Gillespie Vacation Rentals

Check prices for these dates

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

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.
$102 nightly
The price is $108
Nov 16 - Nov 17
Total with taxes and fees
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.
$304 nightly
The price is $322
Nov 16 - Nov 17
Total with taxes and fees
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
$211 nightly
The price is $224
Nov 13 - Nov 14
Total with taxes and fees
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.
$224 nightly
The price is $237
Nov 13 - Nov 14
Total with taxes and fees
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.
$200 nightly
The price is $212
Nov 14 - Nov 15
Total with taxes and fees
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.
$466 nightly
The price is $479
Nov 16 - Nov 17
Total with taxes and fees
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
$286 nightly
The price is $303
Nov 13 - Nov 14
Total with taxes and fees
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.
$178 nightly
The price is $189
Nov 15 - Nov 16
Total with taxes and fees
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.
$564 nightly
The price is $624
Nov 11 - Nov 12
Total with taxes and fees
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.
$167 nightly
The price is $176
Nov 15 - Nov 16
Total with taxes and fees
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

A building with a covered entrance, stone pillars, and a bench outside.
Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG

Holiday Inn Express & Suites Litchfield West by IHG
Litchfield

10/10 Excellent

Perfect for our business trip
United States
Carissa
Reviewed March 11, 2022
Holiday Inn Express & Suites Litchfield West by IHG

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 $107 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?

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.