Vacation rentals in Old Monroe

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Top-rated vacation rentals in Old Monroe

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A well-organized kitchen features dark cabinetry and a light countertop, providing ample workspace. A comfortable couch is positioned in the living area, absorbing natural light from the window. Decorative elements, including a round wall mirror and soft furnishings, add a touch of warmth to the space.
Home in Saint Charles
4.93 out of 5 average rating, 122 reviews

Cottage on Main Street- Low Cleaning Fee

MESSAGE FOR SHORT STAY DISCOUNT Stay in the heart of Historic Downtown St. Charles! WALK EVERYWHERE at this beautifully updated 2BR/1BA blends modern comfort with charm just steps from Main Street. Walk to award-winning restaurants, unique boutiques, coffee shops, festivals, and riverfront views. Directly across from the Katy Trail, perfect for biking and morning strolls. Minutes to Ameristar Casino and 12 minutes to STL Airport. Fast Wi-Fi, cozy beds, and an unbeatable location. See you soon!

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, 766 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, 198 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.

Guest favorite
Home in O'Fallon
4.94 out of 5 average rating, 62 reviews

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!

Top 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, 341 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
A charming blue cottage features a welcoming porch with white railings. The front yard is landscaped with green grass and a few small trees, while a sign reading 'Blue House on Boone' is placed on the lawn. Nearby houses exhibit similar historic architecture.
Bungalow in Troy
4.98 out of 5 average rating, 107 reviews

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.

Top guest favorite
The spacious wooden gazebo features a hexagonal design with ample outdoor seating, including comfortable couches and chairs. A propane fire pit is centered on a wooden deck, complemented by overhead fans for ventilation and comfort during warm evenings.
Home in Wentzville
4.99 out of 5 average rating, 136 reviews

Spacious 6BR Retreat | Near I-64 & Weddings

Unwind to this modern smart home near Highway 64, offering a convenient and comfortable stay for families, groups, and guests attending nearby weddings. Cook in a fully equipped chef’s kitchen, enjoy eight 4K smart TVs, fast WiFi, and a dedicated workspace for remote work, all supported by smart technology for added comfort and ease. Conveniently located near dining, shopping, and popular attractions, and just 30 minutes from STL Airport, it offers a seamless, spacious, and cozy stay.

Top guest favorite
Home in Foley
5.0 out of 5 average rating, 44 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

Top guest favorite
Cabin in Troy
4.95 out of 5 average rating, 100 reviews

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!

Superhost
The king bedroom features a large bed with a light-colored bedspread, accented by a dark blue throw. Decorative artwork is displayed on the wall above the bed, with bedside shelves providing additional space. A ceiling fan and natural light from the window enhance the room.
Home in Wentzville
4.89 out of 5 average rating, 55 reviews

Wentzville Modern House

Experience a stylish stay at this centrally located property in Wentzville, Missouri. Relax with your family. It features a fully equipped kitchen with everything you need to prepare meals. The house is highly convenient; you can walk just one block to reach nearby amenities—no car is needed! Within walking distance, you'll find Save A Lot, Dollar General, Subway, KFC, McDonald's, Stephanie's Italian Restaurant, Papa John's Pizza, and Speakeasy Bar.

Top 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, 193 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.

Superhost
A bright bedroom features a spacious bed with crisp white bedding. Two windows are adorned with green curtains, allowing natural light to filter in. A dresser and a bedside table complement the room, while a fan hangs from the ceiling to circulate air.
Home in O'Fallon
4.73 out of 5 average rating, 67 reviews

Budget Stay Off the Interstate!

Escape to our cozy haven, perfectly situated for both relaxation and business. Just off the interstate, near shopping & dining, this 2-bedroom, 1-bath house features a full kitchen, dining area, living room, and dedicated workspace. Step outside to grill on the patio, relax under the umbrella, or simply unwind in your outdoor space. Your quirky, convenient, and comfortable getaway is just a click away!

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