Cumberland vacation rentals

We found 48 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Cumberland that are perfect for your trip. Vacation rentals provide the amenities you need and want for you and your friends, family, or even pets, like cable TV and a washer and dryer. You're sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Cumberland

Why visit Cumberland

  • Outdoor Activities: Enjoy a variety of outdoor adventures around beautiful lakes, perfect for relaxation and exploration.
  • Scenic Views: Take in stunning vistas from the Cumberland Plateau, an ideal spot for nature lovers.
  • Cultural Experiences: Visit the Cumberland Theater for local performances and cultural events.
  • Charming Neighborhoods: Explore quaint neighborhoods with cozy rentals, including cabins and cottages.
  • Welcoming Atmosphere: Experience the friendly community and warm hospitality of the locals during your stay.

Popular types of accommodation in Cumberland

When searching for vacation rentals in Cumberland, you'll find a delightful selection of cozy cabins, houses, and charming cottages. Whether you're looking for a spacious bedroom cabin with queen beds or a quaint retreat, there’s something to suit every traveler's needs. Rent Wisconsin cabins to experience the beauty of Cumberland while enjoying the comfort and amenities that make your stay memorable.

  • Cabins: The top choice for visitors in Cumberland, offering a rustic escape surrounded by nature.
  • Houses: A popular option for families and groups, providing spacious and comfortable stays.
  • Cottages: These charming accommodations are ideal for a cozy and intimate getaway.
  • Chalets: Perfect for those seeking a unique alpine experience with modern amenities.
  • Condos: A convenient choice for travelers wanting a blend of comfort and location.**

Top attractions in and around Cumberland

Cumberland, Wisconsin, offers a delightful mix of outdoor activities and romantic scenery, perfect for your vacation. Explore the beautiful lakes, visit the Cumberland Theater, or take a stroll through urban parks. For those interested in rentals, you can check out options by neighborhoods. Don't miss the stunning views from the Cumberland Plateau and the charm of Lake Cumberland, which provide ideal spots for relaxation and adventure alike.

  • Horseshoe Lake: Located 9 miles from Cumberland, this beautiful lake offers outdoor activities, a scenic beach, and a romantic atmosphere perfect for relaxation and enjoyment of nature.
  • Mayo Clinic Health System - Northland: Situated 13 miles away, this medical center combines business and family vibes, providing quality healthcare and community services for visitors and residents alike.
  • The Dancing Bird: Nestled within Cumberland, this art gallery showcases local culture and creativity, making it a must-visit for art enthusiasts and those seeking inspiration.

Things to do recommended for couples

For a romantic getaway in Cumberland, explore the serene beauty of Beaver Dam Lake with a peaceful canoe ride. Wander hand-in-hand along the charming downtown shops, and enjoy a cozy dinner at a local bistro, savoring the flavors of Wisconsin together under a starlit sky.

Things to do recommended for families

Families can explore the scenic beauty of the Turtle Lake, enjoy a fun day at the local parks, or take a family-friendly hike on the nearby trails. The annual Cumberland Days festival offers exciting activities and entertainment for all ages.

Things to do recommended for groups

Explore the scenic beauty of the Blue Hills Trail with your group, or enjoy a day of fishing and boating on Beaver Dam Lake. Don't miss the chance to visit local shops and savor Wisconsin's famous cheese at nearby dairies for a true taste of the region.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with a group, traveling as a family, bringing your pets along, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Cumberland with a group: Think about how many bedrooms you'll require, along with additional features like a full kitchen or outdoor areas for group activities. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cumberland with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, as well as look for age-appropriate amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Cumberland: For many families, a vacation isn't truly enjoyable without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cumberland: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Cumberland

Discover the charm of Cumberland, Wisconsin, where outdoor adventures and romantic getaways await. Nestled in a wooded area, this friendly city offers scenic views and a welcoming atmosphere perfect for family-friendly vacations. Explore nearby neighborhoods, immerse yourself in nature, and enjoy the warmth of the locals. Whether you're seeking cozy Cumberland apartments or exploring the beautiful surroundings, your trip promises memorable experiences and a chance to connect with the heart of this captivating region.

  • Comstock: Situated about 5 miles from Cumberland, Comstock is a charming city perfect for those seeking a romantic and scenic outdoor experience. Visitors can enjoy various recreational areas, with easy access to trails that showcase the natural beauty of the region. The nearby national state park offers stunning landscapes and opportunities for hiking, while the serene lakes provide a peaceful setting for picnics and relaxation. Comstock's inviting atmosphere makes it an ideal spot for couples and nature enthusiasts alike.
  • Turtle Lake: Located 11 miles from Cumberland, Turtle Lake is a vibrant city that combines romantic vibes with urban charm. The area features a range of outdoor activities, including campgrounds and recreational spaces that beckon adventure seekers. Visitors can indulge in body treatments at local spas or attend events at the conference venue, making it a great destination for both relaxation and fun. The picturesque river and nearby lake enhance the town's allure, providing beautiful backdrops for exploration.
  • McKinley: Nestled within the Cumberland area, McKinley is a quaint village that offers a serene and romantic atmosphere. Travelers can enjoy the village's recreational areas, perfect for leisurely strolls or outdoor activities. Notable landmarks include a lovely lake and a modern civic government building, which add to the charm of the locale. McKinley's inviting community and scenic surroundings make it an excellent choice for those looking to unwind and connect with nature.

Best time to go to Cumberland

If you're planning a trip to Cumberland, 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 February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January12.6°F (-10.8°C)No Rain (Dry)Very CloudyAverageAverage
February14.4°F (-9.8°C)No Rain (Dry)Mostly CloudySlightly LowAverage
March29.7°F (-1.3°C)Light RainMostly CloudyAverageSlightly Low
April40.8°F (4.9°C)Light RainMostly CloudyAverageSlightly Low
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnySlightly HighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
August67.6°F (19.8°C)Light RainMostly SunnySlightly HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October45.7°F (7.6°C)Light RainMostly SunnyAverageAverage
November32.0°F (0.0°C)Light RainMostly CloudySlightly LowSlightly Low
December19.4°F (-7.0°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform for planning your journeys, allowing you to start new trips, continue from where you last stopped, or manage your existing plans. You can easily locate your saved or booked properties organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

You'll always feel at home in Cumberland

You might want to find a good realtor. Known as "The Island City," Cumberland is an idyllic lakeside city that may just make you want to move there. Once a prominent logging center, Cumberland's now one of Barron County's many close-knit farming communities and a popular vacation destination. What's more, its shimmering waters, lush maple forests, and meandering trails can be enjoyed all year round. When you book a Cumberland vacation rental, you may find that it's the best decision you'll ever make.

Playing the pioneer in an old-timey village

If you're a history buff then you'll love the Pioneer Village Museum. Nestled among pine trees, this 40-building museum features an authentic 1880s village, complete with a jail, saloon, blacksmith shop, and railroad depot. Speaking of railroads, the heritage Wisconsin Great Northern Railroad is only a 35-minute drive away. And if you're a nature lover, you'll enjoy a visit to either McKenzie Creek State Wildlife Area or Loon Lake Wildlife Area, both of which are within a 30-minute drive from Cumberland.

Getting nice and toasty in July and August

Cumberland, like the rest of west Wisconsin, has a typical humid continental climate. If you come in summer, pack light. In July and August, it gets pretty toasty as the mercury pushes into the mid 80s. If you're in Cumberland in the winter, pack heavy. There's lots of snowfall from December to February, and temperatures often dip below zero at night. While it's rarely crowded, you can expect the most visitors from late June till August, so if you're looking for a good deal on Cumberland vacation rentals, try in April or May.

Keep an eye out for them bears!

If you're in Cumberland, it's probably best if you leave your mountaineering gear behind. This part of Wisconsin is pretty flat, and consists of a lot of grass fields, lowland brush, pothole lakes, and maple and aspen forest. The area is rich in wildlife, including ducks, geese, deer, and ruffed grouse, in addition to gray squirrels and black bears. A great spot to see such animals in their natural habitats is the Loon Lake Wildlife Area, which is just a 10-minute drive south of Cumberland.

Frequently asked questions

What is the best area to stay in Cumberland, Wisconsin, United States of America when booking a vacation rental?
When looking for the best area to stay in Cumberland, Wisconsin, a great choice is the charming downtown neighborhood. This area is not only central but also offers a delightful mix of local shops, eateries, and a friendly setting. One of the top attractions nearby is the beautiful Beaver Dam Lake, which provides opportunities for fishing, boating, and enjoying nature. Additionally, the scenic Paul Bunyan Trail runs through the area, great for hiking and biking enthusiasts looking to explore the stunning landscapes. While the exact number of properties can vary, there are several vacation rentals available in this vibrant neighborhood, making it an ideal spot for visitors seeking both convenience and recreational activities.
How much does it cost to rent a vacation home in Cumberland?
Prices for vacation rentals in Cumberland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cumberland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cumberland vacation house rentals?
You can find great discounts on house rentals in Cumberland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Cumberland?
For renting a beach house in Cumberland, consider the picturesque areas around the shores of Beaver Dam Lake, which offers a serene and scenic environment. Properties in this vicinity often feature amenities such as private docks, spacious decks for outdoor dining, and access to water activities like fishing and kayaking. Many of these rentals come with fully equipped kitchens, making it convenient for families or groups to prepare meals and enjoy quality time together.

Additionally, the nearby Lake Wissota State Park is a great option for those looking for nature and outdoor recreation. Rentals around this area typically provide easy access to hiking trails and picnic areas, with some properties offering cozy fire pits and outdoor seating. Travelers can also find accommodations that include amenities like air conditioning and Wi-Fi, ensuring comfort during their stay.
Where are the best Cumberland ski resort rentals?
For the best ski resort rentals near Cumberland, Wisconsin, travelers should focus on the nearby area of the Turtle Lake and Rice Lake regions. These locations offer a variety of accommodations suitable for winter sports enthusiasts, with easy access to local ski areas. In Turtle Lake, visitors can find cozy cabins and lodges that often feature amenities such as fireplaces, full kitchens, and spacious living areas, making them great for family gatherings or groups of friends looking to unwind after a day of skiing.

Additionally, Rice Lake offers a range of vacation rentals, including modern homes and rustic retreats, many of which come equipped with hot tubs and outdoor fire pits, ideal for relaxing under the stars after an active day. The proximity to local eateries and shops enhances the convenience for travelers seeking both adventure and comfort.

Moreover, the surrounding areas provide not only skiing but also opportunities for snowmobiling and ice fishing, allowing guests to fully immerse themselves in the winter landscape.
What is the most popular type of vacation rental accomodation in Cumberland?
In Cumberland, vacation houses are the most popular type of rental, with about 10 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also include outdoor spaces, such as decks or patios, where guests can relax and enjoy the natural surroundings. Additionally, several cabins and cottages offer a more rustic experience, providing cozy atmospheres and proximity to local lakes and outdoor activities. Condos are also available, typically offering modern amenities and convenient access to local attractions.
Are there any family house rentals in Cumberland?
In Cumberland, Wisconsin, there are some family-friendly vacation rentals available, with around 14 options scattered throughout the area. This charming town is known for its beautiful lakes and outdoor activities, making it an excellent choice for families. Many of these homes feature spacious living rooms, fully equipped kitchens for preparing meals together, and outdoor areas where children can play and enjoy nature.

Families can find properties close to popular spots like the scenic Beaver Dam Lake, ideal for swimming, fishing, and kayaking. Additionally, nearby parks offer playgrounds and picnic facilities, superb for a day out with the kids.
Can I find long-stay vacation rentals in Cumberland?
A long-stay vacation rental in Cumberland is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Cumberland?
In Cumberland, Wisconsin, there are several pet-friendly house rentals available, making it a great destination for travelers who want to bring their furry companions along. Many of these vacation homes are located near scenic lakes and wooded areas, providing ample opportunities for outdoor activities with pets. Expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Some properties may even have fenced yards, enhancing safety and comfort for your pets. Additionally, the surrounding natural beauty offers lovely walking trails and parks, ideal for leisurely strolls with your pets.
Are there any remote work vacation rentals in Cumberland?
In Cumberland, Wisconsin, there are a number of vacation rentals suitable for remote work, with around 17 options available. Travelers can expect properties that offer essential amenities for productivity, such as free Wi-Fi both in the rooms and in public areas, ensuring a reliable internet connection for work tasks. Many of these rentals provide comfortable living spaces with dedicated work areas, allowing for a conducive environment to balance work and leisure.

The area around Cumberland is known for its picturesque lakes and outdoor activities, making it an ideal spot for those looking to unwind after a day of remote work. Nearby attractions include beautiful parks and nature trails, adding opportunities for outdoor recreation and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cumberland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cumberland with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Cumberland?
In Cumberland, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, as well as outdoor spaces like decks or patios that provide a ideal setting for enjoying the natural surroundings. Many rentals also feature cozy fireplaces, adding warmth and ambiance during cooler months. Additionally, guests can expect conveniences such as blenders for smoothies and coffee or tea makers to enjoy a warm beverage in the morning.
When is the best time to visit Cumberland for a vacation rental?
The best time to visit Cumberland for a vacation rental is during the peak summer months of June through August. This vibrant season attracts families and outdoor enthusiasts eager to immerse themselves in the natural beauty of the area. Warm temperatures, typically ranging from the mid-70s to low 80s Fahrenheit, create great conditions for a variety of activities, from fishing and boating on the crystal-clear waters of the local lakes to hiking the scenic trails that wind through the surrounding forests.

July stands out as the most popular month to visit, offering an array of local festivals and events that foster a lively community atmosphere. Travelers can enjoy everything from lakeside picnics to live music events, making it an ideal time for those looking to experience the spirited energy of Cumberland.

For those seeking a more budget-friendly option, consider planning your visit in December, when the town transforms into a winter wonderland. During this time, the charm of cozy accommodations and the beauty of fresh snow provide a unique backdrop for relaxation and reflection.

Ultimately, your choice of when to visit Cumberland hinges on your desire for lively summer escapades or a tranquil winter retreat.
How early should I book a Cumberland vacation rental?
Book your Cumberland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cumberland, Wisconsin, United States of America?
In Cumberland, Wisconsin, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local culture. The city is situated near the picturesque Beaver Dam Lake, which offers opportunities for boating, fishing, and swimming. The nearby Chippewa River is also a great spot for kayaking and canoeing, making it great for outdoor enthusiasts.

Cumberland is known for its charming downtown area, where travelers can explore unique shops, cafes, and local eateries that reflect the town's friendly atmosphere. The annual Cumberland Bluegrass Festival attracts music lovers and showcases local talent, providing a vibrant cultural experience.

For those interested in history, the Old Jail Museum offers insights into the local heritage and the region's past. Additionally, the surrounding Barron County features numerous trails and parks, ideal for hiking and wildlife observation, especially in the nearby Chequamegon National Forest.
Can I change or cancel my Cumberland home rental booking on Vrbo?
To find Cumberland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cumberland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas