Family-friendly vacation rentals in Bloomington

Spotlight Studio #3 Near DT, The Castle, EV Plug

Spotlight Studio-a cozy retreat where movie magic comes alive! Relax&immerse yourself in our film-inspired apartment, designed for comfort and fun. Private unit features 1 bedroom w/queen bed, offering the perfect place to unwind. 55” TV, stream via Fire Stick, or choose from our curated collection of classic DVDs-OldSchool entertainment at its best! Walk to DT, The Castle, BCPA, local restaurants, your stay will have you quoting, “I’ll be back!” EV charging NEMA 14-50 plug (32amp – 7kW) UNIT#3

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.

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

Linden Street Bungalow

Centrally located, safe and family friendly Backs up the the Constitution Trail Very short walk to Keg Grove Brewery Minutes to both ISU and IWU Campuses Adorable Living/Dining Room Bedroom with a full bed and half bath. Upstairs Bedroom with queen size bed 2nd floor loft area has a twin size daybed that can be turned into a king size bed Full bathroom upstairs. Finished basement with an additional living area and a 3/4 bath (bath and sink, but no toilet) Great front porch and back porch.

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.

Hobbit House (duplex) Now w/late check-out Sundays

The Hobbit House apartment is located on the 1st floor of this home with a 2nd guest apartment in the basement. We are minutes from PIA! *Please no smoking of any kind in our home or near the door *($250 fine)* We are NOT a cannabis friendly property. In Illinois it is illegal to possess or use cannabis on private property without the owner's permission. Cozy with lots of character including the original squeeky hardwood floors, comfortable furniture, & a warm electric fireplace.

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!

Cozy Home with LOTS of space -1 mile to ISU & IWU

Cozy home that "feels just like home!" Plenty of space in this bungalow for a relaxing getaway, business trip or family & friend events! Updated with modern decor, plush linens and bedding, fenced in yard, 1/2 mile from uptown; great for walks to dine and shop. Everything in the home was chosen with 'comfort' in mind. Location, atmosphere of the house, comfort and space for hosting friends & family are guest favorites!