Vacation rentals in Old Jamestown

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!

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!

Recently Renovated Townhome

Unique 12ft ceiling 2br 1.5 bath townhome located in Florissant. Perfect for small families, couples, and single adults. Minutes from major highways (67(Lindbergh)/270/ 170/ 70), Hospitals (Christian NE & NW, DePaul), 50 plus food selections within 6 miles, and numerous grocery stores, shopping, and hardware stores. Traveling medical professionals and out-of-town families visiting loved ones in the hospital will appreciate how close the townhome is to the facilities. Secure your dates now!

McClusky Trail Guesthouse

Close to town, but not in it - 5 min. away from grocery stores, restaurants, and mini marts. Just 15 min. away, Grafton is where you can tour wine country, hike Pere Marquette Park, or simply drive along the Great River Road, where hundreds of bald eagles migrate during the winter season. St. Louis Int'l Airport is 35 min. away. Downtown, you'll find attractions like the Gateway Arch and Saint Louis Zoo, or cheer on the St. Louis Cardinals, Blues Hockey, or take in a STL SC soccer game.

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Secluded Property w Pool and Hot Tub

Escape to a peaceful retreat just outside of St. Louis! This charming ranch-style home features a separate guest house, providing plenty of space and privacy for your group. Unwind in your own private backyard oasis, complete with a sparkling pool and a relaxing hot tub perfect for soaking after a day of exploring. Whether you're looking for a quiet family getaway, or a place to stay while doing business in the area, this home provides the perfect blend of comfort and convenience.

Romantic tiny home w/ hot tub

The ultimate tiny home retreat you’ve been waiting for. This 500 sqft carriage house was built in 1906! Lovingly and meticulously curated for a perfectly romantic stay. You’ll be a short drive from the always fun Fast Eddie’s Bonair or the gorgeous riverside views. Spend the day walking the Great River Road or trying local shops and restaurants. Looking to stay in? Your space has everything you need for a cozy meal in. Put on a record and relax in your private hot tub.

Aunt M's Place

The whole group will enjoy easy access to everything from this centrally-located home. There's plenty to see and do in the Riverbend area of Illinois. This home's proximity to the roads along the Mississippi, as well as the short drive to the Clark bridge or Amtrak station, make for easy access to everything the St. Louis area has to offer. The area is a major stopover for many migratory birds and boasts a number of sites for observing the birds during their travels.

The Farmhouse Inn

Welcome to our beautifully renovated farmhouse, where modern comfort meets peaceful country charm. Nestled in the country side of rural St. Charles, located conveniently just 7 miles away from Historic Main Street. The house is pet-friendly, a perfect retreat for families, couples, or friends looking to slow down and enjoy wide-open spaces. The Farmhouse Inn was built in the late 1880's featuring a fully equipped kitchen, 2 bedrooms, 3 beds, and 3 bathrooms.

Log Cabin with Breathtaking View

Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

The Hippie #Vanlife Camping with Kayaks!

*** BOOK NOW FOR THE 2026 SEASON! *** *SPRING - FALL ONLY* Welcome to Portage Paddle Camp! Stay a night on the banks of the beautiful Mississippi River nestled on a couple of private acres in an iconic Westaflia VW Van! Enjoy complimentary use of kayaks or paddleboards! Awesome river bluffs and nature views. Relaxing and serene! 45 min. from St. Louis, 20 min. from St. Charles! Minutes from Grafton Ferry! 4 miles from the Katy Trailhead at Machens!

Cheerful 4-bedroom home with fireplace

Relax and recharge with family, friends and colleagues during your next visit to the St Louis area. This cozy home with newly remodeled bathrooms is located on a quiet cul-de-sac lined with mature trees in north county. Just minutes from highway 367 which can get you to many attractions in St Louis within 25 minutes. You can also hop right across the Illinois state line and get to towns like Alton, Granite City and Edwardsville in a short drive.