Holiday rentals with a pool in Brown County

Guest suite in Bloomington

4.98 out of 5 average rating, 127 reviews

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.

Superhost

4.71 out of 5 average rating, 21 reviews

Woodland Escape Condo

Take a break & unwind at this peaceful woodland retreat, nestled inside the gated Eagle Pointe community. Perfect for couples, or remote workers, this cozy condo offers comfort & convenience. Enjoy a short walk to the Clubhouse, with a restaurant, bar, and seasonal pool. The community also offers: fitness center, golf course, and pickleball courts. Just minutes from Lake Monroe, you have easy access to outdoor adventure. Whether you're looking to relax or explore, this is the perfect home base.

4.98 out of 5 average rating, 64 reviews

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

5 out of 5 average rating, 22 reviews

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).

4.93 out of 5 average rating, 41 reviews

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.

4.96 out of 5 average rating, 50 reviews

Apartment in Bloomington

Lakeview Retreat

Relax at this lake front calm, stylish condo with breathtaking views and nature at Lake Monroe at Eagle Pointe Golf Resort. The resort includes a restaurant, outside bar with TVs, weekend live music, driving range, golf course, and a pool. Just a 10 minute easy drive away is the beach and marina where you can rent boats, jet skis and kayaks. The condo is only 20 min from IU and the deck offers a full amazing view of the lake. The condo features a full kitchen, free wifi, and washer/dryer.

4.96 out of 5 average rating, 53 reviews

Home in Columbus

Pool House on National Rd

Welcome to "The Pool House on National Rd" this unique updated home has 3 bedrooms, 3 full bathrooms and sits on a large lot in a super convenient location. You are less than 5 minutes driving time from Nexus Park, Hospital, Shopping & restaurants. There are sidewalks if you choose to walk also. Enjoy the gourmet kitchen w/a large island and new SS appliances. The backyard oasis is the perfect entertainment spot with a large in ground lap pool, privacy fenced yard & an enclosed back porch.

4.92 out of 5 average rating, 383 reviews

Home in Bloomington

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).

5 out of 5 average rating, 38 reviews

Cabin in Freetown

NEW! Pool+16 secluded acres! Hot tub+arcade+pond!

Pool open through October 17th! Enjoy 16 ac of private paradise in Brown County, by Hoosier National Forest! Relax in the htd pool or hot tub, grill on the patio or cook in the chef's kitchen, and enjoy fun in the game room playing pool or classic arcade games. Explore the woods while hiking, paddle on the pond, or bring your poles for catch-and-release fishing! Book now for fall getaways and family celebrations! Summer calendar is open soon! Seasonally decorated Nov 1-January 31!

5 out of 5 average rating, 13 reviews

Cabin in Nashville

Lookout Views, Swim Spa, 5 Acres

Welcome to Helmsburg Homestead, a historic 1800s log cabin in Nashville, Indiana! Relocated from Brown County State Park, it features hand-hewn poplar logs, a chiseled stone fireplace, and a perfect blend of rustic charm and boho-chic interiors. Enjoy a large great room, spacious kitchen, four-season room for games or TV, cozy reading room with scenic views, and a swim spa. Set on 5 picturesque acres with lookout views, it’s just minutes—not miles—from the charming village of Nashville!

4.89 out of 5 average rating, 211 reviews

Home in Bloomington

Cozy 2BR Lake Monroe Golf Condo IU Bloomington

A modern coastal style and freshly renovated condo located in beautiful Bloomington Indiana less than one mile from Lake Monroe. The second story cozy condo overlooks the 18th hole of our gated community. Amenities include a king size bed, queen size bed and Ashley queen sleeper sofa, fast unlimited WiFi internet and a 50" 4K LED TV with Hulu Live. Perfect for football and basketball games, parents weekends and visits to gorgeous Lake Monroe.