Best Short term and Weekly rentals in Chicago

About: This B&B is located in the upscale Edgebrook neighborhood, across from Billy Caldwell golf course, 10 miles northwest of downtown Chicago. The area is quiet and peaceful, with local amenities within a quarter mile. Guests can easily access downtown via the Metra line, which is a 5-minute walk away.

This B&B has excellent user, location, and cleanliness ratings. It can accommodate up to 2 guests in a private bedroom in a quiet, upscale home. Guests share the kitchen and bathroom.

Amenities include a fridge, freezer, microwave oven, dishwasher, air conditioning, garden, parking, and use of a washer/dryer. Guests will also receive personalized recommendations for music and dining.

About: Located in Rogers Park, this apartment is near Loyola University, Northwestern University, the Red Line, and Lake Michigan. The area is lively and has a lot to offer to visitors, with restaurants, shops, and public transportation nearby.

The apartment has received excellent ratings from users for its location, cleanliness, and amenities. It has two bathrooms and a layout that includes exposed brick walls and warm lighting.

The amenities include a rainfall shower with Bluetooth wiring, a gourmet kitchen with stainless steel appliances and wood counters, free parking, and a terrace/balcony with a garden. The spa is also a great feature for guests who want to relax and rejuvenate during their stay.

About: This apartment is in Chicago's Uptown district, steps from Montrose Beach, and a short walk from Foster Beach. The area has a lively atmosphere with many bars, restaurants, and cafes. The city center is a short drive away.

The apartment has excellent user and location ratings.

It has one bedroom, one bathroom, and a floor area of 450 square feet.

Amenities include a fully equipped kitchen, flat-screen TV with streaming services, air conditioning, and a patio with city views. The building has a swimming pool, sun terrace, fitness center, spa, restaurant, and bar. Guests also have access to an outdoor fireplace and barbecue facilities.

About: This apartment is in Wrigleyville, a neighborhood famous for its iconic baseball stadium, Wrigley Field, which is just a 9-minute walk away. Lincoln Park Zoo is also nearby, at 2 miles. Its precise location gives you the opportunity to experience the city's ambiance fully.

This apartment has been rated excellent by previous guests for its location, cleanliness, and overall experience.

This 1180-square-foot, 2-bedroom, 1-bathroom penthouse has a spacious balcony with panoramic city views. It has a fully equipped kitchen, high-speed WiFi, air conditioning, and access to a shared garden. Its professionally designed interior with sophisticated furnishings makes it a unique and appealing accommodation for guests visiting Chicago.

About: Located in the tranquil Hyde Park neighborhood, this charming B&B offers a convenient base for exploring Chicago's attractions. Just steps from the University of Chicago and its renowned hospital, it's also a short walk to Millennium Park, the Water Tower, and Navy Pier.

Highly rated by guests for its excellent location, cleanliness, and amenities, this B&B features a comfortable bedroom and bathroom, as well as a shared living space with housemates, providing a cozy and social atmosphere.

It offers a fully equipped kitchen for preparing meals, air conditioning for comfort, and free Wi-Fi for staying connected. Guests can enjoy free bike use to explore the surrounding area, and there's free street parking for added convenience.

About: Located in the heart of Chicago's vibrant River North neighborhood, this family-friendly apartment is just steps away from the Magnificent Mile and the Chicago River. Its excellent location and cleanliness ratings make it a top choice for travelers.

With one bedroom and a guest capacity of five, the apartment is perfect for families or groups. It features a fully equipped kitchen, air conditioning, and a private garden.

Guests can enjoy nearby attractions such as the Art Institute of Chicago, the Willis Tower, and the Navy Pier. The apartment also offers parking, making it easy to explore the city by car.

About: This apartment is located in the Lakeview district, near Wrigley Field, Lincoln Park Zoo, and Water Tower Chicago. The area is known for its lively atmosphere, with plenty of shops, restaurants, and bars within walking distance. The apartment is also just a short walk from the CTA Red Line, which can take you to downtown Chicago in just a few minutes.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, location, and amenities. The apartment has one bedroom, one bathroom, and can accommodate up to two guests. It features a fully equipped kitchen, in-unit laundry facilities, and free Wi-Fi throughout the property.

The apartment is a great choice for travelers who are looking for a convenient and comfortable place to stay while exploring Chicago. It is close to many of the city's most popular attractions, and it offers a variety of amenities to make your stay more enjoyable.

About: This apartment is located in Chicago's Wicker Park neighborhood, known for its trendy art galleries, independent boutiques, and lively nightlife. It is also close to the 606 trail, a popular elevated park that offers stunning city views, and Humboldt Park, a large park with a lagoon, gardens, and a Japanese garden.

The apartment has received excellent ratings from previous guests for its location, cleanliness, and amenities. It is a two-unit combination, which makes it ideal for large families or groups. It has a charming and artsy loft-style design and exclusive access to a private patio and garden.

The apartment is fully equipped with a kitchen that includes a fridge and microwave oven, as well as air conditioning and parking. It also has free Wi-Fi.

About: This B&B is situated in the Ravenswood neighborhood, a peaceful area with a village-like ambiance, near Lincoln Park and the famous Wrigley Field. It's also close to downtown and major tourist attractions, with easy access to public transportation.

The property has excellent user, location, and cleanliness ratings.

This spacious 3-bedroom, 2-bathroom apartment has a master suite, kitchen, and living room available for guest use, as well as a laundry room with a washer and dryer. It can accommodate up to 2 guests.

A large grocery store and drugstore are conveniently located across the street. The responsive host is available for assistance.

About: This apartment is a hidden gem in Chicago's charming Logan Square neighborhood. Just steps from the shops and restaurants along Milwaukee Avenue, it's also a short walk from the Damen Blue Line station, making it easy to explore the rest of the city.

With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers. It has two bedrooms, two bathrooms, and can accommodate up to five guests. The unique layout features two levels, an atrium with an Italian staircase, and radiant heat floors.

The apartment's amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, and parking. Guests also have access to a private oasis with a lush yard, pond, and terrace. The master bedroom has a private balcony and fireplace, and the spa bathroom is a perfect place to relax after a long day of exploring.

About: This 4-star aparthotel is ideally located in downtown Chicago, within walking distance of major tourist attractions such as the Art Institute of Chicago, Millennium Park, and Lake Michigan.

It features spacious apartments with fully equipped kitchens, memory foam beds, and premium bedding. The aparthotel also offers a rooftop terrace with stunning city views, a swimming pool, a fitness center, and a concierge service.

Guests have consistently rated the aparthotel as excellent for its location, cleanliness, and user ratings.

The aparthotel's unique features include its custom services available through the concierge, such as personalized tours and local food recommendations.

About: This one-bedroom, one-bathroom apartment is located in Lincoln Park, Chicago. It is steps from DePaul University and has easy access to public transit and the bustling main street. The apartment is in a historic Chicago home and has a private entrance to the garden apartment. It has a full kitchen with granite countertops and amenities, a private washer/dryer, and a smart thermostat for temperature control. The apartment also has board games and an Apple TV for entertainment and an emergency exit to the basement storage area.

The apartment has excellent user, location, and cleanliness ratings. It can accommodate up to four guests.

The free ample street parking is rare in Chicago and makes this apartment particularly appealing for guests.

About: Ideally located in the upscale River North district, this 4-star aparthotel is surrounded by the city's most iconic landmarks, such as the John Hancock Center and Water Tower Place. The bustling State Street and the scenic Lake Michigan are also within a short walk.

Guests rave about the aparthotel's exceptional user ratings, praising its cleanliness and excellent location.

Each apartment features a fully equipped kitchen, a washer/dryer, and a dining table. Pillowtop beds with premium bedding ensure a restful night's sleep.

Amenities include a full-service spa, a 24-hour health club, a rooftop terrace with stunning city views, a sauna, a concierge, a restaurant, and parking. Guests can also enjoy complimentary weekly housekeeping.

About: This apartment is located in the heart of Chicago, near Ohio Street Beach, Oak Street Beach, and Michigan Avenue. It is within walking distance of major tourist attractions such as 360 Chicago and the Chicago Museum of Contemporary Art.

The apartment has received excellent ratings from users for its location, cleanliness, and amenities. It features a modern and stylish interior design, a fully equipped kitchen, free Wi-Fi, and air conditioning.

The apartment has a layout that is perfect for families and groups of friends. It has a spacious living room, a dining room, and three bedrooms.

The apartment also has a number of amenities that make it unique, including an indoor pool, a fitness center, a sauna, and a concierge. It also has a terrace with stunning views of the city.

About: Located in Downtown Chicago, The Penthouse At Grand Plaza is surrounded by the city's best shopping and entertainment options. State Street, Michigan Avenue, Chicago Riverwalk, and Millennium Park are all within walking distance.

This 4-star hotel has received excellent ratings from users for its location, cleanliness, and overall experience.

The hotel features a modern interior design with stylish and comfortable guest rooms. It offers amenities such as an outdoor pool, fitness center, sauna, rooftop terrace with stunning city views, a business center, self-parking, and custom services like personalized tours and local food experiences.

About: This apartment is ideally located in the West Loop district, near Union Station, Willis Tower, Shops at Northbridge, and CIBC Theatre. It is within walking distance to many of Chicago's iconic landmarks and attractions.

This apartment has excellent user, location and cleanliness ratings.

The apartment has a modern interior design with spacious living areas and a fully equipped kitchen. It also has a private balcony with city views, complimentary WiFi and private parking.

The apartment has access to a seasonal outdoor swimming pool, terrace, fitness center, and garden. It is also close to shops, restaurants, and entertainment options.

About: This apartment is located in the Streeterville district, steps from Navy Pier and the Magnificent Mile. It is in the city center, close to landmarks and attractions.

The apartment has excellent user, location, and cleanliness ratings.

The layout is spacious and bright, with floor-to-ceiling windows offering stunning city views.

The apartment features a full kitchen, air conditioning, a private balcony, a 24/7 concierge and security, and access to building amenities such as a gym and pool. It also has a sauna, a fitness center, and parking.

The apartment is professionally cleaned and has high-quality bedding and furnishings. It is perfect for guests looking for a luxurious and convenient stay in Chicago.

About: This apartment is in the Uptown neighborhood, near the Red Line Train, bars, cafes, shopping, restaurants, and Lakefront. It is in a historic 1893 mansion with a unique limestone facade.

The apartment has excellent user, location, and cleanliness ratings.

It is a spacious 2,300 square feet apartment with four bedrooms and two bathrooms. It has a large living room with a bar area and TVs, a dining room with a large table and eight chairs, and four futons in the living room for extra sleeping space.

It has a jacuzzi, terrace/balcony, garden, spa, parking, air conditioning, internet, and a kitchen with a fridge, freezer, microwave oven, and dishwasher. It has two private parking spots and a bistro-like outdoor area.

About: Located in the trendy Andersonville neighborhood, this B&B offers a charming urban retreat just steps from vibrant commercial streets, independent shops, restaurants, and cafes. It's also conveniently situated near iconic landmarks like Wrigley Field (3.1 mi), Lincoln Park Zoo (5 mi), and DePaul University (5 mi).

Highly rated for its excellent location, cleanliness, and user experience, this B&B provides a warm and welcoming ambiance.

The modern and urban-style décor creates a chic and comfortable atmosphere. Each room features flat-screen TVs, seating areas, and free WiFi. Guests can enjoy a complimentary continental breakfast in the shared kitchen and relax on the terrace with stunning city views.

Unique amenities include a garden, barbecue facilities, and a shared lounge. Custom services and tailored experiences are available to enhance guests' stay.

About: This apartment is located in South Loop, near Grant Park and the Art Institute of Chicago, an area popular for its cultural attractions, green spaces, and vibrant atmosphere. It's also close to the city center, making it easy to explore all that Chicago has to offer.

The apartment has received excellent ratings for its location, cleanliness, and user experience.

It has one bedroom, one bathroom, and can accommodate up to two guests. The modern decor and fully equipped kitchen make it a comfortable and convenient place to stay.

The apartment building offers a range of amenities, including a rooftop pool, BBQ area, game room, fitness center, sauna, concierge, and parking. Guests can also enjoy nearby activities such as biking, jogging, and exploring the many shops, restaurants, and museums in the area.

This apartment is a great option for travelers visiting Chicago who want to be close to the city's main attractions and enjoy a comfortable and convenient stay.

About: This B&B is located in a quiet suburb, a 20-minute drive from downtown Chicago. It is near I-55, I-294, LaGrange Rd, and Archer Ave.

The B&B has excellent user, location, and cleanliness ratings.

It has one bedroom and one bathroom and features a peaceful, non-smoking environment in a safe neighborhood. The room has a view of a beautiful park and patio.

The B&B offers access to a fully stocked chef kitchen, a large sitting area with a TV, and an outdoor patio with a grill. It is close to amenities such as a post office, deli, restaurants, and churches.

About: This Oak Park B&B is within walking distance of the Frank Lloyd Wright Historic District and Ernest Hemingway Museum. The location is ideal for those interested in architecture and history.

The B&B has excellent user and location ratings.

The property has one bedroom, one bathroom, and can accommodate up to two guests.

Amenities include air conditioning, a Jacuzzi, a garden, a spa, a restaurant, parking, a fridge, and free WiFi. The B&B also has a business center and a library.

About: This B&B is located in Bucktown, a lively neighborhood with plenty of restaurants, shops, and the Congress Theater just 0.5 miles away.

The B&B has excellent user and location ratings.

The B&B has a unique layout with hardwood floors and flat-screen TVs in each room.

The B&B offers a range of amenities, including free WiFi, in-room breakfast service, free parking, laundry facilities, a communal sauna, and a summer herbs garden. Some rooms also have spa baths. The B&B is also dog-friendly (for a fee).

About: Located in Logan Square, a trendy neighborhood with a lively nightlife scene, this one-bedroom apartment is just a block from the Logan Square Blue Line Station, offering easy access to downtown Chicago. The apartment is also close to the Logan Square Monument, a popular tourist destination.

The apartment has received excellent ratings for its location, cleanliness, and amenities. It can accommodate up to two guests and has one bedroom and two bathrooms.

The apartment features a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, and parking. It also has high-speed fiber-optic Wi-Fi, an HDTV with premium satellite channels and a DVD player, and a private patio with a grill. The apartment's huge backyard with a patio and fire pit is a unique feature that sets it apart from other accommodations in the area.

About: Located in a quiet residential area, yet only a short walk from the bustling city center, this charming B&B offers a peaceful retreat while being close to Chicago's iconic landmarks.

This highly-rated B&B has received excellent ratings for its location, cleanliness, and overall experience.

The B&B features one bedroom and one bathroom, comfortably accommodating two guests.

Amenities include complimentary Wi-Fi, air conditioning, a private Jacuzzi, a lush garden, and on-site parking. Guests can enjoy the tranquil ambiance of the garden or venture out to explore the nearby attractions, making this B&B an ideal choice for a memorable stay in Chicago.

About: This apartment is located in Humboldt Park/Wicker Park/Buck Town & Ukrainian Village, near Humboldt Park. It's a historic neighborhood with a vibrant nightlife, trendy restaurants, and independent shops. It's also close to the city center and many of Chicago's landmarks.

The apartment has excellent user, location, and cleanliness ratings. It has a floor area of 1250 square feet and one bathroom.

The apartment has a modern kitchen with ample storage and appliances, three bedrooms, a premium quality queen sofa bed in the living room, light-blocking curtains for restful sleep, and full access to the unit, backyard, washer, and dryer. It also has a Jacuzzi, a terrace/balcony, a garden, and parking. The apartment has historic vintage Chicago survey map décor.

About: This apartment is located in Chicago's North Shore district, near the Baha'i House of Worship and the Evanston campus of Northwestern University. The area is known for its beautiful architecture, tree-lined streets, and proximity to Lake Michigan.

The apartment has received excellent ratings for its location, cleanliness, and user experience. It has a spacious open floor plan, 1800 square feet of living space, and can accommodate up to 8 guests.

The apartment is fully equipped with a kitchen, air conditioning, a Jacuzzi, a garden, and parking. It also has access to the internet and allows pets. Additionally, the apartment is located within walking distance of several restaurants, bars, and shops.

About: This B&B is located in the Lincoln Park neighborhood, a shopping and dining area, a few steps away from the Lincoln Park Zoo.

It has an excellent user rating and an excellent location rating.

The B&B has one bathroom and a layout with elegant rooms with Italian-inspired décor and large windows.

It offers a daily continental breakfast and gourmet kitchen access, and hot breakfast on weekends. It includes a private grotto and garden with BBQ facilities, a deck with a hot tub, a spa, a concierge, a tennis court, and parking. It also offers bicycle rentals on site.

About: This Oak Park apartment is near the Frank Lloyd Wright Home & Studio and downtown Oak Park. It has excellent user, location, and cleanliness ratings.

The apartment has a floor area of 1190 square feet and can accommodate up to 5 guests. It has 2 bedrooms, 1 bathroom, and a fully stocked kitchen with stainless steel appliances and a breakfast table. It also has a washer and dryer, air conditioning, and complimentary Wi-Fi.

The apartment has a Prairie architecture theme, with soaring 9-10' ceilings and an open layout. It has private parking on site and front and back entrances for privacy.

The apartment is a short distance to major Oak Park attractions and downtown Chicago.

About: This apartment is located in the heart of Wrigleyville, steps from the iconic Wrigley Field. It is also close to major tourist attractions like Lincoln Park Zoo (2 miles) and 360 Chicago (3.9 miles). The area is full of life, with plenty of restaurants, bars, and shops to explore.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, location, and amenities. It is a spacious 5-bedroom apartment with a fully equipped kitchen and a balcony for outdoor relaxation. The apartment is also air-conditioned for a comfortable stay during Chicago's hot summers.

The apartment is perfect for families or groups of friends visiting Chicago. It is also a great option for business travelers who need to be close to the city center.

About: Located in the lively Wrigleyville district, this apartment is a 5-minute walk from the iconic Wrigley Field, home to the Chicago Cubs. The area offers a vibrant atmosphere with numerous bars, restaurants, and shops. It's also within easy reach of the city center and other major attractions.

The apartment has received excellent ratings for its location, cleanliness, and user experience. It features one bathroom and a layout that includes a cozy family room with a 50-inch Smart TV.

Guests can enjoy access to amenities such as Wi-Fi, Hulu, Netflix, and Amazon Prime, as well as a fully stocked kitchen for preparing meals. The apartment provides a private space for guests, with clean sheets and towels provided for their comfort.

About: This B&B is situated in a diverse neighborhood within walking distance of local amenities such as cafes, restaurants, and shops. It is a 40-minute bus ride to Chicago attractions.

The B&B has excellent user and location ratings and very good cleanliness ratings.

The accommodation is a private 2-bedroom suite with queen and double beds, a pullout sofa, and an infant bed. It has a shared living/dining room, kitchen, laundry room, patio/yard, and fire pit.

The B&B features free Wi-Fi throughout, a baby grand piano, and hosts who welcome guests from diverse backgrounds and industries. The live-in host provides a homey and welcoming atmosphere.

About: This welcoming B&B is located in Hyde Park, a historic neighborhood near the University of Chicago and Oakwood Beach. The area offers a unique blend of academic and cultural attractions, with museums, theaters, and charming architecture.

The B&B has received excellent user ratings and a very good location rating. It features a 150-square-foot layout with one bedroom and a guest capacity of six.

Amenities include air-conditioning, flat-screen TVs, seating areas, a terrace, and an in-room washing machine. Guests can enjoy a complimentary continental breakfast and relax on the unique terrace. The B&B offers proximity to the University of Chicago, Oakwood Beach, and major museums, making it an ideal base for exploring Chicago's cultural offerings.

About: This apartment is situated in the heart of Berwyn, a safe and diverse neighborhood. It is close to Costco, markets, and takeout options. The location rating is excellent.

The apartment has received excellent user ratings for cleanliness and location.

It has 2 bedrooms, 1 bathroom, and can accommodate up to 5 guests.

The apartment features a brand new kitchen and bathroom, an assigned parking space, a comfortable workspace, fast Wi-Fi, and snacks, water, soft drinks, and coffee. There is also a coin-operated washer and dryer in the basement.

About: This apartment is located in the heart of Andersonville, a historic neighborhood on Chicago's North Side. It is a quiet and family-friendly area with a strong sense of community. The apartment is just a short walk from the lakefront, and it is also convenient to public transportation, making it easy to explore all that Chicago has to offer.

The apartment has received excellent ratings from previous guests, who have praised its cleanliness, comfort, and location. It is a one-bedroom, one-bathroom apartment that can accommodate up to four guests. The apartment has a fully equipped kitchen, a living room, and a dining area. It also has a private outdoor space, perfect for relaxing or dining al fresco.

One of the things that makes this apartment unique is its private outdoor space. This is a rare find in Chicago, and it is a great place to relax and enjoy the fresh air. The apartment is also located in a historic wood frame home, which gives it a charming and unique character.

About: This apartment is located in the upscale Lincoln Park neighborhood, steps from DePaul University, public trains, and Wrigley Field (a 20-minute walk). The surrounding area is quiet and residential, with a tree-lined dead-end street and adjacent park.

The apartment has received excellent ratings for its location, cleanliness, and overall quality. It has three bedrooms, one bathroom, and can accommodate up to eight guests. The layout is open and spacious, with ample natural light and hardwood floors throughout.

The kitchen is fully equipped with a dishwasher, and the apartment also has air conditioning, a washer/dryer, and free parking. Pets are allowed for an additional fee of $50.

This apartment is a great option for families and groups visiting Chicago. It is conveniently located near public transportation and many popular attractions, and it offers a comfortable and well-equipped space to relax and unwind.