Holiday rentals in Clayton County

Ohio Street Retreat- hot tub, massage chair, pool

After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

Small-town Charmer (please read- rural location)

Relax with the whole family at this peaceful place to stay. 3 bedrooms 2 bathrooms. Quiet area close to nature and scenic roads and parks. Nestled between Elkader and Strawberry Point. Close to Backbone State Park and Volga/Turkey Rivers. This is a rural property, not located in a town with any amenities. You must bring what you need or plan to travel 8 miles to Elkader (Dollar General, Wilkes Grocery, pit stop gas station)or strawberry point (Dollar General, Casey’s and Nadings gas stations)

The Bridge View Studio

Perfect getaway and a perfect location to get to know Elkader with it’s coffee shops, antique mall, shops, opera house and beautiful Turkey River. Property was homesteaded in 1841 and sits directly across from the courthouse and looks over the famous Keystone Bridge and downtown. Come stay awhile. ***NOTE: Because we are located across from the court house the clock tower bells can be heard from our location. Main part of the house is our residence, Airb&b has separate entrance on the side.

Cozy Apartment Steps from the Mighty Mississippi

Disconnect from the daily grind and enjoy a getaway in this welcoming one bedroom apartment, steps away from the Mighty Mississippi. Located in Clayton, Iowa, Located within walking distance of two delicious restaurants and a boat launch., and only 1/2 hour from the Casino Queen, local wineries, Pikes Peak State Park, as well as the historic communities of Elkader, IA and Prairie Du Chien, WI. Need more space? I also offer a two bedroom apartment: www. airbnb. com/rooms/43979345

Historic Charm in the Heart of McGregor, Iowa

2 Bedrooms • 1 Bathroom • Walk to the Mississippi River Welcome to your cozy getaway in the scenic river town of McGregor, Iowa! This beautifully updated two-bedroom, one-bath home combines small-town charm with modern comfort — perfect for couples, families, or friends looking to relax and explore. A bright, open living area with comfortable seating and local decor A fully equipped kitchen with everything you need to cook and dine in. Two spacious bedrooms with plush bedding.

Suite 1 – Lydia's Loft

This unit is brand new construction for the summer of 2025 featuring a living area with a large projection screen and a fully equipped kitchen with bar and smart TV. The bathroom includes a corner shower and washer/dryer. All sleeping is above in the large open loft with one queen bed, full/twin bunk and twin bed to comfortably sleep up to six. This unit also has an outside dining area/patio. To see the other attached unit, click here: airbnb.com/h/310lincolnslodge

Clayton Riverway House~ River front home

Sit back and relax in a home that is directly on the Mississippi River in Clayton, Iowa! Enjoy watching the trains, barges and river traffic, fishing off of the private or public dock, or spending time with your friends and family in this quaint river town. Northeast Iowa has many activities to enjoy, such as boating, fishing, hiking, hunting, antiquing. Riverway House is the perfect place to stay while enjoying the beauty of Clayton County.

Cozy Casita

A peaceful little place to rest and refresh while visiting family and friends or exploring the driftless region of NE Iowa and SW Wisconsin. Nestled in the bluffs on the western bank of the Mississippi you'll be only a couple minutes from the bridge to Prairie du Chien and all the other places of interest up and down both sides of the river; including Pikes Peak State Park, Effigy Mounds, Wyalusing State Park and Cabela's just to name a few.

Roofscape Retreat

Now renting the entire house! Previously offered as a partial rental, this listing has been updated to include exclusive access to the full home, including all bedrooms, bathrooms, kitchen and outdoor areas. Enjoy 4 bedrooms, 2 living rooms, full kitchen, rooftop patio, garage, and laundry. Steps from parks, pool, fishing, and the Mississippi River. Perfect for families or groups seeking comfort, space, and a central Guttenberg location!

Firefly Cottage @ River of Lakes

We are excited to host you at this charming updated vacation rental in Bagley, WI. Nestled along the Mississippi river backwaters, we offer you a 2 bedroom getaway destination in this newly remodeled retreat. Enjoy your morning coffee on the deck, spend the day on the water soaking up the rays and fishing. Or perhaps kayaking is more your thing. Hike at Wyalusing State Park. And end your day at the campfire.

Valley Mills Miller's Cottage

Welcome to Valley Mills Miller's Cottage, where the beauty of "Mother Nature" surrounds you. Built six years after Iowa became a state in 1847, it is located in a remote picturesque valley containing Buck Creek Trout Stream. It is completely surrounded by wooded Bluffs, known as "Cold Slopes". With its two acre park like area, it is an ideal place for families to let their Kids/pets freedom to roam.

Secluded Bardo Retreat w/ Hot Tub + View

Find Your Stillness | Omega Ridge Retreat on 6 Private Acres This one-of-a-kind property features a brand new Barndominium, perfect for couples’ getaways, family gatherings, small retreats, or anyone longing to unwind in nature without sacrificing comfort. This area is great for hiking hunting fishing, canoeing side-by-side riding & near the historic town of Guttenberg just 6 miles away.