Holiday rentals 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, 147 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
Home in Platteville
4.95 out of 5 average rating, 107 reviews

Pale Blue Dot

Live your best life at this colorful oasis. the Pale Blue Dot (aka Earth) that's here -- that's home -- that's us. The world is not just a place you live in, but a playground ready for you to conquer. Treat yourself, kids, pets, to nearby biking/walking trails, new Platteville Inclusive Playground or meander downtown to a quaint coffee shop. We welcome UW-Platteville sports enthusiasts, scholars, parents and friends. "The World is Yours" you ask? It's not just a catchphrase, it's a lifestyle.

Top guest favourite
A serene view of a tranquil pond reflects a cozy cabin surrounded by greenery. Soft grasses frame the foreground, while the sky showcases gentle clouds. The cabin features a covered porch, enhancing the peaceful ambiance of the quiet country location.
Cabin in Durango
4.99 out of 5 average rating, 360 reviews

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Top guest favourite
A custom log cabin is framed by lush greenery and manicured landscaping. The warm wooden exterior features multiple gabled roofs and large windows. A stone pathway leads through the vibrant garden, creating an inviting approach to the entrance.
Cabin in Galena
4.96 out of 5 average rating, 139 reviews

Private, Galena Log Cabin

This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

Top guest favourite
A rustic cabin is presented, featuring a sloped metal roof and wooden exterior. Snow covers the ground, while a stone pathway leads to the porch. Two rocking chairs are positioned on the deck, inviting relaxation amid the natural surroundings.
Cabin in Hazel Green
4.99 out of 5 average rating, 169 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
The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.
Treehouse in Galena
4.99 out of 5 average rating, 241 reviews

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Guest favourite
Home in Galena
4.94 out of 5 average rating, 282 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

Top guest favourite
The living area features a cozy sofa arranged around a fireplace, complemented by a wooden dining table. A modern kitchen area with green cabinetry is visible, alongside bar stools. Large windows allow natural light to illuminate the space, highlighting the warm wood flooring.
Flat in Galena
4.99 out of 5 average rating, 164 reviews

Ulysses Suites, Suite 203

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. Suite 203 is almost 1400 square feet and is located on the 2nd floor.

Guest favourite
A historic two-story house constructed with light-colored stone is showcased under a bright blue sky. The entryway features a wooden porch with seating, complemented by a neatly maintained grassy yard and surrounding trees.
Home in Darlington
4.94 out of 5 average rating, 109 reviews

Hamilton Goebel House

This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.

Top guest favourite
A stone lion statue is positioned prominently at the entrance of a brick building. The lion faces forward, with its detailed mane and features clearly visible. Green-framed windows can be seen flanking the entrance, which is marked by a decorative door above a number.
Home in Galena
4.98 out of 5 average rating, 168 reviews

Galena RowHouse - Downtown with parking included!

Built in 1846, the Galena RowHouse is one of the oldest guest homes in Galena. Although it was built over 175 years ago we have taken time to provide beautiful and modern updates with out destroying the historical integrity. The home is in downtown Galena with a beautiful view of the Fever River and near many walking paths, including Grant’s Home. Live like a local during a stay at the family-friendly Galena RowHouse. Free parking provided for your entire stay.

Guest favourite
A spacious living area features a cozy gas fireplace beside a modern couch and armchairs. Natural light filters through the windows, and a dining table with seating for eight is visible in the background, creating an inviting space for relaxation and gatherings.
Home in Dubuque
4.92 out of 5 average rating, 167 reviews

Spacious river-view cottage w/ 4BR 2BA + parking

Nestled on a hilltop, our charming home has a well equipped spacious kitchen, 4 bedrooms, 1.5 bathrooms, a cozy fireplace, and 50 in smart TVs in each bedroom. Enjoy views of the Mississippi River valley during the winter, spring and fall months, during summer the greenery does overgrow. Easy access to downtown/Millwork district. Parking for 3-4 cars. The Famous Field of Dreams is just 40 minutes away, Sundown Mountain is 20 minutes away.

Top guest favourite
A well-appointed bedroom features a large, inviting bed adorned with a patterned blanket and colorful pillows. Natural light floods the room through a sheer curtain, highlighting the warm wood trim and elegant doors leading to a balcony, creating a relaxed ambiance.
Flat in Platteville
4.89 out of 5 average rating, 178 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