Gillespie Vacation Rentals

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Vacation Rentals in Gillespie

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (15)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
$163 nightly
The price is $173
Nov 30 - Dec 1
Total with taxes and fees
Harrison House; Litchfield, IL; Pets welcome

Apartment in Bunker Hill

10.0 out of 10, Exceptional, (14)
"Great location, felt like it was home "
United States
Dawn L.
$117 nightly
The price is $124
Nov 30 - Dec 1
Total with taxes and fees
Cozy studio located in small town America, Bunker Hill, IL.

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (21)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
$159 nightly
The price is $169
Dec 12 - Dec 13
Total with taxes and fees
Edwards House; Litchfield, IL; Pets welcome

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (17)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
United States
Anonymous traveler
$170 nightly
The price is $180
Dec 7 - Dec 8
Total with taxes and fees
Jackson House; Pets Welcome

Vacation Home in Litchfield

9.8 out of 10, Exceptional, (18)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
$159 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
Route 66 house; Litchfield IL; Pets welcome

Vacation Home in Litchfield

10.0 out of 10, Exceptional, (13)
"Great location. Wonderful owner"
United States
David E.
$222 nightly
The price is $235
Dec 1 - Dec 2
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield

Vacation Home in Carlinville

10.0 out of 10, Exceptional, (17)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
United States
Casey C.
$490 nightly
The price is $504
Dec 1 - Dec 2
Total with taxes and fees
The Carlinville Cottage

Vacation Home in Raymond

$186 nightly
The price is $197
Nov 30 - Dec 1
Total with taxes and fees
The Relaxing House - Quiet 2 Bedroom Home

Apartment in Carlinville

2.0 star property
$219 nightly
The price is $232
Nov 30 - Dec 1
Total with taxes and fees
Light Filled Loft on Town Square
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

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?

State Street House; 3-br house; PETS WELCOME; Litchfield: This vacation home rental outside of Gillespie has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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. 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.