Simpson holiday lettings

We found 16 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Simpson to find one that's perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
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Find out more about Simpson

Find out more about Simpson

Why visit Simpson

  • Stunning outdoor scenery: Experience the breathtaking natural beauty of parks, forests, and tranquil lakes ideal for family outings.
  • Adventure activities: Engage in a variety of outdoor pursuits that cater to both relaxation and thrill-seeking adventurers.
  • Charming rural atmosphere: Discover picturesque villages and a friendly local vibe, perfect for a tranquil escape.
  • Diverse accommodation options: Choose from cosy cabins, spacious homes, or stylish condos to suit your holiday needs.
  • Convenient access: Enjoy easy access to the best attractions and landscapes in the lovely region surrounding Simpson.

Popular types of accommodation in Simpson

Simpson offers a delightful selection of vacation rentals to suit every traveller's needs. Whether you're after a cosy cabin, a spacious private vacation home, or a stylish condo, you'll find quality accommodation that fits your requirements. Explore our available properties and discover the perfect suite of bedrooms for your getaway. With transparency and reassurance, we ensure you have all the information needed to make your stay memorable.

  • Cabins: The top choice among travellers visiting Simpson, offering a rustic escape amidst nature's beauty.
  • Houses: A popular option for families or groups, these homes provide ample space and privacy for a memorable stay.
  • Condos: Ideal for those seeking modern amenities, these accommodations offer comfort and convenience in a compact setting.
  • Cottages: A delightful option, perfect for a quaint and cosy getaway, often set in picturesque surroundings.
  • Apartments: A practical choice for those looking for self-catering facilities and a home-from-home experience.**

Top attractions near Simpson

Simpson, Illinois, is an ideal destination for those seeking outdoor adventures and stunning scenery. Visitors can explore a variety of attractions, including national and state parks, lush forests, and tranquil lakes, making it perfect for family outings and adventurous experiences. Whether you're looking for a relaxing day in nature or thrilling activities, Simpson has something to offer every traveller.

  • Shawnee National Forest: Situated 5.6km from Simpson, this expansive forest offers thrilling outdoor adventures, including hiking and wildlife spotting, amidst stunning natural landscapes.
  • Dixon Springs State Park: Located 5.0km away, this state park is perfect for outdoor enthusiasts, featuring picturesque scenery, hiking trails, and the chance to connect with nature.
  • Lake of Egypt: Just 8.7km from Simpson, this beautiful lake is ideal for a romantic day out, offering sandy beaches, scenic views, and various water activities.

Things to do recommended for couples

For a romantic getaway in Simpson, visit Hogg Hollow Winery, where you can indulge in delightful wines amidst a charming atmosphere. Enjoy the entertainment vibes while unwinding together, making it a perfect setting for couples seeking a memorable experience.

Things to do recommended for families

Families will delight in sweet treats at The Chocolate Factory, located 6.2km from Simpson, perfect for a sugary adventure. Alternatively, the Rim Rock Recreational Area, situated 8.1km away, offers a serene setting for relaxation and wellness, ideal for unwinding together.

Things to do recommended for groups

Explore the stunning outdoors on the Tunnel Hill State Trail, just 5.0km from Simpson, or venture 12.4km to the Hitching Post and Panther Den Trailheads for memorable hiking experiences filled with adventure and picturesque scenery.

What do I need to keep in mind when booking a vacation in 'Simpson

If you're planning a trip with friends, family, pets, or are considering an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Simpson with a group: Think about how many bedrooms you’ll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Simpson with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities that cater to their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Simpson: For many, a family holiday isn’t truly satisfying without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Simpson: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By utilising the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay in and around Simpson

Simpson, Illinois, offers a delightful blend of outdoor adventure and scenic beauty, making it a perfect destination for those seeking a tranquil escape. Explore the charming rural surroundings and friendly local atmosphere, ideal for families and adventurers alike. Nearby, discover picturesque villages and stunning landscapes that evoke a sense of beachfront bliss, providing a welcome respite from the hustle and bustle. Enjoy convenient access to the best that this lovely region has to offer during your visit.

  • Ozark: Situated a mere 3.1km from Simpson, Ozark is a charming city that beckons those seeking a romantic outdoor experience. The area is renowned for its stunning scenery and plethora of recreational opportunities. Visitors can enjoy picturesque hiking trails and easy access to a local lake and national park, making it ideal for nature enthusiasts. The surrounding forests further enhance the natural beauty, providing a serene backdrop for a variety of outdoor activities.
  • Grantsburg: Also located 3.1km from Simpson, Grantsburg is an adventurous city that offers a wealth of outdoor activities. With its breathtaking landscapes and proximity to national parks and forests, it's the perfect destination for those keen on exploration. The city features numerous hiking trails and recreational areas, ensuring that outdoor enthusiasts have plenty of options to choose from. Grantsburg truly embodies the spirit of adventure while showcasing the area's natural splendour.
  • Glendale: Nestled within the Simpson area, Glendale is a quaint village that provides a delightful outdoor experience. Known for its recreational areas, including well-maintained golf courses, it caters to both relaxation and adventure seekers. The village is surrounded by natural landmarks such as lakes and forests, offering visitors a chance to immerse themselves in the scenic beauty. Glendale’s charming atmosphere makes it a lovely spot for those looking to unwind while enjoying the great outdoors.

Best time to go to Simpson

If you're planning a trip to Simpson, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January, April, June and October,

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.3°F (1.3°C)Light RainMostly CloudyHighSlightly Low
February37.6°F (3.1°C)Light RainMostly CloudyAverageSlightly Low
March48.0°F (8.9°C)Light RainMostly SunnyAverageAverage
April57.0°F (13.9°C)Light RainMostly SunnyHighAverage
May66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
June75.9°F (24.4°C)Light RainMostly SunnyHighSlightly High
July78.8°F (26.0°C)Light RainMostly SunnyAverageSlightly High
August77.0°F (25.0°C)Light RainMostly SunnyAverageSlightly High
September71.2°F (21.8°C)Light RainMostly SunnyAverageAverage
October59.5°F (15.3°C)Light RainMostly SunnyHighAverage
November47.1°F (8.4°C)Light RainMostly SunnyAverageAverage
December39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking an extended stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy area for you to plan new journeys, resume your previous arrangements, or view and organise your travel plans. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Simpson getaway

Learn about the unique charm of Simpson with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Simpson

Do you want to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Simpson a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • The Chocolate Factory (10.4 mi / 16.7 km)
  • Shawnee Hills Country Club (22.1 mi / 35.5 km)
  • Hogg Hollow Winery (5.4 mi / 8.6 km)

Exploring the natural landscape of Simpson

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Simpson is a great place to spend some time outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Tunnel Hill State Trail (8.1 mi / 13 km)
  • Shawnee National Forest (9.1 mi / 14.7 km)
  • Lake of Egypt (13.8 mi / 22.3 km)
  • Harrisburg Township Park District (21.5 mi / 34.6 km)
  • Garden of the Gods Trailhead (22.4 mi / 36.1 km)
  • Garden of the Gods Recreation Area (23.2 mi / 37.4 km)

Transport options to and around Simpson

The nearest airport is in Marion, IL (MWA-Williamson County Regional), located 23.8 mi (38.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Paducah, KY (PAH-Barkley Regional), which is 28.1 mi (45.2 km) away.

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