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    1. Chicago's Best Vacation Rentals - Chicago

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    Chicago's Best Vacation Rentals
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    Address: 512 W 37th St, Chicago, IL 60609

    Schedule: Temporarily closed

    Telephone: (773) 680-0775

    Business type: Vacation home rental agency

    2. Villa D' Citta Bed & Breakfast - Chicago

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    Villa D' Citta Bed & Breakfast
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    Address: 2230 N Halsted St, Chicago, IL 60614

    Telephone: (312) 771-0696

    Business type: Bed & breakfast

    Review

    "The BEST B&B my wife and I have EVER stayed at!!"
    Business: Villa D Citta is a luxurious bed and breakfast where you can enjoy a romantic get away in beautiful Lincoln Park, downtown Chicago, just a short distance from Milwaukee, Rockford and Northwest Indiana.

    3. Chicago Vacation Rentals - Near North Side

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    Chicago Vacation Rentals
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    Address: 1400 N Halsted St, Chicago, IL 60642

    Telephone: (312) 867-7407

    Business type: Vacation home rental agency

    Review

    "The Service was great and food was good too..."
    4worldlovers: If you’re heading to Chicago and looking to be near downtown but want a more neighborhood experience with friendly, knowledgeable transcontinental hosts, our home off Halsted just might be the perfect fit for you.

    The neighborhood is great: Vibrant and alive, with plenty to do, to eat, to drink & to be entertained by: Plus, everything you need is right here: We've got the second largest Whole Foods market around the corner with it's fabulous food court (5 dining options) and tables along the riverfront, a great neighborhood pub & wine bar, as well as Mariano's Market and a Super Target for shopping.

    We are located within easy reach of everything, no car is needed, but if you are driving in, we can offer up to two parking spaces (there is a fee/night per space, must be for the duration).

    Check with us for availability (and be sure to let us know your dates, the number of guests) we'll get back to you quickly. Note that pricing is based on the number of guests.

    Missing friends and family who live in Chicago? This is THE place to stay to visit them.

    4. Chicago Guest House - Chicago

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    19 reviews
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    Address: 1216 W Newport Ave, Chicago, IL 60657

    Telephone: (312) 952-5150

    Business type: Vacation home rental agency

    Review

    "We had 7 couples, plenty to do as a group or split up into couples."
    Business: Three exclusive Wrigleyville Guest Houses. Luxury vacation rentals where you will experience the feeling of having your own home away from home in Chicago! Enjoy the private space with beautiful gardens and free parking. Walk to Wrigley Field, shops, restaurants, live entertainment and more!

    5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago - Near North Side

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    842 reviews
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    Address: 521 N Rush St, Chicago, IL 60611

    Telephone: (312) 645-1500

    Business type: Hotel

    Review

    "Altogether, the feeling of luxury I haven't felt at other hotels in a while ..."
    Business: Experience an unrivaled stay at The Gwen, A Luxury Collection Hotel, Michigan Avenue Chicago. Our Illinois hotel boasts exceptional services and location.
    4worldlovers:
    cottages couples chicago The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

    Unlock the gem of downtown Chicago at The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago. Located on Chicago's premier commercial district, our luxury hotel puts you in the city center of Chicago... See More

    The Gwen offers the city’s first urban glamping experience on the private terrace of the Gwen Lux Suite. Perched on the 16th floor of the landmark McGraw-Hill building, the Gwen Lux Suite Terrace encompasses over 1,000 square feet of open-air real estate with picturesque views of Michigan Avenue and some of the city’s most iconic architecture.

    The Gwen, a Luxury Collection Hotel, is a sculptural masterpiece, exuding the vintage glamour of Chicago’s 1930s prime with contemporary elegance. The iconic Art Deco-infused facade was meticulously crafted by pioneering sculptress Gwen Lux in the historic McGraw-Hill Building. As spectacular as this storied landmark looks from the city’s bustling streets, it’s all the more enchanting inside.

    Each one of The Gwen’s guest rooms and suites epitomizes the glamour of Chicago in the 1930s.

    We welcome four-legged guests up to 40lbs to wind down in Chicago. Additional fee applies and includes food, use of a dog bed and a bowl, please call the hotel directly for more details.

    Seamlessly combining work and play, our unrivalled hospitality and over 15,000 square feet of vintage-inspired spaces will transform your event — whatever the occasion — from moment to memory.

    6. The Langham, Chicago - Near North Side

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    1716 reviews
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    Address: 330 N Wabash Ave, Chicago, IL 60611

    Telephone: (312) 923-9988

    Business type: Hotel

    Review

    "I have couple now and I am not the only one who has taken one."
    4worldlovers: Oops... we can't seem to find the page you were looking for.

    7. Virgin Hotels Chicago - Chicago

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    2220 reviews
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    Virgin Hotels Chicago
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    Address: 203 N Wabash Ave, Chicago, IL 60601

    Telephone: (312) 940-4400

    Business type: Hotel

    Review

    "We spent our wedding weekend here and suite was amazing."
    Business: Find your place in the Windy City at Virgin Hotels Chicago. Our hotel near the Chicago Theatre is just steps away from Magnificent Mile and Millennium Park.

    8. Royal Sonesta Chicago River North - Near North Side

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    1254 reviews
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    Address: 505 N State St, Chicago, IL 60654

    Telephone: (312) 755-9703

    Business type: Hotel

    Review

    "Best part is the location. Just a few blocks from the river and the ..."
    Business: The Royal Sonesta Chicago River North is located in downtown Chicago in the River North neighborhood. The family friendly hotel features spacious accommodations, indoor pool, and more.
    4worldlovers:

    A sophisticated retreat awaits you at The Royal Sonesta Chicago River North. Stay within minutes from Michigan Avenue, Navy Pier, Millennium Park, and other Chicago attractions. From our prime location, luxury spa suites, deluxe rooms, and thoughtfully designed amenities to flexible meeting spaces, a heated indoor pool, and a rooftop sundeck, find a sophisticated stay at Sonesta.

    9. The Peninsula Chicago - Near North Side

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    2116 reviews
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    The Peninsula Chicago
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    Address: 108 E Superior St, Chicago, IL 60611

    Telephone: (312) 337-2888

    Business type: Hotel

    Review

    "Luxury. Elegance. Top notch customer service."
    Business: The Peninsula Chicago combines elegance and personalization steps from the Magnificent Mile in downtown Chicago. Experience why this 5 star hotel was named Travel + Leisure's 2017 "Best Hotel in Chicago".

    10. Chicago Guest House - Chicago

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    81 reviews
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    Address: 3715 N Lakewood Ave, Chicago, IL 60613

    Telephone: (312) 952-5150

    Business type: Guest house

    Review

    "This was the BEST rental experience I've ever had."

    11. Palmer House a Hilton Hotel - Chicago

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    9573 reviews
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    Palmer House a Hilton Hotel
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    Address: 17 E Monroe St, Chicago, IL 60603

    Telephone: (312) 726-7500

    Business type: Hotel

    Review

    "I shared a room with my boyfriend and another couple."
    Business: Palmer House a Hilton Hotel is a historic home base in the heart of downtown Chicago.

    12. Four Seasons Hotel Chicago - Near North Side

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    1021 reviews
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    Four Seasons Hotel Chicago
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    Address: 120 E Delaware Pl, Chicago, IL 60611

    Telephone: (312) 280-8800

    Business type: Hotel

    Review

    "The food is so good! specially the restaurant located on the lobby ..."
    Business: Four Seasons Hotel Chicago offers the highest luxury guest rooms in the city with unrivaled Lake Michigan and skyline views. Discover award-winning hospitality, premier dining, flexible meeting spaces and more just steps from Magnificent Mile and North Michigan Ave.

    13. Swissotel Chicago - Chicago

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    4519 reviews
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    Address: 323 E Wacker Dr, Chicago, IL 60601

    Telephone: (312) 565-0565

    Business type: Hotel

    Review

    "Me and wife came here for our couples getaway and we love it."
    Business: Swissôtel, luxury hotel in the heart of cities around the world. Stay in stylish, modern rooms and suites with high-end service.

    14. Waldorf Astoria Chicago - Near North Side

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    1304 reviews
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    Waldorf Astoria Chicago
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    Address: 11 E Walton St, Chicago, IL 60611

    Telephone: (312) 646-1300

    Business type: Hotel

    Review

    "One of the best hotels that I have ever been too."
    Business: Waldorf Astoria Chicago is the premiere luxury hotel in downtown Chicago. It boasts stunning interiors, expansive rooms and suites, and distinctive amenities.

    15. Kimpton Hotel Monaco Chicago - Chicago

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    1118 reviews
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    Kimpton Hotel Monaco Chicago
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    Address: 225 N Wabash Ave, Chicago, IL 60601

    Telephone: (312) 960-8500

    Business type: Hotel

    Review

    "The staff here we're all top notch and the restaurant served a ..."
    Business: Surround yourself with newly renovated luxurious guestrooms + suites and a great downtown location when you stay at Kimpton Hotel Monaco Chicago - Chicago's Premier 4-star Boutique Hotel!

    16. Viceroy Chicago - Near North Side

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    738 reviews
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    Address: 1118 N State St, Chicago, IL 60610

    Telephone: (312) 586-2000

    Business type: Hotel

    Review

    "I cannot say enough good things about this hotel."
    Business: Known for its prime location and 1920s-inspired design, Viceroy Chicago is a luxury hotel near Michigan Avenue, in the historic Gold Coast district.

    17. The Publishing House Bed and Breakfast - Near West Side

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    216 reviews
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    The Publishing House Bed and Breakfast
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    Address: 108 N May St, Chicago, IL 60607

    Telephone: (312) 554-5857

    Business type: Bed & breakfast

    Review

    "My experience at the Publishing House was amazing from top to ..."

    18. Eurostars Magnificent Mile - Near North Side

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    1136 reviews
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    Eurostars Magnificent Mile
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    Address: 660 N State St, Chicago, IL 60654

    Telephone: (312) 202-6000

    Business type: Hotel

    Review

    "Bathroom was awesome for a couple."
    Business: Reserva en el Hotel Eurostars Magnificent Mile en Chicago con Eurostars Hotel Company. Mejor precio garantizado en nuestra web oficial. ¡Entra y reserva!

    19. Harvey House Inn - Austin

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    78 reviews
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    Harvey House Inn
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    Address: 107 S Scoville Ave, Oak Park, IL 60302

    Telephone: (708) 848-6810

    Business type: Inn

    Review

    "This is the best hotel I had!"
    Business: Harvey House Bed and Breakfast, located in Oak Park, Illinois, is just minutes from downtown Chicago and walking distance from the L train. Book online for lowest rates!

    20. The Ritz-Carlton, Chicago - Near North Side

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    1134 reviews
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    Address: At Water Tower Place, 160 E Pearson St, Chicago, IL 60611

    Telephone: (312) 266-1000

    Business type: Hotel

    Review

    "When booking hotels use ʜᴏᴛᴇʟʙᴜʟʟʏ.ᴄᴏᴍ They have the best ..."
    Business: The Ritz-Carlton, Chicago is ideally located downtown near Lake Michigan and offers luxury hotel amenities including lake-view accommodations and a Club Lounge.

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