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Top Holiday Rentals in Gillespie

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (8)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66

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 £349
includes taxes & fees
21 Aug - 22 Aug
Plainview Vineyard Retreat by StayLage

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (20)
"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 £128
includes taxes & fees
7 Sept - 8 Sept
Edwards House; Litchfield, IL; Pets welcome

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 £165
includes taxes & fees
24 Aug - 25 Aug
Lake House off Route 66

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (13)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is £136
includes taxes & fees
21 Aug - 22 Aug
Jackson House; Pets Welcome

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

10.0 out of 10, Exceptional, (8)
"Even cuter in person! It was the perfect stay for 4 girls traveling from various states. The house was clean, owners were communicative, and check out process was easy. We would stay here again. "
The price is £171
includes taxes & fees
21 Aug - 22 Aug
State Street House; 3-br house; PETS WELCOME; Litchfield

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

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

The Carlinville Cottage

10.0 out of 10, Exceptional, (12)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is £382
includes taxes & fees
24 Aug - 25 Aug
The Carlinville Cottage

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

10.0 out of 10, Exceptional, (11)
"Great location, felt like it was home "
The price is £95
includes taxes & fees
31 Aug - 1 Sept
Cozy studio located in small town America, Bunker Hill, IL.

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (11)
"Everything was in excellent shape and the fenced yard was great for the pups."
The price is £140
includes taxes & fees
21 Aug - 22 Aug
Harrison House; Litchfield, IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (15)
"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 £128
includes taxes & fees
21 Aug - 22 Aug
Route 66 house; Litchfield IL; Pets welcome

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
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!

Kirkham Train House; PETS WELCOME

Kirkham Train House; PETS WELCOME
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

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?

Jackson House; Pets Welcome: This holiday home rental outside of Gillespie is located on a lake, and has a patio, a selection of books and air conditioning to put you at ease 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.