Tri-Taylor vacation rentals

We found 71 vacation rentals — enter your dates for availability

Discover a selection of 35 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.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. It’s rewarding to take on the planning. When you join our travel rewards program, OneKey, you can immediately access member discounts and earn as well as use OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

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 popular type of vacation rental, with about 18 available throughout the neighborhood. These apartments typically offer amenities such as fully equipped kitchens, cozy living areas, and easy access to local attractions like the nearby Illinois Medical District and parks. Additionally, there are several condos and vacation houses available, providing options for travelers seeking more space or a different atmosphere. These properties often feature multiple bedrooms, outdoor areas, and convenient locations for exploring the local area.
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, allowing travelers to prepare their own meals. Many properties feature outdoor spaces such as patios and balconies, ideal for enjoying the fresh air and relaxing after a day of exploring. Additionally, travelers can expect amenities like coffee and tea makers for their morning routine, along with decks or patios that provide extra space for gatherings.
Are there any family house rentals in Tri-Taylor?
In Tri-Taylor, Illinois, there are some family-friendly house rentals available, with around 15 options for families to choose from. This neighborhood is conveniently located near attractions such as the Illinois Medical District and the vibrant University Village, making it a great base for exploring the city.

Many of these homes feature spacious living areas, full kitchens equipped for family meals, and outdoor spaces suitable for children to play. Visitors can also expect amenities like Wi-Fi and air conditioning, ensuring a comfortable stay.

In addition, the nearby parks provide excellent opportunities for outdoor activities, and the area's rich cultural scene offers museums and dining options that cater to families.
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.
Are there pet-friendly vacation rentals in Tri-Taylor?
Yes, you can book pet-friendly vacation rentals in Tri-Taylor, Illinois. This vibrant neighborhood offers several options for travelers with pets, making it convenient for those who wish to bring their furry companions along. Many of the available rentals feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or yards, which are ideal for pets.

Tri-Taylor is also close to several parks and green spaces, providing opportunities for leisurely walks with your pets. The nearby Douglas Park is a great choice, offering ample room for dogs to run and play, along with walking paths and picnic areas.
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 is during the peak season from May to July, when the area comes alive with vibrant summer activities. This period is superb for travelers seeking outdoor adventures, cultural experiences, and community events. With temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, visitors can comfortably explore the local parks, attend festivals, and enjoy leisurely strolls through the charming neighborhood.

July is particularly popular, bustling with energy as families and friends gather to make the most of warm weather. During this month, you can partake in various outdoor activities, from biking and picnicking in nearby parks to experiencing local cuisine at nearby restaurants. The atmosphere is lively, making it a fantastic time for those who thrive in bustling environments.

For those seeking a more budget-friendly option, consider visiting in December. While this month may be quieter, it offers unique opportunities to experience the local holiday festivities and enjoy a peaceful winter ambiance. The charm of Tri-Taylor can be appreciated in its quieter moments, making it an appealing choice for travelers looking to unwind.

Ultimately, whether you prefer the vibrant summer season or the tranquil beauty of winter, Tri-Taylor has something special to offer throughout the year.
Are there any remote work vacation rentals in Tri-Taylor?
In Tri-Taylor, Illinois, there are several remote work vacation rentals available, with around 15 options to choose from. This vibrant neighborhood, located just west of downtown Chicago, offers an excellent balance of urban convenience and residential charm. Many of these rentals come equipped with dedicated workspaces, including desks and desk chairs, as well as high-speed Wi-Fi, making it easy for travelers to stay productive during their stay.

The area is also close to various points of interest, including the Illinois Medical District and the historic Taylor Street, known for its Italian cuisine and local shops. Additionally, some properties may feature amenities like fully equipped kitchens, comfortable living areas, and outdoor spaces, allowing guests to unwind after a day of work. 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?
Tri-Taylor is a small neighborhood located just west of downtown Chicago, offering a unique blend of attractions and points of interest. One of the key highlights is the proximity to the Illinois Medical District, which is home to several hospitals and medical research facilities, making it a bustling area during the day. Visitors can explore nearby parks like Douglas Park, which features sports facilities and spacious green areas for recreation.

The area is also close to the University of Illinois at Chicago, where travelers can enjoy cultural events, art exhibitions, and performances. For those interested in local history, the nearby Pilsen neighborhood is known for its vibrant street art and rich Mexican heritage, with numerous galleries and eateries celebrating the culture.
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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