Holiday rentals in Whiting

4.91 out of 5 average rating, 214 reviews

Flat in Chicago

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

4.85 out of 5 average rating, 155 reviews

Home in Whiting

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

4.95 out of 5 average rating, 104 reviews

Home in Whiting

MiniGolfHouse-Chicago Close Warm Indoor Fun!

🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV 🐶 Pet fee: $150 (Must let us know BEFORE BOOKING if bringing a pet) ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa in basement 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilet seats

4.87 out of 5 average rating, 246 reviews

Cottage in Merrillville

The Hideaway

This Christian friendly cozy cottage, located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage from main house that sleeps four. One king size bedroom (2 air mattresses) (sheets supplied), large full bathroom with deep tub w/ handle (towels supplied), full kitchen (dishes, pots and pans ect supplied) private covered parking and yard (directly in front of cottage) w/ its own fire pit for enjoyment. No plug for electric cars (station 2 m away).

4.95 out of 5 average rating, 175 reviews

Cottage in Miller

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

4.96 out of 5 average rating, 363 reviews

Guest suite in Miller

Miller Mermaid Suite-100 yds from the beach!

100 yds from the beach, the cozy MERMAID SWEET awaits you and is well suited for a young family or 2-3 adult friends. This artsy basement open studio space includes a private entrance, kitchenette, unique art & a cozy reading/sleeping nook! Enjoy beautiful sunsets from the upstairs deck. BBQ on the grill. Visit local restaurants, shops & galleries. Hike wooded trails & swim by sandy, dune-grass beaches. . House-trained dogs welcome! Sorry no cats (allergies)

4.84 out of 5 average rating, 149 reviews

Flat in Hammond

Plant MOOD FREE Wi-fi, parking, washer & dryer!

LATE CHECK-IN guest are welcome!!!! PLEASE READ MY FULL AIRBNB LISTING PRIOR TO BOOKINGS!!!! This special place is close to everything, making it easy to plan your visit. • I80, 294, 94 highways/tolls, etc. • Chicago • Shopping galore • A fun array of restaurants AND A LOT OF FREE PARKING!!! I’m extremely close to MUNSTER, HIGHLAND, SCHERERVILLE, DYER and many more Indiana locations! I’m extremely close to LYNWOOD, LANSING, CALUMET CITY, and many more!

4.77 out of 5 average rating, 57 reviews

Home in Hammond

Cozy, King/Queen bed, 2 bedroom.

UPDATE: Central Air unit installed 5/2025!! You can forget your worries in this spacious and serene space. Located in Hammond Indiana, just 40-45 mins drive to downtown Chicago. Get where you need to go safely and worry-free. This home is located 5 mins from the nearest Interstate and 10 mins from the train station. Plenty of thoughtful detail was given to ensure that you enjoy your stay. My hope is that you enjoy this space as I have for many years.

4.82 out of 5 average rating, 171 reviews

Flat in Whiting

NEW! |Studio Apartment Whiting IN, United States#2

Welcome to the Charming town of Whiting! The town of Whiting is located on the southern shore of Lake Michigan. Whiting is neighbor to Hammond IN & Chicago IL. This space is only 2 minutes away from the skyway with easy access to the city of Chicago & only two blocks down from the Hammond Horseshoe Casino. These newly renovated units also offer a comfortable and convenient stay for those who would like to travel and explore both cities.

Guest house in Merrillville

4.92 out of 5 average rating, 109 reviews

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

Romantic Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse/in-law suite offers ultimate relaxation with a private entrance, spa-like 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.

4.97 out of 5 average rating, 102 reviews

Flat in Whiting

The "Nest", unconventionally modern yet vintage.

The "Nest" has an open floor plan with a gourmet kitchen and modern appliances, with a comfortable lounge area to make you feel right at home. The dining table can be expanded for conferences or several dinner guests. The quiet, beautifully modern bedroom is large enough to accommodate a king-sized bed and a desk area.

5 out of 5 average rating, 36 reviews

Flat in Whiting

The Standard- 1st floor

Take it easy at this unique and fun getaway just 5 minutes walking distance to Lake Michigan’s Whihala Beach and 25 minutes from downtown Chicago, IL in a small town known for one of the largest Pierogi Festivals in the US. There is so much to do in the surrounding area and we cannot wait to host you!

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Other great holiday rentals in Whiting

5 out of 5 average rating, 5 reviews

Private room in Hammond

Modern Comfort in Hammond - 4

GlenRating, 5 stars3 months ago

This air b&b is as good as you'll find for this area of the country! of course we're implying the low cost. The hosts were perfect & their adorable guest house was exceptional & clean & inviting. I'll be back, if I ever stay in this area again, 💯

4.87 out of 5 average rating, 63 reviews

Private room in Chicago

A cozy convenient place to rest between adventures

AnnaRating, 5 stars3 weeks ago

I would love to come back. Bus stop very close. Friendly neighbors, nice conversation. The room is very clean and pleasant, the colors are very much to my taste, the bathroom is spacious, clean, and has a large bathtub. Well-equipped kitchen! Delicious coffee. Staying with Terrence is an A+ experience!

5 out of 5 average rating, 6 reviews

Home in Portage

Marina Shores Getaway-"2BR Gem"

GailRating, 5 stars1 month ago

The condo was immaculate with high quality furnishings, and the beds were comfortable! The railroad is across the street, so I recommend bringing a sound machine and ear plugs to mask the continuous horns throughout the night. The location is convenient to Indiana Dunes National Park & West Beach. We enjoyed our stay and would stay again!

Private room in East Side

4.94 out of 5 average rating, 18 reviews

Comfortable room. Bathroom is shared in the home.

ZanRating, 5 stars2 months ago

Victoria was a great host and really friendly. She gave me great recommendations on the surrounding area and was very friendly and accommodative to my stay. I for sure would stay with her again.

4.92 out of 5 average rating, 104 reviews

Private room in Munster

Suburban, Family-Friendly House

AlexRating, 5 stars1 week ago

Mary was a wonderful host who welcomed us warmly even though we arrived late in the evening. She provided everything we needed to feel at home and comfortable. If I ever have the chance, I would gladly stay here again. Thank you, Mary, for your hospitality and kindness!

4.94 out of 5 average rating, 85 reviews

Private room in Portage

1 Queen/Twin Ind Dunes National Park Chicago/Mich

KurtisRating, 5 stars1 day ago

My girlfriend and i a great stay with Mary! The private room was comfortable and quiet, providing exactly the kind of rest I needed. The bathroom was exceptionally clean, which I really appreciated. Access to the room and house was simple and convenient throughout my stay. Mary was a kind and welcoming host, and her cats added a warm and friendly touch to the home—they were sweet and well-behaved. Overall, it was a peaceful and pleasant experience. Highly recommend staying here if you’re looking for a clean, cozy place with a kind host and a calm environment.

Private room in North Riverside

4.93 out of 5 average rating, 212 reviews

The Albany Park Room at the Cape Cod in Riverside

AllisonRating, 5 stars1 week ago

My friend and I stayed at Maribel’s place for one night for a concert and the price, location, and communication was perfect! I would recommend to someone and come back a second time if I’m ever in the area again.