Holiday rentals in Sangamon County

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Top-rated holiday rentals in Sangamon County

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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, 106 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, 631 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, 172 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.

Guest favourite
A tastefully decorated bedroom features a spacious bed layered with a quilt and decorative pillows. Flanking the bed are two nightstands with lamps. A comfortable armchair sits in the corner, complemented by an area rug and framed art on the walls.
Home in Springfield
4.94 out of 5 average rating, 291 reviews

Spacious Two Bedroom Apartment Near the Capitol.

The apartment is centrally located and allows easy access to everything Springfield has to offer. Two large bedrooms with queen beds and a large living room. The kitchen is fully stocked with all the essentials. We can easily accommodate six guests with a queen-sized air mattress. We also have a pack-n-play available for little guests. Wi-Fi, smart TV, off-street parking and a front porch with Edison lights & a porch swing. We are confident you will enjoy your stay. * NO PARTIES ALLOWED *

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, 62 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
A three-story brick building stands on a tree-lined street, featuring large windows on the ground floor and a decorative floral arrangement by the entrance. A metal fence surrounds the outdoor area, enhancing the access to the inviting space.
Flat in Springfield
4.93 out of 5 average rating, 72 reviews

Historic Enos Park Apartment

Positioned just a couple of blocks from historic downtown Springfield and Memorial and St. John's hospitals, you'll be within walking distance of endless restaurant options, shopping, sites, and events. Thoughtfully and intentionally set up with our guests in mind, this upstairs apartment provides a perfect opportunity to rest and/or explore. Hosted by Inner City Mission, this listing supports a local ministry and its people. Note: Guests must be able to navigate a flight of stairs.

Top guest favourite
Flat in Springfield
4.9 out of 5 average rating, 110 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.

Guest favourite
A welcoming farmhouse exterior is presented with white siding and a dark roof. A covered porch features two rocking chairs. Lush green grass surrounds the home, complemented by neatly arranged flower beds and a light concrete pathway leading to the entrance.
Home in Pleasant Plains
5 out of 5 average rating, 29 reviews

Flower Farm Stay • Sleeps 7 • 1.5 Acres

Stay at our peaceful 3BR, 2BA farmhouse. Located on Good Seeds Flower Farm, this cozy, well-kept home sleeps 7 (2 queen beds + bunk room) and includes a full kitchen, living room, workspace, and mudroom with washer/dryer. Step outside to a fire pit and outdoor dining with sweeping views of flowers and farm fields. Wheelchair-friendly with ramp, wide doors, grab bars, accessible shower, sink, and entrances throughout the home. *Field is in bloom April-early October.

Guest favourite
Flat in Springfield
4.94 out of 5 average rating, 391 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
4.97 out of 5 average rating, 32 reviews

The Hideout in Springfield, IL

The Hideout is a one of a kind stay! It's perfect for a romantic getaway or a place to stay and catch up with a couple friends! This historic, open concept 1,100 sqft studio building has party and black lights, speakers, 12’ shuffleboard table, an 11’ hand painted mural, a fully stocked kitchen, 2 queen beds and an over sized 9’ futon couch, two work stations, a built in jacuzzi tub and a private bathroom with shower.

Guest favourite
Home in Springfield
4.85 out of 5 average rating, 27 reviews

Cozy home close to downtown and SPI!

Located on the North end of Springfield, just minutes from the SPI Airport, Amtrak station, Illinois State Fairgrounds, and downtown Springfield. Home sleeps 4-5 with a queen bedroom, double bed den (doorless) and sectional. I hope you enjoy this space and location for everything it has to offer, I am always happy to give local recommendations!

Guest favourite
A comfortable living area features a gray sectional sofa arranged facing a wall-mounted flat-screen television. Below the TV, a light-colored media console holds an audio system. Ambient light fills the room, highlighting the warm hardwood floors.
Flat in Springfield
4.91 out of 5 average rating, 151 reviews

Fully Updated 1 Br blocks from the capitol Apt 3

Comfortable, spacious 1 br, 1 bath that's been fully renovated. 3 blocks from the capitol. Pet friendly. 4/20 friendly. Hardwood and tile floors throughout unit. Beautiful finishes. Bluetooth bathroom speaker in the vent fan. 4 season room that is tempeture controlled. Fenced in back yard. On-site coin operated washer and dryer.

Popular amenities for Sangamon County holiday rentals