Vacation rentals in Chatham

4.98 out of 5 average rating, 463 reviews

Tiny home in Springfield

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows too. Also watch Netflix, Hulu, Prime, and Disney.

Guest suite in Springfield

4.84 out of 5 average rating, 140 reviews

Modern Central location 1B1B Suite near Downtown

This historic home has the charm of the old house with the new Modern style set up. It is 3 mins drive from downtown Springfield. Within 5 mins drive to the medical district and the historical sites. This basement unit offers a full-sized memory foam mattress with a private bathroom. 55” TV. A dedicated work space, a romantic dining area. It has microwave, coffee machine,toaster and portable stove,front-load Samsung washer & dryer. (Washer & dryer are shared with main floor unit guests!)

4.92 out of 5 average rating, 245 reviews

Spacious Two Bedroom Apartment Near the Capitol.

The apartment is centrally located and allows easy access to everything Springfield has to offer. Two large bedrooms with queen beds and a large living room. The kitchen is fully stocked with all the essentials. We can easily accommodate six guests with a queen-sized air mattress. We also have a pack-n-play available for little guests. Wi-Fi, smart TV, off-street parking and a front porch with Edison lights & a porch swing. We are confident you will enjoy your stay. * NO PARTIES ALLOWED *

4.94 out of 5 average rating, 165 reviews

Loft in Virginia

Two Doors Down Loft, Virginia-Lincoln territory!

Located in VIRGINIA, IL-Our fantastic, urban vibed loft sits on the town square across from the town's historical courthouse. We are 30 minutes from Springfield, 15 minutes from Jacksonville and in the middle of Abe Lincoln territory and historical markers. The loft is also surrounded by lovely wineries and wildlife parks. Be sure to thoroughly read our listing to ensure that we'll meet all of your needs in exploring our unique area. Two Doors Down is a hidden gem listed at a super price!

Superhost

4.9 out of 5 average rating, 158 reviews

The Market Street House - <15 min walk to Downtown

The Market Street House was built in 1860 by Lambert Merklin and his wife. Lamberts was a German baker and confectioner who operated a bakery just a few blocks away from here on Fifth Street. This 2-bedroom home has all the original charm with the convenience of modern amenities and an ideal downtown location. The Market Street House is within walking distance to the State Capitol Building and Lincoln sites. A stylish and comfortable experience at this centrally-located home.

4.97 out of 5 average rating, 340 reviews

Cabin in Jacksonville

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Apartment in Downtown Springfield

4.94 out of 5 average rating, 127 reviews

Walk to Lincoln Sites~Private Downtown Apartment

This private, second floor, one-bedroom apartment is located in a 19th-century building and is centrally located in historic downtown Springfield, IL. The apartment is accessed by a combination key box and a modern elevator. The 700 sq ft apartment is self-contained with a full kitchen, bathroom, living room, bedroom plus a private balcony. The apartment features huge windows that overlook 6th ST (old Rt 66) below. A close walk to all the Lincoln sites.

4.95 out of 5 average rating, 285 reviews

Apartment in Springfield

Full studio apartment by the best Springfield park

Historic home attic converted to a private 3rd floor apartment, featuring private kitchen and bathroom. Located just two blocks from what many would agree is the best park in Springfield, with a pond, a botanical garden, tennis courts, a playground, and nice roads to run, walk, bike, or skate on. We are also very close to downtown as well as other commercial areas. This space is on the 3rd floor with private access from outdoor stairs and keypad entry.

4.94 out of 5 average rating, 128 reviews

Home in Lake Pointe

Abe's Hideaway - HOT TUB, Arcade, Theatre, FUN!

Our property is not just a place to stay; it's an experience in itself! Enjoy our hot tub, arcade, & theater room, PLUS unique "hideaways" that let kids (& kids at heart) play hide & seek in a whole new way. Nestled in a tranquil subdivision near Lake Springfield, our spacious haven offers a gateway to the city's vibrant attractions and beyond. With convenient access to I-72 and I-55, you're just moments away from all that Springfield has to offer.

Place to stay in Virginia

4.99 out of 5 average rating, 326 reviews

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!

4.95 out of 5 average rating, 178 reviews

Cottage in Franklin

Peaceful Lake House in the Pines

Take it easy at this unique and tranquil getaway. Perfect spot to relax and get away from it all. The house sits on a beautiful 4 acre lake surrounded by amazing pine trees and 18 acres of meadow full of wildflowers. This property is more than just a place to stay, it is a destination.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chatham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chatham

5 out of 5 average rating, 5 reviews

Apartment in Kincaid

The Quarter ~ 2 bed, 1 Bath

NathanielRating, 5 stars3 weeks ago

It was very nice and clean. I would stay again 😊 5 stars ⭐️

4.96 out of 5 average rating, 28 reviews

Apartment in Springfield

Downtown Loft SPI- 1 BR with full amenities!

MurphyRating, 5 stars3 days ago

Was in town traveling for work. Was a great, comfortable spot to come back to. The parking spot and private deck were also great additions.

5 out of 5 average rating, 9 reviews

Farm stay in Springfield

Peaceful Farmhouse in Prestigious Neighborhood

SamanthaRating, 5 stars1 week ago

The home was well taken care of, gorgeous, and in a great spot! Sherry was an amazing host as well.

4.81 out of 5 average rating, 117 reviews

Cheerful 2-Bedroom Home w/ Pet-Friendly Back Yard

JamesRating, 5 stars1 week ago

Nice place, quiet neighborhood, Zachary was very responsive and prompt in returning inquiries. Highly recommend.

4.96 out of 5 average rating, 26 reviews

The Artist's Bungalow: 1 King and 1 Queen Bed

StuartRating, 5 stars1 week ago

We had a truly wonderful stay at Pam’s Airbnb in Springfield! The home was spotless, extremely comfortable, and located in a safe, quiet area with plenty of convenient parking. The beds were some of the most comfortable we’ve ever had in a rental, and there was more than enough space for our family of four—both kids and adults felt right at home. Pam’s hospitality was outstanding. She checked in with us regularly (even when the weather turned), making sure we had everything we needed and always offering helpful suggestions. We really appreciated the thoughtful touches, like the snacks waiting for us on arrival. The house was perfectly clean and had everything we could possibly want for a relaxing family stay. It truly felt like a home away from home, and Pam’s attention to detail and genuine care for her guests made all the difference. If we’re ever back in Springfield, this will be the first place we look to book. Perfect for families or anyone seeking a comfortable, welcoming stay!

Guesthouse in Springfield

4.74 out of 5 average rating, 285 reviews

Charming Cottage Close to Downtown.

SteveRating, 5 stars1 month ago

It was a short stay, but the place well well equipped, the bed was comfortable and the place was larger than what I had imagined. Larry was very responsive when I did have questions. Getting in and out was very easy. A smooth, no hassle stay!

4.83 out of 5 average rating, 12 reviews

Prime location, clean & pet friendly 3bed house

ShaniceRating, 5 stars2 weeks ago

Really extravagant stay . Me &’ my boys visited from Texas. Very unique & cozy . Will highly recommend for family vacation spot with all amenities. Host was very sweet.