Gillespie vacation rentals

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Discover a selection of vacation rentals in Gillespie that are perfect for your trip. Vacation rentals provide the best amenities for you and your friends, family, or even pets, like parking and a TV. You're sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
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Find out more about Gillespie

Find out more about Gillespie

Why visit Gillespie

  1. Outdoor adventures: Gillespie offers numerous opportunities for hiking, biking, and enjoying nature's beauty.
  2. Cultural experiences: Explore local attractions such as the visitor center, botanical garden, and various statues.
  3. Charming neighborhoods: Discover friendly communities that provide a welcoming atmosphere and budget-friendly options.
  4. Scenic excursions: Enjoy picturesque views along Gillespie Street, perfect for leisurely strolls and romantic getaways.
  5. Diverse accommodations: Choose from private vacation homes, cozy cabins, and comfortable apartments for a memorable stay.

Popular types of accommodation in Gillespie

Looking for the perfect getaway in Gillespie? You’re in the right place! Our vacation rentals feature a variety of popular accommodations, including houses and cozy cabins. Whether you're searching for houses for rent, the best apartments, or specific amenities, we’ve got numerous options to make your stay enjoyable. Discover charming homes in Gillespie and experience the comfort of a home away from home!

  • Houses: The top choice for travelers in Gillespie, these homes offer a cozy and personalized stay perfect for families, friends, or couples seeking a home-like atmosphere.
  • Cabins: A close second, cabins provide a charming getaway experience, often nestled in nature, ideal for those wanting a rustic retreat.**

Top attractions in Gillespie

Gillespie, Illinois, is a great destination for outdoor adventures and scenic views, perfect for romantic getaways. You can explore local attractions such as the visitor center, botanical garden, and various statues, all catering to travelers seeking cultural experiences or family-friendly activities. Whether you’re looking to immerse yourself in nature or enjoy leisurely strolls, Gillespie has something to offer everyone.

  1. Henry's Rabbit Ranch: Located 9 miles from Gillespie, this charming visitor center features adorable rabbits and a unique combination of outdoor adventure and family-friendly fun. Explore the ranch while enjoying a relaxed atmosphere.
  2. Litchfield Museum and Route 66 Welcome Center: Also 9 miles away, this history museum offers a cultural experience with exhibits celebrating the iconic Route 66 and local history, perfect for history buffs and culture enthusiasts.
  3. Carlinville Public Square: Situated 11 miles from Gillespie, this welcoming landmark is great for families and budget-conscious travelers, featuring friendly people and a vibrant community atmosphere.

Things to do recommended for couples

For a romantic getaway in Gillespie, visit The Winery at Shale Lake, located 10 miles away. Enjoy the enchanting atmosphere, live entertainment, and the perfect setting for intimate conversations while sipping on exquisite local wines. It's a delightful escape for couples seeking a memorable experience.

Things to do recommended for families

Families visiting Gillespie can explore the serene Piney Creek Ravine - State Natural Area, located 3 miles away. This recreational area offers a perfect blend of wellness and relaxation, making it an ideal spot for family picnics and nature walks.

Things to do recommended for groups

Experience the outdoors at Timber Lakes Golf Course, just 7 miles from Gillespie, or head to Raymond Shoal Creek Golf Course, located 19 miles away, for more group golfing fun. Enjoy the camaraderie and beautiful landscapes that both courses offer!

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

When planning your trip, whether it's with friends, family, pets, or for an extended getaway, it's important to refine your search according to your specific needs. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Gillespie with a group: Think about how many bedrooms you'll require, as well as amenities like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Gillespie with young kids: Traveling with young kids can be demanding. It’s important to prioritize their comfort and safety, as well as to look for age-appropriate amenities like a private swimming pool. Additionally, being close to family-friendly attractions is a wise consideration.
  • Taking your pets with you to Gillespie: For many families, a vacation wouldn’t be the same without their beloved pet. If you agree, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that your furry companion feels just as comfortable as you do.
  • Planning for a long term stay visiting Gillespie: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can easily discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Gillespie

Gillespie, Illinois, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or a family-friendly vacation. Explore charming neighborhoods that exude friendliness and budget-friendly options, or venture to nearby attractions like Gillespie County and the desirable areas of Ventura. Don't miss out on the scenic experiences along Gillespie Street in Dallas, where you can enjoy excursions that highlight the region's natural beauty and warm hospitality.

  • Edwardsville: Located 24 miles from Gillespie, Edwardsville offers a delightful blend of outdoor activities and family-friendly experiences. This charming city is known for its scenic beauty and vibrant community, making it an excellent destination for travelers seeking to explore nature. Popular attractions include the local botanical garden, perfect for a leisurely stroll, and the nearby national park, which offers hiking trails and stunning landscapes. Visitors can enjoy various recreational areas and event venues, including an arena that frequently hosts entertainment events. Edwardsville's commitment to community and education makes it a great stop for families and nature enthusiasts alike.
  • Alton: Alton is situated 26 miles from Gillespie and is renowned for its outdoor adventures and picturesque scenery. This historic city is a haven for those looking to explore the great outdoors, with plenty of recreational areas and a vibrant casino scene for those seeking entertainment. Alton is also home to remarkable natural landmarks, including a national state park and lakes that provide opportunities for fishing, boating, and hiking. The city’s unique charm and adventurous spirit make it a must-visit location for thrill-seekers and nature lovers alike.
  • Litchfield: Just 9 miles from Gillespie, Litchfield is a small city that offers a delightful mix of outdoor fun and family experiences. Known for its beautiful parks and recreational areas, Litchfield also features an arena entertainment facility and a nearby motor racing venue for adrenaline junkies. The scenic landscapes and local lakes provide the perfect backdrop for picnics and outdoor activities. With its welcoming atmosphere and diverse attractions, Litchfield is ideal for families looking to unwind and enjoy quality time together.

Best time to go to Gillespie

If you're planning a trip to Gillespie, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like March, October and December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January29.8°F (-1.2°C)Light RainMostly CloudyAverageAverage
February32.9°F (0.5°C)Light RainMostly CloudyAverageHigh
March44.6°F (7.0°C)Light RainMostly SunnySlightly LowAverage
April54.3°F (12.4°C)Light RainMostly SunnyAverageLow
May64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
June74.1°F (23.4°C)Light RainMostly SunnyAverageAverage
July76.5°F (24.7°C)Light RainMostly SunnySlightly HighHigh
August74.7°F (23.7°C)Light RainMostly SunnySlightly HighHigh
September69.1°F (20.6°C)Light RainMostly SunnySlightly HighAverage
October56.8°F (13.8°C)Light RainMostly SunnySlightly LowAverage
November44.2°F (6.8°C)Light RainMostly SunnyAverageLow
December35.6°F (2.0°C)Light RainMostly SunnySlightly LowLow

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? It might help to be flexible with your travel dates since prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its rewards! By enrolling in our travel rewards program, One Key, you can immediately access exclusive member discounts and earn OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travel. Whether you're starting a new trip, continuing from where you paused, or organizing your itinerary, you'll find everything you need in one place. Your saved or booked properties will be neatly arranged under categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Choose a vacation rental for your Gillespie getaway

Experience the unique character of Gillespie with a stay in a vacation home rental. This city has something for everyone. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Gillespie

Are you searching for top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Gillespie a fun place to get away. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • The Winery at Shale Lake (10.1 mi / 16.3 km)
  • Timber Lakes Golf Course (6.8 mi / 11 km)

Exploring the natural features in Gillespie

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Gillespie. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lake Lou Yeager (13.5 mi / 21.8 km)
  • Piney Creek Ravine - State Natural Area (3.1 mi / 5.1 km)
  • Lake Ka-Ho (4.4 mi / 7.1 km)
  • Walton Park (9 mi / 14.5 km)
  • Madison Park (9.8 mi / 15.9 km)

Frequently asked questions

How much does it cost to rent a vacation rental in Gillespie?
Length of stay, property type and time of year are some things that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect escape. From comfy cottages to sprawling luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Gillespie?
The average price for a vacation rental near the beach in Gillespie will depend on when you’ll be there and the type and size of property you’re searching for. You can easily find prices on Vrbo by entering your destination and preferred travel dates. Then use our filter tool to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
What are popular rental amenities in Gillespie?
When it comes to rental amenities that guests search for in Gillespie, a porch, an oven and WiFi are the most popular. With Vrbo vacation rentals, there are options to suit your taste and style, whether you’re on a trip with family, friends or even pets.
How old do you have to be to rent a vacation rental in Gillespie?
The minimum required age is normally 16, 18 or 21. It can differ across properties on Vrbo, so look at the rules of your chosen Gillespie stay before booking your trip.
How long can I rent a vacation rental in Gillespie for?
It’s really down to the Gillespie property. To view a list of options offering extended stays, simply type your travel dates and number of people into Vrbo’s search page. Enjoy having the place to yourself, as well as amenities such as a full kitchen, air conditioning and a yard where the kids can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Gillespie?
Weekend adventure or a much-needed extended vacation, Vrbo has some fantastic deals and discounts in Gillespie to match your style and budget. Browse our weekly and monthly discounts on vacation rentals, or check out what’s just been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the perfect place to stay — without spending a fortune.

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