Grand Boulevard vacation rentals

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Immerse yourself in the vibrant charm of Grand Boulevard, where lush urban parks and rich cultural heritage create the perfect backdrop for your getaway. Explore the inviting neighborhoods, from the lively Bridgeport scene to the artistic treasures of the Art Institute of Chicago, all while relishing a variety of accommodation options, from stylish apartments to cozy homes. Ideal for families and groups, our vacation rentals provide the comfort and amenities of home, ensuring a memorable stay in this dynamic community.

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Find out more about Grand Boulevard

Why visit Grand Boulevard

  • Cultural richness: Grand Boulevard offers a vibrant mix of historic colleges, urban parks, and cultural attractions, perfect for family and solo travelers.
  • Local charm: Discover unique eateries and friendly locals that embody the neighborhood's welcoming atmosphere.
  • Family-friendly activities: The area is filled with engaging spots suitable for children and adults alike, ensuring fun for all ages.
  • Proximity to downtown: Enjoy easy access to downtown Chicago's iconic skyline, shopping, and entertainment options.
  • Diverse accommodations: Choose from cozy vacation homes, stylish condos, and charming apartments that cater to various preferences.

Popular types of accommodation around Grand Boulevard

If you're exploring Grand Boulevard for your next getaway, you're in for a treat. The area boasts a variety of popular accommodations, including charming apartments, cozy houses, and stylish condos. Whether you're searching for Chicago IL apartments, a comfortable apartment for rent, or want to find the best apartments today, you'll discover plenty of options to suit your needs in this vibrant neighborhood.

  • Apartments: The top choice for visitors, offering modern amenities and convenient access to local attractions.
  • Houses: A great option for families or groups, providing space and a home-like atmosphere.
  • Condos: Ideal for those seeking a blend of comfort and luxury, often featuring community amenities.
  • Cottages: Perfect for a quaint getaway, these cozy retreats offer charm and tranquility.
  • Villas: Luxurious spaces that provide privacy and upscale features for a memorable stay.**

Top attractions near Grand Boulevard

Grand Boulevard in Chicago is an excellent destination for family, business, and entertainment-themed vacations. Visitors can explore a variety of attractions, such as urban parks, historic colleges and universities, and historic houses. This vibrant area offers a rich cultural experience and caters to those seeking a city adventure, making it ideal for families and solo travelers alike. Don't miss the chance to discover the local charm of Grand Boulevard during your stay.

  • McCormick Place: A premier convention center with a striking modern design, McCormick Place hosts major events and conferences. Its business-centric atmosphere makes it a bustling hub for networking and innovation.
  • Grant Park: Known as Chicago's front yard, this expansive urban park features beautiful gardens, walking paths, and iconic landmarks. It's an ideal spot for families to enjoy outdoor activities and city events.
  • University of Chicago: Renowned for its stunning Gothic architecture and rich history, the University of Chicago offers a unique cultural experience, with museums and galleries showcasing art and science.

Things to do recommended for couples

For a romantic getaway in Grand Boulevard, enjoy a lively night at the House of Blues Chicago, just 5 miles away, or savor a cozy dinner at the Grand Terrace Ballroom, located only 1 mile from your stay. Don't forget to catch a concert at Lincoln Hall, 8 miles away.

Things to do recommended for families

Your family will have a blast at Wrigley Field, just 10 miles away, soaking in the sports atmosphere. For some relaxation, visit Northerly Island Natural Area, only 3 miles away, or unwind at The East Bank Club, 5 miles from Grand Boulevard, both offering wellness vibes.

Things to do recommended for groups

Experience the vibrant culture at the Chicago Theatre, just 5 miles from Grand Boulevard. Enjoy a night of laughs at Second City, located 7 miles away, or indulge in shopping at Chicago Place Mall, 6 miles away, perfect for family fun and local vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Grand Boulevard

When traveling with a group, family, or pets, or if you're seeking extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Grand Boulevard with a group: Think about how many bedrooms you require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these features and more on Vrbo.
  • Traveling to Grand Boulevard with young kids: Traveling with young children can present some challenges. It’s important to prioritize their comfort and safety, along with finding amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Grand Boulevard: For many families, a trip isn’t truly enjoyable without their furry companion by their side. If that resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Grand Boulevard: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Grand Boulevard

Grand Boulevard, a vibrant neighborhood in Chicago, offers a perfect blend of family-friendly activities and urban experiences. While exploring, you'll find charming parks, local eateries, and engaging cultural spots. Just a short distance away, downtown Chicago invites you to enjoy its iconic skyline, shopping, and entertainment options. Whether you're traveling for business or leisure, Grand Boulevard's welcoming atmosphere and friendly locals make it an ideal destination for memorable adventures.

  • Chicago: As the third-largest city in the United States, Chicago offers a vibrant urban experience right at your fingertips. Located in Illinois, Grand Boulevard is part of this bustling metropolis. Travelers flock to Chicago for its family-friendly attractions, outdoor spaces, and rich city-themed experiences. Explore popular shopping areas, enjoy thrilling arena entertainment, and immerse yourself in the theater scene. Notable landmarks such as stadiums and sports facilities are easily accessible, providing a dynamic backdrop for your visit. The city's diverse neighborhoods and cultural offerings ensure there's something for everyone.
  • Downtown Chicago: Just 5 miles away from Grand Boulevard, Downtown Chicago is a bustling neighborhood packed with energy and excitement. This city center is perfect for families and outdoor enthusiasts alike. Visitors can explore an array of shopping venues, attend thrilling events at arena entertainment facilities, and enjoy captivating theater performances. Downtown is home to iconic landmarks, including tourist precincts and sports stadiums, making it a must-visit for anyone looking to experience the heart of Chicago's urban life. The stunning skyline and vibrant street life create a captivating travel experience.
  • Washington Park Court: Located a mere 0.6 miles from Grand Boulevard, Washington Park Court is a charming neighborhood that offers a unique blend of culture and family-friendly experiences. Visitors can engage in educational activities, enjoy shopping, and experience lively arena entertainment. The area features significant local landmarks, including urban parks, historic colleges, and monuments that reflect its rich history. The welcoming atmosphere and cultural depth make Washington Park Court a delightful stop on your Chicago adventure.

Best time to go to Grand Boulevard

If you're planning a trip to Grand Boulevard, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyModerately LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyModerately HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to save some cash on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, continue from where you last stopped, or check and organize your travel plans. All your saved or booked properties will be neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Grand Boulevard?
In Grand Boulevard, apartments are the most common type of vacation rental, with about 13 available in the area. These apartments are typically located in vibrant neighborhoods, providing easy access to local attractions and amenities. Guests can expect features such as fully equipped kitchens, comfortable living spaces, and often amenities like pools or fitness centers. Additionally, there are several vacation houses and condos available, which cater to families or larger groups seeking more space. These properties usually offer multiple bedrooms, outdoor areas, and the flexibility of home-like amenities.
Are there any beach house rentals in Grand Boulevard?
In Grand Boulevard, there are several beach house rentals available, primarily located near the scenic Lake Michigan shoreline. These vacation homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and cozy living areas, making them ideal for families or groups. Many properties also offer outdoor amenities such as decks or patios for enjoying the lake views and fresh air.
How much does it cost to rent a vacation home in Grand Boulevard?
Prices for vacation rentals in Grand Boulevard vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Grand Boulevard to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Grand Boulevard vacation house rentals?
You can find great discounts on house rentals in Grand Boulevard on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Grand Boulevard?
In Grand Boulevard, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and onsite parking for convenience. Many rentals also feature coffee and tea makers for that morning pick-me-up, as well as paper towels and blenders, making it easier for guests to enjoy their stay.
Can I find family house rentals in Grand Boulevard?
In Grand Boulevard, Illinois, there are some family-friendly house rentals available, with about 13 options to choose from. The area is known for its vibrant community, and visitors can expect spacious homes equipped with amenities such as full kitchens, comfortable living areas, and outdoor spaces for children to enjoy. Many properties also provide conveniences like Wi-Fi and laundry facilities, ensuring a straightforward stay for families.

Nearby attractions include parks and recreational areas where families can enjoy outdoor activities, as well as local dining options that offer a taste of the area's culinary scene.
Can I rent a vacation home with a pool or hot tub in Grand Boulevard?
In Grand Boulevard, Illinois, there are several vacation homes available for rent that feature pools and hot tubs. This charming area offers a mix of residential and natural surroundings, providing a relaxing atmosphere for travelers. Many of the available properties come equipped with private hot tubs, superb for unwinding after a day of exploring. Additionally, some rentals may include amenities such as outdoor patios, spacious living areas, and fully equipped kitchens, suiting families or groups looking for both comfort and convenience.
Are there any Grand Boulevard vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Grand Boulevard with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Grand Boulevard?
In Grand Boulevard, travelers will find several pet-friendly vacation rentals that cater to those looking to bring their furry companions along. The area offers a variety of amenities in these accommodations, including fully equipped kitchens, spacious living areas, and often outdoor spaces like patios or yards, which are superb for pets.

Moreover, the neighborhood's close proximity to parks and green spaces enhances the experience for pet owners. Nearby parks provide ample opportunities for walks, playtime, and exploration, making it a convenient choice for those traveling with pets.
Can I find long-stay vacation rentals in Grand Boulevard?
A long-stay vacation rental in Grand Boulevard is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Grand Boulevard for a vacation rental?
The best time to visit Grand Boulevard for a vacation rental is during the peak season from May to July. This vibrant period attracts travelers eager to enjoy the warm weather and partake in various outdoor activities, from leisurely strolls along the scenic pathways to exploring local parks and gardens. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, visitors can comfortably engage in sightseeing and outdoor fun.

Among these months, July stands out as the most popular time to visit. Expect a lively option filled with festivals, events, and opportunities to connect with fellow travelers. The community comes alive during this month, making it an ideal time to experience the local culture and enjoy seasonal activities.

For those looking for a more budget-friendly option, consider visiting in December. While this month falls outside the high tourist season, it offers a unique charm with festive decorations and local holiday events. The quieter atmosphere allows for a more relaxed experience, superb for those wanting to unwind and enjoy the season's festivities.
Are there any remote work vacation rentals in Grand Boulevard?
In Grand Boulevard, Illinois, there are several options for remote work vacation rentals, with around 22 properties available to choose from. These rentals are designed with the needs of remote workers in mind, offering essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and comfortable living environments conducive to productivity.

Travelers can expect various types of accommodations, from modern apartments to cozy homes, many equipped with free Wi-Fi to ensure seamless connectivity. Additionally, the neighborhood features local parks and cafes, providing great spots for breaks or casual meetings outside of the rental. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Grand Boulevard vacation rental?
Book your Grand Boulevard vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Grand Boulevard, Illinois, United States of America?
In Grand Boulevard, visitors can explore a variety of attractions that highlight the area's cultural and historical significance. The neighborhood is home to the iconic Bronzeville area, known for its rich African American heritage and contributions to music and arts. Here, travelers can visit the historic sites, including the former homes of famous jazz musicians and the renowned South Side Community Art Center.

Nearby, the DuSable Museum of African American History offers a deep dive into the history and culture of African Americans in the United States, making it a must-visit for those interested in learning more about the local community. The area also features beautiful parks, such as Washington Park, which provides green spaces for relaxation and recreation, as well as walking trails and sports facilities.

Additionally, the proximity to the University of Chicago in the neighboring Hyde Park area opens up opportunities for visitors to attend various events and exhibitions, further enriching their experience in the region.
Can I change or cancel my Grand Boulevard home rental booking on Vrbo?
To find Grand Boulevard vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Grand Boulevard vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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