Vacation rentals in Monroe County

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Top-rated vacation rentals in Monroe County

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Top guest favorite

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, 328 reviews

Deluxe Barndominium | King bed + Pkg

Enjoy the unique historical setting of this recently remodeled Barndominium, just 5min away from DT Millstadt and 20min from DT St. Louis. Learn the old Illinois ways by relaxing in a contemporary decorated barn that was once an honor system farm stand. Blend of comfort, stylish décor & a rich amenity list are there to satisfy your every need. ✔ 2 Comfy Bedrooms (King Bed, Single over Double Bunk) ✔ Fully Equipped Kitchen ✔ Open Living Area ✔ 55’’ Flat-Screen TV ✔ Fast internet See more below

Guest favorite

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, 71 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.

Superhost

A two-story home is presented with light blue siding and white trim. The front porch features a railing and seating area, while large windows allow natural light into the interior. A neatly maintained driveway leads to a two-car garage.

Home in Belleville

4.92 out of 5 average rating, 178 reviews

Family Friendly Space for the St. Louis Explorer

This home has everything you will need to be close to everything but not directly on the beaten path. From being close to downtown Belleville for all the festivals on the Square to being right down the road from Hofbrauhaus and Our Lady of the Snows Shrine and less than 30 minutes from offerings of downtown St. Louis. It's easy to get to the Zoo, City Museum, Cardinals or Blues games, Forest Park or many other attractions by either driving or hopping the MetroLink in downtown Belleville.

Top guest favorite

A spacious living room features a light-toned sectional sofa and a large area rug with geometric patterns. A ceiling fan is mounted above, and natural light filters through window blinds. An accent chair and a small side table add to the room's comfort, inviting relaxation.

Home in Belleville

4.96 out of 5 average rating, 104 reviews

Top rated gem: Games, coffee, & ample space for 4!

Kick back and relax in this newly renovated space. This duplex has been completely renovated! 🤩 Look no further, this is your go-to, home away from home while you’re in the St. Louis area. Traveling medical professionals love this property because it is centrally located near 6 major hospitals. *Please take note that there is NOT a TV in the living room, but there are 2 smart TV’s in BOTH of the bedrooms. *This is a duplex. Not ready to book yet? Add this listing to your wishlist.😊

Top guest favorite

A charming white house features a welcoming front porch with a gently sloped walkway leading to the entrance. The façade is complemented by three arched windows, and a white picket fence encloses the front yard, which is well maintained with a grassy area.

Home in Belleville

4.94 out of 5 average rating, 159 reviews

Whitestone Place: gorgeous, historic, updated home

3 bedroom home in the heart of historic Highland neighborhood in Belleville. Less than one mile from downtown historic Main Street, a quaint city area with charming shops and restaurants. Indoor fireplace, patio area with fire pit, and outdoor dining area. Chess and backgammon table in living room. 5 miles from Eckert’s Farm and other farms and orchards. 25 min drive to St. Louis city. Close proximity to Belleville metro link station, public transport to downtown St. Louis city life!

Top guest favorite

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

4.95 out of 5 average rating, 153 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.

Guest favorite

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

4.96 out of 5 average rating, 126 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 favorite

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, 138 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 with a fire pit. If you have a larger group, consider booking this unit (The Ruby) and the soon-to-open upstairs unit (The Hugh)!

Top guest favorite

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, 492 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 favorite

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, 117 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

Superhost

A spacious bedroom is featured with a queen size bed adorned in white bedding. A doorway leads to a bathroom, while a television is mounted on the wall. Soft gray walls complement the overall decor, and a framed landscape image adds a calming touch.

Apartment in Belleville

4.75 out of 5 average rating, 138 reviews

Eskimo Inn Studio Apartment

"Come on without, come on within" welcome to Quinn Hospitality. Studio apartment with a Queen size bed and Queen pullout. Fully functional kitchen along with a bbq put outside for your use. Walking distance to downtown Belleville 15 min to SAFB 20 min diwntown STL Please be courteous to our permanent tenants in the building. This is not a party hosting spot. There are surveillance cameras, and we ask that quiet hours after 10 pm.

Top guest favorite

A modern red barn-style building features a gray roof and white trim. A large garage door is visible at the front, complemented by a set of external stairs leading to an upper level. Surrounding greenery is present, creating a serene environment.

Guesthouse in St. Louis

4.99 out of 5 average rating, 656 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.