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Gillespie Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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, (19 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.
$117 nightly
The price is $124
Aug 22 - Aug 23
Total with taxes and fees
Cozy studio located in small town America, Bunker Hill, IL.
Exterior

2. 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.
$179 nightly
The price is $190
Aug 23 - Aug 24
Total with taxes and fees
Harrison House; Litchfield, IL; Pets welcome
Coffee/tea maker, fridge, microwave, oven

3. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (26 reviews)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
$176 nightly
The price is $187
Aug 23 - Aug 24
Total with taxes and fees
Edwards House; Litchfield, IL; Pets welcome
Living area

4. 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.
$239 nightly
The price is $253
Aug 23 - Aug 24
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield
Iron/ironing board, WiFi (free), bed sheets

5. 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, (14 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
$313 nightly
The price is $332
Aug 23 - Aug 24
Total with taxes and fees
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Coffee/tea maker, fridge, microwave, oven

6. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
$487 nightly
The price is $501
Sep 15 - Sep 16
Total with taxes and fees
The Carlinville Cottage
Exterior

7. 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.
$493 nightly
The price is $522
Sep 1 - Sep 2
Total with taxes and fees
Grand Victorian Carlinville home on Rt. 66.
Exterior

8. 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.
$188 nightly
The price is $199
Aug 23 - Aug 24
Total with taxes and fees
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

Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

10/10 Excellent
"The room was clean. The desk staff was exceptionally friendly. It is an older facility that has been well maintained."
David 1-night trip
Posted 15 hours ago
Quality Inn Litchfield Route 66

Find out more about Gillespie

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 $124 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?

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 Walton Park are a couple of picturesque spots to get outside and enjoy nature. Beaver Dam State Park 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.