Lakeview holiday rentals
We found 347 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lakeview by choosing from 26 houses, 29 flats and other holiday rentals. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include a hot tub and a washer and dryer. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts – Lakeview
Showing deals for:8 Jan - 15 Jan
Exceptional
(92 reviews)
Stunning Lincoln Park Single-Family House with Fantastic Game Room
Chicago
AU$7,278
for 7 nights, 1 home
AU$1,040 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$5,198
for 7 nights, 1 home
AU$743 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$6,823
for 7 nights, 1 apartment
AU$975 per night
includes taxes & fees
Exceptional
(109 reviews)
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Chicago
AU$2,403
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees
Exceptional
(38 reviews)
Lincoln Park Charm Near Everything + On site Parking Spot Included
Chicago
AU$7,639
for 7 nights, 1 apartment
AU$1,091 per night
includes taxes & fees
Exceptional
(10 reviews)
Elite 4BR Art Deco suite. Garage included.
Chicago
AU$5,548
for 7 nights, 1 apartment
AU$793 per night
includes taxes & fees
Exceptional
(63 reviews)
EAST LAKEVIEW DESIGNER CONDO 2 BED/2 BATH, SLEEPS 6!
Chicago
AU$4,603
for 7 nights, 1 apartment
AU$658 per night
includes taxes & fees
Exceptional
(114 reviews)
Wrigley Field/Lakeview -Entire Home- Large Groups!
Chicago
AU$7,800
for 7 nights, 1 home
AU$1,114 per night
includes taxes & fees
Exceptional
(22 reviews)
Chicago Bear Den
Chicago
AU$2,332
for 7 nights, 1 apartment
AU$333 per night
includes taxes & fees
Exceptional
(30 reviews)
2BD/1 BA with summer patio in quiet Roscoe Village
Chicago
AU$1,405
for 7 nights, 1 apartment
AU$201 per night
includes taxes & fees
Exceptional
(59 reviews)
Cozy two bedroom close to Wrigley Field
Chicago
AU$3,601
for 7 nights, 1 apartment
AU$514 per night
includes taxes & fees
Exceptional
(40 reviews)
Cozy 2-Bedroom Apartment | Close to Wrigley
Chicago
AU$2,028
for 7 nights, 1 apartment
AU$290 per night
includes taxes & fees
Exceptional
(41 reviews)
Stylish Two Bedroom - A block from Wrigley Field
Chicago
AU$3,045
for 7 nights, 1 apartment
AU$435 per night
includes taxes & fees
Wonderful
(19 reviews)
HIP EAST LAKEVIEW/LINCOLN PARK DESIGNER FLAT
Chicago
AU$1,605
for 7 nights, 1 apartment
AU$229 per night
includes taxes & fees
Wonderful
(156 reviews)
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Chicago
AU$3,087
for 7 nights, 1 apartment
AU$441 per night
includes taxes & fees
Exceptional
(11 reviews)
The Roscoe Village Guesthouse
Chicago
AU$2,219
for 7 nights, 1 apartment
AU$317 per night
includes taxes & fees
Exceptional
(10 reviews)
Wrigleyville Oasis • Modern Comfort Steps from Wrigley Field
Chicago
AU$2,729
for 7 nights, 1 apartment
AU$390 per night
includes taxes & fees
Exceptional
(14 reviews)
Cozy apartment near zoo, DePaul, Oz Park and much more!
Chicago
AU$4,461
for 7 nights, 1 apartment
AU$637 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Lakeview
Find the best place to stay - Lakeview
Wrigleyville Suites
Sleeps 10 · 3 bedrooms
2-Story 4-Bedroom Condo: 3-minute walk to Wrigley Field. King Bed
Sleeps 10 · 4 bedrooms · 2 bathrooms
Chic Urban Retreat Near Wrigley Field w/Parking
Sleeps 5 · 2 bedrooms · 2 bathrooms
Walk to Wrigley Field/Monthly Discounts Available
Sleeps 6 · 3 bedrooms · 1 bathroom
Charming Wrigleyville Home Close to the Cubs!
Sleeps 4 · 2 bedrooms · 1 bathroom
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Sleeps 10 · 3 bedrooms · 3 bathrooms
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 Lakeview for a holiday rental?
The best time to visit Lakeview for a holiday rental is during the peak season from May to July. This vibrant period is characterised by warm weather, bustling streets, and a lively option, making it superb for those looking to soak up the local culture and outdoor activities. July, in particular, is the most popular month, with plenty of events and festivals that showcase the area's charm, including the renowned Chicago Air and Water Show.During these months, visitors can enjoy delightful temperatures ranging from 20 to 30 degrees Celsius, ideal for leisurely strolls along the waterfront or exploring the neighbourhood's parks and gardens. The pleasant climate also creates superb conditions for outdoor dining at local restaurants, where you can savour the flavours of the region while basking in the sunshine.For those seeking a more budget-friendly option, consider visiting in November. While this month falls outside the busy tourist season, it offers a unique opportunity to experience Lakeview's local life without the crowds. Enjoy the peaceful atmosphere as you explore the area's shops, or indulge in the culinary delights of the local eateries.
What are the top attractions in Lakeview, Illinois, United States of America?
In Lakeview, visitors can enjoy a vibrant array of attractions that showcase both the natural beauty and cultural essence of the area. One of the most great spots is Lincoln Park, which offers expansive green spaces, scenic walking paths, and the popular Lincoln Park Zoo, making it a great destination for families and nature enthusiasts. Holiday rentals in this vicinity often provide easy access to the park's amenities.The iconic Wrigley Field, home to the Chicago Cubs, is also located in Lakeview and is a must-visit for sports fans. The surrounding area features lively bars and restaurants that cater to game day crowds, creating a bustling atmosphere.For those interested in a more artistic experience, the Boystown neighbourhood, known for its vibrant LGBTQ+ community, boasts a variety of shops, cafes, and nightlife options. The area is adorned with colourful murals and hosts events that celebrate diversity and inclusivity.
Are all fees included in the Lakeview 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 Lakeview holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lakeview 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 Lakeview holiday homes?
You can find great discounts on holiday homes in Lakeview 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 Lakeview holiday home booking on Stayz?
To find Lakeview 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 Lakeview?
A long-stay holiday home in Lakeview 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 Lakeview holiday home?
Book your Lakeview 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 Lakeview?
Prices for holiday homes in Lakeview 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 Lakeview 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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