Family-friendly holiday rentals in Bloomington

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.

Timber Time in Hudson Hideaway

Looking for a break from the busyness of life, to relax and enjoy nature? Step back in time in this tranquil and rustic home. In a remote location and surrounded by timber, this property is perfect to unwind, enjoy a sunset, and view the stars in a wide-open sky. The large yard allows for all kinds of activities and the circle drive provides easy RV, trailer, and boat access. Located next to Evergreen Lake/Comlara Park, the hiking and biking trails, boat ramp, and beach are just minutes away.

Eureka, IL Unit 2-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-NO PETS ALLOWED due to Allergies

Old World Wonder - The Nest

This spectacular suite was originally a dentist office from the 1800’s and is now the most stunning Airbnb around! While overlooking quaint downtown El Paso and the walking trail guests will enjoy beautiful exposed brick, luxurious beds, antique decor, chandeliers, mini fridge, microwave, wine glasses and an en-suite bath with double headed shower and a claw foot tub. Come for a solo retreat, bring your love, or kids! Romance Package: Wine, flowers, and chocolate covered strawberries $95

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!

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!

New Listing! Updated lovely one bedroom apartment!

Sit back and wind down in this spacious and updated apartment, centrally located near both universities and attractions! You are close to everything. King size bed with a pull out sofa. Coffee bar with a Keurig and drip coffee maker. Dedicated workspace with desk and high speed internet. Universal chargers throughout, two large smart tvs, HULU and netflix devices for streaming. Full kitchen with microwave, oven, and refrigerator!

The Alice | Posh Mid Century Modern A Frame

Enjoy a stylish experience at this cozy, centrally located home in Bloomington, IL. The Alice offers functional and inviting spaces indoors and outdoors, with thoughtful mid-century design. Follow along with us on socials @thealice.airbnb. To ensure that our home is kept in the best possible condition for all of our guests, we have a strict no smoking, no vaping, and no pets policy. We appreciate your understanding.