Search Vacation Homes in Chatham

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Chatham vacation homes

1. Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,

Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,
Chatham
The price is AED 1,102
AED 1,993 total
includes taxes & fees
12 Nov - 13 Nov
Updated 3-bedroom 2 Bath house in Chatham IL, 10 min from Springfield IL,

2. Peaceful Spaulding Orchard Home

Peaceful Spaulding Orchard Home
Springfield
9.6 out of 10, Exceptional, (8 reviews)
"The host was very helpful when we lost power during a storm."
United States
Kellie N.
The price is AED 646
AED 1,366 total
includes taxes & fees
7 Dec - 8 Dec
Peaceful Spaulding Orchard Home

3. 2-bedroom house in Springfield

2-bedroom house in Springfield
Springfield
4.6 out of 10, (8 reviews)
"The bedrooms were a little smaller than I thought they wood be, but still great overall. Also, when we arrived it was raining and I parked in the driveway near the back door. I triedto go in through the back door, but the code for the front door didn't work for the back door."
United States
David V.
The price is AED 264
AED 483 total
includes taxes & fees
16 Nov - 17 Nov
2-bedroom house in Springfield

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

Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
Springfield
9.6 out of 10, Exceptional, (24 reviews)
"Nice area and roomy fun house."
United States
Cheryl M.
The price is AED 1,090
AED 1,875 total
includes taxes & fees
9 Dec - 10 Dec
Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood

5. Spacious Carriage House | Private Entrance | Historic & Stylish

Spacious Carriage House | Private Entrance | Historic & Stylish
Springfield
9.8 out of 10, Exceptional, (49 reviews)
"A very spacious lodging that was very clean and very comfortable. Will stay here again when in Springfield."
United States
Christine
The price is AED 729
AED 792 total
includes taxes & fees
12 Nov - 13 Nov
Spacious Carriage House | Private Entrance | Historic & Stylish

6. Modern Bungalow Home with Mid-Century Flair

Modern Bungalow Home with Mid-Century Flair
Springfield
8.2 out of 10, Very good, (75 reviews)
"Nice place"
United States
Diane
The price is AED 354
AED 741 total
includes taxes & fees
16 Nov - 17 Nov
Modern Bungalow Home with Mid-Century Flair

7. Renovated 2BR Near Downtown · Pets OK · Parking · In-Unit Laundry

Renovated 2BR Near Downtown · Pets OK · Parking · In-Unit Laundry
Springfield
The price is AED 347
AED 590 total
includes taxes & fees
29 Nov - 30 Nov
Renovated 2BR Near Downtown · Pets OK · Parking · In-Unit Laundry

8. 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, (65 reviews)
"The Rowland Suite was perfect for our stay in Springfield!"
United States
Robert S.
The price is AED 733
AED 795 total
includes taxes & fees
12 Nov - 13 Nov
Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

9. 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, (114 reviews)
"The house is very well maintained and cared for, the story and its relation to preserving R66 history is wonderful. The hosts were flexible with check-in timing, there is plenty of space for parking and the front porch swing adds a great vibe. Overall, a reasonably priced and comfortable stay! Would definitely recommend."
United States
Cory
The price is AED 294
AED 635 total
includes taxes & fees
19 Nov - 20 Nov
Home is on the original 1926-1930 Route 66 alignment

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

Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance
Springfield
8.8 out of 10, Excellent, (8 reviews)
"Plenty of room for a large group!"
United States
Amy V.
The price is AED 1,936
AED 2,111 total
includes taxes & fees
15 Nov - 16 Nov
Grand Historic Retreat | Walk to Capitol & Attractions | Timeless Elegance

11. 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 AED 3,489
AED 4,624 total
includes taxes & fees
12 Nov - 13 Nov
Sports complex w/ Hot Tub located near Scheels Sports Park and Lincolns home!

12. The coolest most fun house with pool hot tub pool table air hockey and much more

The coolest most fun house with pool hot tub pool table air hockey and much more
Springfield
The price is AED 1,653
AED 1,833 total
includes taxes & fees
12 Nov - 13 Nov
The coolest most fun house with pool hot tub pool table air hockey and much more

13. Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury
Springfield
9.4 out of 10, Exceptional, (31 reviews)
"The lodging was unique and met our needs."
United States
Michelle R.
The price is AED 750
AED 812 total
includes taxes & fees
12 Nov - 13 Nov
Timeless Elegance | Walk to Capitol & Attractions | Historic Luxury

14. Charming Downtown Stay | Victorian Beauty & Modern Comfort

Charming Downtown Stay | Victorian Beauty & Modern Comfort
Springfield
9.6 out of 10, Exceptional, (26 reviews)
"It was very nice. Very friendly host. Location was perfect. "
United States
Dianne H.
The price is AED 750
AED 812 total
includes taxes & fees
15 Nov - 16 Nov
Charming Downtown Stay | Victorian Beauty & Modern Comfort

15. 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, (8 reviews)
"Great home for large family gatherings."
United States
Eric H.
The price is AED 1,562
AED 3,281 total
includes taxes & fees
12 Nov - 13 Nov
Luxury Historic Escape | Whole House Sleeps 18 | Walkable Location
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.

Learn more about Chatham

Bike the scenic Interurban Trail that winds through Chatham's charming neighborhoods and connects to Springfield's historic sites. Families gather at Community Park for summer concerts, splash pad fun, and the popular Chatham Railroad Museum with its vintage train displays.

A large brick Victorian house with a prominent tower and a wrap-around porch.

Top reviews in Chatham