Vacation 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

House of Games - Get Your Kicks on Route 66

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.

Historical Hovey Home 1/2 mile to ISU.

Enjoy this cozy, historic 3 bedroom 2 bath home with big fenced in yard. Older home, 1 bath upstairs & 1 in basement. It is minutes to old Route 66, you can walk to Illinois State University & is around the corner from Uptown Normal. Whether you are visiting your child at ISU, going to a sporting event or just getting away, this is quaint home to enjoy. Walk to ISU which is conveniently located .5 mile along with restaurants, Close to family fun activities, movie theaters and so much more.

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!

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.

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!

The Schoolhouse Cabin - Hot Tub & Game Room!

A charming getaway near the lake and woods of Lake Bloomington in Central, IL. Originally built as a schoolhouse one hundred years ago, this cabin has character and unique features for days! The comfortable and eye catching furnishings and decor, along with great amenities, big and small, you’ll find the Schoolhouse cabin to be just what you need for a relaxing getaway. Enjoy the hot tub, heated game room outdoor bed or the multiple reading nooks. Oh, and never a cleaning fee!

New! Luxury Apartment! Centrally Located!

The whole group will enjoy easy access to everything from this centrally located place. Fully renovated entire first floor unit. A luxurious feel with a complete renovation all while leaving some elements of the classic original design of the home. Enjoy the spacious rooms and ceilings throughout. Fully stocked kitchen with all new appliances and amenities which includes a fully stocked coffee bar. Two bedrooms with each having king sized beds.

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!