Vacation rentals in Chatham

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Top-rated vacation 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 homes in Springfield
4.98 out of 5 average rating, 612 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
Home in Springfield
4.98 out of 5 average rating, 168 reviews

The Haven: Chic, Serene Retreat

Every inch of 809 Haven exudes restorative relaxation, and you will feel welcomed and at home the moment you step into this serene space with its magazine-worthy décor. Fully equipped and filled with thoughtful touches, this gracious home epitomizes comfort and coziness. Guests rave about its pristine quality, responsive hosts, and attention to detail resulting in having everything you need for a delightful stay – all in the heart of Springfield and close to the best the city has to offer.

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, 56 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)

Top guest favourite
The main living area features exposed red brick walls and large windows that allow natural light. A television is positioned on a stand across from a pair of sofas. A vintage bicycle decoratively hangs on the wall, and a telescope stands nearby, enhancing the space.
Loft in Petersburgh
4.96 out of 5 average rating, 116 reviews

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.

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.
Apartment in Springfield
4.94 out of 5 average rating, 381 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
Home in Springfield
4.98 out of 5 average rating, 211 reviews

The Lincoln Lodge ~ 4BR Retreat

The 1200 sq foot home is the perfect getaway for couples, a small family, business stays and long-term rentals. Located in a quiet and peaceful neighborhood, our Lincoln inspired home offers a close proximity to: Scheels + Sports Complex - 1.2 miles or 4 minutes Hospitals – 4 miles or 10 mins Downtown – 3 miles or 10 mins Fairgrounds – 6 miles or 15 mins University of Illinois at Springfield (UIS) – 4 miles or 10 mins Hyvee Grocery – 1 mile or 3 mins

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 Springfield
4.93 out of 5 average rating, 178 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 cozy living area is highlighted by two orange armchairs facing a fireplace, complemented by a plush area rug. A sofa draped with colorful cushions occupies one side, while a television and decorative plant are positioned on a side table, enhancing the welcoming environment.
Home in Springfield
4.95 out of 5 average rating, 64 reviews

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

Welcome to The Artist’s Bungalow, a one-of-a-kind retreat in the heart of Springfield, Illinois. This thoughtfully curated two-bedroom home blends artistic expression, vintage charm, and a worldly spirit to create a warm and inspiring getaway. Whether you're visiting for business, history, or simply a change of scenery, you'll find everything you need for a comfortable and memorable stay including a king bed, a queen bed, and a washer and dryer.

Superhost
A cozy red cottage with white shutters is shown, featuring a welcoming porch and an angled roof. The front door is framed by a small overhang, and the exterior features a combination of brick and wood elements. Surrounding greenery is visible in the background.
Guesthouse in Springfield
4.75 out of 5 average rating, 319 reviews

Charming Cottage Close to Downtown.

Stay minutes from downtown Springfield without expensive downtown hotel pricing and parking. 1 bedroom, 1 bathroom cozy guest house with a futon for extra sleeping accommodations. There are Roku's in both the living room and bedroom for seamless streaming of Netflix and Hulu. Your own private driveway that leads to the front door. All the amenities you need for your trip.

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, 577 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 sleeping area features a wooden bed with a neatly arranged gray comforter. Dark curtains frame the windows, while a patterned area rug adds texture to the floor. A piece of wall art and a storage unit are positioned in the background.
Home in Springfield
4.94 out of 5 average rating, 47 reviews

Cozy Convenient Cottage

Life is simple at this peaceful and centrally-located place. Cute little house perfect for a couple for a weekend getaway or for a traveling professional to stay a few months. Most items you’d want are available in the kitchen for preparing a home cooked meal. Family neighborhood with similar small homes, convenient to grocery stores, restaurants and shopping.

Popular amenities for Chatham vacation rentals

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