Photo by Scott Kleinschmidt

Wrigleyville holiday homes

We found 360 holiday rentals — enter your dates for availability
Discover a selection of 47 apartments and other holiday rentals in Wrigleyville that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Wrigleyville

Showing deals for:18 Dec - 25 Dec

Living Room with 60 in Smart TV
Chef kitchen with Sub-Zero refrigerator, Wolf stove, Bosch dishwasher.
Living Room with 60 in Smart TV
Bedroom 1 - King Bed
Exceptional
(92 reviews)

Stunning Lincoln Park Single-Family House with Fantastic Game Room

Chicago

11% off
NZ$14,355
for 7 nights, 1 home
NZ$2,051 per night
includes taxes & fees
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Private kitchen
Living area
Room
Dining
Exceptional
(111 reviews)

Wrigley Field/Lakeview -Entire Home- Large Groups!

Chicago

11% off
NZ$9,511
for 7 nights, 1 home
NZ$1,359 per night
includes taxes & fees
Wrigley Field/Lakeview -Entire Home- Large Groups!
Interior
Interior
Living area
Room
Exceptional
(38 reviews)

Lincoln Park 3BR Townhome • Rooftop • King Suite • Sleeps 10

Chicago

7% off
NZ$13,334
for 7 nights, 1 home
NZ$1,905 per night
includes taxes & fees
Lincoln Park 3BR Townhome • Rooftop • King Suite • Sleeps 10
Living area
Living area
Terrace/patio
Private kitchen
Exceptional
(57 reviews)

Cozy two bedroom close to Wrigley Field

Chicago

15% off
NZ$5,353
for 7 nights, 1 apartment
NZ$765 per night
includes taxes & fees
Cozy two bedroom close to Wrigley Field
Private kitchen
Belmont Harbor
Exterior
Living area
Exceptional
(192 reviews)

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Chicago

14% off
NZ$8,399
for 7 nights, 1 home
NZ$1,200 per night
includes taxes & fees
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Games room
Living area
Games room
Lobby
Exceptional
(7 reviews)

Elite 4BR Art Deco suite. Garage included.

Chicago

7% off
NZ$13,625
for 7 nights, 1 apartment
NZ$1,946 per night
includes taxes & fees
Elite 4BR Art Deco suite. Garage included.
Heritage Outpost cafe in lobby
Restored grand lobby with work tables, club seating, and stained glass ceiling
Rooftop lounge leads to roof deck with 360 degree skyline views
Doorman building with grand lobby
Exceptional
(15 reviews)

Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking

Chicago

7% off
NZ$2,836
for 7 nights, 1 apartment
NZ$405 per night
includes taxes & fees
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Interior
Exterior
Room
Dining
Exceptional
(35 reviews)

Lincoln Park Charm Near Everything + On site Parking Spot Included

Chicago

7% off
NZ$10,943
for 7 nights, 1 apartment
NZ$1,563 per night
includes taxes & fees
Lincoln Park Charm Near Everything + On site Parking Spot Included
Private kitchen
Dining
Living area
Interior
Exceptional
(19 reviews)

Lovely 3 Bedroom condo near Wrigley!

Chicago

11% off
NZ$7,218
for 7 nights, 1 apartment
NZ$1,031 per night
includes taxes & fees
Lovely 3 Bedroom condo near Wrigley!
Private kitchen
Neighborhood Photo
Room
Private Patio
Exceptional
(38 reviews)

Cozy 2-Bedroom Apartment | Close to Wrigley

Chicago

9% off
NZ$4,545
for 7 nights, 1 apartment
NZ$649 per night
includes taxes & fees
Cozy 2-Bedroom Apartment | Close to Wrigley
Bathroom
Interior
Room
Private kitchen
Exceptional
(21 reviews)

Chicago Bear Den

Chicago

7% off
NZ$2,969
for 7 nights, 1 apartment
NZ$424 per night
includes taxes & fees
Chicago Bear Den
Interior
Living area
Dining
Room
Exceptional
(9 reviews)

3BR Art Deco retreat with garage.

Chicago

7% off
NZ$12,489
for 7 nights, 1 apartment
NZ$1,784 per night
includes taxes & fees
3BR Art Deco retreat with garage.
Room
Living area
Exterior
Living area
Exceptional
(14 reviews)

Cozy apartment near zoo, DePaul, Oz Park and much more!

Chicago

7% off
NZ$5,539
for 7 nights, 1 apartment
NZ$791 per night
includes taxes & fees
Cozy apartment near zoo, DePaul, Oz Park and much more!
Dining
Living area
Interior
Room
Wonderful
(153 reviews)

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

Chicago

7% off
NZ$3,711
for 7 nights, 1 apartment
NZ$530 per night
includes taxes & fees
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Room
Exterior
Private kitchen
Living area
Wonderful
(13 reviews)

Expertly designed 2BR Art Deco sanctuary.

Chicago

7% off
NZ$5,169
for 7 nights, 1 apartment
NZ$738 per night
includes taxes & fees
Expertly designed 2BR Art Deco sanctuary.
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, gardens and more
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    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Wrigleyville?
In Wrigleyville, apartments are the most prevalent type of holiday rental, with around 60 available in this vibrant neighbourhood. These apartments generally offer modern amenities, including fully equipped kitchens, comfortable living areas, and often access to communal facilities such as fitness centres or rooftop terraces. The proximity to Wrigley Field and various dining options makes them especially appealing to visitors.Additionally, there are about 36 condos and 20 holiday houses available, providing alternatives for those seeking different experiences. Condos typically feature similar amenities to apartments but may include additional luxuries like pools or spas. The holiday houses, suited for families or larger groups, often boast multiple bedrooms, private gardens, and outdoor spaces for relaxation.
Are there any beach house rentals in Wrigleyville?
In Wrigleyville, there are several beach house rentals available, primarily situated near the vibrant setting of Wrigley Field and the scenic shores of Lake Michigan. These beach houses typically offer amenities such as spacious living areas, fully equipped kitchens, and outdoor patios or decks where guests can enjoy the lake views and fresh air. Many properties are designed for families or groups, featuring multiple bedrooms and communal spaces for relaxation after a day of exploring the local attractions.
What are popular rental amenities in Wrigleyville?
In Wrigleyville, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, along with coffee and tea makers for that essential morning brew. Many rentals also offer onsite parking, which is a significant advantage in this vibrant neighbourhood. Furthermore, guests can expect outdoor spaces such as decks or patios for relaxing after a day of exploring. Additionally, many properties come with a desk, providing a convenient workspace for those who need to catch up on work or plan their next adventure.
Can I find family house rentals in Wrigleyville?
In Wrigleyville, Illinois, there are numerous family-friendly house rentals available, with around 17 options to choose from. This vibrant neighbourhood is renowned for its lively option and proximity to Wrigley Field, making it an exciting destination for families. Many of these properties boast spacious living areas, fully equipped kitchens, and outdoor spaces where children can play.Visitors can also enjoy amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. Additionally, the area is home to various parks and playgrounds, superb for family outings.
Can I rent a holiday home with a pool or hot tub in Wrigleyville?
In Wrigleyville, there are several holiday homes available for rent that feature hot tubs, offering a great way to unwind after a day of exploring. This vibrant neighbourhood is known for its lively option, particularly around Wrigley Field, making it an ideal spot for sports enthusiasts and those looking to enjoy the local nightlife.Travellers can expect amenities such as spacious living areas, full kitchens for preparing meals, and outdoor spaces where they can relax and enjoy the surroundings. Many properties also include modern comforts like Wi-Fi and air conditioning.
Can I book pet-friendly holiday rentals in Wrigleyville?
In Wrigleyville, there are several pet-friendly holiday rentals available, making it an excellent choice for travellers who wish to bring their furry friends along. The area is known for its lively option, particularly around the iconic Wrigley Field, where visitors can enjoy the excitement of baseball games and various local events. Many holiday rentals in this neighbourhood come equipped with amenities such as modern kitchens, comfortable living spaces, and sometimes even private outdoor areas, superb for relaxing after a day of exploration.Additionally, Wrigleyville's proximity to nearby parks, such as the expansive Lakeview Park, provides ample opportunities for walks and outdoor activities with pets. The neighbourhood also boasts a variety of pet-friendly cafes and shops, ideal for those travelling with animals.
When is the best time to visit Wrigleyville for a holiday rental?
The best time to visit Wrigleyville for a holiday rental is during the lively peak season from May to July, with July being particularly popular. This is when the atmosphere buzzes with energy, as both locals and visitors flock to enjoy outdoor activities and the vibrant nightlife surrounding Wrigley Field, home to the Chicago Cubs.During these months, temperatures are typically warm, ranging from 15 to 30 degrees Celsius, creating ideal conditions for enjoying the numerous parks, local eateries, and street festivals. The sense of community is palpable, and you'll find an array of activities, from watching baseball games to exploring the local music scene.If you're looking for a more budget-friendly option, consider planning your visit in November. While this month is quieter, it offers a unique charm with the onset of autumn, showcasing beautiful fall foliage and a more relaxed environment for exploring local shops and cafés. This time of year allows you to enjoy the local culture without the bustling crowds.Ultimately, your choice between the lively peak season and the tranquil charm of November will depend on whether you prefer a vibrant setting filled with activities or a quieter experience to soak in the local culture.
Are there any remote work holiday rentals in Wrigleyville?
In Wrigleyville, Illinois, there are plenty of remote work-friendly holiday rentals available, with around 92 options to choose from. This vibrant neighbourhood is known for its lively option, especially around Wrigley Field, home of the Chicago Cubs, and offers a variety of amenities to cater to remote workers.Travellers can expect rentals that feature dedicated workspaces, including desks and comfortable chairs, ensuring an efficient and pleasant work environment. High-speed Wi-Fi is commonly provided, often included for free, allowing for seamless connectivity during your stay.Beyond work, Wrigleyville boasts a dynamic mix of restaurants, bars, and shops, making it easy to unwind after a productive day. The proximity to public transport also allows for convenient access to downtown Chicago and its many attractions, adding to the appeal for those combining work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are the top attractions in Wrigleyville, Illinois, United States of America?
Wrigleyville is best known for its vibrant setting centred around Wrigley Field, the iconic home of the Chicago Cubs, where visitors can catch a baseball game and experience the lively pre- and post-game celebrations. The area is filled with a variety of bars and restaurants that cater to sports fans, offering everything from casual dining to upscale eateries.Nearby, the Lakeview neighbourhood provides access to the scenic shores of Lake Michigan, superb for a leisurely stroll or a summer picnic. The area's historic architecture and charming streets also add to the appeal, with options for shopping and local entertainment.For those interested in the arts, the nearby Lincoln Park area features cultural attractions such as the Lincoln Park Zoo and the Chicago History Museum, both of which are great for family outings.
Are all fees included in the Wrigleyville holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Wrigleyville holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Wrigleyville 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 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 any discounts for Wrigleyville holiday homes?
You can find great discounts on holiday homes in Wrigleyville on Bookabach, 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.
Can I change or cancel my Wrigleyville holiday home booking on Bookabach?
To find Wrigleyville holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Wrigleyville?
A long-stay holiday home in Wrigleyville 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Wrigleyville holiday home?
Book your Wrigleyville holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wrigleyville?
Prices for holiday homes in Wrigleyville 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Wrigleyville to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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