Photo by Audrey Stocker

Bucktown vacation rentals

We found 102 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Bucktown that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you need and want for your stay, which might include air conditioning and a pool. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Bucktown

Showing deals for:Aug 22 - Aug 29
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Find out more about Bucktown

Find out more about Bucktown

Why visit Bucktown

  1. Family-friendly activities: Bucktown offers a variety of attractions for visitors of all ages, making it perfect for family vacations.
  2. Trendy shops and eateries: Explore unique boutiques and enjoy diverse dining options that reflect the neighborhood's vibrant culture.
  3. Outdoor adventures: Discover urban parks and enjoy outdoor activities, including the scenic Chicago Riverwalk.
  4. Cozy accommodations: Choose from a range of vacation rentals, from budget-friendly apartments to spacious homes with upscale amenities.
  5. Local culture: Immerse yourself in the community through walking tours and cultural experiences that highlight Bucktown’s charm.

Popular types of accommodation around Bucktown

If you're exploring vacation rentals in Bucktown, you're in for a treat! Our most popular options include apart hotels, stylish apartments, and houses, catering to every budget. Whether you're looking for cheap apartments, cozy studio spaces, or an upscale house with top-notch amenities, Bucktown has it all. Plus, you can easily find nearby Chicago hotels for added convenience. Enjoy your stay in this vibrant neighborhood!

  • Apartments: The top choice for travelers in Bucktown, offering spacious and modern living spaces ideal for both short and extended stays.
  • Houses: These homes provide a unique and comfortable experience, perfect for families or groups seeking a home-away-from-home atmosphere.
  • Condos: A popular option, condos offer the convenience of hotel-like amenities in a more private setting.
  • Resorts: For those looking for luxury and relaxation, resorts in Bucktown provide a range of services and recreational activities.
  • Caravan Parks: An affordable choice, caravan parks offer a laid-back environment for travelers seeking a simple and communal experience.**

Top attractions around Bucktown

Welcome to Bucktown, Chicago, where family-friendly activities and outdoor adventures await! Explore urban parks, visit modern colleges, and enjoy the nearby beach. Immerse yourself in the local culture with attractions that cater to all ages. Don't miss the scenic Chicago Riverwalk and consider joining a walking tour to uncover the area’s hidden gems. Bucktown is the perfect spot for a vibrant city vacation!

  1. Michigan Avenue: Known as the Magnificent Mile, this bustling street offers an iconic Chicago experience with high-end shopping, dining, and stunning architecture. It's a great place to soak in the city's vibrant atmosphere.
  2. Navy Pier: A lively waterfront destination featuring attractions, restaurants, and stunning views of Lake Michigan. Enjoy art installations and the friendly vibe while taking a leisurely stroll along the pier.
  3. McCormick Place: As the largest convention center in North America, it hosts a variety of events and exhibitions, making it a hub for business and innovation in the city.

Things to do recommended for couples

For a romantic getaway in Bucktown, catch a concert at the Aragon Ballroom, just 3 miles away, or enjoy a cozy dinner at the Historic Michael Jordan Restaurant, 4 miles away. For a touch of luxury, visit Sportsman's Country Club, located 18 miles from Bucktown.

Things to do recommended for families

Families will love catching a game at Wrigley Field, just 2 miles from Bucktown, enjoying nature at the Northerly Island Natural Area 6 miles away, and unwinding at the East Bank Club, located 3 miles from Bucktown. These spots offer fun and relaxation for all ages.

Things to do recommended for groups

Experience the vibrant culture of Chicago by catching a show at the Chicago Theatre, enjoying laughter at Second City, or shopping at 900 North Michigan Shops. These local attractions, all within a few miles of Bucktown, offer fun and entertainment for your group getaway.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your preferences in your search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Bucktown with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Bucktown with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Bucktown: For many families, a vacation just wouldn’t be the same without their furry companions. If that resonates with you, take a look at Vrbo properties 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 Bucktown: If you're in search of vacation rentals that offer special rates 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Bucktown

Discover the vibrant charm of Bucktown, Chicago, where urban energy meets family-friendly vibes. Explore favorite areas like the heart of Wicker Park, and indulge in the neighborhood's trendy shops and eateries. Just a stone's throw from the Chicago suburbs, Bucktown offers a perfect blend of excursions and relaxation, making it ideal for outdoor adventures or city vacations. Experience the beauty of Bucktown and create lasting memories in this welcoming community.

  • Downtown Chicago: Downtown Chicago is a bustling urban hub located approximately 4 miles from Bucktown. This vibrant neighborhood is known for its iconic skyline, diverse entertainment options, and shopping districts. Visitors can explore popular attractions such as Millennium Park, the Art Institute of Chicago, and the Magnificent Mile, where shopping and dining abound. The area is also home to major sports venues like the United Center, making it an exciting destination for sports fans. With its rich cultural scene, outdoor spaces, and family-friendly activities, Downtown Chicago promises a memorable city experience.
  • West Bucktown: Just 0.6 miles from Bucktown, West Bucktown is a charming neighborhood that offers a unique blend of urban living and community spirit. This area is perfect for families and those looking for an outdoor city experience. Visitors can enjoy live music events, explore local shops, and unwind in nearby urban parks. The neighborhood is also close to sports facilities, appealing to sports enthusiasts. West Bucktown's welcoming atmosphere and accessibility make it an ideal spot for visitors seeking both relaxation and entertainment.
  • Wicker Park: Located about 0.9 miles from Bucktown, Wicker Park is a trendy neighborhood known for its artistic vibe and lively atmosphere. A hub for families and outdoor enthusiasts, Wicker Park features beautiful parks and recreational spaces perfect for picnics or leisurely strolls. Visitors can catch a theater performance, enjoy local music concerts, or indulge in the diverse culinary scene. With its blend of culture, green spaces, and entertainment options, Wicker Park is a must-visit for anyone looking to experience the vibrant pulse of Chicago.

Best time to go to Bucktown

If you're planning a trip to Bucktown, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageSlightly High
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

Booking with Vrbo is simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner definitely has its perks! When you join our travel rewards program, OneKey, you’ll gain access to exclusive discounts and earn OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to create new trips, manage your travel plans, and organize your bookings with ease. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips, allowing for a streamlined planning experience. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Bucktown?
The most sought-after types of vacation rentals in Bucktown are apartments. Ready for more choices? Vrbo has numerous options to match our guests’ diverse needs, so you’ll see properties in all shapes and sizes. The ideal home away from home is waiting for you — discover yours today.
How much does it cost to rent a vacation rental in Bucktown?
The average price for a vacation rental in Bucktown can vary based on factors such as season, length of stay and property type. Whether you’re searching for a sprawling villa with space for the whole family or a quaint cabin perfect for just you and the kids, just add your dates of travel to discover stays with fantastic value.
How much does it cost to rent a beach house in Bucktown?
The average price for a vacation home near the beach in Bucktown depends on when you’re traveling and the type and size of property you’re looking for. Find prices easily on Vrbo by entering the dates you’ll be traveling. Then use our handy filter tool to pick the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.
Are there pet-friendly vacation rentals in Bucktown?
Pack a bone and a squeezy toy for your pup because Bucktown has 10 vacation homes that welcome pets with open arms. Let your four-legged buddy have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check our “Pets allowed” filter box.
What are popular rental amenities in Bucktown?
The most popular rental amenities people look for in Bucktown are an electric car charging station, a barbecue grill and a garden. Whether you’re on a trip with your besties, family or even pets, Vrbo vacation rentals feature the best amenities for hanging out with the people who matter most.
Are there large group vacation rentals in Bucktown?
Yes, there are eight vacation rentals in Bucktown that can accommodate a group of five or more people. From family getaways to events like a friend’s birthday, these stays have enough room to spend time with the people that matter the most.
Are there vacation rentals in Bucktown that welcome kids?
With nine family-friendly vacation homes to select from in Bucktown, now is the perfect time to introduce your little ones to the wonders of travel. Click on our “Properties good for families” filter to browse stays that feature amenities ideal for vacationing families, like full kitchens, yards, hot tubs and entertainment areas.
What are the top attractions for families in Bucktown?
Organize a day out with the kids at Gorilla Tango Theatre. This wonderful attraction is close to the center of Bucktown.
Are there one-bedroom vacation rentals in Bucktown?
Yes, there are two one-bedroom properties in Bucktown to select from. A one-bedroom vacation property is an excellent choice if it’s just the two of you or if you’re traveling alone. Toss in more space, privacy and convenience than a hotel, and you’re sure to have an unforgettable break.
Can I find two-bedroom vacation rentals in Bucktown?
You can pick from four two-bedroom vacation homes in Bucktown. Give your little ones the second room or maybe fill it with a couple of your best friends. There’s ample space for whoever’s fortunate enough to be joining your journey.
Are there vacation rentals with WiFi in Bucktown?
Whether you’d like to keep up with world events, check emails or post a pic to social media, there are two vacation homes with WiFi in Bucktown. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Bucktown?
Bucktown has eight vacation rentals where you can relax and recharge in air-conditioned comfort. To find a property on Vrbo that has this amenity, choose your travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Bucktown?
You’ll need to check with the Bucktown vacation home you’re considering on Vrbo as age restrictions vary. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Bucktown for?
It’s down to the Bucktown property. To look over a list of options offering extended stays, simply type your dates and number of guests into Vrbo. Enjoy having the whole property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and a backyard where the kids can burn off energy. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Bucktown?
Whether you’re after one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fabulous bargains and discounts on Vrbo. From mini stays to extended getaways, we’ve got the ideal space for your next Bucktown escape.

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