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Compare 9 Vacation Homes in Gillespie with updated reviews, rates, and availability.

Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (15)
"It was exactly as the pictures showed and the host was so quick to respond to any questions. Large backyard for our fur baby and fenced in. The neighborhood was quiet. Local restaurants were really good. Looking forward to our next stay."
Edwards House; Litchfield, IL; Pets welcome
The Carlinville Cottage
10.0 out of 10, Exceptional, (6)
"Loved the accommodations. It was great. Would definitely try to stay there again."
The price is $472
includes taxes & fees
$462 per night
Oct 11 - Oct 12
The Carlinville Cottage
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (8)
"We rent homes in one of two categories: Indulgence or Value. Indulgence we expect to pay north of $300 a night with the expectation of added amenities such as a pool, game room, luxury rooms, gorgeous view or exceptional location. The Jackson House is a value rental where our goal is to keep costs under $150 a night and the focus is on clean beds, bathrooms and decent kitchen. This house is all the above, plus it is in a quiet neighborhood, excellent TV amenities, well stocked kitchen and...
Jackson House; Pets Welcome
Route 66 house; Litchfield IL; Pets welcome
10.0 out of 10, Exceptional, (12)
"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."
Route 66 house; Litchfield IL; Pets welcome
Chestnut House; Litchfield, IL; Pets Welcome
9.0 out of 10, Wonderful, (2)
"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
Harrison House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (10)
"Ultra clean, very cutely decorated, and furnished with waters, clean utensils, wonderful beds, and a comfy living room arrangement. We were in town for Mother's Day and we were the envy of the family in this home! It was a lot of fun, normally a place to stay out of town is kind of a wash, you always compromise on something, but not here! If you're staying in Litchfield for whatever reason, give this house a look! Especially for the Picker's Market, every second Sunday, it's right up the road!...
The price is $180
includes taxes & fees
$170 per night
Oct 2 - Oct 3
Harrison House; Litchfield, IL; Pets welcome
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
Kirkham Train House; PETS WELCOME
Kirkham Train House; PETS WELCOME
Charming Hillsboro Home < 1 Mi to Downtown!
2.0 star property
Charming Hillsboro Home < 1 Mi to Downtown!
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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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Other property types in Gillespie

Cozy studio located in small town America, Bunker Hill, IL.
10.0 out of 10, Exceptional, (4)
"Cozy and clean. We enjoyed our stay and plan to return. Suzanne has thought of all the extras to be comfortable during your stay. A+"
The price is $110
includes taxes & fees
$110 per night
Sep 30 - Oct 1
Cozy studio located in small town America, Bunker Hill, IL.
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (15)
"It was exactly as the pictures showed and the host was so quick to respond to any questions. Large backyard for our fur baby and fenced in. The neighborhood was quiet. Local restaurants were really good. Looking forward to our next stay."
Edwards House; Litchfield, IL; Pets welcome
Lake House off Route 66
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"
Lake House off Route 66
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.