Holiday rentals in Winfield

Blair's House in St. Charles - 4 bedroom 2.5 Bath

Welcome to Blairs House in St. Charles, MO near Hwy 364 Where we ensure you have a cozy stay every day. 4 Bed 2.5 Bath Home located in St. Charles, Missouri. Fully stocked home from the kitchen to the bedrooms, ensures a cozy stay every day. Relax in the living room or get right to work in the office. Check out the 60 in 1 old school arcade game on FREE play. Cook Thanksgiving dinner and serve the dining room! Close I-64, I-70 & Hwy 364 Check our profile for over 30 listings in the area.

House in Wentzville sleep 6

Relax with the whole family at this peaceful place to stay in Wentzville - Missouri! Families and furry friends are welcome to our cozy, centrally located home. Fully equipped kitchen with everything you need to create meals. We have a Game room. The house is located in the most convenient location. Walking, you can reach it in just one block; no car is needed. Save a Lot store, Dollar General, Subway, KFC, McDonald's, Stephanie's Italian restaurant, Papa John's Pizza, and Speakeasy Bar.

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Perfect for families, couples, or work trips, this private 2-bedroom apartment offers a peaceful retreat on 7 acres —just a short drive from Wentzville or Troy. Enjoy a spacious layout, fast WiFi, and a quiet setting ideal for relaxing or getting work done. The private driveway, entrance, and patio make this in-law suite a space of its own. The location in a quiet neighborhood just off Hwy 61 provides privacy and convenience. ⭐ Rated 5.0 by guests for cleanliness, comfort, and communication.

Marvel spacious home, Game Room, central location

Welcome to the Marvel House – Your Perfect Getaway for Groups Up to 14! Imagine stepping into a home custom-designed for groups, families, and friends who want to create unforgettable memories together. This isn't just another rental, it's a 4-BDR, 3-bathroom haven featuring a stunning hand-painted Marvel mural in the living room. Whether you're planning a family reunion, gathering for a special occasion, this home delivers the space, comfort & amenities that make group travel feel effortless.

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Westhoff Cottage

Cozy 2BR O’Fallon home sleeps 6 adults plus children with 2 queen beds, pull-out sofa, floor mattress (great for kiddos!) & pack n play available upon request. Pet-friendly with large yard! Fast WiFi, fully stocked kitchen, flatscreens in every room. Super clean, quiet street, easy Highway 70 access and only 23 min to Lambert Airport. Perfect for families, business travelers, relocations & traveling nurses. Seamless check-in and affordable rates. Everything you need for a comfortable stay!

Spacious 6BR Retreat | Near I-64 & Weddings

Enjoy a comfortable stay in this stylish smart home near Highway 64, perfect for families, groups, and guests visiting nearby wedding venues. Cook in a well-equipped gourmet kitchen, enjoy eight 4K smart TVs, dependable WiFi, and a dedicated workspace for remote work, all enhanced by smart technology for added convenience and ease. Conveniently located near dining, shopping, and popular attractions, and just 30 minutes from STL Airport, it offers a relaxed, spacious, and welcoming stay.

Welcome to the "Blue House on Boone"

Country Cottage home with tons of charm that you cannot get in a Hotel Room !!! Great retreat whether you are in town for a conference, wedding or a just a vacation. Located off historic Main Street and just a couple of doors from Britton House the oldest residence in Lincoln County. Short walk or even shorter drive to The Factory and other wedding venues in our community. Enjoy the Cuivre River State Park or just simply relax in the back yard with nice patio, firepit and dining area.

Cozy Cajun Rentals

This mobile home is in a peaceful, rural area with residential properties and natural surroundings. Foley is a small town in Lincoln County, offering a more laid-back lifestyle. The area is surrounded by farmland and wooded areas, providing opportunities for outdoor activities. Nearby amenities include parks and small shops in the town of Winfield and Elsberry, about 10 to 20 minutes away. While larger retail and dining options are Troy, O'Fallon & St. Peters Mo. are 20 to 30 minutes

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!

Private St Peters Home/Patio/PoolTable

Located in a quiet neighborhood and just a short drive to Busch Stadium, St.Louis Science Center, City Museum, Botanical Gardens,Forest Park, The Arch, Grants Farm,St.Louis Zoo, Six Flags and even The Magic House. St. Peters and neighboring O'Fallon offer multiple city parks and indoor and outdoor swimming facilities, Home offers Full Kitchen,Wi-Fi, 150+ channels of cable TV,4 bedrooms with finished basement and pool table, as well as Patio to Grill and Relax.

The Ladybug Inn

This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.