Holiday rentals in Chatham

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Top-rated holiday rentals in Chatham

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 108 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, 646 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, 174 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
4.97 out of 5 average rating, 65 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
The exterior of the home showcases a single-story brick façade with a gabled roof. A covered front porch is accessible by three steps, featuring a wrought-iron door and two windows on each side. A well-maintained lawn extends out in front, with gravel bordering the foundation.
Home in Springfield
4.81 out of 5 average rating, 77 reviews

Park Place near Lake Springfield

From the owners of The Nest, we introduce Park Place. Completely remodeled 2BR 2BA unit located in a very quiet neighborhood in Franklin Park near Lake Springfield. Large spacious unit with vaulted ceilings, a gas fireplace and private deck and grill. The master bath has a custom tiled jacuzzi tub. You are steps from a large open park with a covered pavilion and playground. UIS ball fields are within walking distance . We offer a full kitchen, washer dryer units and a 2 car garage.

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, 20 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
Flat in Springfield
4.91 out of 5 average rating, 117 reviews

Springfield Haven - Charming

Your family will be close to everything when you stay at this centrally located place. This cozy 2-bedroom, 1-bath apartment in Springfield, Illinois, offers hardwood floors, a fully equipped kitchen, and a comfortable living space with a smart TV. It's pet-friendly and near downtown amenities and public transit, perfect for a comfortable, convenient lifestyle. The apartment was fully renovated with new kitchen, bathroom, floors, windows, paint, and everything else.

Top guest favourite
Flat in Springfield
4.94 out of 5 average rating, 395 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 Springfield
4.92 out of 5 average rating, 189 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
4.96 out of 5 average rating, 70 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.

Guest favourite
A dining area is presented with a large rectangular table surrounded by multiple chairs. Natural light enters through double glass doors, leading to an outdoor space. A decorative fireplace with a brick background adds character to the room, which features a soft, neutral color palette.
Home in Springfield
4.94 out of 5 average rating, 183 reviews

Large Updated Historic Beauty

Pet-friendly, large home near the hospitals, downtown shopping, and Lincoln sites! Boasts 5 bedrooms, 2.5 bathrooms, and large privacy fenced yard. This house can sleep 12 people. The master bedroom is a wonderful, relaxing oasis with a large soaking tub in a huge “wet room” with a shower. On the 3rd floor is a video game room with a PS4 and multiple games. Bring your pets and whole family to enjoy this beautifully updated historic home!

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, 590 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. ***

Popular amenities for Chatham holiday rentals

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