Chatham Vacation Rentals

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Our top choices for Chatham vacation rentals

Charming Springfield Home: 2 Mi to Downtown

Charming Springfield Home: 2 Mi to Downtown
3.0 star property
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"The cottage was nicely renovated and decorated. It had a good supply of necessities and very comfortable!"
United States
Amie
$219 nightly
The price is $246
May 25 - May 26
Total with taxes and fees
Charming Springfield Home: 2 Mi to Downtown

Modern Bungalow Home with Mid-Century Flair

Modern Bungalow Home with Mid-Century Flair
Springfield
8.4 out of 10, Very Good, (54 reviews)
"Second year using this house while in town. Great accommodations for the price. The only thing this time were the smoke detectors needed some attention. "
United States
Shannon E.
$197 nightly
The price is $209
May 12 - May 13
Total with taxes and fees
Modern Bungalow Home with Mid-Century Flair

Historic Luxury Stay | Downtown Springfield | Step-Free Access

Historic Luxury Stay | Downtown Springfield | Step-Free Access
Springfield
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay ! Close to all things Lincoln. "
United States
Patricia J.
$191 nightly
The price is $192
May 17 - May 18
Total with taxes and fees
Historic Luxury Stay | Downtown Springfield | Step-Free Access

2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
5.6 out of 10, (4 reviews)
"Dirty, unkept"
United States
Jamie W.
$128 nightly
The price is $135
May 12 - May 13
Total with taxes and fees
2-bedroom house in Springfield

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm
Springfield
10.0 out of 10, Exceptional, (58 reviews)
"Great property"
United States
Lynn
$251 nightly
The price is $252
Jun 7 - Jun 8
Total with taxes and fees
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

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.
$259 nightly
The price is $274
May 14 - May 15
Total with taxes and fees
Newly-renovated House - Luxurious Massage Chair - Close to Attractions/Hospitals

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
10.0 out of 10, Exceptional, (101 reviews)
"Very clean, host stayed in contact Really nice place just to get together and visit. The only thing beds were little to firm for our liking and the trains coming through at night!"
United States
Marilyn
$172 nightly
The price is $182
May 12 - May 13
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment

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.
$233 nightly
The price is $234
Jun 1 - Jun 2
Total with taxes and fees
Spacious Carriage House | Private Entrance | Historic & Stylish

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
Springfield
10.0 out of 10, Exceptional, (15 reviews)
"Great stay, everything was clean and plenty of space. "
United States
Lindsay S.
$207 nightly
The price is $209
Jun 1 - Jun 2
Total with taxes and fees
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort

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, (11 reviews)
"Great place to host our family Christmas get-away with 13 people. All ages enjoyed the tremendously!"
United States
Giselle P.
$558 nightly
The price is $591
Jun 1 - Jun 2
Total with taxes and fees
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)
"George is an awesome host! Our group of high schoolers love this place! Plenty to keep them busy and engaged!"
United States
Ann P.
$1,229 nightly
The price is $1,302
May 12 - May 13
Total with taxes and fees
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance

Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance
Springfield
8.0 out of 10, Very Good, (5 reviews)
"Plenty of room for a large group!"
United States
Amy V.
$672 nightly
The price is $677
Jun 7 - Jun 8
Total with taxes and fees
Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance

Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
10.0 out of 10, Exceptional, (1 review)
"Aaron was very welcoming and understanding! The property was very clean and put together, with many amenities and informative papers to ensure safety and comfort."
United States
Lance W H.
$350 nightly
The price is $371
May 17 - May 18
Total with taxes and fees
Peaceful Spaulding Orchard Home

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)
"Had a wonderful time with friends and family it was a very lovely place "
United States
Ava A.
$266 nightly
The price is $268
Jun 1 - Jun 2
Total with taxes and fees
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Charming Downtown Stay | Victorian Beauty & Modern Comfort

Charming Downtown Stay | Victorian Beauty & Modern Comfort
Springfield
9.6 out of 10, Exceptional, (22 reviews)
"It was very nice. Very friendly host. Location was perfect. "
United States
Dianne H.
$239 nightly
The price is $240
Jun 7 - Jun 8
Total with taxes and fees
Charming Downtown Stay | Victorian Beauty & Modern Comfort

Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks

Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks
Springfield
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house and charming details throughout the two floors. Easy access to the downtown sites. Really nice stay!"
United States
Mark J.
$405 nightly
The price is $408
Jun 1 - Jun 2
Total with taxes and fees
Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
Springfield
9.8 out of 10, Exceptional, (6 reviews)
"Our third year visiting the Bressner House and everything was again perfect "
United States
Diane
$963 nightly
The price is $970
May 20 - May 21
Total with taxes and fees
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

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.
$339 nightly
The price is $359
May 14 - May 15
Total with taxes and fees
Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8
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

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

Chatham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chatham. 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 Chatham 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 $135 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 Chatham rentals

At Expedia, we put the best Chatham 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 Chatham 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 Chatham 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 Chatham. 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

Are there vacation rentals in Chatham?

Yes, you can find vacation rentals close to well known sights in Chatham, or you can select a more secluded option if you'd like a relaxing place to stay. Chatham is known for its restaurants and shopping.

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

Modern Bungalow Home with Mid-Century Flair: Visitors like this Chatham vacation home rental. It offers a garden, a barbecue grill, 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 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 larger area, you’ll find University of Illinois at Springfield and Illinois State Capitol.

What’s a vacation rental in Chatham like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Chatham. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.