Condo holiday rentals in Bloomington

The Retreat - At Lake Monroe

Come relax in our calm and stylish space! Perfect for your romantic getaway, a game at IU, or a relaxing weekend of peace and quiet. Our condo offers a fully appointed kitchen, comfortable memory foam mattress, a 70' Smart TV, and a beautiful back deck for soaking up the sun or enjoying the fall colors! Outside enjoy our community pool, golf course, and on site restaurant! A short drive from IU, local wineries, state parks and more! Welcome to Vacation! Welcome to The Retreat - At Lake Monroe

Forest Getaway & Golf; Lake Monroe; IU

Escape to a serene condo, where you’ll enjoy complete privacy on a screened-in porch nestled in the woods. Steps from The Golf Club at Eagle Pointe, you’ll have access to a range of amenities, including a restaurant, pool (End of May-Sept) with bar, 6 pickleball courts, cornhole, bocce ball, and fitness classes. 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).

Fantasy Island - Eagle Pointe on Lake Monroe

Welcome to “Fantasy Island”. Whether you’ve visited the islands or not, you will feel the aloha here in this stylish, peaceful condo in the trees. Offering 2 bedrooms and two bathrooms, screened in lanai and comfy oversized couch to snuggle in. The condo is located at Eagle Pointe gated community on Lake Monroe. Amenities include, golf course, clubhouse, pool, cabana bar, fully remodeled restaurant and so much more. Perfect for couple’s getaway, friends trips, golf trips & summer vacation.

The Cream & Crimson Condo | Downtown + Walkable

In the heart of Bloomington, this stylish 2-bedroom, 2-bathroom condo offers the perfect blend of convenience and comfort for Indiana football games and campus visits. It is just a stroll away from Indiana University & situated on the scenic B-Line Bike Trail downtown. It's a centrally located spot for both IU Parents and outdoor enthusiasts! Enjoy the modern decor, and an expansive balcony perfect for enjoying coffee or wine after a day of exploring. Experience Bloomington like a local.

Hoosier Haven-Walk to IU campus!

Hoosier Haven is a newly renovated condo within an easy walking distance to Assembly Hall and Memorial Stadium (1.2 miles) and a bus line is located near the entrance to the complex. The 3 br Hoosier Haven features new furniture, fresh linens, a full kitchen, and can sleep up to eight people. We enjoy hosting and want to make your stay as comfortable as possible, so please let us know how we can best accommodate you! If Hoosier Haven is booked, check out sister property Hoosier Corner!

Bloomington Condo at Lake Monroe

Hudson Hideaway on Lake Monroe @ Eagle Pointe Golf Resort. Peaceful, easy going and serene views in addition to resort life. Enjoy the wildlife, pools, tennis/pickleball/basketball courts, golf, restaurant, cabana bar, live music and much more. We are just 20 minutes from Indiana University. Hudson Hideaway is the perfect place to stay when attending IU events, friends getaways, lake time, golfing, wineries, exploring southern Indiana and just spending time with Family.

Downtown Luxury Penthouse Suite with rooftop deck!

Our beautiful townhome is turn key ready for your stay in Bloomington, IN. This property is walking distance to everything you desire. This 3 bedroom townhome features new furniture, fresh linins, a full kitchen, 24-hour security system with gated entry, walk-out roof-top with plenty of seating, fireplace and outdoor speakers. We strive to meet each individual need, so please let us know how we can best accommodate you!

Cozy 1BR Condo @ Eagle Pointe-Close to IU

Welcome to our charming 1BR/1BA condo, nestled in Monroe County on the tranquil shores of Lake Monroe. This fully renovated condo is located within the gated Eagle Pointe Resort community. Whether you're in town for business, visiting IU, or looking for a relaxing escape at Lake Monroe, this unit is the perfect fit for your stay. Bring your golf clubs and play the beautifully manicured 18-hole golf course.

Secluded Contemporary Lakefront Condo

Peaceful 1BR retreat with lake views—ideal for extended stays, couples, or solo travelers seeking relaxation. Enjoy a full kitchen, washer/dryer, fold-out desks, and a balcony with grill. Just minutes from boating, hiking, and downtown Bloomington. For stays over 30 days, a brief pre-booking step is required. Feel free to message with any questions before sending a request!