Williamson Vacation Rentals

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Vacation Rentals in Williamson

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (62)
"We had a wonderful stay! Plenty of room and Jennifer did a fantastic job of communicating with us! "
Craftsman styled home in the heart of downtown Highland

The Loft on the Square

10.0 out of 10, Exceptional, (2)
"Family stay over holidays. Place was decorated and made us feel at home. Love the historical touches, would stay here again. "
The Loft on the Square

Charming Edwardsville Home: Walk to Downtown!

9.6 out of 10, Exceptional, (23)
"Older home but in good area convenient to restaurants and getting around. Good parking lot. "
Charming Edwardsville Home: Walk to Downtown!

Charming 1BR Near Historic Downtown Edwardsville & SIUE

Charming 1BR Near Historic Downtown Edwardsville & SIUE

The Swiss Post Apartment B

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice apartment in a great location! Really enjoyed our stay!"
The Swiss Post Apartment B

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

10.0 out of 10, Exceptional, (11)
"Great location, felt like it was home "
$117 nightly
The price is $124
Sep 4 - Sep 5
Total with taxes and fees
Cozy studio located in small town America, Bunker Hill, IL.

Plainview Vineyard Retreat by StayLage

2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
$433 nightly
The price is $460
Sep 4 - Sep 5
Total with taxes and fees
Plainview Vineyard Retreat by StayLage

The Swiss Post Apartment A

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautifully decorated, clean, and perfect location for my work trip to Highland. Safe neighborhood, food very close, farmers market in the square. Easy check in and out. Second story location with staircase to enter."
The Swiss Post Apartment A

Lake House off Route 66

9.0 out of 10, Wonderful, (2)
"The home itself was fantastic—clean, well-maintained, and exactly as pictured. The host was responsive and friendly, and the location right on the lake made for a relaxing stay. The only downside, and the reason I’m giving 4 stars instead of 5, is that there’s a camper in the front yard with people staying in it. This wasn’t disclosed in the listing, and it made the experience feel a bit less private and more awkward than expected. If that had been communicated up front, it would’ve helped set...
$204 nightly
The price is $216
Sep 5 - Sep 6
Total with taxes and fees
Lake House off Route 66

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (16)
"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."
$159 nightly
The price is $169
Sep 22 - Sep 23
Total with taxes and fees
Route 66 house; Litchfield IL; Pets welcome

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (13)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
$170 nightly
The price is $180
Sep 4 - Sep 5
Total with taxes and fees
Jackson House; Pets Welcome

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (13)
"Everything was in excellent shape and the fenced yard was great for the pups."
$177 nightly
The price is $188
Sep 8 - Sep 9
Total with taxes and fees
Harrison House; Litchfield, IL; Pets welcome

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

9.8 out of 10, Exceptional, (9)
"Even cuter in person! It was the perfect stay for 4 girls traveling from various states. The house was clean, owners were communicative, and check out process was easy. We would stay here again. "
$215 nightly
The price is $228
Sep 5 - Sep 6
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield

Cozy Historic Downtown Edwardsville Charmer

9.6 out of 10, Exceptional, (10)
"This was such a nice home, perfect for my family's stay in the area. We appreciated having access to the full kitchen, dining room and living room to make our stay comfortable."
Cozy Historic Downtown Edwardsville Charmer

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (20)
"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"
$159 nightly
The price is $169
Sep 7 - Sep 8
Total with taxes and fees
Edwards House; Litchfield, IL; Pets welcome

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Chestnut House; Litchfield, IL; Pets Welcome

9.0 out of 10, Wonderful, (7)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
Chestnut House; Litchfield, IL; Pets Welcome

Charming Hillsboro Home < 1 Mi to Downtown!

2.0 star property
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much nicer then a motel room."
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Edwardsville Home: Walk to Downtown!

3.0 star property
Charming Edwardsville Home: Walk to Downtown!
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 Williamson Hotel Reviews

Find out more about Williamson

Find out more about Williamson

Everything you need to know about Williamson 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 Williamson 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 Williamson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Williamson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamson. 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 Williamson 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 Williamson rentals

At Expedia, we put the best Williamson 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 Williamson 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 Williamson 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 Williamson. 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 vacation rentals in Williamson?

Yes, we offer vacation rentals near popular attractions in Williamson, or you can choose a more remote option if you want a relaxing place to stay. Williamson is known for its wineries.

What's the top vacation rental in Williamson?

Craftsman styled home in the heart of downtown Highland: Visitors like this Williamson vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 Edwardsville Watershed Nature Center 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 larger area.

What are vacation rentals like in Williamson?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Williamson. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.