
  • Car Rentals: Rental car services are available here, providing flexibility to explore the region at your own pace and visit all its natural attractions comfortably.
  • Main Roads and Highways: Well-maintained highways connect the region to nearby cities, allowing for straightforward driving routes to your vacation rentals in this destination.
  • Public Transit Options: Local bus services operate throughout here, offering an affordable way to get around during your stay without the need for personal transportation.

Local Customs Options

  • Local Seafood Traditions: In this region, enjoying fresh, locally caught fish and seafood dishes is a cherished custom that reflects the area's rich aquatic resources.
  • Community Festivals: Participating in seasonal festivals and local fairs is a common way to experience the cultural spirit of this area and connect with its residents.
  • Outdoor Recreation Etiquette: Respect for nature and adherence to outdoor activity guidelines are important here, especially when exploring the scenic lakes and forests.
  • Historic Preservation: Maintaining and honoring historic sites and local landmarks plays a significant role in celebrating the region’s heritage and cultural identity.

Frequently Asked Questions About Ashland County?

1. What are the top vacation rentals in Ashland County?

There are a lot of options in Ashland County. If you plan on staying in the Ashland County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ashland County:

2. How many vacation rentals have private pools in Ashland County?

There are 3 vacation rentals with private pools near Ashland County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Ashland County are best for families?

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

4. How many Rentbyowner vacation rentals are available in Ashland County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 260 in the Ashland County 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 Ashland County. 

5. What is the cancellation policy for vacation rentals in Ashland County, Wisconsin?

Cancellation policies vary depending on the individual listing. It’s important to review the specific terms outlined in the rental agreement before booking or contact the property owner directly for clarification.

6. How do I find pet-friendly vacation rentals in the area?

Many listings specify whether pets are allowed. Use the search filters to narrow down your options and look for properties labeled as pet-friendly to ensure your furry friends can join you during your stay.

7. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, security deposits, or service charges may apply, depending on the property. Always check the detailed listing information or reach out to the host for a complete breakdown of costs before confirming your reservation.

8. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, parking, and kitchen facilities. However, specific inclusions such as outdoor spaces, hot tubs, or entertainment options vary by listing, so review each property’s details to find the best fit for your needs.

9. How can I confirm my booking and what is the process for checking in?

Once your reservation is confirmed, you will receive detailed instructions from the property owner regarding check-in procedures. Many rentals have self-check-in options for convenience, but it’s best to communicate with the host if you have any questions.