Holiday Rentals in Gillespie

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Holiday Rentals in Gillespie

Our top choices for Gillespie holiday rentals

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (15)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is €157
includes taxes & fees
30 Sept - 1 Oct
Jackson House; Pets Welcome

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (16)
"Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren."
The price is €147
includes taxes & fees
23 Oct - 24 Oct
Route 66 house; Litchfield IL; Pets welcome

The Carlinville Cottage

10.0 out of 10, Exceptional, (13)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is €441
includes taxes & fees
29 Sept - 30 Sept
The Carlinville Cottage

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

10.0 out of 10, Exceptional, (12)
"Great location, felt like it was home "
The price is €109
includes taxes & fees
23 Sept - 24 Sept
Cozy studio located in small town America, Bunker Hill, IL.

Plainview Vineyard Retreat by StayLage

2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
The price is €385
includes taxes & fees
23 Sept - 24 Sept
Plainview Vineyard Retreat by StayLage

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

9.8 out of 10, Exceptional, (10)
"Great house with a really great layout. Great location for accessing the parts of Litchfield we wanted to find. Super responsive host. "
The price is €192
includes taxes & fees
28 Sept - 29 Sept
State Street House; 3-br house; PETS WELCOME; Litchfield

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (21)
"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"
The price is €147
includes taxes & fees
23 Sept - 24 Sept
Edwards House; Litchfield, IL; Pets welcome

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (10)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66

Lake House off Route 66

9.0 out of 10, Wonderful, (2)
"The home itself was fantastic—clean, well-maintained, and exactly as pictured. The host was responsive and friendly, and the location right on the lake made for a relaxing stay. The only downside, and the reason I’m giving 4 stars instead of 5, is that there’s a camper in the front yard with people staying in it. This wasn’t disclosed in the listing, and it made the experience feel a bit less private and more awkward than expected. If that had been communicated up front, it would’ve helped set...
The price is €185
includes taxes & fees
23 Sept - 24 Sept
Lake House off Route 66

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (13)
"Everything was in excellent shape and the fenced yard was great for the pups."
The price is €162
includes taxes & fees
25 Sept - 26 Sept
Harrison House; Litchfield, IL; Pets welcome

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Chestnut House; Litchfield, IL; Pets Welcome

9.0 out of 10, Wonderful, (7)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
Chestnut House; Litchfield, IL; Pets Welcome

Charming Hillsboro Home < 1 Mi to Downtown!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very charming an clean. Locate close to downtown. The host was very responsive to all my questions "
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much nicer then a motel room."
Charming Hillsboro Home < 1 Mi to Downtown!

Home < 3 Mi to Rte 66 & Lake Lou Yaeger!

Home < 3 Mi to Rte 66 & Lake Lou Yaeger!

Home < 3 Mi to Rte 66 & Lake Lou Yaeger!

3.0 star property
Home < 3 Mi to Rte 66 & Lake Lou Yaeger!

The Relaxing House - Quiet 2 Bedroom Home

The price is €423
includes taxes & fees
23 Sept - 24 Sept
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

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, apart-hotels, 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 favorite 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 depends 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 €109 per night. Entering your travel dates in the search wizard you might find 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?

Route 66 house; Litchfield IL; Pets welcome: This holiday home rental outside of Gillespie offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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. Litchfield Museum and Route 66 Welcome Center and Beaver Dam State Park 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.