
Holiday rentals in Chatham
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Top-rated holiday rentals in Chatham
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Project Southtown...a work in progress!
Groups of 9+ ask about a 1 day minimum. We have character! This hip old loft has seen skating's best, including TONY HAWK TWICE! Thanks to Scheels, we have a NEW batting cage and golf simulator. Bring the whole team, save a ton of money, and be the envy of the tournament. More practice and better rest will put you in the winners circle! By booking the links below, you can sleep up to 25+ adults! Https://Airbnb.com/h/Skateboard1 Https://Airbnb.com/h/Skateboard2 One block off US Route 66!

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!

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.

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)

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.

The Flat
A historic mid-1800’s building on the Petersburg Square! Guests will enjoy the entire apartment-loft which includes private Queen bedroom and private bath. The main living area features a full kitchen, dishwasher, 1/2 bath and washer & dryer. Accommodates up to six guests (airbeds, sofa bed pull out). Smoking of any kind (including cigarettes, cigars, vaping, or marijuana) is not permitted inside the space. Failure to follow this policy may result in additional cleaning fees.

Country Living Near The City
Relax with the whole family at this peaceful place to stay. Just outside the city limits and only 2 minutes from the Northside of the Fairgrounds. 5 minutes from airport. 10 minutes from downtown. 15 minute westside, theYou will enjoy country living while still close to all the local attractions. Large parking area. Spacious pet-friendly backyard. 2 bathrooms with freshly updated kitchen. 3 bedrooms with king size bedroom with walk out back deck. 2 Queen size bedrooms .

The Purple Awning House at Lincoln Park
Charming two bedroom apartment overlooking scenic Lincoln Park. The only person closer to Abe will be Mary. Whether you are traveling solo or as part of a group, the Purple Awning House's spacious bedrooms, comfortable couch and a large inflatable bed (if needed) ensures everyone will have a good night's rest. * Note that this is a main floor apartment with another separate apartment upstairs (different entry). Please smoke outside and do not bring the butts inside.

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.

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.

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.

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.
Popular amenities for Chatham holiday rentals
Other great holiday rentals in Chatham

The Cottage at Edgewood

Pandarosa Cow Camp

The House at 196

Peaceful Spaulding Orchard Home and Hot Tub

Pet-Friendly 2BR Home w/ Big Fenced Yard

Flower Farm Stay • Sleeps 7 • 1.5 Acres

3 BR, w/garage-1BR set up as home office w/printer

The Market Street House - <15 min walk to Downtown
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