Holiday rentals with a pool in Bloomington

Guest suite in Bloomington

4.98 out of 5 average rating, 125 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.

5 out of 5 average rating, 26 reviews

Home in Bloomington

Treetop Hideaway

Treetop Hideaway is located on Eagle Pointe Golf Resort which offers Sahm’s 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.

4.98 out of 5 average rating, 62 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

4.93 out of 5 average rating, 30 reviews

Flat in Bloomington

Lake Monroe 2/2 IU Bloomington

Nestled by Lake Monroe, Eagle Pointe in Bloomington, IN, is a sought-after residential and recreational community. Its championship golf course is a highlight, set amidst natural beauty. The marina, lakeside dining, and outdoor activities add to its charm. Escape to Eagle Pointe for a tranquil retreat in southern Indiana's scenic landscape. Whether you crave relaxation, adventure, or a tranquil getaway, we invite you to unwind and appreciate the natural beauty of southern Indiana's landscape.

5 out of 5 average rating, 20 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).

Superhost

4.92 out of 5 average rating, 39 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, 47 reviews

Flat 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.

5 out of 5 average rating, 14 reviews

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!

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, 12 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, 210 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.