Chatham Vacation Rentals

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Vacation Rentals in Chatham

Our top choices for Chatham vacation rentals

Modern Bungalow Home with Mid-Century Flair

9.0 out of 10, Wonderful, (34)
"Great location. Close to downtown, restaurants, and the state fair and pet friendly too."
$215 nightly
The price is $228
Aug 20 - Aug 21
Total includes taxes and fees
Modern Bungalow Home with Mid-Century Flair

Completely remodeled, pet-friendly, 'smart' home in the country!

9.8 out of 10, Exceptional, (83)
"Nice quite home. "
Completely remodeled, pet-friendly, 'smart' home in the country!

Lovely 2-Bedroom Unit in Springfield

10.0 out of 10, Exceptional, (17)
"Great location, close to the capital, shopping, dining and historical sites. The property is well kept and comfortable for a stay in Springfield."
Lovely 2-Bedroom Unit in Springfield

New remodel three bedroom house in pleasant Springfield

7.4 out of 10, Good, (12)
"Nice little house, convenient to fairgrounds. Upstairs front bedroom was a little warm. Vent fully open but not a lot of cold air flowing through. Bed in that bedroom was low, no problem for me but I could see it might be difficult for some. It was comfortable. Other bedrooms nice."
$236 nightly
The price is $267
Aug 20 - Aug 21
Total includes taxes and fees
New remodel three bedroom house in pleasant Springfield

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (90)
"Great Stay with family a couple of blocks away"
$162 nightly
The price is $172
Aug 20 - Aug 21
Total includes taxes and fees
Home is on the original 1926-1930 Route 66 alignment

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

10.0 out of 10, Exceptional, (49)
"Great hosts and accommodations!"
$242 nightly
The price is $244
Sep 2 - Sep 3
Total includes taxes and fees
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

Very Cozy and Secluded. Completely remodeled beautiful back apartment

10.0 out of 10, Exceptional, (56)
"This would be a great place for an extended stay! Great people and the place was very comfortable!"
$136 nightly
The price is $144
Aug 28 - Aug 29
Total includes taxes and fees
Very Cozy and Secluded. Completely remodeled beautiful back apartment

COZY BUNGALO

9.4 out of 10, Exceptional, (65)
"We had an overnight here and it was just what we needed!"
COZY BUNGALO

Beautiful Country Setting with Heated Inground Pool and Stocked Pond

10.0 out of 10, Exceptional, (97)
"Great place, pond and fishing was great. Big pool, nice hot tub with many things to do. We will rent again. Thanks"
Beautiful Country Setting with Heated Inground Pool and Stocked Pond

Charming 2-bedroom house in fabulous Springfield with AC, WiFi

$207 nightly
The price is $234
Aug 20 - Aug 21
Total includes taxes and fees
Charming 2-bedroom house in fabulous Springfield with AC, WiFi

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"5 senior ladies on a girl trip and we couldn't have picked a better place to stay, everything was PERFECT. The home was beautiful and sooo comfortable, the location was just right. Would absolutely stay there again."
$362 nightly
The price is $364
Aug 20 - Aug 21
Total includes taxes and fees
Spacious Historic Escape | 4BR Luxury | Walk to Downtown & Landmarks

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

8.0 out of 10, Very Good, (1)
"Our stay was very good…. Had plenty of entertainment at your beautiful home. "
$535 nightly
The price is $567
Aug 21 - Aug 22
Total includes taxes and fees
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

Charming Springfield Home: 2 Mi to Downtown

3.0 star property
10.0 out of 10, Exceptional, (2)
"The cottage was nicely renovated and decorated. It had a good supply of necessities and very comfortable!"
Charming Springfield Home: 2 Mi to Downtown

Historic Bungalow: For Groups & Families Sleeps 11

9.2 out of 10, Wonderful, (11)
"Lots of room for my multi-generational family of 7! Our host was super-responsive and helpful."
Historic Bungalow: For Groups & Families Sleeps 11

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

9.8 out of 10, Exceptional, (13)
"Beautiful place to stay!!! So cozy and perfect!"
$255 nightly
The price is $257
Aug 20 - Aug 21
Total includes taxes and fees
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Private country setting with large indoor pool

9.4 out of 10, Exceptional, (16)
"Greatly enjoyed the property for our holiday get together for family from different directions. The kids especially enjoyed the pool and game room (also the sound system)!One mention would be that the kitchen could use new cooking items, particularly pans and cookie sheets. The bedrooms and bathrooms were quite satisfactory. Overall, it was a great place for our family! Thank you"
Private country setting with large indoor pool

Charming Downtown Stay | Victorian Beauty & Modern Comfort

9.6 out of 10, Exceptional, (19)
"Clean charming place to stay. On a girls trip we felt safe and the girls loved the big bedroom in the house!"
$255 nightly
The price is $257
Aug 20 - Aug 21
Total includes taxes and fees
Charming Downtown Stay | Victorian Beauty & Modern Comfort

Beautiful and Cozy Apartment in Springfield- 2 Bedroom

10.0 out of 10, Exceptional, (2)
"Comfy beds, quiet area, internet sucked "
Beautiful and Cozy Apartment in Springfield- 2 Bedroom

Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

10.0 out of 10, Exceptional, (2)
"Amazing property. Couldn’t have asked for anything better. Kitchen, living room, laundry and dining room on every floor. Luxurious bedrooms. A beautiful old mansion. In the heart of Springfield. Every amenity you could imagine. We had an amazingly wonderful weekend of sharing and church family time."
$980 nightly
The price is $986
Sep 8 - Sep 9
Total includes taxes and fees
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Everything was really nice and as described. Would stay there again!"
$195 nightly
The price is $196
Aug 20 - Aug 21
Total includes taxes and fees
Elegant Historic Stay | Walk to Capitol & Attractions | Modern Comfort
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

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?

Completely remodeled, pet-friendly, 'smart' home in the country!: Visitors like this Chatham vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

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 Museum.

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.