Vacation rentals with a pool in Monroe County

Guest suite in Bloomington

A sprawling green field stretches towards the horizon, filled with soft clover and dotted with trees. In the foreground, a planter holds bright flowers, adding colorful contrast to the natural landscape. The sky is lightly clouded, enhancing the serene atmosphere.

4.99 out of 5 average rating, 144 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.

4.99 out of 5 average rating, 74 reviews

A bright yellow armchair is positioned beside a wooden side table featuring a small potted plant. A travel book titled '100 Hikes of a Lifetime' is stacked on a wooden surface, inviting leisurely reading with a cozy throw blanket draped over the armchair.

Condo 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

A glass filled with ice and white wine sits on a wooden surface. In the background, a serene lake reflects the greenery of the surrounding hills under a partly cloudy sky.

4.9 out of 5 average rating, 63 reviews

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, 39 reviews

Treetop Hideaway

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

A fully-equipped kitchen and dining area are visible, featuring a large dining table set with red placemats. Stainless steel appliances are situated against a backdrop of wooden cabinetry. Hardwood floors extend throughout the space, illuminated by natural light from nearby windows.

4.92 out of 5 average rating, 390 reviews

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).

A spacious great room is depicted, featuring two blue sofas, a yellow coffee table, and a foosball table. Colorful artwork adorns the wall, and a television is mounted for entertainment. Natural light fills the space through several windows, complemented by light-colored curtains.

4.93 out of 5 average rating, 30 reviews

Rural Estate

Located near the Monroe County fairgrounds & airport; this ranch-style estate is a fun getaway for the whole family. While at the estate, enjoy family time around the dining table or bar, or hang out in the great room with 10-in-1 game table and 65" TV, or relax on the wrap-around back deck. The garage is included in the rental. Shopping & Restaurants are a 10 minute drive; guests can get to IU campus, Memorial Stadium or the IU Health Hospital in 20 minutes, or Lake Monroe in 30 minutes!

5 out of 5 average rating, 18 reviews

The living area features a comfortable arrangement of gray sofas and accent chairs surrounding a round coffee table. A large television is mounted above a modern fireplace. Natural light floods the space through sliding glass doors, offering views of the wooded surroundings.

Townhouse in Bloomington

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.

4.93 out of 5 average rating, 15 reviews

A spacious living area features a sectional sofa with coordinating throw pillows, paired with a round wicker table. A ceiling fan hangs above, and a large window provides natural light. In the background, the kitchen is partially visible, showcasing bar seating and wood cabinetry.

Townhouse in Bloomington

Hoosier Retreat at Lake Monroe

Welcome to the Hoosier Retreat at Eagle Point! A gated community, this cozy two-bedroom, two-bath, 2nd floor condo is perfect for a week or weekend getaway. Enjoy a fully stocked kitchen, washer/dryer, and peaceful deck overlooking the 16th green. Explore Lake Monroe, Bloomington restaurants, wineries and shops, Indiana University, and state parks. Amenities include two community pools, tennis and pickle ball, clubhouse restaurant & bar, and Eagle Pointe Golf Course (fees apply).

A corner porch is showcased, featuring a light wooden ceiling with string lights. Two rattan chairs are positioned around a small table adorned with a green plant. A hanging egg chair and a bird feeder are visible, surrounded by lush greenery.

5 out of 5 average rating, 8 reviews

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).

Superhost

The living room features a spacious sectional sofa arranged around a dark coffee table. A blue accent chair adds a pop of color, and a round mirror reflects light. A spiral staircase leads to an upper loft area, while a neutral rug anchors the space.

4.89 out of 5 average rating, 18 reviews

Leaf & Loft Living

Unwind at this getaway nestled in Eagle Pointe on Lake Monroe. This stylish and serene condo offers the perfect escape to recharge & reconnect with nature. Start your morning with coffee on the deck while watching local wildlife, then head to the clubhouse for a delicious meal or some well-earned leisure time. As a guest, you’ll enjoy access to fantastic community amenities including: Swimming pool, Golf course, Pickleball, tennis, and basketball courts, Fitness center and saunas

The living area features a brown leather couch with a patterned accent pillow, positioned on a colorful area rug. A cozy window seat offers additional seating, while the kitchen bar with three stools is visible in the background, enhancing the space's functionality.

4.75 out of 5 average rating, 8 reviews

All the comforts of home

Staying at SummerHouse means you are not just a guest, you are a part of the Bloomington Community. Inspired by Lake Michigan beach cottages, SummerHouse comes stylishly furnished, fully accessorized, and complete with full kitchen and washer & dryer. It has everything you need to call it home. For those valuing comfort, convenience, and privacy you are going to enjoy this ideal hotel alternative. Note, the photos are of a model apartment. Actual styling may vary unit to unit.

A spacious living area features a comfortable sofa paired with a wooden coffee table, adorned with decorative items. A modern rug lies beneath, complementing light wood flooring. A small kitchen bar with stools is visible in the background, highlighting the open layout of the space.