Vacation rentals in Monroe County

The Farmhouse

Be our guests & keep it simple at a peaceful, centrally-located, completely remodeled 1920s Farmhouse. The home has been lovingly cared for by our family for OVER 100 years! Unique experience to stay on a farm in Grandma & Grandpa's house. 3 Bed, 1 Bath, 1.5 Story FARMHOUSE - 1/2 way between Columbia & Waterloo. 9 minutes to St. Louis, 17 min to the Arch, 5 min to Walmart, 17 miles to a Hospital. Downtown Waterloo & Columbia minutes away. Situated on our family farm in the PERFECT LOCATION!

Luxury Loft in The Loo

Experience the charm of Waterloo in this brand new luxurious loft nestled in the heart of downtown. With its prime location within walking distance of shops, entertainment & restaurants, you'll have everything you need for a memorable stay. Whether you're seeking a romantic getaway, girls or guys night out, weekend get away, family stay, extended stay, or you just want to immerse yourself in the vibrant atmosphere of Waterloo's street festivals, this loft (stairs) provides the perfect retreat.

Cozy Studio in the Heart of Downtown Kimmswick

Searching for the perfect retreat in Kimmswick? Your search ends here! This studio condo is situated right in the heart of Kimmswick, just steps away from festivals & the famous Mile High Pie at Blue Owl Bakery! •Walk Downtown •Fire Pit •BBQ •Cozy Studio Layout •Queen Bed •Kitchenette with Oven, Stove, Fridge/Freezer, Coffee Maker •Bathroom w/ Walk-In Shower •Parking for 2 Cars •Walking Distance to Apple Butter Festival & LaChance Winery •25 Min. to St. Louis •0.3 Miles from Port of Kimmswick

Bluff View House

Beautiful, peaceful setting nestled between the bluff cliffs, looking over the river bottoms. Great outside deck and great place to watch the sunsets. 6 minutes out of Columbia, il. and just 20 minutes from Busch Stadium and within 40 minutes of St. Louis attractions. The house is set up just like home with all the amenities you need to relax. Full kitchen, outside grill, washer and dryer, two car garage, nice shaded driveway and parking area. Nice bathroom with soaker tub and shower.

FUNKS INN-no extra guest fees or cleaning fee

This house was built in 1870, it is a stone structure and was used as a family farm home. It has been remodeled for its use today. It is historically correct, which includes antiques of the time. Post Civil War era, furniture including the beds of this period. Another interesting aspect, is that the floors are all original. Mattresses, blankets pillows, bedding and towels are all new. The wine cellar that we have added, made on location. I always leave some out for guests. No fee.

Charming Apartment in Historical Small Town by STL

Hello and welcome! Nestled in the quaint small town of Columbia, you'll feel perfectly at ease in the quiet of this peaceful area. If it's the city attractions you're looking for, you will be a 15-20 minute drive from downtown. This area is also full of natural and historical attractions, such as Cahokia Mounds, Fort de Chartres, Illinois Caverns, nature preserves, hiking trails and more! The apartment itself is in a cozy historical building next door to a year round farmer's market.

The Ruby/Close to St. Louis and Waterloo Downtown

Welcome to The O'Bannon House in Waterloo, IL, where we offer the best of both worlds! The city limits of St Louis are only about 17 miles away, yet we are located within walking distance of all that the idyllic town of Waterloo offers: great restaurants, shops, and breweries. Enjoy our coffee bar, a fully-equipped kitchen, and a park-like backyard. If you have a larger group, consider booking this unit (The Ruby) and the upstairs unit (The Hugh) so you can all stay in one place!

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Deluxe Barndominium | King bed + Pkg

Enjoy a family- and pet-friendly stay in this beautifully remodeled barndominium just 5 minutes from downtown Millstadt and 20 minutes from downtown St. Louis. This charming retreat blends modern comfort with history, set in a restored barn that once served as an honor-system farm stand. Perfect for families, it offers 2 bedrooms (King bed and single-over-double bunk), a fully equipped kitchen, open living area, 55” TV, and fast internet. See more below

Secluded Lakeside Lodge Minutes from St. Louis

Welcome to the lodge: seven acres of lush woods overlooking our one and one-half acre lake. Do everything or nothing- fish with Dad, play board games with the kids, go for a night on the town with friends, or enjoy a hot tub soak outside the lodge in the moonlight. You’re sure to learn why we call it Pine Lake. *Hot tub private *Lake and outdoor amenities shared *Up to (2) guests are included in reservation; extra guests are $25/night/guest

The Loft

This unique and spacious upstairs Loft boasts 1900 sq. ft. of historical charm. Located a couple walking blocks from restaurants, brewery/bars, coffee shop, boutiques and beautiful downtown Red Bud. Conveniently located on Route 3. Free private parking on premises at the entrance to the Loft. Programmable keyless entry. Enjoy the fully-equipped kitchen and cozy seating areas. Comfortably sleeps four.

Salt + Honey Cottage

Welcome to Salt + Honey Cottage! This cozy 2BR, 1BA home sleeps 7 and sits just behind Salt + Honey Bistro, a half mile from downtown Waterloo, and 30 mins from St. Louis. Pet-friendly with a fenced yard, grill, washer/dryer, and front porch rockers. Walk to shops and dining, or relax at home with outdoor seating and a peaceful neighborhood vibe.