Holiday rentals in Waterloo

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Top-rated holiday rentals in Waterloo

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

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Top guest favourite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale
4.93 out of 5 average rating, 229 reviews

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

Superhost
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 Caseyville
4.86 out of 5 average rating, 127 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 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.
Flat 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
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 601 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

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!

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, 369 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 cozy living area features a large brown sectional sofa and two upholstered chairs with decorative patterns. A round wooden coffee table sits in the center, complemented by a lamp and vibrant floral accents. Natural light filters through sheer curtains, highlighting the inviting space.
Home in Belleville
4.92 out of 5 average rating, 116 reviews

Tranquil 3 Bedroom Townhome, With king size bed.

Enjoy a delightful stay with the entire family at this chic residence. We provide a secure, cozy home with advanced cleaning protocols in place. Nestled in a quiet neighborhood, it's conveniently situated mere minutes away from shopping centers, eateries, local hospitals, SWIC, Scott AFB, and is just a brief drive to downtown St. Louis. The home features three bedrooms, each equipped with a television, and a total of five beds to accommodate your stay.

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
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, 153 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 favourite
A cozy bedroom features a four-poster bed with decorative details and rich, warm bedding. Soft lights illuminate the space, highlighting the natural log walls and a stone fireplace. A colorful area rug adds warmth beneath the bed, and a seating area is positioned nearby.
Cabin in Freeburg
4.92 out of 5 average rating, 272 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.

Popular amenities for Waterloo holiday 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 holiday rentals in Waterloo

  • Total holiday rentals

    Explore 30 holiday rentals in Waterloo

  • Nightly prices starting at

    Waterloo holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Waterloo holiday rentals include wifi 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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