Holiday houses in Waterloo

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Quick stats about holiday rentals in Waterloo

  • Total holiday rentals

    Explore 20 holiday rentals in Waterloo

  • Nightly prices starting at

    Waterloo holiday rentals start at $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Waterloo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waterloo rentals

  • 5 Average rating

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

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
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
4.95 out of 5 average rating, 99 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.

Guest favourite
Home in Waterloo
4.83 out of 5 average rating, 30 reviews

The Yellow Haus, close to downtown Waterloo!

Renovated 3BR/1BA w/workspace/bridal-ready makeup area. Sleeps 7 (2 queens, 3 twins). Ideal for groups & wedding stays. Features refinished wood floors, stocked kitchen, dining for 6, coffee bar, WiFi & 3 Smart TVs. Family-friendly w/pack n play, high chair & baby bath. Full-length & lighted makeup mirrors. Relax in shaded yard w/firepit, seating & grill. Quiet area w/ample parking, near parks, trails, wineries, breweries, shops & dining. Walk ½ mile to downtown. 30 mins to STL & Scott AFB.

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 Fairview Heights
4.87 out of 5 average rating, 136 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, 173 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.
Apartment in Columbia
4.96 out of 5 average rating, 152 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
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, 171 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 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, 145 reviews

Lodge at Pine Lake - Hot tub, lake, pets welcome

Rooted by the water. Open to adventure. A place to slow down, reconnect, and make memories that last. Relax at Lodge at Pine Lake, a private two-bedroom retreat just 30 minutes from downtown St. Louis. Enjoy a full kitchen, Sleep Number bed, Smart TV, Wi-Fi, dedicated workspace, fire pit, gas grill, outdoor shower, and a private hot tub overlooking the lake. Pet-friendly, with catch-and-release fishing and watercraft plus nearby attractions. More than 2 guests and pets extra fee.

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, 603 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, 383 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 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
4.98 out of 5 average rating, 160 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.

Top Guest favourite
Home in Waterloo
5 out of 5 average rating, 17 reviews

Walk to Downtown | Cozy Pink Cottage

Experience downtown Waterloo from our stylish pink cottage! Walk to restaurants, shopping, coffee, and entertainment while enjoying a full kitchen, washer & dryer, private patio with a hammock, and cozy accommodations for up to four guests. Perfect for girls' trips, couples, and weekend escapes. Looking for a little extra time? Ask about our early arrival/late checkout add-on!

Guest favourite
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.

Popular amenities for Waterloo holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Waterloo?

    Stays in historic neighborhoods near downtown, as well as quiet residential areas close to parks, are frequently suggested. Local hosts highlight easy access to cafés, shops, and walking trails.

  • What are the best things to do in Waterloo with kids?

    Kids enjoy community playgrounds, exploring local parks, and participating in hands-on activities at seasonal fairs or craft events. Some family-friendly cafés and sweet shops are frequently suggested as stops.

  • What are some of the best things to do in Waterloo?

    Explore the historic downtown with its locally rooted shops, visit parks around the city, and sample regional flavors at neighborhood cafes and bakeries. Waterloo also has community events, art displays, and family-friendly spaces.

  • How is the weather in Waterloo?

    Waterloo has cold winters around 24–40°F (-5–5°C) and warm, humid summers spanning 67–90°F (20–32°C). Spring and fall bring milder temperatures, with occasional rainfall and comfortable outdoor conditions.

  • When is the best time to visit Waterloo?

    Late spring through early fall is often recommended for milder temperatures and community festivals, with temperatures generally between 58–88°F (14–31°C). Winter brings cooler, quieter days, inviting cozy indoor activities.

  • What are the best places to visit in Waterloo?

    The historic downtown area has architecture reflecting early German influence, local eateries, and boutique shops. Community parks, including those with playgrounds and trails, are frequently suggested for visitors.

  • What are some hiking trails in Waterloo?

    Local parks in Waterloo have walking and biking paths, with trails winding through shaded areas and open fields. These spaces are suitable for casual strolls, family walks, and outdoor activity.

  • What are some family activities we can do in Waterloo?

    Families can visit public parks, enjoy picnic spots, tour the historic downtown, and participate in scheduled community events such as craft fairs or seasonal celebrations. Outdoor spaces encourage shared activity year-round.

  • What are some of the best day trip ideas from Waterloo?

    Explore neighboring wineries, visit nature reserves with hiking trails, or browse historic sites in nearby small towns. Area museums and outdoor recreation spots are often recommended for day outings.

  • Are there any pet friendly accommodations available in Waterloo?

    Several stays in Waterloo welcome pets, particularly in residential neighborhoods and near park areas. Local hosts often highlight nearby green spaces that make outings with pets easier.

  • What are some local tips for visiting Waterloo?

    Locals suggest exploring early in the day for quiet downtown streets, trying regional baked goods, and joining seasonal gatherings for a sense of community. If visiting during warmer months, bring sun protection and reusable water bottles.

  • What is Waterloo known for?

    Waterloo is known for its preserved historic downtown, strong German heritage, and welcoming community. The city has locally rooted festivals and well-kept parks that encourage gathering and outdoor activity.

  • What are the best hidden gems to explore in Waterloo?

    Waterloo has locally owned antique shops, mural-lined streets in less-traveled neighborhoods, and tucked-away bakeries serving traditional recipes. Small-scale galleries and personal gardens sometimes host public events.

  • What are the best foods to try in Waterloo?

    Try dishes reflecting German influence, like savory sausages, bakery pretzels, and hearty potato recipes. Regional favorites include fruit pies, local craft beers, and community-sourced produce.

  • What should I bring for a trip to Waterloo?

    Pack comfortable walking shoes for exploring downtown, layers for seasonal shifts, and sun protection for outdoor activities. A reusable water bottle and rain jacket are often recommended, especially during spring and summer.

  • What is the nightlife in Waterloo like?

    Waterloo has laid-back venues with live music, neighborhood taverns, and casual late-night eateries around downtown. Social gatherings often focus on music, locally brewed drinks, and community events.

  • What are the most popular events or festivals in Waterloo?

    Waterloo has locally rooted festivals that celebrate German traditions, seasonal food fairs, and craft markets. Annual events are often recommended during warmer months, including those centered around community music and outdoor activities.

  • Are there family friendly vacation rentals in Waterloo?

    Many accommodations in Waterloo are family friendly, especially in residential areas near parks and playgrounds. Spacious layouts and outdoor amenities are often highlighted by local hosts.

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  4. Monroe County
  5. Waterloo