Tri-Taylor vacation rentals

We found 66 vacation rentals — enter your dates for availability

Discover a selection of 33 apartments and other vacation rentals in Tri-Taylor that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a hot tub. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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Find out more about Tri-Taylor

Why visit Tri-Taylor

  • Family-friendly activities: Tri-Taylor features numerous attractions suitable for visitors of all ages, making it an ideal destination for families.
  • Cultural experiences: The neighborhood boasts a rich cultural heritage, providing opportunities to engage with local history and traditions.
  • Scenic parks: Enjoy the beautiful urban parks nearby, perfect for outdoor adventures and relaxation.
  • Vibrant community: Experience the friendly atmosphere and local businesses that add to Tri-Taylor's charm.
  • Diverse accommodations: Choose from a variety of vacation rentals, including cozy apartments and modern condos, to suit your needs.

Popular types of accommodation around Tri-Taylor

Tri-Taylor offers a variety of vacation rental options to suit your needs, including cozy apartments, spacious private homes, and modern condos. Whether you're searching for Taylor apartments, house rentals, or Taylor condos, you'll find the perfect spot to unwind. Our platform provides transparent information and great savings, ensuring you have the reassurance you need for a memorable stay in this charming neighborhood.

  • Apartments: The top choice for vacation rentals in Tri-Taylor, offering comfortable and convenient living spaces for guests.
  • Houses: A popular option for families or groups, providing a home-like atmosphere with all the necessary amenities.
  • Condos: A favored selection for travelers seeking modern living with access to shared facilities and a community vibe.
  • Cottages: A charming option that offers a cozy, rustic experience, perfect for a relaxing getaway.**

Top attractions near Tri-Taylor

Tri-Taylor offers a delightful blend of family-friendly activities, cultural experiences, and outdoor adventures. Visitors can explore urban parks, admire stunning skyscrapers, and visit historic buildings. This vibrant neighborhood in Chicago is perfect for travelers seeking a city-themed vacation filled with engaging attractions and unique experiences for all ages.

  • Millennium Park: A vibrant urban park featuring beautiful gardens, public art installations, and the iconic Cloud Gate sculpture, often referred to as The Bean. Perfect for family outings and outdoor activities, it hosts various events throughout the year.
  • Chicago Riverwalk: A scenic waterfront promenade ideal for leisurely strolls, dining, and enjoying views of the city's stunning architecture. It's a family-friendly destination that offers boat tours and access to parks along the river.
  • Art Institute of Chicago: A prestigious art museum known for its vast collection of Impressionist and Post-Impressionist masterpieces. The museum's rich cultural experience is enhanced by stunning exhibitions and beautiful architecture.

Things to do recommended for couples

Ready for a romantic getaway in Tri-Taylor? Enjoy live music at the House of Blues, savor a meal at the historic Michael Jordan Restaurant, or dance the night away at the Aragon Ballroom. Each venue offers a unique vibe to make your couple's experience unforgettable.

Things to do recommended for families

Families can catch a game at Wrigley Field, just 6 miles from Tri-Taylor, enjoy nature at the Northerly Island Natural Area, 4 miles away, or unwind at The East Bank Club, located 3 miles from the neighborhood, perfect for wellness and relaxation.

Things to do recommended for groups

Experience the vibrant culture of Chicago at the Chicago Theatre, just 3 miles from Tri-Taylor. Enjoy some laughs at Second City, 4 miles away, perfect for family fun. Don't miss shopping at Chicago Place Mall, also 4 miles away, offering a lively city atmosphere.

*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 Tri-Taylor

If you're traveling with a group, your family, bringing along pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Tri-Taylor with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Tri-Taylor with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with suitable amenities 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 Tri-Taylor: For many families, a vacation isn't truly satisfying without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that both you and your pet feel completely at home.
  • Planning for a long term stay visiting Tri-Taylor: If you’re in search of vacation rentals that offer discounts for month-long stays, 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 as well.

Where to stay near Tri-Taylor

Tri-Taylor, a charming neighborhood in Chicago, offers a delightful blend of urban vibes and family-friendly attractions. Explore the nearby Taylor neighborhood for its welcoming atmosphere and scenic parks. With its rich cultural heritage and vibrant community, Tri-Taylor is perfect for outdoor adventures and city-themed vacations. Don't miss the chance to enjoy the friendly people and local businesses that make this area truly special.

  • Chicago: As one of the largest cities in the United States, Chicago offers a vibrant urban experience filled with diverse attractions. Tri-Taylor is nestled within this bustling metropolis, making it easy for travelers to explore a variety of family-friendly activities, outdoor adventures, and city-themed experiences. From shopping in the Magnificent Mile to catching a game at iconic sports stadiums, Chicago has something for everyone. Don’t miss the rich cultural offerings, including world-class theaters and museums that showcase the city’s storied history.
  • Downtown Chicago: Located only 4 miles from Tri-Taylor, Downtown Chicago is a dynamic neighborhood known for its bustling atmosphere and iconic skyline. Here, visitors can indulge in shopping, enjoy arena entertainment, and experience a wide range of theaters. The area is home to popular landmarks such as Millennium Park and the Art Institute of Chicago, making it a must-visit destination for travelers seeking a mix of culture, leisure, and excitement. Stroll through the vibrant streets and soak in the energetic vibe of this urban hub.
  • Illinois Medical District: Just 0.6 miles from Tri-Taylor, the Illinois Medical District is a unique neighborhood that combines healthcare with urban living. It's an ideal spot for families, sports enthusiasts, and business travelers alike. Visitors can explore educational institutions, enjoy entertainment at local arenas, or take in a performance at nearby theaters. The district is also close to several urban parks, providing a nice balance of green space within the city. With its proximity and variety of activities, this neighborhood is a hidden gem for visitors to explore.

Best time to go to Tri-Taylor

If you're planning a trip to Tri-Taylor, 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 simple

Are you hoping to save money on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, if you're planning a longer stay, you can enjoy considerable discounts. To discover a Vrbo property that meets your financial needs, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily organize your existing plans. All the properties you've saved or booked are now neatly categorized under Potential, Upcoming, or Current Trips. To get started with 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 Tri-Taylor?
In Tri-Taylor, apartments are the most common vacation rental option, with about 11 available in the area. These apartments typically feature fully equipped kitchens, comfortable living areas, and easy access to local amenities. Additionally, there are several condos and vacation houses scattered throughout the neighborhood, offering travelers more variety. The vacation houses often come with multiple bedrooms and outdoor spaces, making them suitable for families or groups.
How much does it cost to rent a vacation home in Tri-Taylor?
Prices for vacation rentals in Tri-Taylor 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 Tri-Taylor 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 Tri-Taylor vacation house rentals?
You can find great discounts on house rentals in Tri-Taylor 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 Tri-Taylor?
In Tri-Taylor, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and onsite parking for convenience. Many properties also feature coffee and tea makers, ensuring that travelers can enjoy their morning brews easily. For families or those traveling with young children, travel cribs are often available, providing a comfortable sleeping arrangement. Additionally, several rentals come with balconies, offering a pleasant outdoor space to relax and take in the neighborhood atmosphere.
Can I find family house rentals in Tri-Taylor?
In Tri-Taylor, Illinois, there are some family-friendly house rentals available. This neighborhood is conveniently located near attractions such as the Illinois Medical District and the vibrant West Loop, making it a suitable base for families exploring the area. Many of these homes come with spacious living areas, fully equipped kitchens that facilitate meal preparation, and outdoor spaces where kids can enjoy fresh air.

Visitors can also expect amenities like Wi-Fi and laundry facilities, enhancing the overall comfort of their stay.
Are there any Tri-Taylor vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Tri-Taylor 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 Tri-Taylor?
In Tri-Taylor, travelers will find several pet-friendly vacation rentals that cater to those looking to enjoy a stay with their furry companions. This charming neighborhood, located just a few miles from downtown Chicago, offers easy access to various parks and green spaces. Many of the available rentals feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

Nearby, the expansive Douglas Park provides ample opportunities for walking and playing with pets, along with walking paths and recreational facilities. The park is a great spot for enjoying the outdoors, making it convenient for pet owners. Additionally, Tri-Taylor's proximity to the vibrant culture and dining options of Chicago ensures that guests can enjoy both urban amenities and pet-friendly activities during their stay.
Can I find long-stay vacation rentals in Tri-Taylor?
A long-stay vacation rental in Tri-Taylor 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 Tri-Taylor for a vacation rental?
The best time to visit Tri-Taylor for a vacation rental is during the peak season from May to July. This vibrant period attracts many travelers seeking to enjoy the local parks, cultural events, and the lively option of the community. July, in particular, is the most popular month, where you can immerse yourself in the region's summer festivities and explore nearby attractions while basking in warm temperatures averaging in the mid-70s to low 90s Fahrenheit.

During these months, you'll find a lot of outdoor activities to engage in, such as biking along scenic trails, visiting local farmers' markets, and enjoying outdoor dining at charming cafés. The area's welcoming vibe and community events create an ideal backdrop for memorable experiences.

If you're looking to save a bit on your vacation, consider planning your visit in December. While this month falls into the low tourist season, it offers a unique charm with holiday festivities and a quieter ambiance that's great for a cozy getaway. Enjoy the winter season with local holiday markets and seasonal activities that capture the essence of Tri-Taylor.

Ultimately, your choice of when to visit Tri-Taylor can shape your experience, whether you prefer the bustling energy of summer or the serene, festive spirit of winter.
Are there any remote work vacation rentals in Tri-Taylor?
In Tri-Taylor, Illinois, there are several vacation rentals available that cater to remote work needs. These properties typically offer essential amenities such as reliable internet service, Wi-Fi access in the rooms, and designated workspaces equipped with desks and chairs, allowing for a productive work environment. The neighborhood itself is a charming blend of residential areas and proximity to the vibrant city of Chicago, providing both a peaceful retreat and easy access to urban attractions. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Tri-Taylor vacation rental?
Book your Tri-Taylor 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 Tri-Taylor, Illinois, United States of America?
In Tri-Taylor, visitors can explore a mix of cultural and recreational attractions. The neighborhood is home to the renowned Illinois Medical District, which includes several hospitals and medical research facilities. Nearby, the expansive Douglas Park offers a variety of outdoor activities, including sports fields, walking paths, and picnic areas, making it a great spot for relaxation and recreation.

Additionally, the area is close to the University of Illinois at Chicago, where visitors can enjoy art exhibitions at the university's galleries and attend various events throughout the year. The proximity to Little Italy provides easy access to authentic Italian dining, while the nearby West Loop is known for its trendy restaurants and vibrant nightlife.
Can I change or cancel my Tri-Taylor home rental booking on Vrbo?
To find Tri-Taylor 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 Tri-Taylor 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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