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Chicago vacation rentals

Aluguéis de temporada em Chicago por proprietários — compare casas, apartamentos e chalés, envie mensagens para anfitriões verificados e reserve diretamente. Veja todas as cobranças antes de pagar.

Chicago draws visitors with attractions like Millennium Park, Navy Pier, the Art Institute of Chicago, and Wrigley Field. The city's vibrant cultural scene includes events such as Lollapalooza, the Chicago Blues Festival, and iconic architecture tours. Houfy connects you directly with local hosts in Chicago, allowing bookings that keep costs low. Explore neighborhood lofts, downtown apartments, and lakeside condos across Lincoln Park, Lakeview, and the Loop. Summer along Lake Michigan is ideal for outdoor festivals and cruising the Chicago River.

Casas de Temporada Mais Bem Avaliadas em Chicago

Navegue pelas propriedades de temporada mais bem avaliadas em Chicago.

Artistic Stay near Hyde Park: 2 Living, Courtyard

3 bd·2½ ba
4.9· 106

$ 885,00 USD total por 3 noites

8 – 11 de nov. de 2026

We loved our stay at this exquisite & perfectly curated home. Perfect location, within walking distance to the school, supermkts & public transportation. We were definitely blown away & mesmerized as we walked into each area and room in the home. We even took notes for our own future home decorations. The artwork is representative of Black history, which goes perfectly with the home’s location of South Chicago. While at the same time, walking through the home takes you on an int’l trip. It has a very homey feel; the Teens loved it, especially playing Michael Jackson from the fridge while we all took in the decor. The feedback that we would give is to please provide add’l blankets for the bedding & to please run the gas heater a day before to avoid the weird smell that may come out of it, if it has not been turned on for a while. Elisabeth & Juaquan were very attentive and Juaquan came right over when we informed him of the funny smell. We will definitely stay again, LONGER. Thank you!?
V. · Estadia novembro de 2025

Hyde Park 2BR UChicago Medical Museums 20% OFF

2 bd·1 ba
5· 4
Fantastic place, and even better host
Fantastic place, and even better host, who was attentive to all my (small) needs. Very large apartment with everything you might need. Very close to UChicago, quiet neighborhood. I've stayed here 3x now, and will stay here again next time I'm in Chicago!
Tom · Estadia março de 2026

MFL 2 East

4 bd·3 ba
4.93· 120

$ 2.113,34 USD $ 1.827,39 USD total por 3 noites

9 – 12 de nov. de 2026

Coming back to Chicago just for this place!
This whole trip was amazing thanks to Carole! She greeted us with a special Chicago beer and made us feel right at home. She knew so much about the city and had lots of recommendations for food, bars, transportation, etc. Honestly, if we had more time, I would've loved to sit down for a drink with her and her husband, Basil! Our Magic Factory Loft was incredible and perfect for our group of 11 girls. We could've fit at least three more, and maybe even more than that if needed. The place was just right for a big group, with the common areas like the kitchen and living room being just a big hangout space. And then we had three full bathrooms which was definitely appreciated. In the loft, we were able to sit around in a circle and play games, enjoy snacks, etc. without feeling like we were too cramped. Carole even left us a "decoration kit" to help with hanging decor around the place for our party! You can really tell how much effort they put into making this place look really nice and be as cozy as possible. The loft is in a great location. We never felt unsafe and we were able to walk to pretty much everywhere. We also had free parking right outside! Carole got us into two FAB restaurants that we definitely would not have gotten into otherwise. They ended up being the two best restaurants of the weekend and everyone was so happy. We honestly could not have asked for anything more. I literally want to go back to Chicago just so I can stay there again! We will be back -- thank you Carole and Basil!
E. W. · Estadia julho de 2019

Modern Western Logan Square Flat Healy Metra Stop

2 bd·1 ba
4.75· 24

$ 478,58 USD total por 3 noites

8 – 11 de nov. de 2026

My husband and I had a great visit to Logan Square and the Chicago area while staying at this location. The home was spotless, looked and functioned exactly as described, and had unique architectural features that made staying there a treat. We could walk to the Square, catch a ride with friends, and found parking pretty easy in the surrounding park/residential areas. Catching a ride share downtown is also very simple as the home is located near main arterial roads. We had no problem pre-scheduling a ride share to take us downtown during peak times, and to the airport early in the morning of our departure. The surrounding neighborhood is historic and classic Chicago which we appreciated. We stayed during the July 4 holiday weekend, and recommend visiting during this time for a full "Chicago experience" -- a mix of locals and tourists, with notably less traffic and other congestion compared to other major cities during this holiday weekend.
N. · Estadia julho de 2024

MFL 3 East

4 bd·4 ba
4.99· 93

$ 2.738,67 USD $ 2.358,91 USD total por 3 noites

8 – 11 de nov. de 2026

Excellent location, excellent stay, excellent service
We were a group of 8 women staying for 5 days at this property in a combination writing retreat/ladies getaway. We had an absolutely fantastic experience in the loft and would 100% recommend it to other groups, as well as stay again. The communication with Carole was top notch, including her meeting several requests that we had, as well as offering recommendations. We had everything we needed for the 5 days and were so happy throughout our entire stay. The location is top notch and just about anything you want is within a few blocks walk, from restaurants to Whole Foods to Target to a liquor store to casual shopping , entertainment and more. You can't ask for a better location! In addition, the loft is well insulated and the *only* outside noise that ever came to us was from fire engines going by. Otherwise, the loft was quiet and well-contained. With 4 bathrooms and 4 bedrooms, as well as a variety of beds/sleeping options, there's plenty of room for a large group. Possibly our only request would have been an additional sofa or longer sofas, as we did spend a lot of time at the loft and would have liked more lounging options/comfortable seating options (the dining room chairs are great for dining but not long-term seating/working). The kitchen was fully stocked with everything we needed in terms of utensils, pots, pans, etc for cooking, and there wer even a few random spices. One touch we absolutely loved was the bags of ice provided in the freezer. That's something I wouldn't have though tto ask for but would now love to see in every vacation rental we stay in. There was also some coffee, tea and sugar provided--a top notch service all the way! In short, this is a fantastic choice for your next vacation stay as a group, I can't recommend it highly enough, and I hope we get to experience Carole and Basil's hospitality again some day!
A. W. · Estadia setembro de 2019

3BR Vintage Apt • Back Yard• Walk to McKinley Park

3 bd·1 ba
4.92· 25

$ 613,35 USD total por 3 noites

8 – 11 de nov. de 2026

Simiao was an incredibly responsive and hospitable host throughout our extended stay. She went above and beyond to help my mom and mother-in-law, who were visiting the U.S. for the first time and only speak Mandarin, feel comfortable and enjoy their experience. She recommended places to visit in the neighborhood, showed them how to use the laundry, and even created a step-by-step instructional video in Mandarin for them. Whenever we needed extra supplies, she had them ready for us right away. Her thoughtfulness and kindness made our stay even more enjoyable. We would definitely stay here again on our next visit.
P. · Estadia julho de 2026

Large Cozy 3BR near UChicago Medical Midway Museum

3 bd·1 ba
5· 8
We had a great stay at Kenneth's! Lot of space, cozy and clean home, all amenities as described, great communication and easy on-street parking on the south side. Ken was a great host: very proactive, friendly, helpful, and had good communication regarding any questions we had during the stay. He was kind enough to accommodate our requests which made our trip (with 2 seniors) much less troublesome. Would gladly recommend his Airbnb.
B. · Estadia setembro de 2024

Chicago Lakefront · Fire Pit Patio · Beach Across

1 bd·1 ba
5· 1

$ 467,00 USD $ 373,60 USD total por 3 noites

8 – 11 de nov. de 2026

The apartment was perfect for our stay in Chicago. It was just a couple blocks from the train station, perfect for getting to Guaranteed Rate Field. Right across the street is the beach and there are plenty of stores and restaurants nearby. The hosts were great at communicating if we needed anything and very nice! The apartment was nice and clean! If you want the best of the city and Lake Michigan for a great price, stay here!
L. · Estadia maio de 2026

Casas Recomendadas em Chicago

Propriedades selecionadas que achamos que você vai adorar em Chicago.

Luxurious Condo in Top Rated Neighborhood

1 bd·1 ba
4.46· 28

$ 3.600,00 USD total por 30 noites

8 de nov. – 8 de dez. de 2026

$ 1.484,11 USD total por 3 noites

8 – 11 de nov. de 2026

$ 960,27 USD total por 3 noites

8 – 11 de nov. de 2026

$ 4.469,80 USD total por 30 noites

8 de nov. – 8 de dez. de 2026

$ 2.090,00 USD total por 5 noites

8 – 13 de nov. de 2026

$ 606,82 USD total por 3 noites

8 – 11 de nov. de 2026

$ 899,64 USD total por 3 noites

8 – 11 de nov. de 2026

$ 498,62 USD total por 3 noites

8 – 11 de nov. de 2026

Pet friendly vacation rentals in Chicago

Traga seu amigo peludo! Navegue por casas que acolhem pets em Chicago.

$ 717,36 USD total por 3 noites

8 – 11 de nov. de 2026

$ 649,61 USD total por 3 noites

8 – 11 de nov. de 2026

$ 1.982,08 USD total por 3 noites

8 – 11 de nov. de 2026

$ 649,61 USD total por 3 noites

8 – 11 de nov. de 2026

$ 4.383,36 USD total por 30 noites

8 de nov. – 8 de dez. de 2026

$ 655,96 USD total por 4 noites

8 – 12 de nov. de 2026

$ 577,42 USD total por 4 noites

8 – 12 de nov. de 2026

$ 4.424,90 USD total por 30 noites

8 de nov. – 8 de dez. de 2026

Por que visitar Chicago

Descubra o que torna Chicago um destino perfeito para aluguel de temporada.

Cena de Teatro & Comédia

Reconhecido mundialmente por suas performances vibrantes.

Assista a um show no icônico Chicago Theatre ou ria a noite toda no The Second City, ambos localizados a menos de uma milha do centro da cidade.

Magnificent Mile

Compre marcas icônicas na Michigan Avenue.

Este famoso trecho abriga mais de 460 varejistas, incluindo boutiques de alto padrão e lojas âncoras, a apenas 10 minutos a pé do Millennium Park.

Delícias de Pizza de Fundo Profundo

Saboreie o patrimônio da pizza de Chicago.

Experimente uma torta no Lou Malnati's ou Giordano's, essenciais para os entusiastas de pizza de fundo profundo, ambos de fácil acesso a partir do Loop.

Instituto de Arte de Chicago

Lar de milhares de obras de arte.

Localizado no Grant Park, este museu apresenta obras de mestres impressionistas. Fica a uma curta caminhada do centro da cidade.

Onde ficar em Chicago

As melhores áreas e bairros para seu aluguel de temporada em Chicago.

The Loop

Lar da icônica arquitetura de Chicago e do distrito comercial, com uma cena artística vibrante e espaços verdes como o Millennium Park.

Melhor para: viajantes de negócios, entusiastas da arquitetura, visitantes de primeira viagem

Wicker Park

Conhecido por sua vibrante arte de rua e locais de música ecléticos, um paraíso para espíritos criativos e amantes da gastronomia, oferecendo experiências únicas de jantar e compras.

Melhor para: viajantes jovens, músicos, artistas

Lincoln Park

Apresenta um grande espaço verde que abriga o Zoológico de Lincoln Park com entrada gratuita, além de várias instituições culturais e atividades para toda a família.

Melhor para: famílias, amantes do ar livre, entusiastas de zoológicos

Hyde Park

Um centro cultural com a Universidade de Chicago e o Museu da Ciência e Indústria, rico em história e prestígio acadêmico.

Melhor para: apaixonados por história, acadêmicos, visitantes de museus

Encontre aluguéis de temporada em Chicago que combinam com seu estilo

Apartments, vacation homes, condos e mais — escolha o tipo de aluguel de temporada em Chicago que você deseja, e reserve diretamente com o anfitrião.

Aluguéis de temporada em Chicago com free WiFi, hot tub ou air conditioning

Free WiFi, hot tub, air conditioning e mais — cada aluguel de temporada em Chicago aqui é listado por um anfitrião verificado e pode ser reservado diretamente, com o preço definido pelo anfitrião.

Principais atrações em Chicago

Todas a uma curta distância dos aluguéis de temporada em Chicago.

The Art Institute of Chicago

Houses over 300,000 artworks, from ancient to modern. · 0.5 miles

Lincoln Park Zoo

Free-entry zoo with diverse animal exhibits and conservation programs. · 3 miles

Chicago Symphony Orchestra

World-class performances in a renowned venue. · 0.4 miles

Magnificent Mile

Premier shopping district with hundreds of stores. · 1 mile

Millennium Park

Famous for Cloud Gate, it's a center for music and art. · 0.2 miles

The Field Museum

Natural history museum featuring the famous T. rex, Sue. · 1.2 miles

Melhor época para visitar Chicago

Best months to visit are May, June, and September with mild temperatures (60s-70s °F) and comfortable weather.

Para preços mais baixos e menos multidões, de Novembro a Março é a melhor época para reservar.

Melhor valorNov – Mar

NovAgora

48°F9°C

Precipitação Moderada

Demanda Baixa

Dez

36°F2°C

Precipitação Moderada

Demanda Baixa

Jan

31°F-1°C

Precipitação Moderada

Demanda Baixa

Fev

36°F2°C

Precipitação Moderada

Demanda Baixa

Mar

47°F8°C

Precipitação Moderada

Demanda Baixa

Abr

59°F15°C

Precipitação Moderada

Demanda Média

Mai

70°F21°C

Precipitação Moderada

Demanda Média

Jun

79°F26°C

Precipitação Moderada

Demanda Pico

Jul

84°F29°C

Precipitação Moderada

Demanda Pico

Ago

82°F28°C

Precipitação Moderada

Demanda Pico

Set

75°F24°C

Precipitação Moderada

Demanda Média

Out

63°F17°C

Precipitação Moderada

Demanda Média

Como chegar e se locomover em Chicago

Chicago offers extensive public transit, major airports, and bike-friendly streets for easy navigation.

Airports
O'HARE INTERNATIONAL AIRPORT
Located 17 miles northwest of downtown, offering global connections.
MIDWAY INTERNATIONAL AIRPORT
Located 10 miles southwest of downtown, convenient for domestic flights.
Public Transit
CHICAGO 'L' TRAINS
Run by the CTA, providing access across the city and suburbs.
CTA BUS SERVICE
Extensive network serving all major neighborhoods and attractions.
Biking
DIVVY BIKE SHARE
Available citywide with numerous stations, convenient for short trips.

Aluguéis de temporada semelhantes perto de Chicago

Casas a até 60 milhas de Chicago, de anfitriões verificados.

Stunning Lake house on peaceful Sta

5 bd·2½ ba
4.86· 22

$ 2.256,65 USD total por 5 noites

8 – 13 de nov. de 2026

*King bed *Outdoor Living *Sought-After Area

3 bd·1½ ba
5· 135

$ 1.492,00 USD total por 3 noites

19 – 22 de nov. de 2026

Single-Family Home. Fully Furnished

3 bd·2 ba
5· 16

$ 1.935,00 USD total por 6 noites

8 – 14 de nov. de 2026

Cute 2 br with King and Queen

2 bd·1 ba
4.95· 20

Lovely 1 bed room apartment, all to yourself.

1 bd·1 ba
4.87· 94

$ 395,90 USD total por 3 noites

16 – 19 de nov. de 2026

Waterfront Cottage/sauna/kayaks/firepit/dock

1 bd·1 ba
4.88· 40

$ 795,00 USD total por 3 noites

8 – 11 de nov. de 2026

$ 939,53 USD total por 3 noites

8 – 11 de nov. de 2026

$ 1.299,48 USD total por 3 noites

8 – 11 de nov. de 2026

Modern forest retreat: fast wifi, hot tub, firepit

4 bd·3 ba
5· 27

$ 2.295,00 USD total por 3 noites

8 – 11 de nov. de 2026

Deer Run Log Cabin

3 bd·2 ba

$ 2.112,80 USD $ 2.007,17 USD total por 3 noites

8 – 11 de nov. de 2026

Deer Run Lodge

4 bd·3 ba
5· 1

$ 3.333,31 USD $ 2.833,31 USD total por 3 noites

8 – 11 de nov. de 2026

Beachfront Home with Jacuzzi & Kayaks - Premier

2 bd·1½ ba
5· 3

$ 5.426,42 USD total por 30 noites

8 de nov. – 8 de dez. de 2026

Explore perto de Chicago

Cidades e vilarejos a uma curta distância de Chicago, cada um reservado diretamente com o anfitrião.

Por que os hóspedes reservam no Houfy

  • Direto com o anfitrião

    Envie uma mensagem para o anfitrião antes de reservar. Faça perguntas, confirme detalhes e negocie com quem possui a propriedade.

  • Anfitriões verificados

    Todo anfitrião completa a verificação de identidade antes que um anúncio fique ativo.

  • Preços detalhados

    Cada cobrança é mostrada antes de você pagar — incluindo a taxa de conexão da API, quando aplicável.

Perguntas frequentes

Respostas rápidas sobre como reservar aluguéis de temporada em Chicago e o que significa realmente a reserva direta no Houfy.

O que os membros dizem sobre nós

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