Photo by Marc Jacobs
Tri-Taylor holiday lettings
We found 64 holiday rentals — enter your dates for availability
Discover a selection of 40 apartments and other holiday rentals in Tri-Taylor that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Tri-Taylor
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Sleeps 6 · 1 bedroom · 2 bathrooms
8.08.0 out of 10
Very goodvery good
15 reviews(15 reviews)
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Sleeps 12 · 6 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
NEW LISTING! Modern Design 2bd Garden Condo Near United Center by AllSet Turnover
Sleeps 6 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
The Upscale Getaway Near Downtown
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
91 reviews(91 reviews)
LUX CONDO NEAR DOWNTOWN and now offering car rental service.
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
17 reviews(17 reviews)
Villa de Bonita Near Downtown Chicago
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
8 reviews(8 reviews)
Top rated rentals - Tri-Taylor
Chi Argo stay
1010 out of 10
Exceptionalexceptional
247 reviews(247 reviews)
Perfect property in Little Italy, lovely quiet area.
1010 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Tri-Taylor?
In Tri-Taylor, apartments are the most popular type of holiday rental, with around 16 available in this charming neighbourhood. These apartments typically offer modern amenities, including fully equipped kitchens, comfortable living rooms, and access to communal facilities like fitness centres or gardens.
How much does it cost to rent a holiday home in Tri-Taylor?
Prices for holiday 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 holiday 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 rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals conveniently. Many properties also feature outdoor patios or balconies, superb for enjoying a morning coffee or evening relaxation. For families travelling with infants, rentals often provide travel cribs, ensuring a comfortable stay for younger guests.
Are there any family house rentals in Tri-Taylor?
In Tri-Taylor, Illinois, families will find a variety of house rentals, with around 16 available options. This charming neighbourhood is well-suited for groups, offering proximity to attractions such as the Illinois Medical District and the vibrant community of Little Italy. Many of these properties boast spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces that are great for children to enjoy.
Can I rent a holiday home with a pool or hot tub in Tri-Taylor?
In Tri-Taylor, Illinois, there are several holiday homes available for rent that feature both pools and hot tubs. This charming neighbourhood, located just a short distance from downtown Chicago, offers a mix of residential comforts and urban convenience. Travellers can expect amenities such as private pools for relaxation and entertaining, as well as hot tubs great for unwinding after a day of exploring the city. Many of these properties also come equipped with fully stocked kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups seeking a comfortable and enjoyable stay.
Are there any Tri-Taylor holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Tri-Taylor with parking available—perfect for families or travellers 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 holiday rentals in Tri-Taylor?
In Tri-Taylor, there are several pet-friendly holiday rentals available for those travelling with their furry companions. This charming neighbourhood offers a variety of accommodations, often featuring amenities such as fully equipped kitchens, comfortable living spaces, and spacious backyards, ideal for pets to roam.
Can I find long-stay holiday rentals in Tri-Taylor?
A long-stay holiday rental in Tri-Taylor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Tri-Taylor for a holiday rental?
The peak season for visiting Tri-Taylor runs from May to July, making it an ideal time for travellers seeking vibrant experiences and outdoor fun. With the warm summer months, temperatures can reach the low 30s Celsius, creating superb conditions for exploring the area's parks, local attractions, and enjoying various outdoor activities. This lively period invites visitors to engage with the community and participate in events that showcase the area's rich culture.
July stands out as the most popular month, offering a bustling atmosphere filled with fellow travellers. During this time, you can immerse yourself in local festivals, enjoy open-air markets, and savour the delicious cuisine from nearby eateries.
For those looking to travel on a budget, December presents an excellent opportunity to visit Tri-Taylor. Although it's considered the low season, this month brings a unique charm with festive decorations and a quieter pace. It's a wonderful time to explore the neighbourhood's holiday spirit while taking advantage of more affordable rental options.
Are there any remote work holiday rentals in Tri-Taylor?
In Tri-Taylor, Illinois, there are approximately 15 remote work-friendly holiday rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable office chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Tri-Taylor holiday rental?
Book your Tri-Taylor holiday 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 holiday 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?
In Tri-Taylor, visitors can explore a few top attractions, primarily centred around the neighbourhood's proximity to educational and cultural institutions. The area is adjacent to the University of Illinois College of Medicine, making it a hub for those interested in medical education and research. Additionally, the nearby Illinois Medical District features various hospitals and healthcare facilities, which can be of interest to those in the medical field.
Can I change or cancel my Tri-Taylor home rental booking on Vrbo?
To find Tri-Taylor holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Tri-Taylor holiday 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.