Lake View East holiday rentals
We found 176 holiday rentals — enter your dates for availability
Discover a selection of 31 apartments and other holiday rentals in Lake View East that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and parking. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Lake View East
Showing deals for:25 Dec - 1 Jan

Exceptional
(113 reviews)
Wrigley Field/Lakeview -Entire Home- Large Groups!
Chicago
AU$7,619
for 7 nights, 1 home
AU$1,088 per night
includes taxes & fees

Exceptional
(57 reviews)
Cozy two bedroom close to Wrigley Field
Chicago
AU$4,833
for 7 nights, 1 apartment
AU$690 per night
includes taxes & fees

Exceptional
(38 reviews)
Lincoln Park 3BR Townhome • Rooftop • King Suite • Sleeps 10
Chicago
AU$10,885
for 7 nights, 1 home
AU$1,555 per night
includes taxes & fees

Exceptional
(9 reviews)
Elite 4BR Art Deco suite. Garage included.
Chicago
AU$10,645
for 7 nights, 1 apartment
AU$1,521 per night
includes taxes & fees

Exceptional
(35 reviews)
Lincoln Park Charm Near Everything + On site Parking Spot Included
Chicago
AU$8,661
for 7 nights, 1 apartment
AU$1,237 per night
includes taxes & fees

Exceptional
(21 reviews)
Chicago Bear Den
Chicago
AU$2,447
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees

Exceptional
(10 reviews)
3BR Art Deco retreat with garage.
Chicago
AU$9,899
for 7 nights, 1 apartment
AU$1,414 per night
includes taxes & fees

Wonderful
(153 reviews)
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Chicago
AU$3,015
for 7 nights, 1 apartment
AU$431 per night
includes taxes & fees

Wonderful
(14 reviews)
Expertly designed 2BR Art Deco sanctuary.
Chicago
AU$4,367
for 7 nights, 1 apartment
AU$624 per night
includes taxes & fees
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Find the best place to stay - Lake View East

Wrigleyville Suites
Sleeps 10 · 3 bedrooms

Stylish Sleeps 6 1 Free Parking
Sleeps 6 · 2 bedrooms · 1 bathroom

Inspiring Stone Grotto Sleeps 10-20 & Free Parking
Sleeps 20 · 4 bedrooms · 2 bathrooms

"Holy Cow"! 4bed 4bath Duplex Penthouse w/ 2,000 sqft Private Roof-Deck!
Sleeps 16 · 4 bedrooms · 4 bathrooms

Guest Favorite Getaway in Lakeview Near Wrigley
Sleeps 2 · 1 bedroom · 1 bathroom

Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront
Sleeps 20 · 4 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
What is the most popular type of holiday rental in Lake View East?
In Lake View East, apartments are quite popular, with around 12 available in the area. These rentals are typically located in vibrant neighbourhoods, offering easy access to local cafes, shops, and parks. Most apartments feature modern amenities, including fully equipped kitchens, comfortable living spaces, and often laundry facilities, suiting both short and extended stays.In addition, there are several holiday houses available, which provide extra space and privacy for families or groups. These properties generally include multiple bedrooms, private gardens or outdoor areas, and are superb for relaxing after a day of exploring the nearby attractions, such as the scenic Lakefront Trail or the lively option of Wrigley Field.
Are there any beach house rentals in Lake View East?
In Lake View East, there are several beach house rentals available, primarily suiting visitors looking for a unique stay near the vibrant setting of the neighbourhood. These properties typically offer spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios, which are great for enjoying the local scenery. Situated close to Lake Michigan, guests can easily access the waterfront and nearby parks, making it an ideal location for those seeking both relaxation and recreational activities.
What are popular rental amenities in Lake View East?
In Lake View East, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties feature blenders for those who enjoy making smoothies or other beverages. Outdoor spaces, such as decks or patios, provide a lovely spot to relax and enjoy the surroundings. Additionally, holiday rentals often come equipped with coffee and tea makers, ensuring guests can start their day with a warm beverage. For added comfort, some units also include fireplaces, creating a cosy atmosphere, particularly during the cooler months.
Can I find family house rentals in Lake View East?
In Lake View East, there are several family-friendly house rentals available, making it a great choice for those travelling with children. This vibrant neighbourhood is known for its welcoming atmosphere and proximity to attractions like Lincoln Park, where families can enjoy the zoo, playgrounds, and beautiful gardens.Many of the homes in this area boast spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where kids can play. Additional amenities such as Wi-Fi and laundry facilities add to the convenience of your stay.
Can I book pet-friendly holiday rentals in Lake View East?
In Lake View East, visitors will find several pet-friendly holiday rentals that cater to both comfort and convenience. The area features a mix of apartments and houses, many of which come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and high-speed internet. Some properties may also offer outdoor spaces like balconies or patios, great for enjoying the fresh air with your furry companion.The neighbourhood is known for its vibrant setting, with easy access to pet-friendly parks such as the nearby Lincoln Park, which offers expansive green spaces, walking trails, and even a dog-friendly area. This proximity to the park allows for enjoyable strolls and playtime with pets. Additionally, a variety of cafes and shops in the area welcome pets, enhancing the overall experience for travellers looking to explore Lake View East with their four-legged friends.
When is the best time to visit Lake View East for a holiday rental?
July is the most popular time to visit Lake View East, drawing in visitors eager to experience the vibrant summer atmosphere. This peak season, which spans from May to July, is superb for those who love to enjoy outdoor activities, explore local attractions, and soak up the lively streets filled with dining and entertainment options.During this time, temperatures are typically warm, hovering around the mid to high 20s Celsius, making it ideal for sightseeing and leisurely strolls through the neighbourhood. Visitors can indulge in the local culture, with numerous festivals and events that showcase the community's spirit and creativity.If you're looking for a more budget-friendly option, consider planning your visit in December. This month, though quieter, offers a unique charm with festive decorations and holiday events that highlight the area's character. You can enjoy the coziness of local cafés and the welcoming atmosphere without the hustle and bustle of peak season.Ultimately, the best time to book a holiday rental in Lake View East depends on your preferences for energy and activity versus a more relaxed experience.
Are there any remote work holiday rentals in Lake View East?
In Lake View East, Illinois, there are several remote work-friendly holiday rentals available, with around 16 options to choose from. This vibrant neighbourhood offers a mix of amenities that cater to remote workers, including high-speed internet, dedicated workspaces with desks and chairs, and free Wi-Fi in the rooms.Travellers can expect comfortable living spaces that often feature modern kitchens, allowing for convenient meal preparation during work breaks. The area is well-connected, providing easy access to local coffee shops and co-working spaces for those who prefer a change of scenery while working.Additionally, Lake View East is close to attractions such as Lincoln Park and the scenic Lake Michigan waterfront, offering a superb blend of work and leisure for those looking to balance productivity with relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Lake View East, Illinois, United States of America?
In Lake View East, visitors can enjoy a variety of attractions that showcase the vibrant character of the neighbourhood. One of the main highlights is the scenic Lakefront Trail, which offers picturesque views of Lake Michigan and is great for walking, jogging, or cycling. The area is also home to the iconic Wrigley Field, where baseball fans can catch a Chicago Cubs game and soak in the lively option surrounding this historic ballpark.The neighbourhood features a diverse array of dining options, ranging from casual eateries to upscale restaurants, particularly along Southport Avenue, which is bustling with shops and cafes. For those interested in culture, the nearby Music Box Theatre is a charming venue that screens independent films and classic movies.Additionally, the vibrant nightlife in Lake View East includes a mix of bars, live music venues, and entertainment options, making it a lively spot for both locals and visitors alike.
Are all fees included in the Lake View 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 Lake View East holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lake View 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 Lake View East holiday homes?
You can find great discounts on holiday homes in Lake View 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 Lake View East holiday home booking on Stayz?
To find Lake View 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 Lake View East?
A long-stay holiday home in Lake View 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 Lake View East holiday home?
Book your Lake View 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 Lake View East?
Prices for holiday homes in Lake View 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 Lake View 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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