Lakeshore East holiday rentals
We found 245 holiday rentals — enter your dates for availability
Discover a selection of 12 apartments and other holiday rentals in Lakeshore East that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, which might include a garden and pool. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
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Find the best place to stay - Lakeshore East

Kasa Lake Shore Chicago
Sleeps 2 · 1 bedroom · 1 bathroom

Kasa Magnificent Mile Chicago
Sleeps 2 · 1 bedroom · 1 bathroom

LIVN Millennium Park Downtown Chicago 2BR
Sleeps 4 · 2 bedrooms · 1 bathroom

Kasa River North Chicago
Sleeps 2 · 1 bedroom · 1 bathroom

Historic Charm + Modern Comfort for Tourists
Sleeps 5 · 2 bedrooms · 2 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 Lakeshore East for a holiday rental?
The best time to visit Lakeshore East for a holiday rental is during the peak season from May to July, with July being particularly popular. This vibrant period attracts a multitude of travellers eager to enjoy the bustling atmosphere, explore the nearby attractions, and partake in various outdoor activities, all while basking in the warm summer sunshine.In July, temperatures typically hover around 20 to 30 degrees Celsius, creating superb conditions for leisurely strolls along the waterfront or enjoying a picnic in the lush parks. Visitors can immerse themselves in the local culture by attending outdoor festivals or taking in the stunning skyline views. Lakeshore East's proximity to the city centre makes it an ideal base for sightseeing and accessing Chicago's renowned museums, shopping, and dining experiences.For those seeking a more budget-friendly option, consider visiting in December. While this month sees fewer tourists, it offers a unique charm with festive decorations and holiday events that provide a delightful experience of the city in winter.
What are the top attractions in Lakeshore East, Illinois, United States of America?
Lakeshore East in Illinois boasts a variety of attractions that cater to both residents and visitors. This vibrant neighbourhood is home to the beautiful Maggie Daley Park, which features a skating ribbon and a playground, making it a superb spot for families and outdoor enthusiasts. Just a short stroll away is the iconic Millennium Park, where visitors can marvel at the famous Cloud Gate sculpture, also known as "The Bean," and enjoy the various art installations and gardens.The area also offers easy access to the picturesque Chicago Riverwalk, where you can enjoy scenic views of the city's architecture while dining at outdoor cafes or taking a leisurely walk along the water. For those interested in culture, the Art Institute of Chicago, located nearby, houses an impressive collection of art and is a must-visit for art lovers.
Are all fees included in the Lakeshore East 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 Lakeshore East holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lakeshore East 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 Lakeshore East holiday homes?
You can find great discounts on holiday homes in Lakeshore East 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 Lakeshore East holiday home booking on Stayz?
To find Lakeshore East 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 Lakeshore East?
A long-stay holiday home in Lakeshore East 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 Lakeshore East holiday home?
Book your Lakeshore East 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 Lakeshore East?
Prices for holiday homes in Lakeshore East 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 Lakeshore East 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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