Lincoln Square holiday rentals
We found 628 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Lincoln Square that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Lincoln Square
Showing deals for:8 Jan - 15 Jan
Exceptional
(69 reviews)
Steps from the “L” train to Wrigley & Downtown
Chicago
AU$4,738
for 7 nights, 1 apartment
AU$677 per night
includes taxes & fees
Exceptional
(93 reviews)
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Chicago
AU$7,327
for 7 nights, 1 home
AU$1,047 per night
includes taxes & fees
Wonderful
(50 reviews)
Gorgeous 5 BDR/ 4BA in Logan Square w/Parking!
Chicago
AU$4,828
for 7 nights, 1 home
AU$690 per night
includes taxes & fees
Exceptional
(193 reviews)
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Chicago
AU$5,221
for 7 nights, 1 home
AU$746 per night
includes taxes & fees
Exceptional
(7 reviews)
The Dakin Estate: 4BR Art Deco speakeasy duplex in Wrigleyville, 5 min from Wrigley Field. Designed for groups, it blends curated interiors, elevated finishes, and entertainment-focused spaces for Cubs games, concerts, and Chicago nightlife.
Chicago
AU$6,808
for 7 nights, 1 apartment
AU$973 per night
includes taxes & fees
Exceptional
(112 reviews)
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Chicago
AU$2,412
for 7 nights, 1 apartment
AU$345 per night
includes taxes & fees
Exceptional
(38 reviews)
Lincoln Park Charm Near Everything + On site Parking Spot Included
Chicago
AU$7,676
for 7 nights, 1 apartment
AU$1,097 per night
includes taxes & fees
Exceptional
(10 reviews)
Elite 4BR Art Deco suite. Garage included.
Chicago
AU$5,503
for 7 nights, 1 apartment
AU$786 per night
includes taxes & fees
Exceptional
(32 reviews)
Sunny 2-Bedroom Logan Square Apartment – Your Perfect Chicago Base
Chicago
AU$2,324
for 7 nights, 1 apartment
AU$332 per night
includes taxes & fees
Exceptional
(63 reviews)
EAST LAKEVIEW DESIGNER CONDO 2 BED/2 BATH, SLEEPS 6!
Chicago
AU$4,601
for 7 nights, 1 apartment
AU$657 per night
includes taxes & fees
Exceptional
(114 reviews)
Wrigley Field/Lakeview -Entire Home- Large Groups!
Chicago
AU$7,799
for 7 nights, 1 home
AU$1,114 per night
includes taxes & fees
Exceptional
(22 reviews)
Chicago Bear Den
Chicago
AU$2,339
for 7 nights, 1 apartment
AU$334 per night
includes taxes & fees
Exceptional
(30 reviews)
2BD/1 BA with summer patio in quiet Roscoe Village
Chicago
AU$1,494
for 7 nights, 1 apartment
AU$213 per night
includes taxes & fees
Exceptional
(60 reviews)
Cozy two bedroom close to Wrigley Field
Chicago
AU$3,599
for 7 nights, 1 apartment
AU$514 per night
includes taxes & fees
Exceptional
(40 reviews)
Cozy 2-Bedroom Apartment | Close to Wrigley
Chicago
AU$2,041
for 7 nights, 1 apartment
AU$292 per night
includes taxes & fees
Exceptional
(41 reviews)
Stylish Two Bedroom - A block from Wrigley Field
Chicago
AU$3,055
for 7 nights, 1 apartment
AU$436 per night
includes taxes & fees
Exceptional
(31 reviews)
Clean & sunny, 2bd, private deck, 15min to Wrigley!
Chicago
AU$2,453
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Wonderful
(19 reviews)
HIP EAST LAKEVIEW/LINCOLN PARK DESIGNER FLAT
Chicago
AU$1,614
for 7 nights, 1 apartment
AU$231 per night
includes taxes & fees
Exceptional
(11 reviews)
The Roscoe Village Guesthouse
Chicago
AU$2,226
for 7 nights, 1 apartment
AU$318 per night
includes taxes & fees
Wonderful
(159 reviews)
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Chicago
AU$3,097
for 7 nights, 1 apartment
AU$442 per night
includes taxes & fees
Exceptional
(18 reviews)
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Chicago
AU$1,651
for 7 nights, 1 apartment
AU$236 per night
includes taxes & fees
Exceptional
(10 reviews)
Wrigleyville Oasis • Modern Comfort Steps from Wrigley Field
Chicago
AU$2,740
for 7 nights, 1 apartment
AU$391 per night
includes taxes & fees
Exceptional
(14 reviews)
Cozy apartment near zoo, DePaul, Oz Park and much more!
Chicago
AU$4,480
for 7 nights, 1 apartment
AU$640 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Lincoln Square
private 3 bedroom garden apartment in Lincoln square Chicago
Sleeps 4 · 3 bedrooms · 1 bathroom
Lincoln Square Oasis - Bright, Clean and in Great Location
Sleeps 3 · 1 bedroom · 1 bathroom
Modern, Cozy & Chic 2 BR/1BA Apartment in Lincoln Square/Ravenswood, Chicago, IL
Sleeps 4 · 2 bedrooms · 1 bathroom
The Lincoln Square Hideaway
Sleeps 6 · 2 bedrooms · 1 bathroom
Relaxing Chicago Studio
Sleeps 4 · 1 bathroom
Beautiful and Comfy 1BR in Lincoln Square
Sleeps 2 · 1 bedroom · 1 bathroom
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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Lincoln Square for a holiday rental?
The most popular time to visit Lincoln Square is during the peak season from May to July. This vibrant period attracts a diverse crowd, eager to enjoy the lively option and numerous events that the area has to offer. With warm temperatures averaging between 20 to 30 degrees Celsius, visitors can comfortably explore charming local shops, enjoy outdoor dining, and partake in various festivals that celebrate the community's rich culture.July stands out as the peak month, bustling with activity. The long summer days provide ample opportunities for sightseeing and experiencing the local parks, where families gather for picnics and recreational activities. The energy in Lincoln Square during this month is palpable, making it an excellent choice for those looking to soak in the lively spirit of the neighbourhood.For those considering a more budget-friendly option, December is a lovely time to visit Lincoln Square. Although it falls within the low season, this month offers a unique charm as the area transforms with festive decorations and holiday events. Visitors can enjoy a quieter atmosphere while still experiencing the warmth of community gatherings and seasonal celebrations.Ultimately, your choice of when to visit Lincoln Square will depend on whether you prefer the bustling summer energy or the peaceful winter charm.
What are the top attractions in Lincoln Square, Illinois, United States of America?
In Lincoln Square, visitors can enjoy a charming and vibrant setting with various attractions to explore. The neighbourhood is known for its rich German heritage, showcased in its many beer gardens and traditional dining options. The Lincoln Square Farmers Market, held during the warmer months, is a popular spot for fresh produce and local crafts.The area also boasts a picturesque town square, where you can find the iconic Lincoln Square Monument and enjoy seasonal events and festivals. For those interested in arts and culture, the Old Town School of Folk Music offers a variety of concerts and classes, contributing to the neighbourhood's lively arts scene.Additionally, the nearby Riverwalk provides a scenic area for leisurely strolls, with access to parks like the charming Welles Park, where families can enjoy recreational activities.
Are all fees included in the Lincoln Square holiday homes prices shown on Stayz?
Stayz 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 Lincoln Square holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lincoln Square 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 Lincoln Square holiday homes?
You can find great discounts on holiday homes in Lincoln Square on Stayz, 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 Lincoln Square holiday home booking on Stayz?
To find Lincoln Square holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Lincoln Square?
A long-stay holiday home in Lincoln Square 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 Stayz?
Stayz'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 Lincoln Square holiday home?
Book your Lincoln Square 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lincoln Square?
Prices for holiday homes in Lincoln Square 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. Stayz offers something for every taste and budget, from affordable homes in Lincoln Square to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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