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
A spacious living area features two comfortable sofas and an accent chair, arranged around a central coffee table. Soft lighting is provided by lamps beside the sofas. A large piece of artwork adorns one wall, and access to the kitchen and dining area is visible in the background.
Home in St. Louis
4.99 out of 5 average rating, 138 reviews

NO PARTIES, VERY QUIET NEIGHBORS. 3 BEDROOM 2 BATH

Two minutes from highways I270, I55, I44 which is within 15 minutes of downtown St. Louis. Busch Stadium, St Louis Blues, Zoo, Aquarium, Forest Park, Wash U, Soulard, Central West End, Missouri Botanical Garden, Anheuser-Busch. Other close attractions- Laumeier Sculpture Park, Children’s Magic House, Museum of Transportation, Grant's Farm. We are within one mile of Mercy South Hospital if you are working or visiting. MO Baptist, Mercy, BJC, Children's hospital all 15 minutes. 20 min/airport.

Guest favourite
A cozy seating area features a brown leather sofa with two decorative cushions. Behind the sofa, a wall adorned with black-and-white photographs adds character. An open doorway leads to a bedroom area, visible in the background, enhancing the sense of space.
Home in Waterloo
4.94 out of 5 average rating, 88 reviews

The Brickhouse

Nestled right in the heart of downtown Waterloo, The Brickhouse is a cozy, eclectic getaway just blocks from all of the local restaurants, bars, and adorable shops ready to serve you. With two bedrooms, Brickhouse has one king size bed, four twin beds, and a pull out queen sized sofa to sleep up to 8 guests. Brickhouse has a kitchen stocked with all of the essentials you will need to cook meals. Other amenities include wifi, a 55' high definition TV, washer and dryer, and toiletries provided.

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, 70 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, 169 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, 148 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, 164 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!

Guest favourite
Home in Waterloo
5 out of 5 average rating, 6 reviews

Speakeasy Luxe | Bar, Sleeps 4, Downtown, Patio

Step into The Barrel a dark, moody, speakeasy-inspired retreat just one block off South Main. Walk to Waterloo’s best shops, dining, and local favorites. Perfect for couples, guys’ trips, weekend getaways, or anyone who loves unique, boutique-style stays. New listing, same five-star hospitality! Check out reviews from our other property to see why guests love booking with us. Want a little extra time to unwind? Ask about early arrival or late checkout options.

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, 576 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.

Guest favourite
A spacious open living area is presented, featuring a large sectional sofa in a neutral shade. A flat-screen TV is mounted on a wooden media console, with a decorative basket and lamp nearby. Natural light filters in through the window, complemented by soft gray curtains.
Home in Millstadt
4.94 out of 5 average rating, 370 reviews

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

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, 140 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
Guesthouse in St. Louis
4.99 out of 5 average rating, 693 reviews

Cozy Barndominium Loft in Friendly Neighborhood

A modern, but cozy, 562-sq.-ft. loft apartment with full kitchen and bath, queen bed (with a Winkbeds Luxury Firm mattress)a twin Murphy Bed / desk, living room, walk-in closet, FireStick, Roku, DVD player, WiFi and more. Note that the barn is in our back yard and part of our home, so we don't allow instant book. We know it's a bit of a pain, but hope everyone will understand given that we live here too.

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, 30 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.

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