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Vacation rentals (19)

19 properties found

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  • The Avondale Guesthouse

    The Avondale Guesthouse

    Holiday home

    Excellent

    (127 reviews)

    9.4
    The 1-bedroom The Avondale Guesthouse Chicago villa offers easy access to such tourist spots as Riverview Park, located nearly a 5-minute walk away. Located approximately 3 km from the baseball…

    starts from

    US$ 361 per one night

  • Stunning Condo #2 - Downtown River North

    Stunning Condo #2 - Downtown River North

    Holiday home

    Excellent

    (31 reviews)

    9.2
    The 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa offers easy access to such tourist spots as Durse Park, located only a 5-minute walk away. Providing guests with Wi-Fi and a car…

    starts from

    US$ 39 per one night

  • The Black And White Suite

    The Black And White Suite

    Holiday home

    Good

    (20 reviews)

    7
    Offering a location just 0.9 km from Centennial Missionary Baptist Church, the 4-bedroom The Black And White Suite Chicago villa gives access to various tourist spots in the area.

    starts from

    US$ 313 per one night

  • Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

    Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

    Holiday home

    Excellent

    (26 reviews)

    9.6
    Situated around 25 minutes' walk from the botanical garden "Lincoln Park Conservatory", the 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa invites guests…

    starts from

    US$ 472 per one night

  • Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

    Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

    Holiday home

    Excellent

    (42 reviews)

    9.6
    Offering a patio overlooking the garden, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago is located just a 6-minute walk from Korean Presbyterian Church of Chicago.

    starts from

    US$ 270 per one night

  • Woodlawn Oasis

    Woodlawn Oasis

    Holiday home

    Excellent

    (9 reviews)

    8.8
    The 3-bedroom Woodlawn Oasis Villa Chicago offers swift access to various city sites, such as Woodlawn Baptist Church, situated about a 5-minute walk away. Located a mere 1.4 km from the leading…

    starts from

    US$ 364 per one night

  • Magnificent New Home W/8 Beds & Free Parking

    Magnificent New Home W/8 Beds & Free Parking

    Holiday home

    Excellent

    (16 reviews)

    9.4

    starts from

    US$ 301 per one night

  • Perfect Location Across From Park & Train Station

    Perfect Location Across From Park & Train Station

    Holiday home

    Excellent

    (8 reviews)

    9.6
    The 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago offers swift access to various city sites, such as New Morning Star MB Church, situated approximately 5 minutes' walk…

    starts from

    US$ 325 per one night

  • Lincoln Park Living - 3 Queen Beds - Sleeps 6

    Lincoln Park Living - 3 Queen Beds - Sleeps 6

    Holiday home

    Excellent

    (43 reviews)

    9
    Located within a 7-km distance of the half-mile-long Navy Pier, the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa offers a patio with views of the city.

    starts from

    US$ 112 per one night

  • Lincoln Park Living - Suite 2

    Lincoln Park Living - Suite 2

    Holiday home

    Excellent

    (20 reviews)

    8.8
    Situated a 5-minute walk from the petite South Lakeview Playground Park, Lincoln Park Living - Suite 2 Chicago villa entices guests with views of the city.

    starts from

    US$ 178 per one night

  • Beautifully Renovated House 10 Mins From Downtown

    Beautifully Renovated House 10 Mins From Downtown

    Holiday home

    Excellent

    (12 reviews)

    8.2
    Located about a 25-minute walk from the Lakefront Trail, Beautifully Renovated House 10 Mins From Downtown Villa Chicago offers karaoke for guests' leisure. Offering a free private car park as well…

    starts from

    US$ 654 per one night

  • Historic Luxury Townhouse In Downtown Chicago

    Historic Luxury Townhouse In Downtown Chicago

    Holiday home

    Excellent

    (12 reviews)

    9.8
    Located nearly 5 minutes' walk from the downtown Oak Street, the 3-bedroom Historic Luxury Townhouse In Downtown Chicago Villa gives easy access to various tourist attractions in the area.

    starts from

    US$ 1472 per one night

  • Boutique Garden House Chicago 3-Story Sleeps 12

    Boutique Garden House Chicago 3-Story Sleeps 12

    Holiday home

    Excellent

    (6 reviews)

    9.6
    The 3-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers easy access to such tourist spots as First Progressive Church of Christ, located approximately a 5-minute walk away.

    starts from

    US$ 539 per one night

  • Spacious Row Home Next Transit Near Downtown W Parking

    Spacious Row Home Next Transit Near Downtown W Parking

    Holiday home

    Excellent

    (20 reviews)

    8.4
    The 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers proximity to such city sites as 345 Art Gallery, located nearly a 5-minute walk away.

    starts from

    US$ 452 per one night

  • Spacious 5-Br House Near Transit W Parking

    Spacious 5-Br House Near Transit W Parking

    Holiday home

    Excellent

    (18 reviews)

    8.6
    Situated about 25 minutes' walk from the Catholic church "Our Lady of Sorrows Basilica", the 3-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa invites guests to relax at a terrace.

    starts from

    US$ 677 per one night

  • Stunning Duplex Condo #1 - Downtown River North

    Stunning Duplex Condo #1 - Downtown River North

    Holiday home

    Excellent

    (26 reviews)

    9.2
    Stunning Duplex Condo #1 - Downtown River North Chicago villa is located an 18-minute walk from the Magnificent Mile and invites guests to enjoy a patio.

    starts from

    US$ 276 per one night

  • Lincoln Park Living - Suite 1

    Lincoln Park Living - Suite 1

    Holiday home

    Excellent

    (38 reviews)

    8.2
    Situated nearly 25 minutes' walk from the botanical garden "Lincoln Park Conservatory", the 2-bedroom Lincoln Park Living - Suite 1 Chicago villa invites guests to relax at a patio.

    starts from

    US$ 140 per one night

  • 420 Friendly 12 Pm Check Out 1 Bedroom Basement

    420 Friendly 12 Pm Check Out 1 Bedroom Basement

    Holiday home

    starts from

    US$ 131 per one night

  • Zen Escape-Chicago'S Urban Oasis

    Zen Escape-Chicago'S Urban Oasis

    Holiday home
    Zen Escape-Chicago'S Urban Oasis Villa provides easy access to various city attractions, such as the Adams & Son Gardens, situated about 5 minutes' walk away.

    starts from

    US$ 79 per one night

Looking for the perfect place to stay?

Pick up the right accommodation for exciting vacations!

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Hotels in Chicago

Chicago's vibrant cityscape boasts 1,262 hotels, offering a range of accommodations to suit any traveler. Downtown's Loop and Near North Side are home to many hotels, with notable 3-star accommodations averaging $150 per night and luxurious 5-star options around $450. New additions, like the fresh yet luxurious 'The Hoxton,' add charm with their innovative design. Discover your ideal stay and book effortlessly through our platform.

Where to stay in Chicago - a guide to the best areas and neighborhoods

Hotel Name
Description

Hotel Lincoln

* Lincoln Park Zoo offers free admission and is great for kids.

* The area has expansive parks perfect for picnics and family outings.

* Nearby family-friendly restaurants and activities make it convenient for all ages.

Families should consider Lincoln Park for its family-friendly attractions and green spaces.

Palmer House

* Key business centers and corporate offices are just a walk away.

* Public transportation hubs are conveniently located for easy commuting.

* Hotels like the Palmer House offer conference facilities and business services.

Business travelers find The Loop ideal due to its centrality and business amenities.

Freehand Chicago

* Galleries and museums make it great for art lovers traveling alone.

* River North hosts a vibrant nightlife scene perfect for meeting new people.

* The Freehand Chicago offers shared and private rooms, ideal for solo stays.

Solo travelers can enjoy exploring River North, known for its culture and community vibe.

The Drake Hotel

* Beautiful historic architecture and scenic walks make it a romantic spot.

* High-end shopping and fine dining add a luxurious touch to your stay.

* The Drake Hotel offers elegance and romantic settings for couples.

Couples on a romantic getaway should explore the Gold Coast for its upscale charm.

Holiday Jones Hostel

* The district offers budget-friendly dining and entertainment venues.

* Hostels and lower-cost hotels provide economical accommodation choices.

* Local markets and boutiques offer unique yet affordable shopping experiences.

Budget travelers might find great value in Wicker Park, known for its affordable options.

Chicago Tips You Must Know

* Best times to book: Aim to book at least a month in advance for the best deals, especially for weekends and major holidays like Thanksgiving when prices can soar.

* Seasonal considerations: Peak tourist seasons include summer months and times around major events like Lollapalooza and the Chicago Marathon, leading to higher prices and limited availability.

* Transportation advice: Utilize Chicago's efficient CTA system, with single rides costing around $2.50 and unlimited day passes available for $10 for easy city navigation.

* Money-saving tips: Opt for the CityPASS to see multiple attractions at a discount, and dine at local markets for affordable, delicious meals.

* Additional practical advice: Stay cautious in less busy areas at night, particularly in certain parts of the South Side and West Side.

Frequently asked question

Which hotels in Chicago offer the best views of Lake Michigan?

The Swissotel Chicago offers stunning panoramic views of Lake Michigan from its rooms.

Are there any Chicago hotels with easy access to the city's beaches?

The W Chicago - Lakeshore is just steps away from Oak Street Beach, making it perfect for beach lovers.

What hotels in Chicago are near major attractions like Millennium Park and Navy Pier?

The Radisson Blu Aqua Hotel offers proximity to Millennium Park and Navy Pier within walking distance.

Which Chicago hotels provide adventure and activity options nearby?

The Kimpton Hotel Palomar Chicago is close to River North, where guests can explore art galleries and experience vibrant nightlife.

What is the best time of year to book hotels in Chicago for good weather and events?

Summer, particularly from June to September, is ideal for booking hotels to enjoy Chicago's festivals and pleasant weather.

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