Holiday rentals in Orchard Farm

4.98 out of 5 average rating, 615 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!

4.98 out of 5 average rating, 347 reviews

Cabin in Saint Charles

Camp Mill Pond: Historic Cabin Near Main Street

*St. Louis Magazine A-List Winner!* ***PRESS: DESIGN STL, STL MAG, AND FOX2NEWS*** Camp Mill Pond is a throwback to the slow and easy rhythm of hot summer days. This circa 1835 cabin offers easy access to our historic area, including Main Street, Katy Trail for biking, and Frenchtown, without sacrificing modern comforts! This 180-year-old historic cabin sits on a beautiful lot, shared with our 1865 three-story home and a two-story carriage house. Ask about renting bikes and a golf cart!

Guest house in Jerseyville

4.97 out of 5 average rating, 138 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.

4.82 out of 5 average rating, 68 reviews

Peaceful & Cozy Stay

Escape to tranquility just 1.1 mi from New Town St. Charles. Our home harmonizes convenience with comfort—3 beds, 2.5 baths, a well-equipped kitchen, and breathtaking pond views. Connect to blazing-fast 1 GB internet. Start your day with coffee from nearby cafés, explore lakes for fishing, and relish Civic Green Park's tranquility. The amphitheater hosts family nights and concerts. Whether a special event or a relaxing day, our home is your gateway to comfort, convenience, and natural beauty.

Cabin in Portage Des Sioux

4.95 out of 5 average rating, 40 reviews

Serene Cabin on the Mississippi River w/kayaking!

* SPRING TO FALL 2025! This is our serene cabin situated on the banks of the Mississippi River at Portage Paddle Camp! Stay at our unique riverfront property, where we also offer rare, vintage accomodations for primitive-style camping! The river and bluff views will hypnotize you into relaxation. Enjoy sounds of occasional crashing waves, the beauty of nature, & peace! The hanging bed will rock you right to sleep. Grab a paddle and go kayaking or paddleboarding! Relax, renew, restore!

4.95 out of 5 average rating, 101 reviews

Charming 2-Bed Brownstone in The Heart of New Town

Our Airbnb is in the heart of New Town, just steps away from the coffee shop & restaurants! It's within 5 miles of historic Main Street, the Katy Trail, Lindenwood University, & 22 minutes away from STL International Airport. It has everything you need for your trip & perfect for a romantic getaway, with a beautiful view of the canal. You’ll love the open floor on the main level & private bathrooms in each bedroom. You’ll have fast Wi-Fi & easy self-check-in. This place is truly a gem!

4.97 out of 5 average rating, 316 reviews

Cottage in Saint Charles

The Rose Cottage -a short walk to Historic Main St

The Cottage has a 2 guest maximum Updated 1 bedroom home a three minute walk from historic Main Street and festivals like Oktoberfest, Christmas Traditions and Festival of the Little Hills, the Lewis and Clark Boat House, Foundry Arts Center, Katy Trail and more! Located 10 minutes from the airport , 2 minutes from Ameristar Casino and Bass Pro Shop. 25 minutes from downtown St. Louis, The Arch, Forest Park, Zoo, Art Museum, History Museum and Busch Stadium-home of Cardinals Baseball!

Townhouse in Saint Charles

4.93 out of 5 average rating, 158 reviews

Cozy 2 bedroom townhome in the heart of St Charles

This cozy 2 bedroom, 2 bath townhome is perfect for up to 5 guests. Luxury King bed in bedroom 1 and luxury Queen bed in bedroom 2. A futon in the living room can be used for a 5th guest. A pack-n-play is available upon request. This dynamic location is 5 minutes from bars, restaurants, shopping, Lindenwood University, and Ameristar Casino. It's only 2 miles from St. Charles, historic, Main Street, and it's only 15 minutes from the airport, and about 30 minutes from downtown St. Louis.

4.95 out of 5 average rating, 309 reviews

*HotTub* The Jewel on 5th-2br2b-near Historic Main

A true gem only a 15 min drive from the STL Airport. Enjoy a well equipped, century home a short 12 min walk to Historic Main and a HOTTUB. The large stocked kitchen is great for entertaining. Master bedroom w/luxurious, king sized, 4 poster bed and ensuite bathroom awaits you. In the private, queen suite you’ll find its own bathroom and another door leading onto the deck. The chair off the kitchen folds out to a standard twin and bedding is provided for the sofa as well. Can sleep 6.

Apartment in Saint Charles

4.95 out of 5 average rating, 153 reviews

Cozy Studio in Beautiful New Town St. Charles

Stay at this cozy studio centrally located in the amazing community of New Town St. Charles. New Town is a large scale new urbanist community built on the edge of suburbia. You never have to leave New Town with its walkability to restaurants, bars, a market, coffee shops, ice cream, food kiosk, canals, lakes, parks and tree lined streets. If you do leave its only a few miles from historic St. Charles Main street, The Streets of St. Charles, and 25 miles to Downtown St. Louis.

5 out of 5 average rating, 16 reviews

Cottage on Historic Main St- Low Cleaning Fee

MESSAGE FOR DISCOUNT ON SHORT STAY Discover your perfect getaway in the heart of historic St. Charles, RIGHT ON Main Street! This cozy 2-bedroom, 1-bathroom unit puts you in the middle of it all. Walk to top-rated restaurants, boutique shops, bars, and everything Main Street has to offer—no car needed! Just 12 minutes from STL Airport, 1 minute from Ameristar Casino, and only a mile from the Streets of St. Charles. Enjoy a stylish, comfortable stay with an unbeatable location.