Ashland vacation rentals

We found 41 vacation rentals — enter your dates for availability

Discover a selection of 8 homes and other vacation rentals in Ashland that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, such as parking and a hot tub. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Ashland

Showing deals for:Nov 7 - Nov 14
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Find out more about Ashland

Find out more about Ashland

Why visit Ashland

  1. Stunning natural landscapes: Enjoy breathtaking views and outdoor activities in the picturesque surroundings of Ashland.
  2. Cultural experiences: Explore local arts and history through museums and vibrant downtown Ashland.
  3. Adventure opportunities: Engage in thrilling outdoor pursuits such as hiking, fishing, and boating in state and national parks.
  4. Welcoming community: Experience warm hospitality from friendly locals who enhance your visit.
  5. Diverse accommodations: Choose from cozy cabins, modern condos, or spacious homes to suit your vacation needs.

Popular types of accommodation in Ashland

When exploring vacation rentals in Ashland, you'll find a variety of options tailored to your needs. From cozy houses and charming cabins to modern condos, there's something for everyone. Whether you're seeking a spacious house rental for family gatherings or a quaint vacation home for a romantic getaway, Ashland offers a range of accommodations to ensure a memorable stay. Discover the perfect retreat for your next Canadian adventure!

  • Houses: A top choice among visitors to Ashland, these homes offer spacious accommodations perfect for families or groups.
  • Cabins: Ideal for those seeking a rustic escape, cabins provide a charming retreat surrounded by nature.
  • Condos: These modern living spaces combine comfort and convenience, making them a popular option for travellers.
  • Apartments: Offering a homey feel, apartments are great for longer stays or those wanting a self-catering experience.
  • Cottages: Quaint and cozy, cottages provide an intimate setting for a peaceful getaway.**

Top attractions in Ashland

Ashland, Wisconsin, is perfect for outdoor and adventure enthusiasts seeking stunning scenery. Visitors can explore a variety of attractions, including national and state parks, marinas, and history museums. Whether you're after cultural experiences or thrilling outdoor activities, Ashland offers something for everyone to enjoy during their vacation.

  1. Ashland Mural Walk: This vibrant public art display showcases stunning murals that reflect the city's culture and history. It's a delightful stroll through artistic expressions that capture the spirit of Ashland.
  2. Maslowski Beach: Located 3.2km from Ashland, this beautiful beach offers a relaxing atmosphere, perfect for sunbathing, swimming, or enjoying a picnic by the shores of Lake Superior.
  3. Ashland Historical Museum: This museum provides a fascinating glimpse into the local history, featuring exhibits that celebrate Ashland's heritage and cultural significance.

Things to do recommended for couples

For a romantic getaway in Ashland, explore the thrilling Mount Ashwabay Ski and Recreation Area for some skiing adventure. Alternatively, enjoy a serene day on the water with Dreamcatcher Sailing Day Trips or Living Adventure, both perfect for couples seeking outdoor excitement.

Things to do recommended for families

Families will love exploring the Northern Great Lakes Visitor Center in Ashland, an inviting recreational area perfect for wellness and relaxation. Enjoy interactive exhibits and scenic trails, making it an ideal spot for both kids and adults to connect with nature.

Things to do recommended for groups

Enjoy a round of golf at Chequamegon Bay Golf Course, embrace the arts at StageNorth theatre, or try your luck at Legendary Waters Casino for a thrilling evening. Each experience offers unique vibes perfect for group bonding in Ashland.

What do I need to keep in mind when booking a vacation in Ashland

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Ashland with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Ashland with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Ashland: For many, a family getaway isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Ashland: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you'll effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in Ashland

Ashland, Wisconsin, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the vibrant downtown Ashland, where you can enjoy gorgeous views and local arts. The stunning natural landscapes surrounding the city provide endless opportunities for excursions. With warm hospitality from the friendly locals, your stay promises to be enjoyable and memorable. Whether you seek relaxation or adventure, Ashland's charm is sure to captivate your heart.

  • Washburn: Nestled approximately 9.7km from Ashland, Washburn is a charming city that beckons outdoor enthusiasts and adventure seekers alike. This picturesque locale offers stunning scenery and a variety of recreational activities. Visitors can enjoy the local marina, venture into the nearby national state park, or take in the serene beauty of the lake. Whether you're skiing in the winter or exploring the trails in the warmer months, Washburn serves as a perfect base for outdoor adventures while providing a quaint small-town atmosphere.
  • Moquah: Moquah, a quaint village located in the Ashland area, is a hidden gem for those who relish nature and history. The village is surrounded by lush forests and offers excellent trail access, making it a prime destination for hiking enthusiasts. The local landmarks include a beautiful lake and a history museum that showcases the area’s rich heritage. Nature lovers will appreciate the scenic views and abundant wildlife, making Moquah an ideal spot for a peaceful retreat amidst the great outdoors.
  • White River: Just a stone's throw from Ashland, White River is another delightful village known for its outdoor offerings and stunning natural scenery. The area boasts recreational amenities, resorts, and skiing opportunities for visitors seeking adventure. Highlights of the region include the beautiful river, breathtaking waterfalls, and access to a national state park, making it a haven for nature lovers. Whether you're hiking along trails or simply enjoying the tranquil landscapes, White River promises a memorable experience for those looking to immerse themselves in nature.

Best time to go to Ashland

If you're planning a trip to Ashland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January14.7°F (-9.6°C)No Rain (Dry)Very CloudyModerately LowAverage
February15.4°F (-9.2°C)No Rain (Dry)Mostly CloudyAverageAverage
March28.0°F (-2.2°C)Light RainMostly CloudyAverageSlightly Low
April38.1°F (3.4°C)Light RainMostly CloudyAverageSlightly Low
May51.6°F (10.9°C)Light RainMostly SunnyAverageAverage
June61.5°F (16.4°C)Light RainMostly SunnyModerately HighSlightly High
July68.0°F (20.0°C)Light RainMostly SunnyModerately HighSlightly High
August66.9°F (19.4°C)Light RainMostly SunnyModerately HighSlightly High
September59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
October46.2°F (7.9°C)Light RainMostly SunnyAverageAverage
November33.3°F (0.7°C)Light RainMostly CloudyModerately LowSlightly Low
December21.7°F (-5.7°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Keeping your travel dates flexible can help, as prices tend to vary. Additionally, opting for a longer stay often results in significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to narrow your options by price, location, and type of vacation rental. We're here to assist you in finding the best deal!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or easily manage and organise your travel plans. You can find the properties you’ve previously saved or booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Cozy Ashland will entice you

Enjoy the architecture and other features of Ashland. This city is well-known for its lake and hiking. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Ashland

Are you hoping to find things to do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Ashland a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Whitecap Mountains (26.2 mi / 42.2 km)
  • Ashland Mural Walk (0.3 mi / 0.4 km)
  • Chequamegon Bay Golf Course (2.1 mi / 3.4 km)
  • Mount Ashwabay Ski and Recreation Area (12.7 mi / 20.5 km)
  • Apostle Highlands Golf Course (15.2 mi / 24.5 km)
  • Living Adventure (18.3 mi / 29.4 km)

Exploring the natural features in Ashland

Whether you're looking for adventure or just want to spend some time taking in the scenery, Ashland is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Houghton Falls Nature Preserve (4.7 mi / 7.6 km)
  • Potato River Falls (19.1 mi / 30.7 km)
  • Copper Falls State Park (20 mi / 32.3 km)
  • Apostle Islands National Lakeshore (26.2 mi / 42.1 km)
  • Whitecap Mountains (26.2 mi / 42.2 km)
  • Lake Namakagon (28.2 mi / 45.4 km)

Traveling to and around Ashland

The nearest airport is in Ironwood, MI (IWD-Gogebic County), located 35.9 mi (57.7 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Ashland?
Length of stay, property type and time of year are among the factors that can affect the price of a vacation home. Simply add your dates of travel to find your dream escape. From homey country cottages to expansive villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Ashland?
The average price for a vacation rental by the beach in Ashland depends on when you're going and the size and style of property you're looking for. Find prices easily on Vrbo by entering your preferred travel dates. Then use the handy filter tool to choose the number of bedrooms and amenities important to you, like a pool, WiFi and air conditioning.
What are the top attractions for families in Ashland?
Keeping the kids amused during your Ashland vacation is easy with these cool family-friendly attractions:

  • Ashland Historical Museum
  • Maslowski Beach
  • Northern Great Lakes Visitor Center

How old do you have to be to rent a vacation rental in Ashland?
It's advisable to check with the Ashland vacation rental you're looking at on Vrbo as the minimum age differs. However, it's typically 16, 18 or 21.
How long can I rent a vacation rental in Ashland for?
The amount of time you can rent an Ashland vacation home for depends on each property. Just put in your preferred travel dates to see options offering extended stays. They have everything you need to make your extended vacation more convenient and enjoyable, such as kitchens and laundries. Some properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.
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