Gillespie Vacation Rentals

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Vacation Rentals in Gillespie

Cozy loft in a small town; walking distance to the popular restaurant BG’s!
10.0 out of 10, Exceptional, 1 review
"Came to Bunker Hill to visit family and needed a little more room. Cozy spot near family and restaurants. Very well stocked and comfy bed and pillows."
The price is $80
$130 total
includes taxes & fees
Jun 23 - Jun 24
Cozy loft in a small town; walking distance to the popular restaurant BG’s!
Harrison House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, 10 reviews
"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 $114
$179 total
includes taxes & fees
Jun 24 - Jun 25
Harrison House; Litchfield, IL; Pets welcome
Lake House off Route 66
Lake House off Route 66
The Carlinville Cottage
10.0 out of 10, Exceptional, 2 reviews
"Our second stay at the Carlinville Cottage and we will be back!"
The price is $198
$472 total
includes taxes & fees
Jun 24 - Jun 25
The Carlinville Cottage
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, 6 reviews
"We were there for a wedding--home was roomy and comfortable. Would stay there again."
The price is $115
$171 total
includes taxes & fees
Jun 20 - Jun 21
Jackson House; Pets Welcome
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, 12 reviews
"I enjoyed staying a night at this property in a friendly peaceful family neighborhood in Litchfield. The hosts were very responsive and friendly, and as evidenced in the house they put a lot of effort into making it a nice place for guests to stay, it’s perfect for a single or a couple, the interior was updated throughout, they selected furniture and fixtures that fit appropriately in the spaces so although it’s a smaller home, it didn’t feel super cramped, and created an environment that was...
The price is $104
$163 total
includes taxes & fees
Jun 23 - Jun 24
Edwards House; Litchfield, IL; Pets welcome
Route 66 house; Litchfield IL; Pets welcome
10.0 out of 10, Exceptional, 12 reviews
"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 reviews
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
The price is $110
$170 total
includes taxes & fees
Jul 10 - Jul 11
Chestnut House; Litchfield, IL; Pets Welcome
Lincoln House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, 13 reviews
"Proprty was well stocked for everything we could possibl y need during our stay. Clean comfortible accommodations. Host is very attentive to guests."
Lincoln House; Litchfield, IL; Pets welcome
Victorian Carlinville home on Rt. 66
10.0 out of 10, Exceptional, 7 reviews
"Awesome place for a group of friends to relax and unwind for a few days after a particularly difficult holiday season!"
Victorian Carlinville home on Rt. 66
Kirkham Train House; PETS WELCOME
Kirkham Train House; PETS WELCOME
The Lazy Shanty at Shale Lake #2 pet-friendly
The price is $140
$173 total
includes taxes & fees
Jun 20 - Jun 21
The Lazy Shanty at Shale Lake #2 pet-friendly
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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.

Gillespie Vacation Rental Travel Info

Other types of properties in Gillespie you may be interested in

Super 8 by Wyndham Staunton
2.0 star property
8.6 out of 10, Excellent, 651 reviews
"There is a Dairy Queen Next door to the properties"
The price is $75
$83 total
includes taxes & fees
Jun 20 - Jun 21
Super 8 by Wyndham Staunton
Baymont by Wyndham Litchfield
2.5 star property
8.4 out of 10, Very Good, 990 reviews
"Nice!"
The price is $90
$99 total
includes taxes & fees
Jun 20 - Jun 21
Baymont by Wyndham Litchfield
Hampton Inn Litchfield
2.5 star property
9.0 out of 10, Wonderful, 514 reviews
"Fine"
The price is $118
$130 total
includes taxes & fees
Jul 3 - Jul 4
Hampton Inn Litchfield
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.

Everything you need to know about Gillespie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gillespie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gillespie vacation 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 low season months. For more hustle and bustle, you may prefer to visit Gillespie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gillespie rentals

At Expedia, we put the best Gillespie vacation 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 vacation.

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 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?

Our little House: Visitors like this Gillespie vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Gillespie?

While you're exploring the area, Beaver Dam State Park and Lake Lou Yeager are a couple of picturesque spots to get outside and enjoy nature. The Winery at Shale Lake and Carlinville Public Square 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.

Recent reviews of Gillespie properties
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