Gillespie Vacation Rentals

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Vacation Rentals in Gillespie

Fridge, microwave, oven, stovetop
Route 66 house; Litchfield IL; Pets welcome
10.0 out of 10, Exceptional, (11)
"My wife and I needed a place there in town that was close to where my Grandmother was living in a ALF facility. We were able to stay close aand visit with her while we were in town. They are very responsive and have a guest guide in the home. It was awesome and affordable. Thanks for everything. God bless you both."
The price is $99
$157 total
includes taxes & fees
May 28 - May 29
Route 66 house; Litchfield IL; Pets welcome
Fridge, microwave, oven, stovetop
Cozy loft in a small town; walking distance to the popular restaurant BG’s!
10.0 out of 10, Exceptional, (1)
"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 1 - Jun 2
Cozy loft in a small town; walking distance to the popular restaurant BG’s!
Exterior
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 $114
$179 total
includes taxes & fees
Jun 2 - Jun 3
Harrison House; Litchfield, IL; Pets welcome
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Fridge, microwave, oven, stovetop
The Carlinville Cottage
10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated home with everything you could possibly need. Date of the art appliances and furnishings, beautifully decorated and so comfortable. We were visiting parents and family and everyone thoroughly enjoyed being together in such a great house! We will be back"
The Carlinville Cottage
Fridge, microwave, oven, stovetop
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (6)
"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 13 - Jun 14
Jackson House; Pets Welcome
1 bedroom, iron/ironing board, WiFi, bed sheets
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (11)
"I stayed here with two large dogs while traveling daily to Springfield for an agility competition. The backyard is large and has a chain link fence. No fancy landscaping or anything that dogs could mess up, haha! There is a dog next door behind a stockade fence -- never saw it, just heard it a few times. It was not a problem for my dogs. House is perfect for one or two people. Cute and comfy. Tons of utensils and cookware in the kitchen, and condiments and water in the fridge, as well as frosty...
The price is $104
$163 total
includes taxes & fees
May 28 - May 29
Edwards House; Litchfield, IL; Pets welcome
Fridge, microwave, oven, stovetop
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."
The price is $110
$170 total
includes taxes & fees
Jun 2 - Jun 3
Chestnut House; Litchfield, IL; Pets Welcome
Exterior
Lincoln House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (13)
"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
4 bedrooms, desk, iron/ironing board, travel crib
Victorian Carlinville home on Rt. 66
10.0 out of 10, Exceptional, (7)
"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
Fridge, microwave, oven, stovetop
Kirkham Train House; PETS WELCOME
Kirkham Train House; PETS WELCOME
In-room safe, iron/ironing board, bed sheets, wheelchair access
Lake House off Route 66
Lake House off Route 66
Terrace/patio
Spacious modernized historic home located in downtown Hillsboro.
The price is $125
$228 total
includes taxes & fees
May 28 - May 29
Spacious modernized historic home located in downtown Hillsboro.
Exterior
COTTAGE SLEEPS 6 IN QUIET COUNTRY ATMOSPHERE ON 1.5 ACRES. 49 MILES TO ST LOUIS
COTTAGE SLEEPS 6 IN QUIET COUNTRY ATMOSPHERE ON 1.5 ACRES. 49 MILES TO ST LOUIS
Private kitchen
The Lazy Shanty at Shale Lake #2 pet-friendly
The price is $140
$173 total
includes taxes & fees
May 28 - May 29
The Lazy Shanty at Shale Lake #2 pet-friendly
Fridge, microwave, oven, stovetop
Historic Home near Blackburn and Square - two king beds, washer/dryer, spacious
Historic Home near Blackburn and Square - two king beds, washer/dryer, spacious
Exterior
Historic Blackman-Evans Home
Historic Blackman-Evans Home
Fridge, microwave, oven, stovetop
3 bedroom 2 bath sleeps 7 comfortably with the option of 9.
3 bedroom 2 bath sleeps 7 comfortably with the option of 9.
Don't see what you're looking for?
See all available properties in Gillespie
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

Number of vacation rentals
2
Popular accommodation
Gillespie private vacation homes
Known landmarks
Litchfield Museum and Route 66 Welcome Center, Timber Lakes Golf Course and Piney Creek Ravine - State Natural Area
International airport
St. Louis, MO (STL-Lambert-St. Louis Intl.)

Other types of properties in Gillespie you may be interested in

Indoor pool, open 9:00 AM to 10:00 PM, sun loungers
Baymont by Wyndham Litchfield
2.5 star property
8.4 out of 10, Very Good, (977)
"Very helpful front desk employee!"
The price is $101
$111 total
includes taxes & fees
May 28 - May 29
Baymont by Wyndham Litchfield
Lobby
Super 8 by Wyndham Staunton
2.0 star property
8.6 out of 10, Excellent, (645)
"Safe and quiet area. "
The price is $75
$83 total
includes taxes & fees
May 30 - May 31
Super 8 by Wyndham Staunton
Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Hampton Inn Litchfield
2.5 star property
9.0 out of 10, Wonderful, (503)
"We had a nice stay at the Hampton Inn. The staff were all very friendly. Our room was cosy, clean, and comfortable. The property itself is starting to show its age. However, it meet all our expectations and would stay again. "
The price is $118
$130 total
includes taxes & fees
Jun 2 - Jun 3
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, Lake Lou Yeager and Beaver Dam State Park 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.

Recent reviews of Gillespie properties
Expedia verified reviews

Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

5/5 Excellent
"Very helpful front desk employee!"
A verified traveler stayed at Baymont by Wyndham Litchfield
Posted 2 days ago
Baymont by Wyndham Litchfield