
Holiday rentals in Chatham
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Top-rated holiday rentals in Chatham
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The Cottage at Edgewood
Located along the sixth fairway of Edgewood Golf Club and 20 minutes south of Springfield, our State Capital, the Cottage at Edgewood is a newly renovated ranch style, single-family home. Whether you’re visiting family, playing golf, touring the Land of Lincoln sites, or cruising Route 66, the Cottage is convenient for all. Guests have exclusive use of the entire house, with a large yard and walkout patio perfect for enjoying your morning coffee, evening drinks, and waving to golfers passing by.

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.

Mod Pod: MCM Home w Fireplace, Sauna, & Yard
Launch your memorable stay at Little Mod Pod, a fully remodeled 1951 Mid-Century-Modern tiny home in the heart of Springfield, IL. More spacious than it appears, this vintage gem is tastefully decorated with stylish MCM touches and retro nods to the 1950s – yet with every comfort for restorative rest; a sauna and fireplace are just the beginning. Sitting on a picturesque, landscaped lot with backyard in a quiet, residential neighborhood, Little Mod Pod is the perfect spot for a magical stay.

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 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.

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.

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 **

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

Route 66 Fun!

Pandarosa Cow Camp

The House at 196

Peaceful Spaulding Orchard Home and Hot Tub

Pet-Friendly 2BR Home w/ Big Fenced Yard

Land of Lincoln's Brick Road Bliss

Spotless and Simple Trendy Condo

2 bedroom cozy home in quiet location
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