Vacation rentals in Bloomington

City Center Oasis in BloNo

Spacious, modern and stylish home located in the heart of town, making it a perfect choice for business travelers and families looking for a peaceful & relaxing stay. For business travelers, there is a dedicated work space with a comfortable desk & high-speed wifi, allowing for a productive stay. For families, there are multiple bedrooms & a cozy living area to gather, relax & unwind. The fully-equipped kitchen makes it easy to prepare meals, along with a dining area to enjoy meals together.

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.

Cozy Loft Apartment with Projector Setup

Cozy loft apartment just minutes from downtown Bloomington. Enjoy an open living area with a comfy sofa, rustic coffee table, and a wall projector for streaming movies or shows. The loft features a very comfortable full bed overlooking the space, giving it an airy feel. A compact kitchenette with fridge and microwave makes quick meals easy. Perfect for travelers seeking a simple, affordable stay near downtown shops, dining, and the university. *No smoking! *Active camera outside the unit!

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 ❤️

Peaceful Wooded Cabin, 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!

Timeless Charming Modern Home!

Charming & Modern, great home for business travel or family & friend events! 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 😊 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!

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!

Bed & Bath, 4K 45” TV, Full Kitchen Apt (2B)

Enjoy an entire apartment suite just for you, perfectly designed for work or relaxation. This spacious retreat features a queen bed, a dedicated desk, and a 45-inch 4K TV. Your private space includes a bathroom with toiletries and a full equipped kitchen 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.

Jefferson Gem

The Jefferson Gem is a cozy and chic mood all its own. She was carefully crafted to deliver on comfort and function, while guests experience something new in this home away from home. The 2 BR, 1 BA first floor unit (house is a duplex) has plenty of space for your party of 4, with a deck, a closed in porch, and cozy back yard acting as extensions of your living space. Baby gear available - just let me know!

Gilded Getaway

Experience a modern and centrally-located gem! Just steps away from vibrant downtown Bloomington. You’ll find a variety of fine dining and casual eateries, concerts, summer festivals, art galleries, pubs, and a popular farmers market. This soon to be hot spot is conveniently located near Wesleyan and Illinois State University and within minutes of major employers such as State Farm, Rivian and Ferrero.

Arcade House - Hot tub, XL game room, fire pit

Voted a Top Place to Visit in Illinois, this private retro playground is where arcade lights glow and movie nights come alive. Play games, soak in the bubbling hot tub, and wind down around the firepit under string lights. Perfect for families, friend groups, birthdays, bachelorette/bachelor gatherings, and celebrations, this one-of-a-kind Bloomington getaway is 3-minutes from downtown!