Highland, Illinois Vacation Rentals

Explore 31 rental homes and villas in Highland, Illinois for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $74 per night with homes containing as many as 5 bedrooms and 4 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Highland Overview
Discover the enchanting town of Highland, Illinois, where the allure of small-town charm meets the richness of Swiss heritage. Highland is a hidden gem nestled in the rolling hills of Southern Illinois, inviting visitors to immerse themselves in a community that celebrates its unique culture with pride and joy. The crown jewel of Highland is the Latzer Homestead, the beautifully preserved residence of Pet Milk Company founder Louis Latzer. This historic site offers an intimate look at the dawn of the 20th century and the dairy innovations that revolutionized the industry. Embark on a guided tour to uncover the Latzer family legacy and their indelible mark on the region. Stroll through Highland's quaint downtown, where Swiss influences are woven into the fabric of local life. Indulge in the town's culinary delights, from Swiss-inspired dishes to scrumptious pastries and bread from the local bakeries. The annual Swiss Wine Festival is a cultural highlight, showcasing the finest local wines, vibrant traditional music, and lively dance. For a truly memorable stay, consider the luxury of renting a private home, offering you a personal retreat in this idyllic setting. Many of these homes come with the added comfort of being pet-friendly, ensuring your furry companions can join in the adventure. Imagine lounging by your own private swimming pool, a common feature in Highland's rental homes, providing the perfect respite on warm summer days. Nature lovers will find solace in Highland's outdoor havens, such as Silver Lake Park. Here, you can engage in fishing, boating, or simply picnicking by the water's edge, all while taking in the stunning views of the lake and lush woodlands. The park's extensive trails beckon hikers and bikers alike to explore the natural beauty of Southern Illinois. The Highland Community Arboretum is a sanctuary of tranquility, where a diverse array of plant life flourishes. The arboretum's splendor is especially breathtaking in autumn, as the foliage transforms into a brilliant display of fiery hues. Highland's vibrant community spirit comes alive through its eclectic events, including the Street Art Festival, where the sidewalks come alive with colorful chalk art, and the Peanut Butter & Jam Festival, offering live music and activities for all ages. Delve into the town's storied past at the Highland Historical Museum, where exhibits and artifacts narrate the evolution of this captivating town and the individuals who have shaped its legacy. In Highland, Illinois, you'll find more than just a destination; you'll discover a welcoming haven that marries the simplicity of small-town America with the enchanting influence of Swiss culture. Whether you're seeking a peaceful retreat or a cultural journey, Highland's blend of history, community, and natural splendor awaits.
Cultural Attractions in Highland
Highland, Illinois, may not be the first destination that comes to mind for a cultural enthusiast, but this charming small town has its own unique offerings that can provide a delightful experience for those interested in the arts, history, and local customs. Begin your cultural exploration at the Highland Historical Society Museum, where you can delve into the town's past. The museum showcases the area's history, including its Swiss heritage, and offers a glimpse into the lives of early settlers and the development of the community. For live music, the Highland Municipal Band, known as the "Twice as Nice" city band, performs free summer concerts at the Glik Park bandstand. These performances are a testament to the town's commitment to the arts and provide a wonderful opportunity to enjoy music in a picturesque outdoor setting. Art enthusiasts will appreciate the local art scene at the Latzer Homestead, the historic home of the founder of Pet Milk Company, John Latzer. The homestead hosts various cultural events and art shows, allowing visitors to appreciate local artwork in a historic setting. While Highland may not boast large art galleries, the town's dedication to the arts can be seen in its community events. The annual Street Art Festival is a celebration of creativity, featuring chalk art competitions that transform the city's sidewalks into a vibrant tapestry of colors and designs. The town's Swiss heritage is celebrated during the Swiss Wine Festival, an event that combines local customs with the enjoyment of regional wines. This festival is a nod to the town's roots and offers a unique cultural experience that includes traditional Swiss music and cuisine. For a more intimate gallery experience, the Highland Arts Council Gallery provides a platform for local artists to display their work. The gallery promotes the visual arts within the community and hosts exhibitions and events that engage both locals and visitors alike. Highland's cultural offerings extend to its dining scene, where you can sample local flavors at farm-to-table restaurants and cozy cafes. The town's eateries often feature local produce, providing a taste of the region's agricultural heritage. While Highland, Illinois, may not have the scale of cultural institutions found in larger cities, it offers a warm and inviting atmosphere where history, the arts, and local traditions are celebrated with pride. It's a place where you can enjoy cultural activities at a leisurely pace, surrounded by the friendly charm of a small Midwestern town.
Kids IconFamily friendly activities in Highland
Highland, Illinois, may not be the largest of cities, but it certainly packs a punch when it comes to family-friendly activities that will keep children entertained and engaged. Start your adventure at the Dennis H. Rinderer Park, where kids can enjoy the playground and splash around in the water features during the warmer months. The park's open spaces are perfect for a family picnic or a game of frisbee, and there's plenty of room for children to run and play. For a dose of history and education, take the family to the Latzer Homestead, the historic home of the founder of Pet Milk Company. While it might be more interesting for older children and adults, the homestead often hosts events and activities that can be fun for younger kids as well. If your children love movies, the Lory Theater is a delightful spot to catch the latest family-friendly flick. This historic theater offers a nostalgic movie-going experience with modern comforts, and it's a great way to relax after a day of exploring. For those who enjoy bowling, Poplar Junction Lanes & Lounge provides a family-friendly atmosphere where kids can try to strike out the pins. It's a fun way to spend an evening, and they often have bumpers and lightweight balls to make it easier for the little ones. When the weather is nice, Silver Lake Park is a must-visit. With a beautiful lake setting, it's ideal for a leisurely walk, fishing, or simply enjoying the great outdoors. The park also has playground equipment for the kids to enjoy. For a sweet treat, head over to the Highland DQ Grill & Chill. It's a classic spot for ice cream and quick bites that will surely put a smile on every child's face. Lastly, the Highland Community Schools offer various sports and recreational activities throughout the year, which can be a great way for kids to burn off energy and make new friends. In Highland, Illinois, the charm of small-town America shines through, offering families a peaceful yet entertaining getaway where children can enjoy simple pleasures and parents can relax knowing their little ones are having a blast.
Nature IconOutdoor activities in Highland
Highland, Illinois, may not be the first place that comes to mind when you think of outdoor adventures, but this charming small town and its surrounding areas offer a delightful array of natural wonders and activities for those who love to immerse themselves in nature. Silver Lake Park is a local favorite, providing a serene setting for fishing, boating, and picnicking. The lake itself is a peaceful retreat where you can spend a day on the water or simply enjoy the view from the shore. The park also features trails for walking and biking, making it a great spot for a leisurely day outdoors. For bird watchers and wildlife enthusiasts, the nearby Carlyle Lake is a must-visit. As Illinois' largest man-made lake, it is a haven for waterfowl and other migratory birds, especially during the spring and fall migrations. The lake also offers excellent opportunities for fishing, with a variety of species such as crappie, bass, and catfish thriving in its waters. Hikers will find plenty to explore in the surrounding countryside, with trails that meander through woodlands and prairies. The Schoolhouse Trail is a local highlight, offering a gentle hike that is perfect for all ages and skill levels. Along the way, you might spot deer, wild turkeys, and other wildlife that call this region home. For a more challenging outdoor experience, the nearby Pere Marquette State Park in Grafton, Illinois, provides rugged trails that offer stunning views of the Illinois River and its lush valley. The park is also known for its beautiful fall foliage, making it a popular destination for autumn hikes. Cyclists can take advantage of the Madison County Transit (MCT) Trails, a network of scenic bike trails that connect various communities, including Highland. These well-maintained paths are ideal for a day of cycling, offering both short rides and longer journeys for more ambitious riders. Lastly, for those who enjoy a round of golf with a view, the Highland Country Club features a picturesque course that blends seamlessly with the natural landscape. The rolling hills and mature trees provide a tranquil backdrop for a day on the greens. In Highland, Illinois, the beauty of the Midwest unfolds in its quiet lakes, sprawling parks, and gentle trails. It's a place where nature's simplicity is its greatest allure, offering a peaceful escape for outdoor lovers of all kinds.
Weather IconWeather in Highland
Highland, Illinois, offers a continental climate with distinct seasons, each bringing its own set of weather patterns that can enhance the travel experience. The summer months, from June to August, are warm and can be quite humid, with average high temperatures ranging from the mid-80s to low 90s Fahrenheit (around 29-34°C). These months also bring the majority of the area's thunderstorms, contributing to the overall precipitation. While the humidity can be high, the evenings often cool down, providing a comfortable respite. Autumn, from September to November, is a delightful time to visit Highland. The heat of summer gives way to cooler, crisper air, with average temperatures gradually falling from the 70s into the 50s Fahrenheit (around 21-10°C). This season is also when the foliage begins to change, offering beautiful displays of autumnal colors. Precipitation is moderate, and the humidity drops, making outdoor activities particularly enjoyable. Winter, from December to February, is cold with temperatures often hovering around freezing. Highs average in the 30s to 40s Fahrenheit (around 1-9°C), while lows can dip into the teens or lower. Snowfall is possible, though not as heavy as in more northern regions, averaging around 12-20 inches annually. The winter landscape can be serene and beautiful, but it's essential to be prepared for the cold. Spring, from March to May, sees a gradual warming trend with temperatures ranging from the 50s to the 70s Fahrenheit (around 10-21°C). This season can be unpredictable, with the potential for both late snowfalls and early heatwaves. Rainfall is common as the region transitions from the cold of winter to the warmth of summer, leading to a lush, green environment that's perfect for nature lovers. The most popular time to visit Highland is during the spring and fall when the weather is most comfortable for exploring the outdoors and participating in local events. These seasons offer a pleasant climate with less humidity and moderate temperatures, ideal for taking in the small-town charm and natural beauty of the area. Whether you're interested in local festivals, exploring nature, or simply enjoying the seasonal scenery, these times of the year provide an excellent backdrop for your visit to Highland, Illinois.
Transportation in Highland
Highland, Illinois, is a charming small town located in the southwestern part of the state, offering a peaceful retreat with a touch of local culture and history. While it may not have the extensive transportation networks of a major city, there are still several ways for travelers to arrive, depart, and navigate the area. Visitors typically arrive in Highland by car, as it is conveniently situated near major highways, including Interstate 70 and State Route 143. The closest major airport is St. Louis Lambert International Airport, located about an hour's drive to the southwest. From the airport, renting a car is the most practical option for reaching Highland and exploring the surrounding region. For those who prefer rail travel, the nearest Amtrak station is in Alton, Illinois, roughly a 40-minute drive from Highland. Amtrak offers connections to Chicago and other regional destinations, making it a viable option for travelers coming from further afield. Upon arriving in Alton, visitors can rent a car or use taxi services to complete their journey to Highland. Within Highland itself, transportation options are more limited. The town does not have a public transportation system, so having access to a car is essential for getting around and visiting local attractions. Ride-sharing services may be available, but their presence is not as ubiquitous as in larger cities. Highland is a relatively walkable community, especially in the downtown area where shops, restaurants, and local businesses are clustered. Visitors can enjoy a leisurely stroll through the historic town square, visit local boutiques, and dine at cozy eateries, all within a compact area. However, to reach attractions that are further out, such as nearby parks or natural areas, a car will be necessary. For those interested in cycling, Highland offers some bike-friendly routes, and the town is part of the larger Madison County Transit (MCT) Trails system, which features over 130 miles of scenic bikeways throughout Madison County. In summary, while Highland may not have the extensive transportation options of a large urban center, it is accessible by car and close to major transportation hubs. The town's walkable downtown area provides a quaint and enjoyable experience for visitors, but having a car is recommended for those looking to explore beyond the town's core or for convenience during their stay.