Cuba City holiday lettings

We found 10 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Cuba City to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and a pool. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Cuba City

Showing deals for:21 Nov - 28 Nov

Image gallery for Stay in the villa where the story's etched in stone

Exterior
9.8 out of 10 rating
Exceptional
(7 reviews)

Stay in the villa where the story's etched in stone

Benton, WI

12% off
Price is £6,571
£939 nightly
Includes taxes & fees
Stay in the villa where the story's etched in stone

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Cuba City

Find out more about Cuba City

Book a holiday rental for your Cuba City getaway

Learn about the unique charm of Cuba City with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Cuba City

Do you want to find things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cuba City a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Galena Golf Club (10.9 mi / 17.6 km)
  • Grand Harbor Resort and Waterpark (13.7 mi / 22 km)
  • National Mississippi River Museum and Aquarium (13.8 mi / 22.3 km)
  • Eagle Ridge Resort Golf (16.7 mi / 26.9 km)
  • Sundown Mountain (20.8 mi / 33.5 km)
  • Whispering Bluffs Winery (15.8 mi / 25.4 km)

Exploring the natural features in Cuba City

Whether you're an active traveller or just want to spend some time taking in the scenery, Cuba City is a great place to get outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Eagle Point Park (12 mi / 19.3 km)
  • Grant Park (13.1 mi / 21.1 km)
  • Mines of Spain State Recreation Area (14.5 mi / 23.3 km)
  • Crystal Lake Cave (15.2 mi / 24.5 km)
  • Dubuque Arboretum and Botanical Gardens (15.6 mi / 25.1 km)
  • Upper Mississippi River Wild Life and Fish Refuge (18.2 mi / 29.3 km)

Travelling to and around Cuba City

Fly into Dubuque, IA (DBQ-Dubuque Regional), the closest airport, located 19.5 mi (31.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Cuba City when booking a holiday rental?
When considering a holiday rental in Cuba City, Wisconsin, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming small-town atmosphere while providing easy access to local shops, cafes, and restaurants. Staying here allows you to immerse yourself in the community spirit and enjoy the convenience of having essential amenities within walking distance.

One of the top attractions nearby is the Cuba City Historic District, which showcases the town's rich heritage and architectural beauty. Strolling through this area, you can appreciate the well-preserved buildings that tell the story of the town's past. Additionally, the Cuba City Community Park provides a lovely outdoor space for relaxation or leisure activities, making it a great spot for families or those looking to unwind.
How much does it cost to rent a holiday home in Cuba City?
Prices for holiday rentals in Cuba City 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 Cuba City 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 Cuba City holiday house rentals?
You can find great discounts on house rentals in Cuba City 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.
What is the most popular type of holiday rental accomodation in Cuba City?
In Cuba City, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These homes typically provide spacious layouts ideal for families or groups, often featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas. Many also include outdoor spaces such as decks or gardens, great for enjoying the pleasant Wisconsin weather.
Are there any family house rentals in Cuba City?
In Cuba City, Wisconsin, there are some family-friendly house rentals available, making it a suitable spot for those travelling with children. The neighbourhoods here are welcoming and offer a blend of local charm and accessibility to nearby attractions. Many of these homes feature spacious living areas, full kitchens for preparing meals, and outdoor spaces where kids can enjoy playing.
Can I find long-stay holiday rentals in Cuba City?
A long-stay holiday rental in Cuba City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Cuba City?
In Cuba City, there are several pet-friendly house rentals available, making it an inviting destination for travellers with furry companions. The area features charming homes that often include amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, ideal for relaxing after a day of exploration. Many properties are situated near local parks, providing convenient spots for walks and outdoor play with pets.
Are there any remote work holiday rentals in Cuba City?
In Cuba City, Wisconsin, there are several remote work holiday rentals available that cater to those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as reliable Wi-Fi and dedicated workspaces, making it easier for travellers to stay productive while enjoying their stay. The peaceful surroundings of Cuba City provide a conducive environment for remote work, with comfortable living areas and well-equipped kitchens that allow for a home-like experience. Visitors can also explore the local charm of the town, including nearby parks and community events, adding a touch of relaxation to their working holiday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cuba City holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cuba City with parking available—perfect for families or travellers 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 Cuba City?
In Cuba City, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature patios, providing a lovely outdoor space to relax. Complimentary Wi-Fi is commonly available in the rentals, ensuring that guests can stay connected. Air conditioning is another sought-after amenity, particularly useful during the warmer months.
When is the best time to visit Cuba City for a holiday rental?
The most popular time to visit Cuba City is during the summer months, particularly in July. This is when the town comes alive with vibrant local events and activities, making it an ideal choice for travellers. With temperatures averaging around 25°C, visitors can comfortably enjoy outdoor activities such as hiking, biking, and exploring the picturesque parks and trails in the area.

The peak tourist season extends from July to September, bringing together a lively atmosphere filled with festivals, farmers' markets, and community events. Engaging with the locals and immersing yourself in the unique culture of Cuba City is particularly rewarding during this bustling period.

For those looking to explore Cuba City on a budget, consider visiting in November. This is a quieter time, great for enjoying the serene landscapes and exploring the charming downtown area without the crowds. The crisp autumn air adds a refreshing touch to leisurely walks and scenic drives, allowing you to appreciate the beauty of the fall foliage in a peaceful setting.
How early should I book a Cuba City holiday rental?
Book your Cuba City holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cuba City home rental booking on Vrbo?
To find Cuba City holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cuba City holiday 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.

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