Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

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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
4.95 out of 5 average rating, 115 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

Top 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, 715 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, 181 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 private hot tub is illuminated with soft blue lights, surrounded by a wooden fence. String lights hang overhead, enhancing the evening ambiance. The area offers seating options, creating a cozy space for relaxation.
Cottage in Augusta
4.89 out of 5 average rating, 111 reviews

Romantic Augusta Cottage-Relax & get away!

This cottage is designed to strengthen and refresh couples looking for a getaway from busy life. Relax in the comfortable Living room or prepare a meal in the recently updated fully furnished kitchen. Enjoy your nights in the spacious bedroom furnished with a California King sized bed and TV in the room. Enjoy the private hot tub just steps from the door or use the BBQ pit to create a meal to enjoy together. Area restaurants, wineries & golf are just minutes away! You are sure to enjoy!

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, 320 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. There is a subdivision next to me but I have my trees!!! 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
The exterior of a contemporary single-story house is displayed, featuring a light-colored facade with dark accents. A two-car garage is visible, along with a small front garden. Clear skies and green trees surround the property, suggesting a peaceful residential setting.
Home in O'Fallon
4.95 out of 5 average rating, 138 reviews

Family friendly 3bd home! Longer stays available

Peaceful, 3 bed, 2 bath on court in O’Fallon MO. Furnished kitchen, deck grill/dining, tv in bdrms/living space, lower level living area & ping pong. Serene, fenced in back yard for your morning coffee. Located near shopping, restaurants, bars, casinos, wineries, gyms, hospitals, sports complexes & major highways. Just a 30 minute drive to downtown St. Louis, Enterprise Center, Busch Stadium, Forest Park, Zoo & Arch, 15 minutes from Lambert Airport, Hollywood amphitheater..

Top guest favorite
The exterior of a modern condominium building features a secure entrance with large glass doors. A balcony is visible, furnished with a round table and two chairs. An American flag hangs nearby, and decorative elements include a lamp post and signage indicating the property name.
Condo in Saint Charles
4.97 out of 5 average rating, 104 reviews

Beautiful Condo in New Town St. Charles

Location-Location! The condo is located in the heart of New Town, only a short walk to grab a bite to eat, volleyball courts, the coffee shop, Marsalas market, event tent, New Town amphitheater, parks, etc. The condo has a modern but cozy decor with updated furnishings. Enjoy coffee or drinks on the large deck. All basic amenities are provided for your stay. Monthly discounts offered for short term leases great for out of town workers, traveling nurses, etc.

Guest favorite
A comfortable living area is furnished with a dark green leather sofa and patterned chair. A wooden entertainment unit holds a television, while a lamp provides warm light. Natural wood accents are visible in the ceiling and decorative elements, enhancing a cabin-like ambiance.
Home in Wright City
4.84 out of 5 average rating, 104 reviews

Country home lower level, private, full kitchen

Very private country setting just 2 miles south of interstate 70. You’ll likely enjoy some wildlife sightings. Nice private patio seating. Cabin feel, spacious, has full kitchen. Murphy bed in the living room (very comfortable) provides an extra Q bed if needed, otherwise it’s out of the way. Internet was weak so affected some reviews but is super fast now. Nearby destinations are Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore.

Top guest favorite
An illuminated monument stands tall at night, reflected in the calm waters of a pond. Surrounding the monument, trees and pathways are softly lit, creating a serene atmosphere. A sturdy bridge connects the paths, enhancing the peaceful landscape.
Cottage in Saint Charles
4.96 out of 5 average rating, 106 reviews

Cozy Cottage Home in New Town St. Charles

This quaint 2 bedroom cottage has queen beds and full bathrooms in each bedroom. The main floor is an open floor plan with the kitchen and family room in close proximity. This is a perfect spot for enjoying good food and friendly conversation. Accommodations for 6 can be made, message for details. If you enjoy the outdoors a large patio with a sectional for several is private and perfect for coffee in the morning or wine in the evening.

Guest favorite
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, 150 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
An aerial view of the cottage showcases a charming brick exterior with a sloped roof. Surrounded by a spacious grassy yard, the property features mature trees in the background, contributing to the woodland ambiance. A wooden walkway leads towards the entrance.
Home in Godfrey
4.89 out of 5 average rating, 244 reviews

Private, Bluff-Top Cottage Above Mississippi River

This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Top guest favorite
A modern studio cabin is elevated on pillars, surrounded by lush greenery. The exterior features dark wood siding and multiple windows, allowing natural light to illuminate the interior. A deck is visible, indicating outdoor space for relaxation.
Farm stay in Grafton
4.96 out of 5 average rating, 338 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Popular amenities for Winfield vacation rentals

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