Holiday rentals in Winfield

Private cabin between Mississippi/Illinois rivers

My place is close to St.Louis. You’ll love my place because of the location, the outdoors space, the ambiance, and the tranquility. My place is good for couples, solo adventurers, business travelers, or someone wanting some privacy and looking to escape the hustle and bustle of the big city. The cabin is secluded and very private and you won’t be able to see other homes. This is not a subdivision or a neighbor hood dwelling. You are in the boonies. Our guests especially love the star gazing.

Serene Cabin on the Mississippi River w/kayaking!

* SPRING TO FALL 2025! This is our serene cabin situated on the banks of the Mississippi River at Portage Paddle Camp! Stay at our unique riverfront property, where we also offer rare, vintage accomodations for primitive-style camping! The river and bluff views will hypnotize you into relaxation. Enjoy sounds of occasional crashing waves, the beauty of nature, & peace! The hanging bed will rock you right to sleep. Grab a paddle and go kayaking or paddleboarding! Relax, renew, restore!

The Gathering Home 3bdrm 2bath, finished basement

This Home is in a great location for visiting family, and for corporate stays, has a fully equiped kitchen, 2 full bathrooms, 3 bedrooms, laundry facility, comfortable beds, 2 Flat screen tv, WiFi, a fenced in yard, deck, lower level has a walk out basement to a patio. Central Heat and A/C., walking distance to Good News Brewery, Rendezvous wine Bar. , Banquet Center, Bowling Alley, Scooters Coffee, St. louis is 40 minutes, 1 minute from Hwy 70/Hwy K exit., 25 minutes to STL airport.

Historic Main Street Cottage

Enjoy a stylish, unique experience at this centrally-located house on historic Main Street. You will feel right at home in our newly remolded house which includes a new kitchen, bathroom and both bedrooms have new queen size Sterns and Foster mattresses. Enjoy relaxing on the covered back porch with a charcoal grill. Home is within walking distance of historical building; 1822 courthouse, Woods Fort, Britton House, several restaurants and shopping. Short drive to Cuiver River State Park.

70’s Park Side Cabin with Kayaks

Welcome to our renovated 1970’s park side cabin!  This cute cabin is located in Cuiver River State Park and is close by several wedding venues. The cabin is a three bedroom and two bath, which is great for family trips or just a weekend getaway. We highly suggest; hiking, biking, running, kayaking, fishing, and taking pictures in the park. Our park side cabin has a simi stocked kitchen to help ease your stay. We hope you enjoy all the improvements we have made in this unique cabin!

Beautiful 2 bedroom ranch home

The whole group will enjoy easy access to everything from this centrally located ranch home. This home has everything you will need for a cozy, relaxing stay. Our home is located in the middle of everything such as shopping, entertainment, restaurants, and hospital's. You can also enjoy staying in and cooking your own meals with a full kitchen. If this property isn't available for the dates you are needing I have another property listed under The Ladybug Inn in Wentzville Missouri.

Riverfront Home in Calhoun County

Enjoy your relaxing experience nestled alongside the Illinois River in this private, riverfront property. You will be able to spend your time Eagle watching, fishing, or observing the barge traffic pass through the Joe Page Bridge. This space allows for the perfect country experience right on the back porch. The home is within walking distance of a public boat ramp and restaurant. For a short drive, you may find more restaurants, bars, grocery stores, and a gas station.

Wanderlust

The whole group will enjoy easy access to everything from this centrally located living space. It is located only 10 minutes from the wineries, 8 minutes from the outlet mall, and 15 minutes from downtown St. Charles. With 920 square feet of living space, this dwelling also offers a kitchenette, living room, and game area. There is a full-sized pool table, ping pong table, and foosball table. There is also access to a hot tub and fire pit upon request.

Grafton Getaway @ The Studio

The Studio joins our sister Grafton Getaway locations and is located on 3 acres just 7 minutes from town. Bring the kids for pond fishing and rock play pit or have a couples retreat in this cozy studio home. Walk the property which has fruit trees and a dry creek bed, or enjoy our hammocks, rocking chairs, record player etc that Grafton Getaway Guesthouses are known for. Our Towering Pines rental home is on the other side of driveway.