Holiday houses in Dyer

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Top-rated holiday rentals in Dyer

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A two-story lake house exterior is showcased with blue siding and white accents. Multiple outdoor staircases provide access to the upper deck. Large windows allow natural light into the interior, while the well-maintained landscaping features a simple gravel area and foundational plantings.

Home in Cedar Lake

4.92 out of 5 average rating, 48 reviews

Luxury Lakefront Getaway Sleeps 18 near Chicago

Luxury Lakefront Escape Only 40 minutes from Chicago! This home is designed for relaxation, celebration, & waterfront fun The Space ✅5+ Bedrooms/ 4 Bathrooms -Sleeps 16 comfortably ✅Gourmet Kitchen – Fully stocked for all your cooking needs ✅Spacious Living Areas ✅Lake Rights – Bring your boat, jet skis & fishing gear ✅Expansive Outdoor Space – 3 Large decks, fire pit, Grill & seating areas ✅Family-Friendly – Games & entertainment for all ages ✅Create lasting memories in a breathtaking setting

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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

4.77 out of 5 average rating, 124 reviews

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.

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Top Guest favourite

A comfortably arranged living area features a large, sectional sofa complemented by a circular coffee table. The space is illuminated by soft lighting from a nearby lamp. A television is mounted on the wall, and a decorative plant adds a touch of greenery.

Home in Merrillville

4.94 out of 5 average rating, 68 reviews

Creekside Getaway

Take it easy at this unique and tranquil getaway. Located in a wooded cul-de-sac, privacy and nature abound. The home is also situated on a deer path. Watch families of deer migrate to the east in the morning and return West in the early evening. Blue Heron fish in the backyard creek. The creek is also used for kayaking to Lake George in Hobart. Try your hand at fishing. Blue gill, crappy and carp have been caught from those waters. Service dogs will be charged $ 75.00 cleaning fee.

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Top Guest favourite

Home in Whiting

4.92 out of 5 average rating, 132 reviews

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.

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Top Guest favourite

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.

Home in Cedar Lake

4.97 out of 5 average rating, 35 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.

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Top Guest favourite

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.

Home in Cedar Lake

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.

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Superhost

Home in Matteson

4.86 out of 5 average rating, 7 reviews

Creek Retreat on 1 acre | Game Room | Fire Pit

➜ Fully remodeled with stylish, modern finishes ➜ Private 1-acre lot, resort-style backyard in nature ➜ Peaceful creek with a private bridge & boardwalk ➜ Waterfall, fountain & fire pit ➜ Giant lawn checkers, & cornhole ➜ Pergola dining, multiple seating areas & gas grill ➜ Game room: pool table, foosball & board games ➜ Smart TVs in most rooms + fast Wi-Fi ➜ ~35–45 min to downtown Chicago; Metra, dining & casinos nearby ➜ A one-of-a-kind retreat to relax, reconnect & make memories

ValueLocationSleep quality

Guest favourite

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.

Home in Cedar Lake

5.0 out of 5 average rating, 51 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.

LocationFamilyOutdoor spaces

Guest favourite

Home in Highland

5.0 out of 5 average rating, 13 reviews

Ultimate Family Stay w/Bunks & Game Room

Welcome to the perfect family getaway! This spacious, professionally decorated 3-bedroom home is designed for comfort and fun. The huge game-room basement is the highlight, offering hours of entertainment for kids and adults alike. Children will love the bunk beds and play space, while parents enjoy stylish living areas and a convenient laundry room. Ideal for families or groups looking to relax, connect, and create lasting memories in a warm, welcoming home.

ValueFamilyHospitality

Top Guest favourite

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

4.96 out of 5 average rating, 143 reviews

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.

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Superhost

Home in Cedar Lake

4.75 out of 5 average rating, 4 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.

LocationFamilyGetting around

Top Guest favourite

A spacious living area features a light-colored sectional sofa adorned with soft pillows, positioned beside a wooden coffee table. A decorative area rug adds warmth to the hardwood floor. Natural light enters through a window, complemented by dark curtains. A potted plant and lamps provide additional light.

Home in Munster

4.95 out of 5 average rating, 133 reviews

Quiet Oasis: Cozy, Private, Fenced Yard & Office

Private, pet-friendly 2-bedroom single-level retreat near Chicago, ideal for 4 guests + infant. Features a dedicated remote workspace with 413 Mbps Wi-Fi, fully equipped kitchen, and a spacious private backyard with a gas grill. Perfect for remote workers, cycling enthusiasts, and brewery lovers, offering easy access to nature trails, 6 local breweries, and casinos. Enjoy a quiet escape just 30 minutes from the city.

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