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Gillespie Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Gillespie vacation rentals

Terrace/patio

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, (17 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 264
AED 455 total
includes taxes & fees
7 Aug - 8 Aug
Cozy studio located in small town America, Bunker Hill, IL.
Coffee/tea maker, fridge, microwave, oven

2. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (25 reviews)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
The price is AED 437
AED 677 total
includes taxes & fees
7 Aug - 8 Aug
Edwards House; Litchfield, IL; Pets welcome
Exterior

3. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is AED 426
AED 686 total
includes taxes & fees
9 Aug - 10 Aug
Harrison House; Litchfield, IL; Pets welcome
Interior

4. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
Route 66 house; Litchfield IL; Pets welcome
Living area

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.4 out of 10, Exceptional, (15 reviews)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is AED 584
AED 919 total
includes taxes & fees
9 Aug - 10 Aug
State Street House; 3-br house; PETS WELCOME; Litchfield
Coffee/tea maker, fridge, microwave, oven

6. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!"
United States
Janell M.
The price is AED 808
AED 1,841 total
includes taxes & fees
11 Aug - 12 Aug
The Carlinville Cottage
Iron/ironing board, WiFi (free), bed sheets

7. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is AED 826
AED 1,226 total
includes taxes & fees
9 Aug - 10 Aug
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Exterior

8. 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 1,032
AED 1,919 total
includes taxes & fees
10 Aug - 11 Aug
Grand Victorian Carlinville home on Rt. 66.
Exterior

9. The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (1 review)
"This brand new home was perfect for our holiday vacation. Kristin and Terry were wonderful hosts, and there were many lovely personal touches throughout the home. The space was comfortable and we had everything we needed during our stay. Check-in was easy and the entire experience was stress free. We highly recommend this property! "
United States
Janelle P.
The price is AED 459
AED 732 total
includes taxes & fees
9 Aug - 10 Aug
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

Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

10/10 Excellent
"Oh my goodness…one of the best recent hotel stays."
JEFF GULLEY 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Litchfield West by IHG

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?

The Carlinville Cottage: This vacation home rental outside of Gillespie has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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. Timber Lakes Golf Course 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.