Holiday rentals in Benton

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.

Creekside Cottage farm stay nice for two to six.

Relax and enjoy time together at Creekside. The cottage is a picturesque spot for one or two guests or for groups up to 6. Extra guest charge is $20 per person after 2. Located on our farm only 15 minutes from downtown Dubuque and the Mississippi Riverfront. Explore the woods, fields, and creek on our farm. Visit the animals. A short drive to Mines of Spain, EB Lyons Nature Center, Eagle Point Park, Galena, Bellevue, Chestnut and Sundown ski areas, two monasteries, craft breweries, wineries.

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

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.

Last Fall Colors • Cozy King Bd • Fireplace • Pool

Escape to this peaceful golf villa tucked among whispering woods with a seasonal view of Hole #11 on the North Course. Just 12 minutes from downtown Galena, it’s a perfect cozy retreat for two—where relaxation meets adventure. It offers a cozy king bed for dreamy nights and an inviting retreat made for quiet moments together. Stroll to the nearby pool, spa, or trails, then unwind by the fire after a day of golf or winter fun. Includes full access to the Owner’s Club with an indoor pool.

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

Eagle Point, River Area Getaway 2BR 1BA

This private, no frills apartment has easy access to travel to the main attractions of the city & surrounding area. Located in the historic Mathias Ham & Eagle Point district, enjoy easy access to boat landings on the Mississippi, river walk, events at Q Casino, ImOn hockey ice arena, the city pool & Eagle Point Park. Easy access to Hwys 151, 20, & 61 for adventures outside the city. On-street parking is always available for easy parking for truck & trailers.

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!

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!

The Car Wash Inn A Unique Stay

Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! We would be happy to host you! The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore the property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

1129#2 / Farmers Market Gem: Steps from Ballroom

Charming 1BR loft in the heart of Dubuque’s Millwork District—perfect for solo travelers or couples. Bedroom is in an open loft (stairs access); bathroom on main floor. Across from seasonal farmers market (May–Oct), steps to restaurants and riverfront. Features a full kitchen, cozy living area, historic touches, and easy self check-in. Affordable, clean, and walkable to downtown highlights!