Vacation rentals in Waterloo

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Top-rated vacation rentals in Waterloo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Fairview Heights
4.86 out of 5 average rating, 130 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Top 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
4.97 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 favorite
A living area is depicted with a neutral-toned sofa and two armchairs, arranged around a black coffee table. The wall features three decorative mirrors that enhance the space, while a stylish area rug adds warmth. Black-framed double doors lead to another room, and greenery is present in the decor.
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 favorite
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 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, 584 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 favorite
The historic log cabin features a traditional wood exterior, accented by a sloped roof and a welcoming front porch. Two rocking chairs and vibrant flower pots are positioned at the entrance, set against a tranquil landscape. Soft lighting enhances the inviting appearance as dusk approaches.
Cabin in Ste. Genevieve
4.97 out of 5 average rating, 223 reviews

Sassafras Creek Cabin

Historic log cabin circa 1840 moved to property June 2020. Take a step back in time with furniture and decor to match the cabin’s time period. Located between two houses in newly formed Ste. Genevieve National Historical Park. It is a 10 minute walk to the main part of downtown and other historic tour sites. Adjoins Early American gift shop called Sassafras Creek Originals which is housed in the circa 1850 Brooks house. Close to wineries, biking and hiking.

Guest favorite
Home in Millstadt
4.94 out of 5 average rating, 375 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

Top 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, 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 favorite
The rock cottage is set amidst trees and autumn foliage, featuring large windows that glow warmly in the evening light. A chimney rises from the side, and natural vines adorn the exterior, blending the structure with its serene surroundings.
Cottage in De Soto
4.97 out of 5 average rating, 157 reviews

Rock House Retreat

Unplug and enjoy a slower pace of life at this picturesque rock cottage. The 1920’s former hunting lodge was built from stone sourced from the property, and is as charming as ever. Enjoy an early morning stroll on one of the many hiking trails, or just relax on the porch while sipping coffee. There are many great hiking opportunities within a short drive, however, once you get settled in you may not find a reason to leave.

Guest favorite
The rustic exterior of the log cottage is showcased, featuring a welcoming entrance with a sign that reads 'Cottage.' Two white chairs are positioned on a stone path, surrounded by greenery and potted flowers, inviting relaxation in a serene outdoor setting.
Cabin in Freeburg
4.92 out of 5 average rating, 280 reviews

Westerfield Log Cottage

Westerfield Cottage is a cozy retreat just 20 miles from St. Louis and 7 miles from Scott AFB. This log cabin, in studio apartment style, has a small private bathroom, television & Roku, microwave, mini-fridge, and top notch amenities with multiple outdoor seating options. This unique and comfortable accommodation sleeps three in the king size bed and pull out sofa bed, all in one room.

Guest favorite
The exterior of a rustic log cabin is shown, featuring a stone chimney and wooden windows. Natural light filters through the trees, casting shadows on the flower beds below. A paved pathway leads to the entrance, framed by a wooden fence.
Cabin in Waterloo
4.91 out of 5 average rating, 150 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.

Top guest favorite
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.

Popular amenities for Waterloo vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Waterloo?

    Waterloo has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Waterloo?

    Experience the best of Waterloo with our hotel rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Waterloo?

    Yes! Work meets play with ease at over 10 vacation rentals in Waterloo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Waterloo have free parking?

    Absolutely! We offer over 10 hotel rentals with free parking in Waterloo. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Waterloo

  • Total vacation rentals

    Explore 30 vacation rentals in Waterloo

  • Nightly prices starting at

    Waterloo vacation rentals start at G$14,644 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Waterloo vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waterloo rentals

  • 4.9 Average rating

    Waterloo stays are highly rated by guests—averaging 4.9 out of 5!

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  5. Waterloo