
Holiday houses in Winfield
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Top-rated holiday rentals in Winfield
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The Luxury Lodge in St. Charles
The Luxury Lodge is a Private Residence at Rear of Property with Private Keypad Door Entrance, Private Parking, Outdoor Deck, Dog Run Line and 1/2 acre Fenced Backyard. Kick back & relax in this serene, spotlessly clean, stylish luxury & country living in St. Charles, MO w/ Great Scenic View. Dog friendly, comfy Queen Size Bed, Love Seat, Queen Sleeper Sofa, Large Stone Fireplace, Huge Bathroom, Rain Shower, Private Powder Room, Large Screen TV, Cable & Streaming, Kitchenette, Fridge & Dresser.

301 Guesthouse- Historic Main street-Katy Trail
Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

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.

Christmas Getaway in Historic Old St. Charles
Welcome to Pop Luck's Guest Suite! This adorable gem represents everything you love about Old St. Charles. This cozy suite is just steps away from the heart of Main Street, restaurants, and all the action St. Charles has to offer. Pop Luck's is a charming one-bedroom, with an open and airy living room and kitchen. It has natural light and high ceilings throughout. It's farmhouse cottage decor makes for a relaxing place to rest. Also, check out our sister suite The Ella Rose, right next door.

Private Full Kitchen Guest Suite in Quiet Location
Newly renovated apartment on the lower level of my home. You'll have privacy and room to relax or cook a meal. You'll have your own separate heating and cooling for your comfort. I want my guest to relax and enjoy...therefore, no list of chores to complete upon checkout! Located 5 miles from hwy 70 in Wright City. Approximately 13 miles from Wentzville, 20 miles from O'Fallon, 6 miles from Warrenton and 17 miles from Troy. Maximum occupancy is 2 people age ten and up (no exceptions).

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

Private Suite w/ Washer & Dryer
Beautifully decorated warm cabin feel. Spacious bedroom with nice desk for your laptop work space. Bathroom has washer and dryer. Living room has thick-cushioned leather futon for second bed, counter space with microwave/air fryer, paper products, and kuerig coffee maker, new 5’ fridge, 50” flat screen TV. Access to outdoor hot tub. Internet was weak so affected some reviews but is super fast now. Near Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore

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!

Cozy Studio in Beautiful New Town St. Charles
Stay at this cozy studio centrally located in the amazing community of New Town St. Charles. New Town is a large scale new urbanist community built on the edge of suburbia. You never have to leave New Town with its walkability to restaurants, bars, a market, coffee shops, ice cream, food kiosk, canals, lakes, parks and tree lined streets. If you do leave its only a few miles from historic St. Charles Main street, The Streets of St. Charles, and 25 miles to Downtown St. Louis.

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.

Blair's House - Game Room - HOT TUB!
Welcome to Blairs House on Bradbury, where we ensure you have a cozy stay every day. ***4th bedroom, full bathroom and HOT TUB added!! 4 Bed 3 Bath Home located in St. Peters, Missouri. Fully stocked home from the kitchen to the bedrooms. Parking in garage and driveway only. Relax in the living room or head to the Game Room in the Lower Level. Don’t forget our NEW HOT TUB! Ready to cook up Thanksgiving Dinner? Check our profile for over 30 listings in the area. My
Popular amenities for Winfield holiday rentals
Other great holiday rentals in Winfield

Budget-Friendly Gem: Cozy, Tidy, & Convenient.

Hostel, Rm G sleeps up to 4 guests

Quiet Suburban escape, Queen Size Comfy bed

White House Room 1A

Comfort Fast WiFi + Workspace

Cozy 2nd bedroom with hallway bathroom.

Country room with Private bath

Cheerful 2-private rooms in home with free park
Destinations to explore
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- Central West End
- Six Flags St. Louis
- Busch Stadium
- Saint Louis Zoo
- Enterprise Center
- City Museum
- Missouri Botanical Garden
- Cuivre River State Park
- St. Louis Aquarium at Union Station
- Pere Marquette State Park
- Castlewood State Park
- Hidden Valley Ski Resort
- The Winery at Aerie's Resort
- Grafton Winery the Vineyards
- Cathedral Basilica of Saint Louis
- Raging Rivers WaterPark
- Norwood Hills Country Club
- Bellerive Country Club
- Saint Louis Science Center
- Adventure Valley Zipline Tours and Paintball Park
- Missouri History Museum
- Noboleis Vineyards
- Old Warson Country Club
- Boone Valley Golf Club




