Holiday houses in Monroe County

4.95 out of 5 average rating, 311 reviews

Home in Millstadt

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

4.93 out of 5 average rating, 60 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.

4.94 out of 5 average rating, 155 reviews

Home in Belleville

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!

4.95 out of 5 average rating, 149 reviews

Farm stay in Bloomsdale

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.

4.97 out of 5 average rating, 121 reviews

Apartment in Columbia

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.

4.98 out of 5 average rating, 130 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)!

4.96 out of 5 average rating, 462 reviews

Cottage in Belleville

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.

Superhost

4.76 out of 5 average rating, 127 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.

4.99 out of 5 average rating, 642 reviews

Guesthouse in St. Louis

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 our rules are different than what you may find elsewhere. Please be sure to read everything to make sure you get the experience you seek.

4.88 out of 5 average rating, 68 reviews

Haus on Main

We are 25 minutes away from downtown St. Louis. This house gives all the convenience of being close to the city, while still keeping that small town vibe. We are within walking distance of multiple restaurants, breweries, and a wonderful coffee shop. This house has three separate bedrooms that will all accommodate two people each. There are also two living areas, one has a pull out couch and the other has a futon.

4.91 out of 5 average rating, 143 reviews

Cabin in Waterloo

Cozy 1953 Countryside Log Cabin Minutes to STL

This one room log cabin was built in 1953 and is located in a safe, friendly Illinois town that is part of St. Louis metro area. You can walk to town (restaurants, craft breweries, concerts, plays) and you're still close to St.Louis attractions. Why fight traffic and worry about parking or safety? Guests love our clean and tranquil cabin and the welcoming town of Waterloo.

4.95 out of 5 average rating, 105 reviews

Cottage in Millstadt

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 dear friends, or enjoy a hot tub soak outside the lodge in the moonlight. You’re sure to learn why we call it Pine Lake. * Lake and outdoor amenities are shared.

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Other great holiday rentals in Monroe County

4.5 out of 5 average rating, 24 reviews

Cozy 1 bedroom duplex close to Downtown

AshleeRating, 5 stars1 month ago

This cute condo was perfect for the time I stayed. Sara was an excellent host and responded to all of my needs in a timely manner and with professionalism. I really enjoyed being right across the street from a coffee shop and next to the community garden. The bed was also very comfortable! Thank you for the stay.

5 out of 5 average rating, 17 reviews

Home in the Loo

RobbieRating, 5 stars4 weeks ago

Tim is an awsome host .my best yet

Superhost

Campervan/RV in Millstadt

4.93 out of 5 average rating, 14 reviews

Buttercup Ranch Farm Stay near St. Louis

AndreaRating, 5 stars1 week ago

The farm was a place our family will always remember. The host, the animals, the scenery... priceless! There was more than enough space in the RV for our family of seven. This was our first time glamping. We encountered situations that encouraged our family to grateful in all things. The experience taught us/reinforced valuable lessons. Rich and Mary were patience we us, were kind, and made us feel like family. Honestly the experience we had, can not be put into words. We are so grateful for the time we spent and look forward to our next time at Buttercup Ranch Farm ❤️

5 out of 5 average rating, 9 reviews

Sunshine Cottage of Belleville

SarahRating, 5 stars1 week ago

Cute, historical house with a brick road leading up to it. Lovely neighborhood, I felt safe enough to take a walk at night. They provided a few extras in the kitchen such as creamer & coffee, as well as snacks; it was very thoughtful. I would definitely stay here again.

4.94 out of 5 average rating, 16 reviews

Apartment in Freeburg

Westerfield Kitchen Flat

LaurynRating, 5 stars6 months ago

We had a wonderful time at Joy’s place. We had two kids and two dogs that felt right at home. Very clean and a nice quiet area.

Home in Columbia

4.85 out of 5 average rating, 13 reviews

Circa 1848 3BR Home Off Main

VeronicaRating, 5 stars1 month ago

My stay at the Airbnb for a weekend was great! The house was beautiful and spacious! All of my guest enjoyed their stay! I felt right at home I highly recommend!

5 out of 5 average rating, 8 reviews

Home in St. Louis

Mid-Century Modern Estate in Perfect Location

AnthonyRating, 5 stars5 months ago

We had a good stay at Vance's place. Very clean, cozy spot, and had lot's to do in the area. The communication with Vance was smooth, and super quick. Unfortunately we got snowed in a few day's after arriving, but Vance had someone out there in a short time to clear the driveway for us! Overall, our experience was nothing short of amazing, and we definitely recommend staying here. Thank you for such a memorable stay!