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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Guest favorite

Home in Millstadt

4.93 out of 5 average rating, 230 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

Nov 24 – Dec 1

G$32,828 GYD per night

Guest favorite

Home in Belleville

4.93 out of 5 average rating, 163 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.

Oct 29 – Nov 5

G$40,232 GYD per night

Guest favorite

Loft in Belleville

4.98 out of 5 average rating, 154 reviews

Modern meets Historic, Natural Lighting+Near Metro

Super clean, high ceilings, exposed brick walls and Brazilian cherry wood floors make this luxury loft a place you won’t easily forget. The perfect cross between modern and historic, with updated appliances/historic features. Conveniently located near the metro station and just a short ride to downtown St. Louis, Scott Air Force Base, and Southwestern Community College and is walking distance to the St. Clair County Courthouse. You'll fall in love with this amazing loft and the location!

Apr 13 – 20

G$67,543 GYD per night

Guest favorite

Home in Belleville

4.92 out of 5 average rating, 103 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!

Feb 10 – 17

G$27,277 GYD per night

Guest favorite

Apartment in Columbia

4.96 out of 5 average rating, 98 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.

Aug 1 – 8

G$15,994 GYD per night

Guest favorite

Home in Waterloo

4.96 out of 5 average rating, 82 reviews

The Ruby - French-Modern Vibe/Can Walk to 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)!

Oct 31 – Nov 7

G$33,514 GYD per night

Guest favorite

Apartment in St. Louis

4.9 out of 5 average rating, 335 reviews

The Hellbergs, 2 bedr, close to all major hwy.

THIS IS MY FINISHED DOWNSTAIRS WITH PRIVATE ENTRANCE -we are upstairs. Space is twelve- hundred sq ft. and we also have a dog .WiFi. Large bedroom has TV. Living room has TV & pull out sofa. Sm. room has futon. Not a shared space 5 min. from Siteman south, Parks and trails are 10 to 25 min. away. 5min. to HWY 270 & 55, 15 min. to 40 and 44. 7 mi. to St. Anthonys, 12 mi. to downtown hospitals, 8 mi. to Fenton. 11 mi. to Zoo. 20 min. from all downtown attractions.

Feb 5 – 12

G$11,682 GYD per night

Guest favorite

Cottage in Belleville

4.95 out of 5 average rating, 327 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.

Feb 9 – 16

G$22,840 GYD per night

Guest favorite

Cabin in Imperial

4.97 out of 5 average rating, 313 reviews

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn. This authentic 1930s log cabin is located one mile from the historical town of Kimmswick and 25 miles from St. Louis with easy access to major highways. There is a $30.00 fee per use of the historical fireplace. Fee covers set up, dry wood for burning, fire starter and maintenance, and $18.00 fee first use to cover clean up. To prevent infestation of insects, no outside wood allowed. 24 hr notice required.

Aug 10 – 17

G$23,980 GYD per night

Guest favorite

Farm stay in Bloomsdale

4.95 out of 5 average rating, 128 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.

Dec 5 – 12

G$41,143 GYD per night

Guest favorite

Cabin in Waterloo

4.91 out of 5 average rating, 128 reviews

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.

Jun 6 – 13

G$22,831 GYD per night

Superhost

Apartment in Waterloo

4.78 out of 5 average rating, 45 reviews

New! 1 block from dwtn Waterloo

Apartment located 1 block from downtown Waterloo. Also 30 minutes from STL. Not a party spot. Somewhere to relax and get a nice peaceful rest. This one is just listed so we don't have reviews for it yet, but we have other listings as hosts for consideration. In traveling I always wanted a clean and affordable place to stay and that is what we offer.

Dec 21 – 28

G$20,328 GYD per night