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.

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Top guest favourite
An open-concept living area showcases a modern kitchen with a large island and dark cabinetry, complemented by wood accents and warm lighting. The space includes a dining area with a light-colored table set for six, and a cozy seating arrangement near a stone fireplace.
Home in Columbia
4.94 out of 5 average rating, 72 reviews

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.

Top guest favourite
The historic stone farmhouse features a traditional design with multiple windows and a pitched roof. The exterior is complemented by grassy areas and a pathway leading to the front porch. Surrounding trees provide a natural backdrop, enhancing the rural setting.
Farm stay in Bloomsdale
4.96 out of 5 average rating, 171 reviews

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.

Top guest favourite
A spacious living area features vintage-style chandeliers and a cozy seating arrangement. Green plants are arranged in various spots, providing a touch of nature. A large wooden cabinet complements a bed area, while a television is positioned for relaxation.
Apartment in Columbia
4.97 out of 5 average rating, 150 reviews

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.

Top guest favourite
A stylish living area features a light-colored leather sofa adorned with dark pillows, complemented by an ornate mirror above. A black coffee table rests on a decorative rug, while two open bookshelves showcase elegant decor. Double French doors lead to an adjoining space.
Home in Waterloo
4.98 out of 5 average rating, 168 reviews

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!

Top guest favourite
A view of the two-story farmhouse features traditional architecture with a white exterior and black shutters. Lush greenery surrounds the property, while a wooden fence with vintage farming tools adds charm to the landscape.
Home in Waterloo
4.98 out of 5 average rating, 56 reviews

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.

Top guest favourite
A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.
Cottage in Belleville
4.96 out of 5 average rating, 589 reviews

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.

Top guest favourite
A cozy rooftop deck is highlighted by a circular cabana-style seating area, featuring plush white cushions. A central fire pit with shimmering stones adds warmth, while sliding glass doors provide a view into a well-equipped kitchen area.
Loft in Waterloo
5 out of 5 average rating, 47 reviews

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!

Top guest favourite
A serene lake scene is presented, reflecting vibrant colors of a sunset. Trees line the shore, silhouetted against the sky, while their shapes are mirrored in the still water, creating a peaceful ambiance.
Cottage in Millstadt
4.94 out of 5 average rating, 143 reviews

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

Top guest favourite
An open living area features high ceilings and rustic wooden beams. Two yellow armchairs with decorative cushions are positioned in front of a small floral stool. The space is brightened by natural light and includes a glimpse of the kitchen area in the background.
Home in Red Bud
4.97 out of 5 average rating, 31 reviews

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.

Top guest favourite
Home in St. Louis
4.99 out of 5 average rating, 106 reviews

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.

Top guest favourite
A cozy living area features dark green walls complemented by light-colored furnishings. An inviting leather sofa and a pair of armchairs are arranged around a wooden coffee table. Natural light filters through the windows, highlighting decorative elements on shelves and a nearby console.
Home in Waterloo
4.91 out of 5 average rating, 47 reviews

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.

Top guest favourite
A swing hangs from a sturdy tree, gently swaying in the light breeze. The sun is setting in the background, casting a warm glow over the lush green grass and highlighting the rustic barn in the distance.
Home in Fults
4.94 out of 5 average rating, 251 reviews

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.

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