Vacation rentals in St. John

Guesthouse in Merrillville

Couples Retreat | Jacuzzi, Sauna & Pool

Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

4.93 out of 5 average rating, 207 reviews

Superhost

A spacious living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits in front of the couch, accompanied by carefully arranged vases. Natural light filters in through large windows, illuminating the stone accent wall.

Home in Hammond

Spacious home 28 miles from Downtown Chicago

This lovely 4B/2B home features an open concept floor plan. Property features a living/dining room and kitchen with a Keurig for your morning coffee. This home is located close to I80-94 making it convenient for guests to explore the area! Our guests have access to the entire home. This property is located less than 30 minutes from downtown Chicago and Schererville, IN and less than an hour from Orland Park and Oak Brook Mall where there are plenty of restaurants and stores for shopping.

4.77 out of 5 average rating, 124 reviews

4.92 out of 5 average rating, 142 reviews

Home in Whiting

The Ashlin House.

Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

4.96 out of 5 average rating, 140 reviews

A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.

Home in Crown Point

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

A single-story vacation home is surrounded by lush landscaping, featuring various shrubs and trees. A manicured lawn leads to the entrance, which is framed by steps and a porch with railings. Large windows and a welcoming front door enhance the home's exterior.

4.97 out of 5 average rating, 36 reviews

Lake Life, Vacation Home in Cedar Lake, IN

Relax with the whole family at this peaceful place to stay. Private, fully furnished vacation home on the south side of Cedar Lake. Enjoy private beach and lake access. The private lakefront park has a picnic area, a pier to walk or dine on the water, and swings and sand for the kids Short drive to boat marinas with boat rentals, public beaches and launches. Within walking distance is Bugaboo's Bar and Restaurant with outdoor seating and lake views, that also offers kayak rentals.

4.89 out of 5 average rating, 159 reviews

Farm stay in Crown Point

Country vibe at Pomme Place - 3 bedroom apartment

Wind down and enjoy the country. Pomme Place, our private three bedroom apartment at Apple Blossom Trails, has a private entrance and the amenities of home. We have an apple orchard to roam, animals to watch, an adjacent playground and a great spot for bird watching. A large private deck extends from the apartment providing the perfect place to enjoy an evening. We live on site, adjacent to the apartment. We also have Paul, our musical security person, on site living in a mobile home.

A serene waterfront view features a private pier leading into the calm lake, with a boat docked nearby. Red umbrellas provide shade on the pier, while green lawns and blooming flowers frame the scene, highlighting the natural beauty of the environment.

4.99 out of 5 average rating, 172 reviews

Lake front home on the hill.

Please note: Effective September 15, 2026 AIRBNB has pushed their service fees and combined them with our rental fees. I did not raise my prices. They call it simplifying. I called this chaotic and unfair. Hello. Our house is available so that people can enjoy life. Fish, swim, or just hang out on the private pier, (Shared by owner). Beautiful sunsets. House has a large covered deck. Inside you will find a tastefully furnished house with all the comforts of home. TVs in all the rooms.

A spacious wooden deck descends to a fenced backyard featuring a well-maintained lawn. The outdoor seating area includes a large table set for meals, with views of the lake and surrounding greenery visible beyond the yard.

5.0 out of 5 average rating, 52 reviews

Lakeside Loft

Escape the noise and unwind at our cozy lakeside getaway, just a 40 minute drive from downtown Chicago. Nestled in a peaceful, rural area, this charming property is perfect for families seeking a refreshing retreat. With five spacious bedrooms, three indoor lounges, three outdoor seating areas including a fire pit, and a fully equipped kitchen, our home comfortably accommodates the whole family. Featuring direct access to the beautiful Cedar Lake right in your backyard.

4.94 out of 5 average rating, 148 reviews

The exterior of a two-story duplex is shown, featuring large windows and a welcoming porch. Well-maintained shrubs line the walkway, leading to the entrance. A grassy yard surrounds the home, with trees lining the background under a partly cloudy sky.

Apartment in Crown Point

Lovely 2 bedroom just a few blocks from the square

6 Minute's walk from The Square! Shopping, dining, and sightseeing in the historical Crown Point Courthouse Square. Your family will be close to everything when you stay at this centrally-located place. Welcome to this amazing Century old freshly redone duplex home. You will be so very relaxed as you walk through the large shared front porch with 2 cozy reading nooks and upstairs into your private snug spot to lay your head while you're in Crown Point.

4.96 out of 5 average rating, 143 reviews

A charming single-story home is surrounded by lush greenery and colorful landscaping. The house features a light exterior with dark shutters and a welcoming front porch. A small tree adds a splash of color to the neatly manicured lawn.

Home in Munster

Cozy three bedroom home in Munster , Indiana.

Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

Superhost

4.8 out of 5 average rating, 5 reviews

New! Cedar Lake 4br Home for 8 W/ Lake Views

Welcome to your Cedar Lake getaway! Located within walking distance of Cedar Lake, one of the largest natural lakes in Northwest Indiana, this spacious 4-bedroom home offers the perfect blend of comfort, convenience, and lakeside adventure. Whether you're planning a family vacation, fishing trip, boating weekend, or relaxing getaway with friends, you'll enjoy easy access to the lake while having plenty of space to unwind after a day of exploring.