Vacation rentals in Bloomington

East St home close to Dtown and Universities

Welcome to your home away from home! This freshly remodeled 2 bedroom 1 bath retreat blends stylish comfort with functionality. Step into an open concept living space featuring a fully equipped kitchen, in unit washer/dryer and all the modern touches you need for a seamless stay. Relax indoors or step outside to enjoy in the private backyard, complete with new patio, and spacious front deck. Whether you are here for work or play this peaceful escape has everything you need to feel at home.

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.

FRONT PAGE: A Book-Lover’s Retreat

Located on Front Street in Bloomington, Illinois, the “FRONT PAGE” is the perfect place to cozy up with a good book and enjoy the perks of a historic neighborhood near Downtown Bloomington. We are book lovers! We outfitted the home with tons of books and reading-related decor for you to enjoy, too! Whether you need a place for the weekend or a long-term stay in Bloomington-Normal, we hope and expect you will enjoy the charm, historical feel, and literary comforts of our bookish home.

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 a week long stay and receive 40% off ❤️

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

Cozy home with Plenty of Space for a relaxing getaway, business trip or family & friend events! Host birthdays, graduations, wedding showers, or holiday gatherings in comfort and privacy. If more space is needed for larger groups, the home immediately next door to this one also sleeps 10 and may be available, message me on this if needed! Fenced in yard, 1/2 mile from uptown for shopping and dining, 1/2 mile from the Constitution Trail. Location, comfort & space are guest favorites!

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!

Private Wooded Escape | Hot Tub | Fire Pit | Games

Welcome to Hidden Grove, a "Beyond the Path" vacation retreat where your experience comes first. This serene, luxury escape sits on 2 private wooded acres just 10 minutes south of Bloomington, IL—soak in the hot tub under the stars, sway in the hammock with a good book, toast s’mores by the fire, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment for a truly rejuvenating getaway. If you are looking to reset, this is the place!

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!

Vintage Loft @ Front St. Social

Step through the gold door and experience the charm of downtown El Paso in this fully remodeled 1-bedroom, 1-bath studio loft apartment. Located above Front St Social in a historic storefront built in 1894, the apartment combines vintage character with modern amenities. Updated in 2024, it features a kitchenette, new bathroom, and eclectic furnishings. Perfect for short-term stays, this cozy space offers convenience and comfort in the heart of our hometown.

Bed & Bath, 4K 65” TV, Full Kitchen Apt (1B)

Enjoy an entire apartment just for you, perfectly designed for work or relaxation. This spacious retreat features a queen bed, a dedicated desk, and a 65-inch 4K TV. Your private space includes a bathroom with toiletries and a full kitchen equipped with all-new appliances, including a fridge, coffee maker, microwave, and free snacks. Washer, dryer, and streaming services (Netflix, Disney, and Hulu) are available upon request.

The MidCity Loft | Downtown Bloomington

Walk to Grossinger Motors arena, Castle Theatre & Bloomington Center for Performing Arts! Cozy, modern loft in the heart of downtown Bloomington, steps from restaurants, coffee shops, bars, and events. Park once and walk everywhere. Located in a quiet, secure building, it offers a calm retreat after games, concerts, or work. Ideal for weekend getaways or business trips, this space blends downtown convenience with comfort.

Sage Inn

Charming property conveniently situated between Peoria and Bloomington, IL metro areas. A stone's throw to Roanoke Park and Pool (open seasonally from Memorial Day to Labor Day) including a renowned disc golf course. Amenities include: access to WiFi, full kitchen, Smart TV, Washer/Dryer, Electric Fireplace, Futon in the living room folds out into a queen bed for additional sleeping arrangements.