Old Monroe Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Old Monroe

Cozy Cottage, we're told it's heavenly!
10.0 out of 10, Exceptional, (153)
"We really enjoy the cabin in the woods. The K9s loved the off-leash area to play. Hubby and I slept with the window open on the rainy night and we slept in for the first time in a year! Great communication and snacks! We found out our brother in law stayed at the Cowboy Cottage about month ago. That tells you how great of a place the cottage is towards being calm."
Cozy Cottage, we're told it's heavenly!
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (185)
"We could walk to the riverfront, walking paths, shops and restaurants!"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
The Lofts of North Main Street
9.6 out of 10, Exceptional, (90)
"Photos don't do it justice. This was the perfect place to stay for me and my family during my college graduation weekend. The accommodations are a perfect balance between chic, cozy, and modern. There was plenty of space for all 5 of us to spread out and relax. We never felt like we were crowded or had too little privacy. The upstairs loft is a neat spot to chill or to sleep, and in the living room/dining room/kitchen area we could visit while watching TV, eating, and cooking/cleaning in the...
The price is NZ$416
per night
18 Jun - 19 Jun
The Lofts of North Main Street
Save an average of 15% on thousands of hotels when you're signed in
Perfect Weekend Getaway! Condo With Great River Views! Pool!
9.8 out of 10, Exceptional, (111)
"The view was perfect. The condo was very comfortable."
Perfect Weekend Getaway! Condo With Great River Views! Pool!
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants
10.0 out of 10, Exceptional, (49)
"My friends and I thoroughly enjoyed this property! We had more than enough space with everything you could possibly need! The location was great and within walking distance of all our desired places!!!"
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants
Newly Remodeled Home in St. Charles - Sleeps 10!
9.8 out of 10, Exceptional, (39)
"The property was very clean and spacious in a nice neighborhood. The dining room was a nice gathering area for family!"
The price is NZ$683
per night
18 Jun - 19 Jun
Newly Remodeled Home in St. Charles - Sleeps 10!
Historic headquarters of city founder! Gated parking!
10.0 out of 10, Exceptional, (15)
"I was in a bind and needed a place at the last minute. Lynn was great and accommodated us. She even let us check in early. The house was immaculate, and one of the most interesting houses we’ve stayed in. It’s a historical site, and the inside is decorated wonderfully. So much to appreciate. We always love staying on Main Street in St Charles. A step back in time. And the Streets of St Charles property just down the road has exploded with restaurants, bars, restaurants, movie theater, and fun...
Historic headquarters of city founder! Gated parking!
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
10.0 out of 10, Exceptional, (96)
"Was a great and relaxing time. Would love to stay again."
The price is NZ$511
per night
1 Jul - 2 Jul
Farmhouse 80 Acres Rec Room Peddle Boat Lake Fishing Nature Trl 2 ml to Grafton
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (108)
"Absolutely perfect home for our family getaway (2 adults, 2 kids, 12 and 8). The home is very well appointed and maintained. Fun layout with unique nooks for everyone to enjoy. The owners were very responsive and respectful. Check in and check out could not have been easier. Huge grocery store is a five minute drive. We had been looking for a home base to do tourist things in St. Louis (which it was perfect for, nearly everything we did in St. Louis was an easy 30 minute drive from this...
The St. Charles Guest House, lovely historic home, fun for families and groups
Cowboy cabin, March availability, look for discounted weekly rates!
10.0 out of 10, Exceptional, (167)
"Could not gabe asked for a more relaxing weekend!"
Cowboy cabin, March availability, look for discounted weekly rates!
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
10.0 out of 10, Exceptional, (52)
"So much outdoor lake fun. Hot tub, paddle boards, kayaks, fire pit, beach and multiple decks and seating areas. Lake life!"
The price is NZ$1,228
per night
24 Jun - 25 Jun
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
Escape the city to quiet and picturesque Golden Eagle, IL..
10.0 out of 10, Exceptional, (314)
"Amazing panoramic views. Very relaxing and a well maintained property. Highly recommended."
Escape the city to quiet and picturesque Golden Eagle, IL..
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
10.0 out of 10, Exceptional, (239)
"We were comfortable at the house. Too many stairs for one of my friends, but she managed. Clean and comfortable. Loved the location. We could walk to main st and eat and shop!"
1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.
Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok
10.0 out of 10, Exceptional, (8)
"We stayed over New Year's and the place was decked out for the holidays. I really appreciated all of the nice touches. Also, it was very considerate to set us up with coffee and firewood. We enjoyed our stay here and would recommend."
Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
10.0 out of 10, Exceptional, (68)
"The house was in a remote quiet location on a pretty lake. Very very clean and well appointed. Wonderful firepit and firewood provided. But the second bedroom is actually a loft open to below! Very surprised as the listing called it a 2 bedroom! Overall a great house at Innsbrook!"
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
10.0 out of 10, Exceptional, (38)
"We enjoyed our stay and loved the close proximity to Main Street. The downstairs shower could use an upgrade but other than that the house was warm and cozy."
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
Residence on the Roundabout
9.6 out of 10, Exceptional, (107)
"Wonderful spot."
Residence on the Roundabout
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!
10.0 out of 10, Exceptional, (221)
"Can’t say enough good things about the great location of this property! It was great to walk out the door and have plenty of walkable food options and small shops to explore. The accommodations were also outstanding and very comfortable for the four adults in our group. The house was well stocked with more than we needed for our stay. We would highly recommend staying here!"
Charming Cottage on Main St. in Historic St. Charles! Jetted Tub, 2 Fireplaces!!
Stunning 1890's Home - Sleeps 8!
9.8 out of 10, Exceptional, (12)
"We stayed with 3 families for our girls dance competition it was a great location and very clean. The beds were super comfy and we had everything we needed. We would for sure stay again if we came back in town for this competition next season!"
Stunning 1890's Home - Sleeps 8!
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
10.0 out of 10, Exceptional, (188)
"I can not possibly think of one negative thing about our stay. The location was perfect. Everything was clean and well maintained. We never used any of the TVs or kitchen appliances because we spent most of our down time relaxing in the cute and cozy back yard (we were blessed with perfect weather). We did not want to leave and can’t wait to come back!"
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Don't see what you're looking for?
See all available properties in Old Monroe
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Old Monroe you may be interested in

Hollywood Casino & Hotel St. Louis
3.5 star property
8.2 out of 10, Very good, (1266)
"It was ok for a casino hotel. The food at the restaurants was sub par. Don’t be expecting 5 star food from any of the food options. Otherwise it was safe and convenient for the concert we were there for. Just maybe could use some updates to get on level with other hotel casinos."
The price is NZ$209
per night
19 Jun - 20 Jun
Hollywood Casino & Hotel St. Louis
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (108)
"Absolutely perfect home for our family getaway (2 adults, 2 kids, 12 and 8). The home is very well appointed and maintained. Fun layout with unique nooks for everyone to enjoy. The owners were very responsive and respectful. Check in and check out could not have been easier. Huge grocery store is a five minute drive. We had been looking for a home base to do tourist things in St. Louis (which it was perfect for, nearly everything we did in St. Louis was an easy 30 minute drive from this...
The St. Charles Guest House, lovely historic home, fun for families and groups
Ameristar Casino Resort and Spa
4.5 star property
8.2 out of 10, Very good, (1004)
"Everything from the staff, the rooms, the service. "
The price is NZ$324
per night
1 Jul - 2 Jul
Ameristar Casino Resort and Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Old Monroe holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Old Monroe. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Old Monroe. Seeing all the best attractions is bound to make you fall in love with Old Monroe. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Old Monroe short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Old Monroe?

Yes, there are holiday rentals close to the most popular sights in Old Monroe, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Old Monroe has to offer?

1870's Luxury Guest Cottage, Historic Downtown St. Charles, Mo.: This holiday home rental outside of Old Monroe is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Old Monroe?

Explore the area and family-friendly sights such as Raging Rivers Waterpark, or get out into nature at a spot like Mississippi River. In the wider area, you’ll find Pere Marquette State Park and Lindenwood University.

What are holiday rentals like in Old Monroe?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Old Monroe. Holiday rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.

Recent reviews of Old Monroe properties
Expedia verified reviews