Vacation Rentals Chicago Downtown, historical district, popular websites to find vacation rentals include Airbnb, Vrbo, and Booking.com., Best Hotels to Stay, Vacation Condos, Rent a Condo, Vacation Properties

There are several vacation rental options available in downtown Chicago. Some popular websites to find vacation rentals include Airbnb, Vrbo, and Booking.com.

Here are a few specific recommendations:

1. The Penthouse at Grand Plaza: This luxurious apartment is located in the River North neighborhood of downtown Chicago and offers stunning city views, a rooftop pool, and a fitness center.

2. The Loop Studio: This cozy studio is located in the heart of the Loop, just steps from some of Chicago's best attractions, including Millennium Park, the Art Institute of Chicago, and the Chicago Theatre.

3. The West Loop Loft: This stylish loft is located in the trendy West Loop neighborhood, known for its great restaurants and nightlife. The apartment features a fully equipped kitchen, a rooftop deck, and an in-unit washer and dryer.

4. The River North Retreat: This modern apartment is located in the River North neighborhood and offers easy access to the city's best restaurants, bars, and shopping. The apartment includes a fully equipped kitchen, a fitness center, and a rooftop pool.

When booking a vacation rental in downtown Chicago, be sure to check the location and amenities to make sure it meets your needs and preferences.

1. The Palmer House Hilton - This historic hotel is located in the heart of downtown Chicago and features luxury accommodations and a range of amenities, including a fitness center, pool, and multiple dining options.

2. The Langham, Chicago - A five-star hotel located in a landmark building, offering upscale rooms and suites, a spa, and stunning views of the city.

3. The Ritz-Carlton, Chicago - An elegant hotel with a prime location on the Magnificent Mile, offering luxurious rooms and suites, a spa, and multiple dining options.

4. The Kimpton Gray Hotel - A stylish boutique hotel with a central location and chic, modern rooms and suites.

5. The Virgin Hotel Chicago - A trendy hotel with a lively atmosphere, offering unique rooms and suites, multiple dining options, and a rooftop bar.

6. The JW Marriott Chicago - A sophisticated hotel in the heart of the Loop, offering luxurious rooms and suites, a spa, and multiple dining options.

7. The Waldorf Astoria Chicago - A luxurious hotel in the Gold Coast neighborhood, featuring spacious rooms and suites, a spa, and fine dining.

8. The Chicago Athletic Association Hotel - A historic hotel with a prime location overlooking Millennium Park, offering stylish rooms and multiple dining options.

9. The Trump International Hotel and Tower Chicago - A sleek, modern hotel with breathtaking views of the city, featuring luxurious rooms and suites, a spa, and multiple dining options.

10. The Loews Chicago Hotel - A contemporary hotel located near Navy Pier, offering spacious rooms and suites, a fitness center, and multiple dining options.

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here are some popular and affordable places to stay in downtown Chicago during the holiday season:

1. The Palmer House Hilton: Located in the heart of the Loop, this iconic hotel offers luxurious accommodations, historic architecture, and proximity to holiday shopping and entertainment.

2. The Drake Hotel: This legendary hotel overlooks Lake Michigan and offers easy access to the Magnificent Mile, a popular shopping destination during the holiday season.

3. The Langham, Chicago: This elegant hotel offers spectacular views of the Chicago River and is located just steps away from popular holiday attractions like Christkindlmarket and the Ice Skating Ribbon.

4. The JW Marriott Chicago: This modern hotel is located in the heart of the financial district and offers easy access to shopping, dining, and entertainment.

5. The Ritz-Carlton, Chicago: This luxurious hotel is located on the Magnificent Mile and offers stunning views of the city skyline. It's also within walking distance of many popular holiday attractions.

Ultimately, the best place to stay during the holidays in downtown Chicago depends on your budget, preferences, and travel plans.

TrvBay.com  - Vacation Rentals recommendations:

here are the steps to consider when renting a condo for vacation stay in downtown Chicago:

1. Determine your budget: Before you start your search, determine how much you can afford to spend on your vacation rental. This will help you narrow down your search and save time.

2. Identify your preferred location: Decide on the location you would like to stay in downtown Chicago. You can choose a place near the famous tourist attractions, shopping centers, restaurants, and entertainment venues.

3. Search for vacation rentals: Look for a rental platform or a rental agent who can help you find a condo that meets your needs. You can use sites such as Airbnb, Vrbo, or Booking.com, among others.

4. Check the condo’s amenities: Be sure to look at the rental’s amenities, such as kitchen appliances, laundry facilities, Wi-Fi, cable TV, and air conditioning.

5. Read reviews: Check out the reviews left by previous renters to get a better idea of what to expect from the property.

6. Book the rental: Once you have found a rental that meets your needs, confirm the dates of your stay and book the property. Be sure to read and understand the terms and conditions of the rental agreement.

7. Payment: Most vacation rental platforms require a deposit or full payment to secure the rental. Make sure you understand the payment terms before committing to a rental.

8. Check-in: When you arrive at the rental, do a walkthrough and ensure everything is in order. If you find any issues, report them to the rental agent or owner immediately.

9. Enjoy your stay: Have fun and make the most of your time in downtown Chicago!

Where to eat in Chicago, places recommendation, best choice TrvBay! Ever easy to find property!

1. The Purple Pig - This Mediterranean-inspired restaurant serves a variety of small plates, charcuterie, and cheese, with an extensive wine and beer list.

2. Girl and the Goat - Chef Stephanie Izard's award-winning restaurant serves creative small plates with a focus on meat and seafood, as well as a great selection of craft cocktails.

3. Au Cheval - This upscale diner offers classic comfort food such as burgers and fries, along with a selection of beers and cocktails.

4. The Gage - This pub-style restaurant features a variety of American and Irish dishes, along with an impressive selection of whiskey and beer.

5. Siena Tavern - This Italian-American restaurant features fresh seafood, pasta, and pizza, along with an extensive wine list and craft cocktails.

6. Frontera Grill - Chef Rick Bayless's restaurant serves authentic Mexican cuisine, including tacos, ceviche, and guacamole, along with a great selection of tequila and mezcal.

7. RPM Steak - This upscale steakhouse features a variety of dry-aged steaks, along with a selection of seafood and classic sides, as well as an extensive wine list.

8. Xoco - Chef Rick Bayless's casual Mexican eatery serves tortas, churros, and hot chocolate, along with a selection of beer and wine.

9. Eataly - This Italian marketplace features several restaurants serving pizza, pasta, and other Italian dishes, along with a variety of wine and beer.

10. The Chicago Diner - This vegetarian restaurant serves comfort food such as burgers, sandwiches, and mac and cheese, along with a selection of craft beer and cocktails.

TrvBay.com - Vacation Condos in Chicago Land during your holiday stay!

here is some general information about vacation rental prices and how to rent in Chicago.

Chicago is a vibrant city with a lot to offer, from cultural attractions to world-class dining and entertainment. If you're planning a trip to Chicago, you might be interested in renting a vacation rental instead of staying in a hotel.

The price of vacation rentals in Chicago varies depending on the location, size, and amenities of the rental. On average, a one-bedroom vacation rental in Chicago costs around $150 to $250 per night, while a two-bedroom vacation rental can cost anywhere from $250 to $400 per night.

To rent a vacation rental in Chicago, you can use websites like Airbnb, VRBO, or HomeAway. These websites allow you to search for properties based on your desired location, dates of stay, and number of guests.

Once you've found a rental that you're interested in, you'll need to contact the host to request a booking. The host will typically require a deposit or payment in full to secure the reservation.

When you arrive at the vacation rental, you can expect to find a fully furnished and equipped property, with amenities such as a kitchen, laundry facilities, and free Wi-Fi. The host will also provide you with information about the surrounding area and any local attractions or events.

Overall, renting a vacation rental in Chicago can be a great way to experience the city like a local and enjoy all that it has to offer. Just be sure to research and compare different options to find the best rental for your needs and budget.