Are you in a hurry?
Here is a quick list of Guest Houses in Chicago, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Villa Dubois Guest House |
6.8 / 10 (223 Reviews) |
From 59$ | |
| Hollywood Rentals Llc |
5.4 / 10 (391 Reviews) |
From 9$ | |
| Mccormick Place Guest House |
7.7 / 10 (169 Reviews) |
From 59$ | |
| Farwell Dream Hotel |
5.7 / 10 (160 Reviews) |
From 25$ | |
| Magnolia Studios |
9.5 / 10 (36 Reviews) |
From 102$ |
Step back in time and immerse yourself in the enchanting world of vintage hospitality. As avid adventurers seeking unforgettable experiences, my friends and I recently embarked on a journey to the bustling city of Chicago, United States. Little did we know, our quest to find the perfect accommodation would lead us to discover a hidden gem - the unique and awe-inspiring guest houses that this captivating city has to offer. Nestled within the vibrant streets, these charming abodes not only provided us with a roof over our heads, but also transported us to a bygone era, adding an extra touch of charm and magic to our trip.
Embracing vintage and historic architectural elements, these guest houses captured our imagination from the moment we stepped through their doors. Each one, steeped in history and lovingly preserved, breathed new life into the notion of hospitality. Walking through the corridors of these time-defying havens, we couldn't help but feel like we were characters in an adventure novel, with every creaky floorboard and ornate piece of furniture beckoning us to unravel their captivating stories.
Our desire to stay in these remarkable guest houses was not driven solely by their antique charm, but also by the promise of an unforgettable experience. As we settled into our rooms, we discovered that these hidden treasures were not mere accommodations, but portals to the past. The walls whispered tales of intriguing guests and historic events that shaped the city we were exploring. From the old photographs adorning the walls to the tastefully curated furnishings, every detail invited us to take a step back in time and become part of a narrative that stretched far beyond our stay.
Indeed, our choice to stay in these remarkable guest houses proved to be an excellent decision. Not only did they offer us a respite from the bustling city streets, but they also served as gateways to a world that time had seemingly forgotten. As we ventured out each day, exploring the vibrant streets of Chicago, we couldn't wait to return to the cozy embrace of our guest houses, where the past wove seamlessly into the present, leaving us with memories that will last a lifetime.
So, dear fellow adventurers, if you find yourself yearning for a truly unique and memorable travel experience, look no further than the vintage guest houses of Chicago. Let their historic ambiance transport you to a world of enchantment and wonder, where every step taken is a step back in time. Prepare to embark on a journey that transcends typical accommodation and unlocks the secrets of a bygone era. May your adventure be filled with joyous discoveries and magical moments, as you embrace the allure of staying in a remarkable guest house and create your own untold story in the heart of this captivating city.
Best Guest Houses in Chicago
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Villa Dubois Guest House
From 59$
Skydeck Chicago is placed about 15 minutes away by car, and the premier natural-history Field Museum is around 10 minutes by car from the 2-star Villa Dubois Guest House.
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Hollywood Rentals Llc
From 9$
The baseball stadium "Wrigley Field" is placed around 4.3 km away, and Lincoln Square is within 25 minutes' walk of Hollywood Rentals Llc Chicago.
Luxury Guest Houses in Chicago
Imagine you and your friends stepping into a realm of unparalleled luxury, where every moment is savored like a sip of the finest champagne. Nestled amidst the vibrant streets of Chicago, these opulent guest houses are more than just a place to rest your head—they are a sanctuary where elegance and sophistication merge effortlessly with the energy of the city. From the moment you cross their threshold, you are enveloped in a world of timeless beauty, where every detail has been meticulously crafted to transport you to another era. As you explore the grandeur of these guest houses, you will discover sumptuous rooms adorned with plush fabrics and ornate furnishings, inviting you to indulge in a world of pure indulgence. The lavish common areas become the backdrop for laughter-filled conversations, as you and your friends relax in style and revel in each other's company. Whether sipping martinis in the elegant lounge or soaking up panoramic views of the city skyline from your private terrace, these guest houses offer a truly unforgettable experience. In the heart of the city that never sleeps, these luxury guest houses beckon you and your friends to create lasting memories in a setting where lavishness knows no bounds.
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Mccormick Place Guest House
From 59$
The 5 million US gal Shedd Aquarium is placed about 4.4 km away, and Skydeck Chicago is within 15 minutes' drive of the 3-star Mccormick Place Guest House.
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Farwell Dream Hotel
From 25$
Foster Beach is placed about a 10-minute ride away, and Emil Bach House by Frank Lloyd Wright is within 5 minutes' drive of Farwell Dream Hotel Chicago.
Chicago Cheap Guest Houses
Chicago Cheap Guest Houses: A Hidden Gem for Thrifty Explorers Picture this: you and your band of adventurous comrades, armed with a tight budget and an insatiable desire for exploration, set foot in the vibrant city of Chicago. As you embark on a quest to unearth the heart and soul of the Windy City, you stumble upon a hidden treasure - the Chicago Cheap Guest Houses. Tucked away from the frenzy of tourist traps, these humble abodes warmly welcome you and your merry companions with open arms, providing a cozy refuge that doesn't break the bank. Nestled in local neighborhoods, these homely retreats become your trusted companions as you gather on shared couches, swapping stories from your daily escapades. Shared kitchens, brimming with the aroma of budget-friendly meals, become a melting pot of cultures and friendships, as you bond over your culinary creations. With shared rooms adorned with mismatched but oh-so-comfortable beds, and communal bathrooms that become a stage for laughter-filled conversations, these guest houses blend affordability with an intimate sense of camaraderie. So, if you're a budget-savvy traveler seeking an authentic experience that elevates the value of friendship and exploration, let the Chicago Cheap Guest Houses be your companion on this enchanting journey through the heart of the city.
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Magnolia Studios
From 102$
Saint Ita's Roman Catholic Church is placed merely 0.7 km away, and Helen Doria Beach Park is 25 minutes' walk from Magnolia Studios Chicago.
Hotels in Chicago
| Hotel with balcony 🌤️ | Villa Dubois Guest House |
| Family Hotel 👪 | Hollywood Rentals Llc |
| Top Hotel for couples 💑 | Mccormick Place Guest House |
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Clean, Spacious, Inexpensive Queen Br Hotel
From 54$
Museum of Science and Industry is placed around 6 km away, and Chicago Maritime Museum is 10 minutes' drive from Clean, Spacious, Inexpensive Queen Br #1.
Guest Houses in Chicago Centre
Imagine you and your tribe of travel-hungry friends descending upon the vibrant streets of Chicago, ready to soak in the city's eclectic energy. As you navigate the bustling Centre, your eyes lock onto the charming guest houses scattered like hidden gems amidst the skyscrapers. These intimate sanctuaries offer more than just a place to rest your weary feet; they serve as a portal to the heart and soul of Chicago. With their quirky decor and personalized flair, each guest house opens its doors to a world of shared laughter, late-night discussions, and moments of pure joy. From rooftop hangouts with panoramic views to cozy living rooms adorned with artsy knick-knacks, these hidden retreats become your home away from home. The guest houses in Chicago Centre are not just a place to stay; they are an embodiment of friendship, connection, and the vibrant spirit of adventure.
Guest Houses in Chicago with parking
Picture this: you and your squad, rolling into the vibrant streets of Chicago, ready for a weekend of laughter, adventure, and unforgettable memories. But wait, where on earth are you going to park your ride? Fear not, my friend, for in the marvelous world of Chicago, there are guest houses that come to the rescue with their hassle-free parking solutions. Whether it's a cozy townhouse nestled in the heart of the city or a charming Victorian house tucked away in a peaceful neighborhood, these delightful guest houses have got your back. Park your car with ease and let the good times roll as you and your amigos explore the buzzing streets, savor mouthwatering deep-dish pizza, and soak in the rich culture that Chicago has to offer. It's time to buckle up and embrace the adventure, knowing that parking is one less thing to worry about.