
Vacation rentals in Monroe County
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Top-rated vacation rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Doc's Farmhouse, Historic 1844 Home
The perfect destination for those seeking a peaceful countryside retreat while staying close to the city. Just 30 min's from Downtown St. Louis and 5 minutes from the historic town of Waterloo. Enjoy your stay in our cozy 2,000 sq ft home with attached garage. Relax in the sunroom and be prepared to view wildlife such as deer, turkey, and more! You have access to WiFi, Roku, fully equipped kitchen, fire pit, BBQ grill, fishing poles, etc. Room to park a horse trailer available.

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.

Rooftop Fire Pit | Walkable Downtown | 2,280 sqft
Steps from downtown shops, dining, & nightlife! We’re right next door to the cutest coffee shop, The Coffee Girl, and just a short stroll from everything Waterloo has to offer. -Rooftop deck w/ cabana & fire pit -Bridal suite w/ LED mirror, makeup stations & full-length mirrors -Foosball, shuffleboard & board games -2,280 sq ft | 2 bed, 2 bath + pull-out bed in bridal suite and cot available Early arrival/late checkout? Ask about our half-day add-on!

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.

spacious, cozy home in st. louis
Relax at this peaceful and spacious home with your family. 3 bedroom, 2 bathroom split-level home. Newly and beautifully decorated. Located very close to majority of convenience stores. 5 minutes from south county mall, 7 minutes to Dierbergs, 10 to Aldi, etc. Also, this house is in a quiet and secure neighborhood. This house includes a spacious backyard + patio, along with a spacious basement.

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.

Quiet country getaway w/ Hot tub
Welcome to the Homestead Hideaway! Unwind and take in the simplicity of country living. From watching the sunrise to sitting under the stars experience nature with all the amenities. This home comfortably fits 6 people with 3 bedrooms and 2 full bathrooms with plenty of room to enjoy the outdoors.
Popular amenities for Monroe County vacation rentals
Other great vacation rentals in Monroe County

Oakville-Townhome-Sharing_POOL

Luxury Loft in The Loo

Belleville studio near downtown

The Farmhouse

Abbey West

Circa 1848 3BR Home Off Main

Cozy Studio in the Heart of Downtown Kimmswick

The Yellow Haus, close to downtown Waterloo!
Destinations to explore
- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- The Dome at America's Center
- St. Louis Aquarium at Union Station
- City Museum
- Gateway Arch
- Missouri Botanical Garden
- Washington University in St Louis
- Hidden Valley Ski Resort
- Forest Park
- Gateway Arch National Park
- Castlewood State Park
- Saint Louis University
- Meramec Caverns
- The Pageant
- Saint Louis Science Center
- Cathedral Basilica of Saint Louis
- Saint Louis Art Museum
- Missouri History Museum
- Fabulous Fox
- Soulard Farmers Market





