Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

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Top guest favourite
The exterior of a charming historic home is displayed, featuring a welcoming porch, a gravel driveway, and well-maintained landscaping. Large trees provide shade, and an American flag is gently waving. A spacious garage is located adjacent to the house.
Farm stay in Springfield
5 out of 5 average rating, 102 reviews

More Than a Place to Stay, It’s An Experience!

Welcome to your one-of-a-kind, historic experience located in the countryside just 1 mile east of Springfield city limits. You will experience our finely furnished family home with modern technology & conveniences, originally the one-room North Round Prairie country school from 1875 to 1945. Deluxe features include nature trails, wildflowers, sitting areas, full garage access, and a working cattle farm provide a one-of-a-kind, quality experience. A 3rd bedroom suite upstairs was added in '22!

Top guest favourite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.98 out of 5 average rating, 579 reviews

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 residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

Top guest favourite
A close-up of a potted plant showcases lush green leaves, adding a touch of nature to the outdoor space. In the background, a cozy seating area with cushioned chairs is visible, along with a light-colored patio wall illuminated by soft lighting.
Home in Springfield
4.96 out of 5 average rating, 47 reviews

Springfield Stunner

Enjoy relaxing at this peaceful and centrally-located place. We have a coffee and tea bar to wake up to in the morning. Bathroom boasts heated toilet seat, dual shower heads with unlimited hot water! When you're ready to explore, we are a short drive away from many destinations! (Route 66 Drive-In Movie Theatre, Scheel's Sporting Goods, Lincoln House, Lincoln Museum, Lincoln Presidential Library, Knight's Action Park, Bunn Golf Course, Springfield Capital, Washington Park Botanical Garden)

Guest favourite
A welcoming front porch is enclosed with large windows, allowing natural light to enter. An American flag is displayed prominently, while purple irises and green plants line the porch. Two blue pots add a touch of color to the grassy yard.
Home in Oak Ridge
4.87 out of 5 average rating, 128 reviews

The Perfect Spot

Enjoy a stylish experience at this centrally-located home in the heart of the medical district. I have designed this home specifically to be an Airbnb. It would be ideal for the visiting travel nurse or doctor or someone wanted to see the Lincoln sites. Within 1 mile of the home are two springfield hospitals, the state capital building, Lincoln’s Tomb, the presidential library and museum, grocery stores, coffee shops, restaurants and many other places of business.

Top guest favourite
A comfortable sleeping area featuring a queen-sized bed with a soft blanket, accompanied by a twin bed upon request. A cozy armchair sits nearby, and natural light filters through large windows, illuminating some indoor plants and decorative elements.
Flat in Historic West Side
4.94 out of 5 average rating, 371 reviews

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.

Top guest favourite
Home in Springfield
5 out of 5 average rating, 8 reviews

Oak Tree Haven

Welcome to your Springfield stay! This charming, newly remodeled duplex is nestled in a peaceful west-side neighborhood — just 5 miles from the SCHEELS Sports Park at Legacy Pointe & the State Fairgrounds, 3 miles from the medical district, and 2 miles from great shopping and dining options. PLEASE BOOK for the actual number of guests you plan to have. NO PETS, NO PARTIES OR SMOKING (INCLUDING VAPING) ALLOWED IN THE HOUSE. NO EXCEPTIONS!

Top guest favourite
A single-story home is surrounded by lush greenery, featuring a red front door and vibrant red chairs arranged on the porch. The expansive driveway leads to a covered parking area, with a quaint landscaping accentuated by colorful flowers and greenery.
Cottage in Historic West Side
4.95 out of 5 average rating, 141 reviews

Pohlman Slough

This home is on a very private and quiet lane across the street from Washington Park. Your front yard is Pasfield Park Golf Course in a unique country setting only five minutes from downtown and the State Capitol. Please note that we do not currently allow unauthorized invite parties or gatherings of non-registered guests of any sort. This rule is not meant to preclude HOST pre-authorized visitors such as family and friends.

Guest favourite
The bathroom features a clean and modern layout, including a bathtub with a shower curtain and a window providing natural light. A pedestal sink is paired with a mirror above, and towels are neatly arranged on a rack nearby. Neutral tile flooring adds a polished touch.
Bungalow in Springfield
4.94 out of 5 average rating, 274 reviews

Luxury Central Location Fenced Yard Bungalow

PERFECT FOR FAMILIES AND TRAVELING MEDICAL PROFESSIONALS—just 7 minutes to SIU, Memorial, St. John’s, and Springfield Clinic. Enjoy this fully furnished, all-brick home with a cozy leather sofa, lift-top coffee table, and 65” TV for streaming. Work comfortably upstairs in the dedicated office with high-speed Wi-Fi and a Bose speaker. Minutes to dining, shopping, downtown, Washington Park, and highways.

Top guest favourite
A cozy bedroom is presented with a spacious bed featuring light orange bedding and matching decorative pillows. A small shelf with a plant is mounted beside the bed, while three framed landscape prints adorn the wall above it. A ceiling fan is visible in the corner.
Home in Springfield
4.97 out of 5 average rating, 134 reviews

Sunny 4-bedroom Cottage Fenced Yard

Welcome to the Lincoln Cottage! You'll love the natural wood floors and beautiful morning light that comes through the bay windows. It's centrally located only a mile off the highway but tucked away in a warm and welcoming neighborhood between west side restaurants/shopping and downtown tourist activities. We think it's the perfect location! ** 2-4 minutes to Scheels Complex **

Guest favourite
A spacious bedroom features a four-poster bed with a light-colored quilt and decorative pillows. Stained glass accents provide colorful light, complemented by a standing lamp and antique chest at the foot of the bed. A chair and patterned rug enhance the inviting atmosphere.
Home in Historic West Side
4.95 out of 5 average rating, 567 reviews

The Big Green House by the Capitol

The Big Green House is a Victorian home, built in 1890 that sits in the shadow of the state capitol. Enjoy the beautiful stained glass windows, high ceilings, period wood details and the central location of this classic turn of the century home. *** Please note that there is a studio apartment in the front of the house. Please be considerate of other guests. ***

Guest favourite
A comfortable living area features a gray sectional sofa arranged facing a wall-mounted flat-screen television. Below the TV, a light-colored media console holds an audio system. Ambient light fills the room, highlighting the warm hardwood floors.
Flat in Springfield
4.91 out of 5 average rating, 140 reviews

Fully Updated 1 Br blocks from the capitol Apt 3

Comfortable, spacious 1 br, 1 bath that's been fully renovated. 3 blocks from the capitol. Pet friendly. 4/20 friendly. Hardwood and tile floors throughout unit. Beautiful finishes. Bluetooth bathroom speaker in the vent fan. 4 season room that is tempeture controlled. Fenced in back yard. On-site coin operated washer and dryer.

Guest favourite
A cozy studio space features a queen bed dressed in light yellow and white stripes, complemented by a comfortable chair nearby. Large windows with ornate curtains allow ample natural light, illuminating the exposed brick walls and wooden beams of the ceiling.
Loft in Petersburgh
4.95 out of 5 average rating, 441 reviews

The Loft on the Square in Petersburg

A beautifully renovated second story loft apartment located on the square in historic Petersburg. The space offers an abundance of natural light with large windows that overlook the historic 1896 Menard County Courthouse and town square. The loft features a mix of charming character and modern amenities.

Popular amenities for Chatham holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Sangamon County
  5. Chatham