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 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, 111 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 farmhouse, with a gray exterior, features a welcoming front porch with circular doors. Surrounded by lush greenery and a well-maintained lawn, late afternoon sunlight gently filters through the leaves, adding warmth to the inviting scene.

Home in Augusta

4.99 out of 5 average rating, 270 reviews

Katy Trail Farmhouse - 3 bd/2.5 bath - Amazing!

DIRECTLY ON THE KATY TRAIL! Quaint 1943 farmhouse on 7 private acres in Missouri wine country - halfway between Klondike Park & the town of Augusta. Loads of farmhouse charm w/ the amenities & comforts of home. Spacious & well-appointed, 3 bedrms/2.5 baths. Walk-in/out or bike-in/out to KATY trail -- the location is perfect. Enjoy a sunset dinner & live music at one of the many wineries – or relax on one of the two screened-in porches & clear your mind. No other place like it in Augusta!

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, 704 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, 174 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

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, 316 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

An open-concept living area features a modern kitchen with a large island and seating for four. A dining table is situated beside the kitchen, while a spacious seating area, illuminated by natural light, is highlighted by a large window and tasteful décor.

Home in O'Fallon

4.95 out of 5 average rating, 135 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 the house features a well-maintained lawn with shrubbery and a covered porch. A cozy seating area with a modern coffee table is shown, complemented by a sectional sofa. A well-equipped kitchen with appliances and a dining table set for six are also visible. A serene bedroom showcases a spacious bed with soft linens.

Home in Saint Charles

4.99 out of 5 average rating, 194 reviews

Little House By Main St -5 4K TV's- 1-75 Inch -1GB

Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!

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

4.9 out of 5 average rating, 142 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.

Top guest favorite

A cozy living area is highlighted by a stone fireplace and two windows allowing natural light to enter. A comfortable blue sofa and a wooden coffee table complement the space, while a dark armchair is positioned for relaxation. The light-colored walls and floor enhance the inviting atmosphere.

Home in Grafton

4.98 out of 5 average rating, 113 reviews

Cozy Cottage off Main Street in Grafton

Cedar Street Retreat is nestled in the woods just off Main St in Grafton, IL. After crossing a creek bed,you will arrive at Cedar St. where you will find a quiet comfort. Enjoy the rustic charm of exposed brick and spacious rooms. This unique historic home built in the late 1800's includes a kitchen furnished with coffee and cooking accessories. Two bedrooms and a full size futon in living room provide plenty of room to entertain or relax.

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

4.98 out of 5 average rating, 115 reviews

Spacious 6BR Hill Manor w Private Spa

Perfect for group stays, families, and wedding guests, this modern smart home offers a comfortable and convenient stay in a prime location near Highway 64. Enjoy a fully equipped "chef’s kitchen", eight 4K smart TVs, high speed WiFi, and a private office perfect for remote work. Smart Nest technology enhances comfort, all just 30 minutes from STL Airport with easy access to dining, shopping, and top attractions.

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, 176 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.

Top guest favorite

A townhouse with a two-story facade is depicted, showcasing a front door and multiple windows. A clear concrete pathway leads from the parking area to the entrance. A dedicated parking space marked with the number 5 is visible, highlighting convenience for guests.

Home in St. Peters

4.81 out of 5 average rating, 114 reviews

Family Friendly Townhouse

Your family will be close to everything when you stay at this centrally-located place. Located within walking distance of grocery stores, restaurants, parks, and more. Only a short distance to St. Louis Arch and downtown. This 3 bedroom 2 and a half bath is the perfect place to have all the amenities of the city but far enough away to not have to constantly be in the hustle and bustle of traffic and crowds.