Vacation rentals in Bloomington

Newly Renovated House Near IWU

This welcoming home features an office space, a game room, a bonus space, and a large backyard. Accommodating eight sleepers and providing a pleasant home-like environment, this residence is a great fit for families. This rental is in a safe and centrally located neighborhood, just a one minute walk from Illinois Wesleyan University. This property is a short 5 minute drive from Uptown Normal and Downtown Bloomington, giving guests plenty to do and several local restaurants to dine at.Come visit!

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! 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!

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.

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 ❤️

CampusCottage EV Plug WALK to ISU-IWU-Bromenn

Discover Campus Cottage, a charming, 600 sqft retreat ideally located near ISU, shopping, local bars, restaurants, Uptown Normal, Bromen Hospital, and just under a mile from the train station. Enjoy the privacy of having the entire home to yourself, complete with a fenced backyard, off-street parking, and electric car charging 14-50 plug @ 50amp) . We look forward to welcoming you! Pet-friendly for an additional fee. Check out Vibing Victorian, Black Beauty, Spotlight Studio& MonroeManor

Post Office Suite

Historic post office converted to breathtaking guest suite. This Airbnb unit, the Post Office, is located upstairs on the north wing of Central Estate. It comes equipped with a full bath, bedroom, and kitchenette/living room with smart TV. Tall windows, exposed brick, and lovely views of the walking trails will greet you upon arrival. Due to the nature of this old gem guests might see brick debris on occasion. Romance packages available! Luxury florals, wine, desserts $55/$35/$25.

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.

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.

Bloomington Loft steps from Downtown

The Loft is nestled in a historic building renovated by renowned Bloomington artist Harold Gregor. Located in vibrant Downtown Bloomington, this open, airy space boasts vaulted ceilings and a skylight for natural light. Enjoy a fully equipped kitchen, 1 Gig Xfinity Wi-Fi, HBO Max, and 125+ cable channels. Sleep soundly on a luxurious double-padded 20” queen mattress—comfort and style combined for your perfect stay.