Holiday houses in Cuba City

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Top-rated holiday rentals in Cuba City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy cabin is nestled on a grassy hillside, surrounded by trees. A wooden deck wraps around the cabin, providing outdoor space. Stone steps, lined with potted flowers, lead up to the cabin entrance, enhancing the natural setting.
Cabin in Benton
4.96 out of 5 average rating, 141 reviews

Our cabin's a win-win

In 1834, it was a chicken coop nestled between the house and barn. Today, it's a cozy cabin just a stone's throw away from the villa and venue. From the private, rural setting to the rustic decor, you'll feel as though you've traveled back to simpler times. It's unique, refreshing and oh-so tranquil. If you're looking for a little hush and a lot less rush, you're going to fall in love with this little home away from home. While you're visiting, get the scoop on how we transformed this coop.

Top Guest favourite
Guest suite in Dubuque
4.95 out of 5 average rating, 335 reviews

Private entrance/space. Peaceful. Close to events.

Private entrance. You have a completely updated/ remodeled private space on the walk-out level of my home. Open floor plan, a carpeted bedroom with KING bed, a full-size memory foam sleeper sofa, a living room, mini-kitchen, laundry and bath. The mini-kitchen has a mini-fridge, microwave, coffee maker, crock pot, toaster, table/chairs. The desk, with woods view, is a perfect place to reflect, read, and write. Many extras. Snacks. Quiet residential area of Dubuque. I live upstairs with my dog.

Top Guest favourite
A spacious wooden deck is showcased, supported by sturdy columns. Sunshine filters through the open space, highlighting the natural wood grain. A simple chair is positioned at the edge, offering a serene view of the snowy landscape beyond.
Cabin in Hazel Green
4.99 out of 5 average rating, 165 reviews

Romantic one bedroom cabin with indoor fireplace

Relax and unwind at this getaway on a private 8 acres. Quaint decor yet newly updated amenities in this cabin only 7 miles away from the historic and charming Galena, Illinois. Convenient access to renowned fine dining and shopping in Galena and Dubuque and surrounding tri-state area, casinos, river life with boating and fishing, museums, cafes, vineyards/wineries, located on ATV/UTV trails and much more. You will find a guidebook in the cabin outlining these attractions and many more.

Top Guest favourite
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle
4.98 out of 5 average rating, 323 reviews

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Top Guest favourite
The exterior of the cedar cabin is visible, showcasing a natural wood finish beneath a sloping roof. A screened porch allows for views of the surrounding greenery. A potted plant adds a pop of color along the porch, with fallen leaves on the ground and dappled sunlight filtering through the trees.
Tiny home in Dubuque
4.94 out of 5 average rating, 192 reviews

Off-grid Tiny House farm stay

The perfect place for 1-2 guests to unplug and relax in this beautiful, natural setting. It's a short distance (less than 2 min. walk) from the parking area to this quiet, private, 12'x14' one-room cedar cabin set on a pasture with picture-window view of wooded bluffs and stream, birds and other wildlife. Writing table and chair, glider rocker, woodstove, and gas cookstove. Solar-powered desk lamp. Port-a-potty and solar shower outside (summer only). Fire pit and outdoor seating.

Top Guest favourite
Place to stay in East Dubuque
4.96 out of 5 average rating, 305 reviews

Custom Floating Suite-HOT TUB!

Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Guest favourite
A wooden deck overlooking the lake is furnished with a circular table and four chairs. The surrounding trees are depicted in vibrant autumn hues, reflecting a serene outdoor space. The calm water invites relaxation, with a clear sky and distant greenery visible.
Home in East Dubuque
4.86 out of 5 average rating, 221 reviews

2 Bedroom Lakefront Cabin W/ Deck, Boats & Dock

Welcome to our charming home on the lake. Here you will find 2 bedrooms and 1 bath. It sits directly in front of Lake Lacoma in East Dubuque, Il and is a short drive to Galena, IL and Dubuque, IA. The 2 private bedrooms along with the 2 couches sleeps up to six. On site we have canoes and lifejackets for you to enjoy. There is a large deck overlooking the lake and lots of parking. Washer & Dryer. Recently Built Dock perfect for fishing. In the winter Ice Fishing is a must.

Top Guest favourite
A modern kitchen is equipped with white cabinetry and stainless steel appliances. A microwave and oven are situated alongside a dual-basin sink, while open shelves display dishes and cookware. Soft overhead lighting illuminates the space, creating a functional and efficient cooking area.
Apartment in Downtown Dubuque
4.92 out of 5 average rating, 302 reviews

1127 / Downtown Dubuque, first floor, free parking

Enjoy the charm of Dubuque from this clean, comfy 1-bedroom apartment located in the heart of the Millwork District. Perfect for solo travelers or couples, this ground-floor unit puts you just steps from downtown restaurants, shops, and the seasonal farmers market (May–Oct). Guests love the walkability, easy check-in, and peaceful vibe. Includes a full kitchen, smart TV, home office desk, and a private bath with tub/shower. A great value in a historic downtown building!

Top Guest favourite
Apartment in Galena
5 out of 5 average rating, 159 reviews

Ulysses Suites, Suite 303

Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. The Presidential Suite 303 is located on the 3rd floor.

Top Guest favourite
A spacious hot tub is positioned on a wooden deck, surrounded by trees and a wooden privacy fence. The bubbling water creates a relaxing environment, inviting guests to unwind in a tranquil outdoor setting.
Cabin in Hazel Green
4.98 out of 5 average rating, 124 reviews

Deer Trail Cabin

🌿 Cozy cabin tucked in the quiet Wisconsin woods—your perfect spring retreat. Enjoy fresh air, blooming trees, and peaceful forest trails right outside your door. Relax in the outdoor hot tub under the stars, gather around the fire pit in the evening (bring your own wood or collect from the property), and watch the free-range goats and chickens roaming the property. A peaceful, private getaway for couples, small families, or anyone looking to unwind in nature. 🌿

Top Guest favourite
A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.
Home in Dubuque
4.99 out of 5 average rating, 212 reviews

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Guest favourite
The turn-of-the-century home features a vibrant yellow exterior with white trim and a charming front porch. Windows are adorned with flower boxes, displaying colorful blooms. A turquoise door adds a pop of color, while the warm glow from indoor lights invites a welcoming ambiance.
Apartment in Platteville
4.89 out of 5 average rating, 168 reviews

Charming 4th Street turn-of-the-century studio

Welcome to our turn-of-the-century home, built in 1905. It hosts two apartments upstairs including this private access charming studio with a gorgeous sitting area and kitchenette. Located less than half a mile from Platteville’s Historic Second Street, about a half mile to the nearest Roundtree Branch Trail access, and less than a mile from UW-Platteville, we are within walking distance of most of Platteville’s main attractions!

Popular amenities for Cuba City holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Grant County
  5. Cuba City