Gillespie Holiday Rentals

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Holiday Rentals in Gillespie

Harrison House; Litchfield, IL; Pets welcome

Litchfield
10.0 out of 10, Exceptional, (15)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
The price is AU$282
includes taxes & fees
3 Jan - 4 Jan 2026
Harrison House; Litchfield, IL; Pets welcome

Jackson House; Pets Welcome

Litchfield
10.0 out of 10, Exceptional, (17)
"Good communication, easy process, quiet neighborhood, comfortable house and an overall good value."
United States
Terry R.
The price is AU$274
includes taxes & fees
11 Dec - 12 Dec
Jackson House; Pets Welcome

Edwards House; Litchfield, IL; Pets welcome

Litchfield
10.0 out of 10, Exceptional, (21)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
The price is AU$257
includes taxes & fees
12 Dec - 13 Dec
Edwards House; Litchfield, IL; Pets welcome

Cozy studio located in small town America, Bunker Hill, IL.

Bunker Hill
10.0 out of 10, Exceptional, (14)
"Great location, felt like it was home "
United States
Dawn L.
The price is AU$190
includes taxes & fees
9 Dec - 10 Dec
Cozy studio located in small town America, Bunker Hill, IL.

Route 66 house; Litchfield IL; Pets welcome

Litchfield
9.8 out of 10, Exceptional, (18)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is AU$257
includes taxes & fees
14 Dec - 15 Dec
Route 66 house; Litchfield IL; Pets welcome

State Street House; 3-br house; PETS WELCOME; Litchfield

Litchfield
10.0 out of 10, Exceptional, (14)
"Great location. Wonderful owner"
United States
David E.
The price is AU$337
includes taxes & fees
1 Jan - 2 Jan 2026
State Street House; 3-br house; PETS WELCOME; Litchfield

The Carlinville Cottage

Carlinville
10.0 out of 10, Exceptional, (17)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
United States
Casey C.
The price is AU$769
includes taxes & fees
9 Dec - 10 Dec
The Carlinville Cottage

Light Filled Loft on Town Square

2.0 star property
Carlinville
The price is AU$373
includes taxes & fees
9 Dec - 10 Dec
Light Filled Loft on Town Square

The Relaxing House - Quiet 2 Bedroom Home

Raymond
The price is AU$298
includes taxes & fees
10 Dec - 11 Dec
The Relaxing House - Quiet 2 Bedroom Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gillespie Hotel Reviews

Find out more about Gillespie

Everything you need to know about Gillespie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gillespie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gillespie holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gillespie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gillespie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gillespie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gillespie holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gillespie rentals

At Expedia, we put the best Gillespie holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gillespie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gillespie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gillespie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Gillespie?

Yes, there are holiday rentals close to the most popular sights in Gillespie, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Gillespie has to offer?

State Street House; 3-br house; PETS WELCOME; Litchfield: This holiday home rental outside of Gillespie has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Gillespie?

While you're exploring the area, Lake Lou Yeager and Piney Creek Ravine - State Natural Area are a couple of picturesque spots to get outside and enjoy nature. The Winery at Shale Lake and Carlinville Public Square are a couple of places you'll find in the wider area.

What’s a holiday rental in Gillespie like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gillespie. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.