Holiday 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.

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.

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.

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 ❤️

Art Institute: Downtown Lincoln

Stay in a beautifully restored 1915 Oddfellows building in the heart of historic downtown Lincoln, IL. This unique Airbnb offers a charming blend of history and modern comfort, two art galleries and original architectural details. Just steps away from local restaurants, shops, and attractions, it’s perfect for history lovers and travelers seeking a one-of-a-kind experience. Enjoy the charm of the past with today’s conveniences in this iconic Art Institute setting.

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 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.

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.

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!