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Gillespie Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Gillespie vacation rentals

A patio area with wicker furniture, a striped umbrella, and potted plants.

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

Cozy studio located in small town America, Bunker Hill, IL.
Bunker Hill
10.0 out of 10, Exceptional, (22 reviews)
"The apartment was very comfortable and cozy. We slept great and it was very nice to have a place to stay in Bunker Hill. "
United States
Erica L.
The price is AED 338
AED 502 total
includes taxes & fees
9 Dec - 10 Dec
Cozy studio located in small town America, Bunker Hill, IL.
A spacious room with a large bed, a dining table, and a television.

2. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (20 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is AED 845
AED 1,183 total
includes taxes & fees
16 Nov - 17 Nov
Light Filled Loft on Town Square.
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

3. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (30 reviews)
"Very cozy, cute house!"
United States
Star
The price is AED 569
AED 845 total
includes taxes & fees
13 Nov - 14 Nov
Edwards House; Litchfield, IL; Pets welcome
A two-story house with a front porch, a green door, and the number 408 on the right side.

4. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (22 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is AED 610
AED 907 total
includes taxes & fees
13 Nov - 14 Nov
Harrison House; Litchfield, IL; Pets welcome
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

5. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (23 reviews)
"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 AED 533
AED 802 total
includes taxes & fees
14 Nov - 15 Nov
Route 66 house; Litchfield IL; Pets welcome
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

6. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
The price is AED 808
AED 1,678 total
includes taxes & fees
16 Nov - 17 Nov
The Carlinville Cottage
A living room with a black leather couch, a wooden coffee table, and a bookshelf. There is a dining area visible through an archway with a wooden table and chairs.

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, Exceptional, (21 reviews)
"Great place in a quiet charming town."
United States
William
The price is AED 790
AED 1,148 total
includes taxes & fees
13 Nov - 14 Nov
State Street House; 3-br house; PETS WELCOME; Litchfield
A single-story house with a front door, two windows, a small porch, and a paved driveway.

8. The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (3 reviews)
"Lovely house, clean, good location, and very comfortable for our stay"
United States
Trudy K M.
The price is AED 477
AED 712 total
includes taxes & fees
15 Nov - 16 Nov
The Relaxing House - Quiet 2 Bedroom Home
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

9. Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Adam M.
The price is AED 1,414
AED 2,356 total
includes taxes & fees
10 Nov - 11 Nov
Grand Victorian Carlinville home on Rt. 66.
A room with a wooden wall, a sofa, a round table, a chair, a window with curtains, and a door.

10. Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
10.0 out of 10, Exceptional, (2 reviews)
"We were able to return to stay a few more days, and the cabin work perfectly for us. The kitchen has everything you need and all of the cookware was cleaned in great condition. The fridge, oven and dishwasher looked like they were brand new and everything worked exactly as expected. The bathroom has a tub which has a large "rain" type of shower head and there is plenty of hot water. The proximity to Beaver Dam is probably one of my favorite things about the house because my family loves to...
United States
Toni G.
The price is AED 579
AED 668 total
includes taxes & fees
15 Nov - 16 Nov
Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
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

Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

10/10 Excellent
"The staff and the people working there are very friendly and very helpful. The place is clean. The breakfast was on target for a hotel breakfast. Plenty of parking. Very safe environment. My room is clean. It was a very good experience, my third time staying there."
Cheryl 1-night trip
Posted 1 hour ago
Quality Inn Litchfield Route 66

Frequently asked questions

Can I find a vacation rental in Gillespie?

Yes, you can find vacation rentals near popular attractions in Gillespie, or you can choose a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Gillespie?

Edwards House; Litchfield, IL; Pets welcome: This vacation home rental outside of Gillespie offers a patio, a private yard, and air-conditioning 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 Lake Ka-Ho are a couple of picturesque spots to get outside and enjoy nature. Litchfield Museum and Route 66 Welcome Center and The Winery at Shale Lake are a couple of places you'll find in the larger area.

What’s a vacation rental in Gillespie like?

Vacation rentals are private properties where you can stay for short or long periods in Gillespie. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.