Holiday rentals with a pool in South Bend

Cabin with POOL in family resort!

Nestled within a gated 67-acre resort and just minutes from the shores of Lake Michigan, this charming cabin offers a peaceful retreat ideal for couples, families, or solo travelers, blending rustic décor with modern comforts. Guests can spend their days exploring nearby nature trails, lounging by the pool, paddling across the lake, or unwinding on the porch. The perfect vacation for exploring nearby orchards and countryside, catching live music or theater, or just slowing down and recharging!

Michiana Poolside Getaway

Get away at this charming and stylish 3BR home with a private pool, perfect for summer fun! Nestled in a quiet neighborhood, featuring a fully equipped kitchen, spacious living area with 75” TV, and outdoor patio for relaxing evenings. Capture memories by the one-of-a-kind wall mural! Minutes from Notre Dame, Michigan beaches, wineries, casinos, parks, bike trails, and downtown South Bend & Mishawaka—endless adventures await! ⚠ Liability waiver required for pool. No parties allowed on property.

Enchanting Pool House (2.2 miles from Notre Dame)

Relax in a private pool house located on historic Studebaker property. Pool house has a fun Key West vibe and includes one bedroom with (2) full size beds. One full bathroom with standup shower and a separate changing room with shower. The common area is spacious and can easily sleep 2 more guests. Weather permitting, enjoy our 82k gallon heated pool that was the first inground pool in South Bend. Pool area includes an outdoor gazebo and fire pit. Minutes to Notre Dame and downtown South Bend.

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

Centrally located to walk & explore Notre Dame, restaurants, and all South Bend offers! Spacious 6-bedroom luxury home with open concept design, master suite w/ spa shower & jacuzzi, and balcony overlooking the pool with lounge deck. Theatre room w/ recliners, poker table & Xbox. Two large entertainment areas w/ 65” & 85” TVs, surround sound, blazing-fast WiFi, granite kitchen, large charcoal grill, fire pit, and comfy beds. Indoor & outdoor games make it perfect for families & game weekends.

Farm Sanctuary, Pool & Workspace

Escape to you own private sanctuary in the heart of Michigan's beautiful countryside--surrounded by trees, birds, and wildlife. Leave the noise behind and reconnect in this romantic setting. Imagine sunning in our little stock tank pool, reading a book, or enjoying a cool drink. It is the perfect place for some serious soul care. Or visit the 45 minutes away touristy locations.....Amish Country Shipshewana, Lake Michigan, or Wine Country. Then, come back and enjoy the peace and quiet.

Play @ The Hideaway - hot tub, sauna, gymnasium

Accommodating up to 22 guests, this expansive 5,891 sqft property is set on 22.6 acres, creating a private oasis complete with a pool, hot tub, sauna, and gymnasium. The residence features a Great Room, fireplace, fire pit, and a private trail, making it an ideal setting for relaxation and recreation. With 3 king-size beds, 4 queen-size beds, and 2 bunk beds with trundles, comfortably catering to the needs of large groups. This venue offers enjoyable experiences for guests of all ages.

Pool | Hot Tub | Backyard Oasis | Game Room | Fun

Discover The Glendale Treasure 🏡, your perfect getaway hosted by Home Away From Home! This 4-bedroom, 2-bath home is packed with fun—swim in the heated pool 🏊, soak in the hot tub ♨️, or unwind around the firepit table 🔥. Inside, enjoy the coffee bar, the ultimate game room 🎮 with pool, air hockey, ping pong, and arcade classics. With cozy spaces and nonstop entertainment, it's ideal for families or groups. Book your stay today and make unforgettable memories!

Cozy convenient home with a pool

The living room has a 55" Roku TV and Roku TV's are in each bedroom. There are 2 Queen bedrooms on the main floor and 2 full beds in the large upstairs bedroom. The basement has a small living area and 1 full size bed. Each bedroom also has a fan and sound machine as well as blackout curtains to ensure a goodnights sleep. Privacy fenced back yard with plenty of patio furniture surrounding the pool and a gas grill. The pool is open from Memorial day to Labor day.

Wabi Sabi Chic at The Flamingo Ranch in Lakeside

Summertime at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. This designer-owned haven offers both deep seclusion + an open-format layout that invites connection to loved ones and nature + memory-making. Whether you’re gathering with family, reuniting with old friends, or seeking a rejuvenating escape, we deliver an experience that’s as comfortable + stylish as it is energetically charged.

Bibi's Retreat- Grand 7 Bedroom Private Escape

Bibi's Retreat-Nestled among 6,000 trees along 15 acres of secluded property. This is the ultimate private getaway. Located in Niles, MI, the home offers 7 true bedrooms with plenty of space for multi-family living. We are within 30 min of 15 wineries and breweries. We are within 20 min of 10+ golf courses and 20 min to Notre Dame. Ladies Retreat, Golf Getaway or Winery Tours, this home is perfect for large groups.

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

Experience the ultimate South Bend getaway! This charming 3-bed, 1.5-bath home is just steps from Notre Dame. Enjoy a 24ft pool 🏊‍♂️, 5-person hot tub ♨️, spacious deck with outdoor dining, and a BBQ grill. Inside, relax with a full kitchen, bar area, and washer/dryer for total convenience. Perfect for game days, family trips, and summertime fun—make lasting memories at The Poolside Retreat! ☀️🏡

Heated Pool • Hot Tub • Walk to Beach • Wineries

Set in a quiet, wooded setting, this spacious home is ideal for relaxed getaways in every season. In cooler months, the open floor plan and warm interiors make it easy to gather, unwind, and enjoy time together. As the weather warms, forest views, outdoor spaces, and easy access to the pool and nearby beach invite you to slow down, soak up the sunshine, and enjoy a more laid-back pace.