Vacation rentals with a pool in Monroe County

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.

Cottagecore Retreat • Pool • 2 Queen En-suites

This townhouse offers the amenities guests love most, including a seasonal pool, nearby walking trails, and walkable spots for coffee and dining. A quiet and comfortable 2-story retreat in one of Bloomington’s most sought-after areas. Why Guests Love it ⬇️ ⭐️ Sleeps 6 ⭐ 2 private en-suite bedrooms ⭐ Pet-Friendly ⭐ Self-Check in ⭐ 12 minutes to Indiana University ⭐ 14 minutes to Lake Monroe ⭐ Walk to restaurants & coffee shops ⭐ Seasonal community pool access Family-owned and locally hosted

3 Bedroom Condo close to IU campus & Lake Monroe

Relax with your whole family or maybe a small group. The 3 bedrooms and 2.5 bathrooms, can accommodate multiple people. We also have a full couch in the living room to fit at least 2 people and a blow-up mattress, if needed. Private patio with fire pit, grill, seating area on the 18th hole. A private pool for the residents of Eastbay, 18 hole golf course, clubhouse with a pool, bar and Sahm's restaurant. 15-20 minutes to IU's campus and minutes from Lake Monroe beach, hiking trails & marina.

Treetop Hideaway (Condo)

Treetop Hideaway is a condo located on Eagle Pointe Golf Resort offering a restaurant bar & grill, seasonal weekend live bands, pool, tennis/pickleball courts. We are minutes away from Fairfax State Park, Lake Monroe beach and marina and Fairfax Bar & Grill. Approximately 25 minutes from Indiana University. Treetop Hideaway features a one bedroom (Queen bed), the loft has a Queen bed along with a futon that opens up to a full size bed. One bathroom, washer/dryer, private deck and free WiFi.

Beautifully Remodeled Lake Condo near Bloomington

Escape to this freshly remodeled upper-unit condo (August 2025) with all-new furniture and décor—your serene getaway on Lake Monroe. Wake up to deer grazing in the wooded ravine below and sip coffee from your private balcony surrounded by nature’s quiet. Inside, you’ll find a bright, modern space designed for both comfort and productivity. A dedicated workspace makes remote work effortless, while the cozy living area invites you to unwind after a day of golf, pickle ball, pool or lake time.

Cozy Retreat : Golf, Lake & Nature at Lake Monroe

Escape to Juno, a charming 2-bedroom condo nestled amidst the serene woods of Lake Monroe, located in a gated community featuring the prestigious Eagle Pointe Golf Course and a delightful on-site Restaurant & Bar Just 15-20 minutes from downtown Bloomington and Indiana University. Oliver Winery is a mere 15 miles away. Head to French Lick Resort & Casino, only 36 miles away Please contact us anytime for assistance or more info. Welcome to Bloomington, where relaxation meets recreation!

YOUnique 3+ bedroom, spa/hot tub, huge deck

Our place is close to Indiana University, IU athletics, I-69/37 to Indianapolis, great views, family-friendly activities, nightlife, restaurants and dining. You’ll love our place because of the privacy - and the friendly neighbors (us), the beautiful outdoor space, the kitchen/great room, the hardwood floors, and the volleyball court and large yard. Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets - but no cats).

The Retreat - At Lake Monroe

Come relax in our calm and stylish space! Perfect for a romantic getaway, game at IU, or a weekend of peace and quiet! Unleash your inner chef in the well appointed kitchen, binge your favorite shows on the 70' Smart TV, or unwind on the beautiful back deck while enjoying the fall colors! Outside, enjoy our community pool, golf course, and on site restaurant. Or, take a short drive to explore IU, local wineries, and state parks! Welcome to Vacation! Welcome to The Retreat - At Lake Monroe

Run Free Lake Escape-Cozy, Homey, Newly Renovated!

Enjoy a memorable escape with extended family or friends at our spacious Lake Funhouse! You'll feel right at home in our newly decorated, cozy Lake Escape. Create family traditions with games, puzzles, books, outdoor pool, tennis/pickleball, and more. Golf at Eagle Pointe around the corner! Lake fun at Four Winds Marina, just 7 minutes away! Many nearby hiking options! Hoosier fun at the IU campus, just 20 minutes away, makes this the perfect spot for IU parents, alumni, and sports fans.

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).

Authentic Peace Villa•Indoor Pool•IU•20+ Guests

Welcome to Authentic Peace Villa located in the heart of Bloomington and minutes from IU. Relax at our oasis while easily accessing Downtown, College Mall, and IU football and basketball games. This spacious home accommodates 22 guests (there is $34 per night per extra guest after the 1st 2 guests) and it features a luxurious indoor swimming pool, 3 outdoor patios, a large chef’s kitchen with two ovens and two dishwashers, 2 living areas and a fenced in yard. Children are welcome!

Hot Tub | Game Room | Theater | Fire Pit | Pool

🌲 Secluded Retreat on 3 acres | Pool, Game Room & Theater Experience 🌲 ✨ Highlights: 🏊 Pool & Hot Tub: Relax poolside or unwind in the hot tub after a day on the lake 🔥 Fire Pit Oasis: Secluded fire pit surrounded by Adirondack chairs for the perfect evening vibe 🎬 Movie Theater: 75” screen + sectional for cozy movie nights 🎯 Massive Game Room: Pool table, poker table, putting green, skee ball, darts & more 🌅 Expansive Deck: Wraparound deck with outdoor dining for 8