Family-friendly holiday rentals in Monroe County

Bright & Fresh 3BR, 2Ba Ranch Home w/2 Car Garage

A great place to relax & enjoy Bloomington. A peaceful neighborhood close to downtown & IU. Primary Suite with queen bed & en suite bath, 2nd bedroom with queen bed, 3rd bedroom with 2 twin beds. All bedrooms & great room offer youtube tv free. Large kitchen with breakfast bar, dining area & great room. The backyard hosts a few visiting deer tame enough to check out what you have going on. Grill and outdoor table/chairs for a bar-b-cue. Fresh Updates! Attached garage. TVs in all bedrooms.

Oasis Garden Sanctuary - a unique artisan retreat

Welcome Home to the Oasis Sanctuary. This inspiring & unique space will make your visit enjoyable & memorable. Only moments from IU & Downtown. But, VERY private, quiet & secluded. Come unwind in this peaceful healing retreat centered in the heart of Bloomington. * 15 minute walk to downtown * 1 mile west of IU * 1 block to a walking & bike trail that leads downtown. Seclusion, Artistry, Nature, Location, Comfort. Come enjoy this cozy and clean cottage nestled within gardens of abundance.

Peaceful apartment space in beautiful farm house

Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

Cozy Cabin Close to University 1

The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, satellite TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Sunroom & Huge Sectional • 5 Min IU • Retreat

A spotless, thoughtfully curated home designed to feel comfortable, calm, and genuinely livable — not a bare rental. Guests consistently mention the immaculate cleanliness, comfortable beds, oversized sectional, and thoughtful extras that make settling in easy. Located in a residential neighborhood, under 10 mins to IU, downtown, stadiums, dining, parks, and Kroger. This home is ideal for campus visits, couples, small groups, and professionals who value comfort, cleanliness, and a calm place.

Cheerful two bedroom Farmhouse with free parking

Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite in Bloomington, Indiana. Located on the north side, it is just fifteen minutes from the heart of downtown Bloomington, IU stadium, and an hour from Indianapolis. Nestled in the forest, the suite offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath. Suitable for up to four guests, come to enjoy the serenity of country living, the comforts of home, and easy access to the city.

Treehouse Retreat With a View of National Forest

IU Fans! This quaint apartment home is about five miles east of Bloomington and the IU Campus on Hwy 446. The property borders Hoosier National Forest and adjoins 8 miles of hiking trails, with just a short trek to Lake Monroe and a mile to Paynetown SRA. The living room has a wall of windows that looks out over the woods. A bright and airy kitchen w/ all major appliances is off of the living room. An interesting bedroom with a dormer and a large bathroom/ laundry room complete the home.

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Nice 2 Bedroom Condo

Great two bedroom condo 7 minutes from downtown and 10 minutes from IU campus. Located in a quiet and safe residential area. Easy access from I-69. Will accommodate 5 persons. For longer stay, there is an occupancy limit. NO PARTIES OR PETS. Beautiful wooded area behind the condo. Woolery Mill, RCA park and hiking just a few minutes away from the condo. Also nearby is Switchyard Park, with free EV charging for four hours. We might NOT be able to answer questions AFTER 11PM EDT.

Artisan Log Haven: 40-Acre Forest Sanctuary

As the forest awakens, Cabin Porch Paradise transforms into a lush, green-walled sanctuary. Exchange the city’s roar for the symphony of owls and the rustle of new leaves across our 40 private acres. Whether wandering on-site hiking trails, sipping espresso, or soaking in the treetop Jacuzzi, this space is curated for deep rest. Minutes from Nashville, but worlds away. While you may occasionally spot your host or hear nearby wood-crafting, your privacy remains priority.

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!