Old Covered Bridge

Chatham Holiday Rentals

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Our top choices for Chatham holiday rentals

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (104 reviews)
"Thank you again for a super easy and wonderful stay!"
United States
Courtney S.
The price is NZ$314
includes taxes & fees
24 June - 25 June
Home is on the original 1926-1930 Route 66 alignment

Modern Bungalow Home with Mid-Century Flair

Modern Bungalow Home with Mid-Century Flair
Springfield
8.4 out of 10, Very good, (57 reviews)
"Lovely home, great communication from the host, close to downtown and Lincoln sites."
United States
Kay P.
The price is NZ$370
includes taxes & fees
25 June - 26 June
Modern Bungalow Home with Mid-Century Flair

2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
5.6 out of 10, (4 reviews)
"Dirty, unkept"
United States
Jamie W.
The price is NZ$249
includes taxes & fees
7 July - 8 July
2-bedroom house in Springfield

Newly Renovated Unit in Central Spfld! #102

Newly Renovated Unit in Central Spfld! #102
Springfield
The price is NZ$411
includes taxes & fees
22 July - 23 July
Newly Renovated Unit in Central Spfld! #102

Tranquil 3-bedroom house with a massage chair

Tranquil 3-bedroom house with a massage chair
Springfield
9.8 out of 10, Exceptional, (22 reviews)
"Had a nice stay for a wedding we attended at the Illinois State Fairgrounds. The host was great to work with and made the stay easy and enjoyable. "
United States
Brenda W.
The price is NZ$488
includes taxes & fees
27 June - 28 June
Tranquil 3-bedroom house with a massage chair

Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8

Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8
Pleasant Plains
10.0 out of 10, Exceptional, (2 reviews)
"Very perfect for our group. The bedrooms met our needs and everything we needed was there already. The decor was well done and welcoming, the property’s privacy was great for our group of giggling women bonding with time together. "
United States
Rita R.
The price is NZ$630
includes taxes & fees
30 June - 1 July
Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8

Brand New! Modern 1BD,1BA Hidden Gem w/King Bed, Patio, Fast WiFi & Free Parking

Brand New! Modern 1BD,1BA Hidden Gem w/King Bed, Patio, Fast WiFi & Free Parking
Springfield
The price is NZ$493
includes taxes & fees
1 July - 2 July
Brand New! Modern 1BD,1BA Hidden Gem w/King Bed, Patio, Fast WiFi & Free Parking

Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals

Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"This was the best place I have ever had the privilege to stay at! Very clean and very nice location as stated in the advertisement! Will definitely stay here again"
United States
Connie C.
The price is NZ$435
includes taxes & fees
29 June - 30 June
Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals

Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.0 out of 10, Wonderful, (2 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is NZ$698
includes taxes & fees
28 June - 29 June
Peaceful Spaulding Orchard Home

Historic Luxury Stay | Downtown Springfield | Step-Free Access

Historic Luxury Stay | Downtown Springfield | Step-Free Access
Springfield
10.0 out of 10, Exceptional, (10 reviews)
"The most comfortable beds and I loved how spacious all the rooms were. I felt like I was traveling back in time."
United States
Samantha
The price is NZ$355
includes taxes & fees
28 June - 29 June
Historic Luxury Stay | Downtown Springfield | Step-Free Access

Spacious Carriage House | Private Entrance | Historic & Stylish

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
9.8 out of 10, Exceptional, (45 reviews)
"All of the above!The location and setting of the Carriage House are perfect, and I love the feel with the antiques - as if I had stepped back in time! Of course, it also had all of the necessary modern amenities!"
United States
Brenda B.
The price is NZ$436
includes taxes & fees
14 July - 15 July
Spacious Carriage House | Private Entrance | Historic & Stylish

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Springfield
9.6 out of 10, Exceptional, (23 reviews)
"It was a perfect spot to see all the Lincoln stuff. The Frank Lloyd Wright house was very close and lots of great restaurants close by.The beds were comfy and the kitchen had everything we needed."
United States
Deborah K.
The price is NZ$423
includes taxes & fees
13 July - 14 July
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Springfield
9.4 out of 10, Exceptional, (13 reviews)
"We had a great weekend with friends. Plenty of room to spread out and Elizabeth was a gracious host. We'll definitely keep this on the list for future trips! "
United States
Kate D.
The price is NZ$1,222
includes taxes & fees
25 June - 26 June
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!
Springfield
9.2 out of 10, Wonderful, (9 reviews)
"Hosted our second bachelor here and it’s still one of the coolest places we’ve ever stayed! George is an awesome host!"
United States
Tyler B.
The price is NZ$2,257
includes taxes & fees
5 July - 6 July
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

Newly Renovated Unit in Central Spfld! #104

Newly Renovated Unit in Central Spfld! #104
Springfield
The price is NZ$454
includes taxes & fees
21 July - 22 July
Newly Renovated Unit in Central Spfld! #104

Newly Renovated Unit in Central Spfld! #101

Newly Renovated Unit in Central Spfld! #101
Springfield
Newly Renovated Unit in Central Spfld! #101

Newly Renovated Unit in Central Spfld! #204

Newly Renovated Unit in Central Spfld! #204
Springfield
The price is NZ$477
includes taxes & fees
28 June - 29 June
Newly Renovated Unit in Central Spfld! #204

Newly Renovated Unit in Central Spfld! #203

Newly Renovated Unit in Central Spfld! #203
Springfield
The price is NZ$477
includes taxes & fees
28 June - 29 June
Newly Renovated Unit in Central Spfld! #203

Newly Renovated Unit in Central Spfld! #201

Newly Renovated Unit in Central Spfld! #201
Springfield
The price is NZ$476
includes taxes & fees
21 July - 22 July
Newly Renovated Unit in Central Spfld! #201

Newly Renovated Unit in Central Spfld! #202

Newly Renovated Unit in Central Spfld! #202
Springfield
The price is NZ$476
includes taxes & fees
21 July - 22 July
Newly Renovated Unit in Central Spfld! #202
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 Chatham Hotel Reviews

Find out more about Chatham

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chatham holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chatham. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chatham. Seeing all the best attractions is bound to make you fall in love with Chatham. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chatham short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Chatham?

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

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

Modern Bungalow Home with Mid-Century Flair: This holiday home rental outside of Chatham offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. 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’s there to see and do in Chatham?

Explore the area and family-friendly sights such as Knights Action Park, or get out into nature at a spot like Chatham Dog Park. In the wider area, you’ll find University of Illinois at Springfield and Illinois State Capitol.

What’s a holiday rental in Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chatham. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.