Apartment holiday rentals in Monroe County

Uptown Suite Modern Studio Downtown on the Square

Discover Uptown Bloomington, a chic studio located on Bloomington’s Square directly above the #1 TripAdvisor-rated Samira Restaurant. Immerse in modern art and vibrant colors, unwind in comfort, and relish in a delicious meal at Samira Restaurant. Explore campus, downtown, and nearby hotspots, or relax with a 55-inch Smart TV. Hosted by Samira & Tareq, every corner holds special details for a memorable stay. Indulge in luxury, convenience, and personalized hospitality in Bloomington's heart.

Lil BUB's Really Nice Apartment - WEST

We are conveniently located within walking distance of Downtown, Bryan Park, and The B-Line Trail, 1 mile to IU Campus, 1.8 miles to Assembly Hall, and 3.5 miles to IU Hospital. Our beloved luxury apartment is one of the nicest places to stay in town. It underwent a ground-up bespoke renovation with white oak hardwood floors, quartz countertops and premium appliances, rivaling a premium suite at a boutique hotel with the added privacy, charm, and amenities of a home for a great price.

Little 5 Condo: King Beds | Ping-Pong | Garage

Downtown Little 500 Themed Condo 🏡🎉 - Prime Location – Walk to IU, downtown bars, restaurants, and the B-Line Trail! - Spacious & Comfortable – 2-bed, 2-bath condo sleeps up to 6 with 2 king beds and an air mattress. - Entertainment Ready – Ping-Pong table, 65” OLED TV, and a private deck for relaxing. - Kid & Pet Friendly – Bring the whole family, furry friends included! - Private Parking Garage – Hassle-free parking in the heart of Bloomington. Book now for the ultimate B-Town stay!

The Henhouse on Clear Creek

This listing is for an apartment in a duplex on the south side of town. The unit is separate, with the owners occupying the other side. Close to the city trails and a gym with a sauna, this 1 bedroom 1 bath is suitable for 2 people and has 1 Queen bed. Just 15 minutes from the stadium and less than 10 for downtown dining and shopping. There are chickens on the property and if you book out a ways and the girls are laying, we can provide you with fresh eggs for a tasty morning treat.

The Eagle's Nest & Bird Watching; Lake Monroe; IU

Escape to a serene condo, where you’ll enjoy bird-watching on a corner porch nestled in the woods. Steps from The Golf Club at Eagle Pointe, you’ll find a restaurant, pool (End of May-Sept) with bar, pickleball courts, cornhole, and bocce ball. Bird-watching books and binoculars provided to spot eagles! A short drive to Bloomington, the condo is the ideal for visiting IU while enjoying a relaxing weekend. FREE State Park pass, pickleball paddles/balls provided (must reserve a court).

Elegant & Spacious in Prime Location

Just ONE BLOCK from IU, our PET-friendly apartment is a short walk to downtown and the vibrant local scene. This 2017-built gem offers 2 spacious bedrooms, a generous living room, a dining area, and modern conveniences like a washer and dryer, quartz countertops, and new appliances. Enjoy WiFi, Netflix, Smart TV, and more. We welcome both short and long-term rentals, offering the best value to experience all that Bloomington has to offer. A 24-hour KEYPAD ensures easy check-in.

Downtown Bloomington Apartment with King Bed

Convenient Bloomington apartment in a prime downtown location with a King bed. Great place to stay for IU events. Stay with us and walk to everything in the downtown area. It is also easy to get Ubers, Lyfts and scooters. If you would like a longer stay than what is available, don’t hesitate to inquire. Free parking is available all day Saturday and Sunday. During the week, parking is available between 6pm and 8am. There is a parking garage nearby at 7th and Walnut if needed.

"City View" Cozy downtown loft apartment

Step into this charming 2-bedroom loft, located in the heart of Bloomington, IN! Nestled in the Historic Mitchell Bros Building, this Super host property is a guest favorite, loved for its cozy yet stylish vibe, industrial charm, and thoughtful amenities like free parking, Keurig coffee, and local recommendations. Walk to IU, Kirkwood, and downtown hotspots. Perfect for families, groups, or IU events, this space offers everything you need for an unforgettable stay!

Spacious Country Apartment less than 20 mins to IU

Beautiful 2,000 sq ft apartment large enough to spread out and enjoy yourselves! Only 6 minutes from Sam's Club/Walmart/Starbucks. Perfect home base for IU or Lake Monroe. Abt 15 mins to IU Memorial Stadium/Assembly Hall & 20 mins to Fairfax boat ramp. Spacious parking. Country setting on lower level with private door/walkway. Beautiful yard and gardens. Fiber optic Eero mesh WiFi. Washer/dryer in unit. Free Tesla Charger. Comfy!

Private Eastside In-law Apartment

Beautifully built, fully outfitted, accessible, and private in-law apartment in a premier east side neighborhood. The space boasts a large and bright living room/dining room with sofa bed, a full kitchen with range, dishwasher, microwave and butcher block counters, and a large bedroom with a queen bed and en suite full bath with zero entry shower.

Amazing Location off Courthouse Square

Perfect location 1/2 block from the Courthouse square. Close to everything! Stay here and leave the car parked during your stay and walk to Farmers Market, dinner, drinks, entertainment, IU, etc.

Stylish condo near IU

Enjoy a stylish experience at this centrally-located place. Brand new appliances and furnishings, fresh paint and carpet will make for a very comfortable stay!