Holiday rentals in Bloomington

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.

Mid-Century Mainstay

Stay in our mid-century haven in historic Founder's Grove. Walk to restaurants, shopping, David Davis Mansion, and the Constitution Trail. You'll find a spacious living room with beautiful wood floors. Large picture windows bring in natural light. Enjoy our well-stocked cook's kitchen with custom wood cabinetry. Our eat-in dining area seats six and features Fiesta Ware and hand-blown glassware. Our bedrooms have comfortable mattresses and you'll find original art throughout our home.

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.

2 bed rooms,1 full bath, Well furnished

2 bedrooms, 1 bath home , close to City offices , Statefarm offices, ISU & Wesleyan Universities, Country companies , Ferraro and Rivian Plants in Bloomington Normal area. Right next to a city park, convenient for a relaxed evening walk. The park has a play area for kids. Close to many of the area's best restaurants including a Thai cuisine within couple minutes drive. Walkable distance to public Library and also very close to the downtown area. Coffee machine available for guest usage.

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.

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 55” TV, Kitchenette Apt (2F)

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 55-inch 4K TV. Your private space includes a bathroom with toiletries and a full kitchenette 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.

Retro Retreat | Hot Tub, Arcade & Tiki Backyard

Experience uniqueness and fun vibes from your childhood featuring 90’s, 80’s, 70’s, and 60’s themed rooms! Whether you remember Pac-Man, Friends, Queen, Scrabble, the Beatles, Rubik’s cubes, or phone lines, there’s something here to relinquish those memories. Guests rave about the entertainment, outdoor setting, uniqueness, inviting floor plan, and the central location, which is near shopping, dining, and more!

Mid-Mod on Market | Style on a Budget. Sleeps 5-7

A vintage 3BR/1BA home with mid-century style and a friendly price. It’s clean, safe, and walkable to downtown—not a luxury stay, but a cool, comfortable one. Bathroom is snug—see photos. If you’re okay with quirky, this place has good energy.❤️ There are two queen beds, one twin bed, and an air mattress. So beds for 5 people plus a queen mattress for 2 people.