Holiday rentals near 311 S Wacker Dr

We found 3,560 holiday rentals — enter your dates for availability

Take a look at holiday rentals near 311 S Wacker Dr that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include a garden and pool. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - 311 S Wacker Dr

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Frequently asked questions

What are the best holiday rentals near 311 S Wacker Dr?
The best holiday rentals near 311 S Wacker Dr are primarily located in Downtown Chicago. You will find a great selection of apartments and condos in this bustling area, offering convenient access to city attractions. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can choose from a variety of styles for the best holiday rentals near 311 S Wacker Dr, from sleek modern apartments to spacious condos.

Many top-rated homes feature amenities so you can have a comfortable stay, such as shared pools for a refreshing dip, fitness facilities for your workout routine, and in-unit laundry for longer stays. These homes are ideal for city explorers or business guests who appreciate convenience and modern comforts.
Are there any cheap holiday rentals near 311 S Wacker Dr?
There are several affordable holiday rentals near 311 S Wacker Dr, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$230 per night. Some stays even drop below this price in February and March, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, providing a clean, comfortable base for your stay.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near 311 S Wacker Dr while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near 311 S Wacker Dr?
There are hundreds of pet-friendly holiday rentals near 311 S Wacker Dr, primarily apartments and some private homes, predominantly found in the wider Downtown Chicago area. Many of these properties specify that dogs and cats are permitted, with some even allowing pets to stay free of charge. Guests can expect comfortable amenities like fully equipped kitchens, Wi-Fi, and easy access to urban conveniences, ensuring a pleasant stay for both guests and their animal companions.

When searching for the best pet-friendly holiday rentals near 311 S Wacker Dr, it is crucial to review individual house rules regarding pet size, breed restrictions, and any additional fees. While 311 S Wacker Dr itself is a commercial building and not suitable for pet recreation, pets are generally welcome on paved paths and in many outdoor public areas in Chicago.
What are the top holiday rentals with pools near 311 S Wacker Dr?
There are approximately 595 holiday rentals near 311 S Wacker Dr that feature swimming pools. Guests can find a variety of options, including shared community pools, private pools, and indoor pool facilities. These properties are primarily concentrated in the Downtown Chicago area, offering amenities such as full kitchens, Wi-Fi, and comfortable living spaces, making them suitable for families or groups exploring the city.

When selecting your ideal stay, consider whether a private pool for seclusion or a shared pool with potential access to additional facilities like sun loungers or fitness centres better suits your needs. For stays during cooler months, looking for heated or indoor pool options is advisable to ensure a comfortable experience.
What are the best family holiday rentals near 311 S Wacker Dr?
There are over 500 family-friendly holiday rentals available near 311 S Wacker Dr, primarily in the Downtown Chicago area. These properties, including numerous apartments and private homes, offer ample space with multiple bedrooms and bathrooms, ensuring comfort for groups. Many come equipped with full kitchens, washer/dryers, and outdoor play areas like patios or secured yards, along with entertainment options such as WiFi and video games, making them ideal for families.

When selecting a holiday rental, consider properties that provide separate spaces for adults and children to relax, and prioritise those with practical amenities like a fully equipped kitchen and laundry facilities to simplify your stay. Choosing a home within a short distance of 311 S Wacker Dr will minimise travel time, allowing more moments to enjoy the city's attractions.
Are there any luxury holiday rentals near 311 S Wacker Dr?
Near 311 S Wacker Dr, guests can find several luxury holiday rentals that combine city scenery with modern comfort. These properties often feature amenities such as private pools, heated pools, designer toiletries, fireplaces, and lake views. Many homes also include a private chef service and premium bedding so you can have a comfortable stay.

These homes are ideal for families or larger groups, offering conveniences like air conditioning and room service. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near 311 S Wacker Dr?
Holiday rentals near 311 S Wacker Dr offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$230 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$590 per night, offering more comfort and amenities. Upscale options can cost AU$935 or more per night, especially for properties with premium locations or additional space.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting 311 S Wacker Dr?
When visiting 311 S Wacker Dr, several areas offer excellent holiday rental options. The Loop, being the central business district, provides properties within easy walking distance or a short public transport ride to 311 S Wacker Dr. This area is superb for guests who wish to be at the heart of the city's architectural marvels and business district, with numerous dining and entertainment options readily available.

Another fantastic choice is River North. Located just north of the Chicago River, properties here offer convenient access to 311 S Wacker Dr via a short walk or quick public transport connection. River North is known for its art galleries, upscale restaurants, and lively nightlife, providing a different experience for your stay.

For those seeking a slightly more residential feel with excellent transport links, the West Loop neighbourhood is a superb option. Properties in West Loop are a short public transport journey or drive from 311 S Wacker Dr, offering a blend of historic charm and modern amenities. This area is celebrated for its diverse culinary scene and proximity to parks.
What is the cheapest month to stay near 311 S Wacker Dr?
The cheapest time to find holiday rentals near 311 S Wacker Dr is typically during the late Winter (February-March). February is frequently the cheapest month, often providing better deals on properties and homes. Guests can often find lower rates during these months, along with greater availability.
Are there any lakefront holiday rentals near 311 S Wacker Dr
Lakefront holiday rentals near 311 S Wacker Dr can be found along Lake Michigan, offering a unique blend of urban proximity and waterfront leisure. These properties are a short drive from 311 S Wacker Dr, offering convenient access to water activities such as kayaking, fishing, swimming, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy water views and unwind in peaceful surroundings.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.