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, 104 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, 604 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, 55 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 serene farmhouse is visible in the background, framed by tall trees and lush greenery. A vibrant display of pink flowers in the foreground adds color to the peaceful outdoor setting, complementing the tranquil atmosphere of the property.
Farm stay in Springfield
5 out of 5 average rating, 19 reviews

Peaceful Farmhouse in Prestigious Neighborhood

Enjoy a stay at this secluded, peaceful farmhouse, nestled in Springfield’s most prestigious neighborhood. With a large open yard and serene surroundings, it’s the perfect retreat for anyone looking for a getaway. Located just minutes from the Capital, the farmhouse offers both tranquility and easy access to nearby shopping and dining, White Oaks Mall, Target, Walmart, Aldi, Starbucks, etc. For golf enthusiasts, the property is right next to the exclusive Panther Creek Country Club.

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, 135 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.

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 Springfield
4.94 out of 5 average rating, 378 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.

Guest favourite
A collage of four images showcases the property’s inviting features. The theater room displays plush seating, while the cozy bedroom highlights soft textures and warm colors. The outdoor area reveals a spacious seating arrangement surrounding a fire pit, and the living room is arranged with a comfortable sectional.
Home in Lake Pointe
4.93 out of 5 average rating, 176 reviews

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.

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 Springfield
4.95 out of 5 average rating, 143 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.

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, 137 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 Springfield
4.95 out of 5 average rating, 576 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 cozy living room features a light-colored plush sofa adorned with decorative pillows, positioned in front of a wooden coffee table. Soft string lights create a warm ambiance around a mirror and decorative plants in the background. Natural light filters through sheer curtains.
Home in Springfield
4.94 out of 5 average rating, 390 reviews

Cozy Quiet 2BR/1BA Bungalow | Central Location

Step into a warm, fully furnished Springfield bungalow that’s perfect for families and longer stays. Safe neighborhood for walking. You’re centrally located near restaurants, groceries, and shopping, with downtown attractions and Washington Park just minutes away—plus quick highway access in under 10 minutes.

Guest favourite
Home in Springfield
4.8 out of 5 average rating, 5 reviews

West Side Blue 3BR Home with Basement Queen Bed

Welcome to our beautifully renovated 3BR home with basement queen bed home located in a quiet and safe neighborhood in Springfield, IL (62704). Perfect for families, business travelers, and groups looking for comfort, space, and privacy.

Popular amenities for Chatham holiday rentals

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