Williamson Holiday Rentals

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Holiday Rentals in Williamson

Charming Edwardsville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (9)
"We really enjoyed our stay at the Seedling. It is impeccably clean and in a great location. It is within walking distance of downtown and very close to the major shopping and entertainment of Edwardsville. The communications from the property manager are awesome. We loved the decorations and the peacefulness of the area."
Charming Edwardsville Home: Walk to Downtown!

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (15)
"It was exactly as the pictures showed and the host was so quick to respond to any questions. Large backyard for our fur baby and fenced in. The neighborhood was quiet. Local restaurants were really good. Looking forward to our next stay."
The price is AU$261
includes taxes & fees
8 Dec - 9 Dec
Edwards House; Litchfield, IL; Pets welcome

Downtown Midcentury Home- Walk to Everything!

10.0 out of 10, Exceptional, (21)
"Nice set up and spacious "
Downtown Midcentury Home- Walk to Everything!

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (44)
"This is gem! Lots of room for multiple families and people. We were there for a wedding and it was the perfect spot for everyone to get ready. Bathrooms are great size and the extra amenities thru out the home are great. (Coffee, soap, shampoo, lotion, etc). Back porch and parking was perfect for all the guests. Highly recommend and will be back! "
Craftsman styled home in the heart of downtown Highland

The Swiss Post Apartment A

2.0 star property
The Swiss Post Apartment A

Cozy Historic Downtown Edwardsville Charmer

10.0 out of 10, Exceptional, (3)
"Nice, comfortable, very clean home. Kurt was very responsive to our questions. Easy to get checked in. Nice to have quite a few basic supplies in the kitchen. Home is within a short walk to downtown Edwardsville. and restaurants close by."
Cozy Historic Downtown Edwardsville Charmer

Lake House off Route 66

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"
Lake House off Route 66

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (8)
"We rent homes in one of two categories: Indulgence or Value. Indulgence we expect to pay north of $300 a night with the expectation of added amenities such as a pool, game room, luxury rooms, gorgeous view or exceptional location. The Jackson House is a value rental where our goal is to keep costs under $150 a night and the focus is on clean beds, bathrooms and decent kitchen. This house is all the above, plus it is in a quiet neighborhood, excellent TV amenities, well stocked kitchen and...
The price is AU$281
includes taxes & fees
15 Dec - 16 Dec
Jackson House; Pets Welcome

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (12)
"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."
The price is AU$253
includes taxes & fees
15 Dec - 16 Dec
Route 66 house; Litchfield IL; Pets welcome

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 AU$271
includes taxes & fees
30 Nov - 1 Dec
Chestnut House; Litchfield, IL; Pets Welcome

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 AU$279
includes taxes & fees
5 Dec - 6 Dec
Harrison House; Litchfield, IL; Pets welcome

Kirkham Train House; PETS WELCOME

Kirkham Train House; PETS WELCOME

Cozy studio located in small town America, Bunker Hill, IL.

10.0 out of 10, Exceptional, (6)
"Great location, felt like it was home "
The price is AU$172
includes taxes & fees
25 Nov - 26 Nov
Cozy studio located in small town America, Bunker Hill, IL.

Plainview Vineyard Retreat Sleeps 8

2.0 star property
The price is AU$636
includes taxes & fees
25 Nov - 26 Nov
Plainview Vineyard Retreat Sleeps 8

The Loft on the Square

The Loft on the Square

The Swiss Post Apartment B

2.0 star property
The Swiss Post Apartment B

Clean 3 bedroom home in Wood River

2.0 star property
Clean 3 bedroom home in Wood River

Sunny Mid-Century Modern duplex with a garage

Sunny Mid-Century Modern duplex with a garage

Charming Edwardsville Home: Walk to Downtown!

3.0 star property
Charming Edwardsville Home: Walk to Downtown!

State Street House; 3-br house; PETS WELCOME; Litchfield

The price is AU$301
includes taxes & fees
25 Nov - 26 Nov
State Street House; 3-br house; PETS WELCOME; 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.
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Other types of properties in Williamson you may be interested in

Super 8 by Wyndham Troy IL/St. Louis Area

2.0 star property
8.0 out of 10, Very good, (1022)
"A little out of the way but nice & quiet."
The price is AU$109
includes taxes & fees
25 Nov - 26 Nov
Super 8 by Wyndham Troy IL/St. Louis Area

Town & Country Inn

2.5 star property
8.0 out of 10, Very good, (221)
"You get what you pay for. Room was clean but old. Shower was very used and rusty. Towels, thin and felt like sand paper. Bed was fine with rough sheets. For one night to breakup a long drive is was ok. "
The price is AU$109
includes taxes & fees
29 Nov - 30 Nov
Town & Country Inn

Holiday Inn Express Troy, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (561)
"Hotel is very clean. Very quiet rooms with central air and heat. The breakfast was very good with lots of options"
The price is AU$176
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Troy, an IHG Hotel
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Williamson?

Yes, there are holiday rentals close to the most popular sights in Williamson, or you can select a more secluded option if you're looking for a relaxing stay. Williamson is known for its wineries.

What are some of the best holiday rentals that Williamson has to offer?

Charming Edwardsville Home: Walk to Downtown!: This holiday home rental outside of Williamson is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Williamson?

While you're exploring the area, Silver Lake Park and Lake Lou Yeager are a couple of picturesque spots to get outside and enjoy nature. The Winery at Shale Lake and Litchfield Museum and Route 66 Welcome Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Williamson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamson. Holiday rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.