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
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, 657 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 Chatham
4.95 out of 5 average rating, 39 reviews

Peaceful Retreat with Hot Tub

Relax with the family at this peaceful home just outside Springfield. Recently updated, this home offers a spacious open concept for family gatherings, a private primary suite, and a large two-acre yard perfect for unwinding after exploring Lincoln sites, Scheels Park, Knights Action Park and other local attractions. Off-street parking accommodates large vehicles, campers, or boats, and the partially fenced yard adds extra convenience all with true country quiet just at the south edge of town.

Top guest favourite
Home in Springfield
4.98 out of 5 average rating, 176 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, 68 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 exterior of a charming single-story home is shown, featuring beige siding and dark blue accents. A double garage is visible on the right. An expansive lawn surrounds the home, adorned with mature trees, while the sky reflects a gradient of warm sunset colors.
Home in Springfield
4.98 out of 5 average rating, 63 reviews

The Archer Home

“The Archer Home” in Springfield, Illinois is a charming home located in the best area of town, known for its safety, tranquility, and pleasant surroundings. Situated directly next to the Sangamon Valley bike trail, this cozy retreat offers 3 bedrooms, 2 full bathrooms, a relaxing hot tub, and a convenient office space. The entire house is fully furnished and tastefully staged to ensure a delightful stay for all guests. Our home is within 20 minutes of virtually everything in Springfield!

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.

Top guest favourite
Flat in Springfield
4.91 out of 5 average rating, 128 reviews

Renovated 2BR | Pets, Parking & Workspace

Relax in a bright, fully renovated 2-bedroom apartment near downtown Springfield. The home sleeps up to 5 with two queen beds and a sofa bed—ideal for families, work trips, and longer stays. Enjoy a fully stocked kitchen, dedicated workspace, smart TVs, in-unit laundry, Wi-Fi, and free carport parking. Hardwood floors and an open living and dining area make it easy to settle in. Pets are welcome. Please note: this is an upstairs unit and guests must climb stairs to enter.

Superhost
A welcoming living area features a cozy, striped sectional couch, complemented by a fluffy armchair. A decorative rug adds warmth to the space, while a small side table holds a potted plant. The open layout leads to a kitchen visible in the background, enhancing social connections.
Home in Springfield
4.78 out of 5 average rating, 36 reviews

Windsor House

Escape to our cozy retreat, perfect for families and friends looking for a longer stay. Located just six minutes from the hospital and ten minutes from downtown Springfield, our home is nestled in a peaceful neighborhood. Enjoy the convenience of having everything you need within a short 10 to 15-minute drive. Experience comfort and relaxation in a space designed for your enjoyment! Master Has a King 2nd bedroom is. Queen and 3rd bedroom is a full mattress

Top guest favourite
Flat in Springfield
4.94 out of 5 average rating, 404 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, 193 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.

Guest favourite
Home in Springfield
4.94 out of 5 average rating, 109 reviews

Beautiful Furnished Entire Home

The home is fully furnished and well done to ensure that you have the most comfortable stay. This home is located in a very nice and quiet neighborhood but also close to many well-known businesses on this side of town. The host of this property is also the owner of local restaurant Mimosa! This is the best option for your home away from home.

Popular amenities for Chatham holiday rentals