Pet-friendly holiday rentals in Springfield

Sheridan Studio Cottage

Traveling solo or with a companion? The Cozy Cottage is a fully renovated new listing that is the perfect tranquil retreat for you! The open floor plan studio cottage is loaded with amenities, whether you are here for business, leisure, or a romantic getaway to historic Petersburg, and is located just one block from the downtown square. The cottage comes with a designated parking spot. No stairs are required to enter. A large, covered porch extends the entire length of the cottage.

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)

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.

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.

Close to Washington Park & hospitals, free parking

Discover your oasis in central Springfield – a sunset-themed haven just moments away from hospitals and downtown. Immerse yourself in the charm of two bedrooms with queen memory foam mattresses, enclosed backyard and a fully stocked kitchen. Feel right at home with high-speed 300MBPS Wi-Fi, a smart TV, and plush couches for quality time with family or friends. Seize the moment, book now, and unlock the door to your unforgettable sunset escape in Springfield.

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

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.

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!

The Petersburg Place nestled near downtown

Please enjoy your stay at The Petersburg Place, a cozy 2-bedroom, 1 bathroom home nestled on a neighborhood hillside near downtown Petersburg, Illinois! The house has only three steps required to enter the single-level home, keyless entry, plenty of room to park several vehicles or a boat, a fenced backyard with a deck, full kitchen with cooking essentials, a 55" TV (Amazon Firestick), and Wi-Fi.

Jacuzzi Retreat 2BR/2BA | Kitchen | Patio

Unwind in this extra-spacious, quiet Springfield home just minutes from downtown, hospitals, and Lincoln sites. Enjoy a huge, fully stocked kitchen with a large island, espresso + drip coffee, and a cozy living room with a 65” 4K TV. Upstairs features a queen bedroom with a 55” 4K TV, a relaxing Jacuzzi bath, and a dedicated office nook. Keypad self check-in, free parking, and a fenced yard.

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!

The Loft on the Square in Petersburg

A beautifully renovated second story loft apartment located on the square in historic Petersburg. The space offers an abundance of natural light with large windows that overlook the historic 1896 Menard County Courthouse and town square. The loft features a mix of charming character and modern amenities.