Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

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Guest favorite
Home in Bevo Mill
4.91 out of 5 average rating, 452 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Top guest favorite
A comfortable living room features a sectional couch, light hardwood flooring, and a patterned area rug. A flat-screen TV is mounted above a brick fireplace. Natural light enters through windows adorned with light curtains, while a dining area with chairs is visible in the background.
Home in Wentzville
4.94 out of 5 average rating, 104 reviews

Cozy Home in Wentzville Sleeps 6 + Game Room

Welcome to your home away from home in Wentzville, Missouri! Families and furry friends are welcome to our cozy, centrally located home. Sleeps 6- 1 King , 1 Queen, and 1 Sleeper Sofa Full sized bed Fully equipped Kitchen with everything you need to create a delicious meal, or a cup of coffee Game room and Laundry located in the basement- 60 game free play arcade machine and foosball! Roku friendly TV located in both bedrooms, living room and on the Patio Fully Fenced Yard with Fire Pit

Guest favorite
The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.
Home in Saint Charles
4.97 out of 5 average rating, 680 reviews

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!

Top guest favorite
A cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.
Guesthouse in Jerseyville
4.96 out of 5 average rating, 166 reviews

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.

Top guest favorite
A modern kitchen area features white cabinetry and a kitchen island with three cushioned stools. Pendant lights hang above the island, illuminating the space. A doorway leads to another room, with a glimpse of additional kitchen appliances visible in the background.
Apartment in St. Charles Historic District
4.94 out of 5 average rating, 391 reviews

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.

Guest favorite
A bright bedroom is visible featuring a queen bed dressed in white linens. Two nightstands with lamps are positioned on either side of the bed. A painting hangs above the bed, and natural light streams in through window treatments.
Home in Saint Charles
5 out of 5 average rating, 8 reviews

Separate Entry Basement Apartment 1BR, 1BA

This private lower level with separate entry is located in the safe city of St. Charles, MO on about 0.5 an acre of land in a quiet neighborhood with easy highway access for quick commutes. We are central to many shopping and dining options in the area and about half an hour from downtown St. Louis. Recently upgraded internet will make working from home and streaming easy. As travelers ourselves, we are happy to provide you with a welcoming and comfortable place to stay while in town!

Guest favorite
A mobile home is set in a rural landscape, featuring a covered porch with stairs leading to the entry. The exterior is painted in light blue, surrounded by lush greenery and trees. Sunlight filters through the leaves, illuminating the spacious yard.
Home in Foley
5 out of 5 average rating, 20 reviews

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

Guest favorite
The exterior features a basement-level entrance framed by a concrete pathway. Large windows provide natural light, while a well-maintained grassy area surrounds the entrance. The building's siding is light-colored, and a light fixture is mounted above the door.
Guest suite in Florissant
4.83 out of 5 average rating, 144 reviews

Peaceful lower level apt in wooded neighborhood

A self contained apartment located in the basement of our home. 2 private entrances, self check-in and check-out. The neighbors in our cul-de-sac are trees and cardinals (the birds not the baseball players.) Quiet enough to work, work, work. Spacious enough to play, play, play. Christian Hospital 6 min, Airport 17 min, Busch Stadium 24 min, Convention Plaza 24 min, Downtown St. Louis 25 min. Very near nature reserves and confluence of Missouri and Mississippi Rivers.

Superhost
A living area is arranged with a light beige couch and two dark blue armchairs. A small table with a lamp is positioned nearby. The space features natural light filtering through sheer curtains, and artwork adorns the walls, adding a touch of color.
Home in Wentzville
4.91 out of 5 average rating, 130 reviews

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.

Guest favorite
A treehouse-style rental is nestled among vibrant autumn foliage, with wooden steps leading up to the entrance. The structure features a private front porch, framed by surrounding trees and a gravel path, conveying a natural and serene atmosphere.
Guest suite in Dardenne Prairie
4.88 out of 5 average rating, 305 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

Top guest favorite
An open floor plan features a comfortable grey couch adorned with patterned throw pillows. A spacious kitchen showcases dark cabinetry and stainless-steel appliances, while a rustic wooden dining table accommodates six. Natural light fills the area, highlighting the modern decor and wooden beams.
Home in St. Peters
4.97 out of 5 average rating, 108 reviews

Family Friendly Home Near Parks and Dining

Enjoy a relaxing experience at our conveniently located home in St. Peters. This 3 bedroom 2.5 home is fully stocked and ready for your family to visit. The neighborhood is quiet and within walking distance of a lovely park with walking trails, a playground, and ball fields. We are also minutes away from groceries, dining, and the St. Peters Recplex. We cannot wait to welcome you to our space for your next get away!

Top guest favorite
A comfortable living room area features a light-colored couch and a smaller loveseat, both adorned with decorative pillows. A rectangular coffee table is centered on an ornate area rug, while natural light enters through the nearby window covered with vertical blinds.
Home in St. Peters
4.94 out of 5 average rating, 174 reviews

Comfy 3BR home in heart of Saint Peters

Enjoy your stay in the Saint Louis metro area at our safe, clean, and comfy home in Saint Peters, MO - which was recently ranked by Money Magazine as the #1 city in Missouri to live in. Our home is close to dining, shopping, parks, walking trails, and freeways. Many restaurants, as well as groceries, pharmacies, and other services are within walking distance. See our extensive guidebook for additional details.

Popular amenities for Winfield vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Lincoln County
  5. Winfield