Family-friendly holiday rentals in Bloomington

Eureka, IL Unit 3-Private 1 Bedroom w/Private Bath

30-35 min to Bloomington/20-25 min to Peoria-Located in EUREKA IL-Tres Airbnb- Stylish Boutique-Hotel Style Private Room w/ Upscale Finishes-Brick walls throughout-Cozy Bedding-Queen Bed-Private Bathroom-Wet Bar-Mini Fridge-Smart TV-Super Fast WiFi - There is one flight of steps to get to the second floor where the rooms are located, above an operational Coffee Shop -Staff arrives around 6 AM-Opens at 6:30 AM-Ear plugs + Noise Machine provided for light sleepers- NO PETS ALLOWED due to Allergies

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home! ❤️

Special - House of Games - Play, Relax, Unwind!

Ready to get your kicks on Route 66? Your group of up to 11 will have a blast playing more games than you’ve ever seen in a vacation home. House of Games lives up to its name with skee ball, ping pong, air hockey, pop-a-shot, foosball, classic game-console room – and more. Guests praise the variety and fun of 10 arcade games. Kiddos love it here, and families cherish spending time playing games together. Relax in the backyard with firepit, grill, hammock. All this – plus free soda + ice cream.

VibingVictorian Walk DT, The Castle& Local Dining

Welcome to our music themed private unit just blocks from Bloomington's Castle Theatre and several wonderful dining establishments. Our accommodations provide dining room for 6, one bedroom w/queen, a living room w/ Queen sofa bed + closing french doors to provide privacy. Full kitchen, bath&HEATED floors! Custom artwork created by host; We can't wait to welcome you to this fun space and hear your feedback. Also see our other listings “Campus Cottage”, “Black Beauty” and “Spotlight Studio”.

Post Office Suite

Historic post office converted to breathtaking guest suite. This Airbnb unit, the Post Office, is located upstairs on the north wing of Central Estate. It comes equipped with a full bath, bedroom, and kitchenette/living room with smart TV. Tall windows, exposed brick, and lovely views of the walking trails will greet you upon arrival. Due to the nature of this old gem guests might see brick debris on occasion. Romance Package Add-on: Wine, flowers, and chocolate covered strawberries $95.

Remarkable Mid-century Modern Time Capsule.

Our wonderful home is very unique in many ways. The original home was built in 1870 and is situated on Pine Hill Homestead, one of the original homesteads of Bloomington. From the 1960s it was renovated by then owner and architect, C.Eugene Asbury. Since the renovation, our home has remained his vision and allows you to take a step back in time for what life was like in the 50s and 60s with furniture and lighting from that timeless era. We are happy to host short and long term visitors.

Piper’s Porch AirBnB

Hello friends! My name is Heather. I have a golden doodle , Piper, hence the name of this abode here:). It’s been a dream of mine for years as I love people & love to pamper them. (Piper loves people just as much as myself..☺️) My 2-story home is built right around 1900 . They will have the entire upstairs. The bedroom consists of 1 queen bed, full bathroom, walk in closet. There is a sitting room with a futon, and coffee bar which is equipped with a fridge, microwave, & kuerig.

Modern Ranch Home, Quiet Neighborhood - EV Charger

Light filled and snuggled in the mature trees of Maplewood neighborhood. This single story brick home is centrally located; close to Uptown and Downtown, the campuses of ISU and IWU and less than 10 minutes from Rivian and State Farm. Newly renovated and designed with a modern aesthetic, our guests come to explore Bloomington/Normal but tell us they are just as happy spending time and relaxing at our Modern Ranch. Newly installed electric vehicle charger is available during your stay!

5 Acres | Peace & Privacy | 5 minutes to Blm

Enjoy the perfect blend of privacy, convenience and tranquility at this stylish and comfortable studio, your gateway to everything Bloomington/Normal has to offer. Just 8 min. from downtown Bloomington and 15 min. from ISU/Uptown Normal. Unwind and get cozy, play a game of pickleball or take a walk around the quiet neighborhood. Comfortable furnishings, well-equipped kitchenette, complimentary coffee, and grill for your convenience. We thought of everything, so you don't have to!

TerraCottage

Welcome to @TerraCottage – our cute mid-century modern terracotta inspired home. The décor is colorful, unique and functional. We have personally designed the entire house and can't wait for you to enjoy our one of a kind space. It is 1000 square feet featuring an open concept, large kitchen, two bedrooms, one of which houses a king sized bed and the other a trundle that pulls out to a king! Centrally located in the Heights, you will be minutes away from all the action.

The Courthouse Loft-History, hot tub, and coffee!

The Courthouse Loft resides in the historic courthouse used in the mid 1900s on the second floor of The City House. The original railing and gate of courtroom divides the 825 soft studio style layout. Loft has a separated bath and laundry and a patio with hot tub! Mid century and historic style will wrap you in comfort and luxury during your stay. We are above a coffee shop, so pop downstairs for breakfast and your morning brew! Oh, and never a cleaning fee!