Lakeview holiday lettings

We found 350 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Lakeview by choosing from 29 houses, 41 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:10 Oct - 17 Oct
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    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why visit Lakeview

  • Stunning lakeside views: Enjoy picturesque scenery along Lake Michigan, perfect for relaxation and outdoor activities.
  • Family-friendly attractions: Explore a variety of parks and beaches that cater to families and outdoor enthusiasts.
  • Cultural enrichment: Discover local arts, theatres, and community events that showcase Lakeview's vibrant culture.
  • Diverse accommodation options: Choose from charming cottages, spacious homes, and stylish condos for a comfortable stay.
  • Urban vibrancy: Experience a lively atmosphere with an array of dining, shopping, and entertainment options.

Popular types of accommodation around Lakeview

If you're wondering what type of accommodation awaits you in Lakeview, look no further! Our most sought-after options include charming lakeview cottages, delightful holiday cottages, spacious houses, and comfortable condos. Whether you prefer a cosy lakeside lodge or a stylish apartment, we have the perfect holiday accommodation to suit your needs and ensure a memorable stay.

  • Apartments: The top choice for holiday rentals in Lakeview, offering a range of styles and amenities to suit various preferences.
  • Houses: A popular option for those seeking comfort and space, ideal for families or groups wishing for a home-away-from-home experience.
  • Condos: Stylish and modern living spaces, perfect for couples or small groups looking for convenience and a vibrant atmosphere.
  • Cottages: Charming and quaint, these rentals provide a cosy retreat for those wanting a peaceful getaway.**

Top attractions near Lakeview

Lakeview in Chicago is an excellent destination for sports enthusiasts and families seeking outdoor adventures. With attractions like beaches, towering skyscrapers, and urban parks, it offers a vibrant mix of culture and city life. Visitors can enjoy a variety of experiences, from relaxing by the private lake to exploring local points of interest that cater to both family outings and cultural enrichment.

  • Michigan Avenue: A vibrant thoroughfare known for its bustling atmosphere, Michigan Avenue is lined with upscale shops, iconic architecture, and cultural landmarks, making it a must-visit for those seeking the essence of Chicago city life.
  • Chicago Riverwalk: This scenic promenade along the Chicago River offers a delightful outdoor experience, perfect for families. With cafes, parks, and stunning views, it’s an ideal spot for leisurely strolls and enjoying the city's beauty.
  • Loyola University Chicago: A modern campus with striking architecture, Loyola University Chicago exudes a lively energy. Visitors can appreciate its beautiful grounds and the vibrant student life that characterises this esteemed institution.

Things to do recommended for couples

For a romantic getaway in Lakeview, enjoy a concert at Lincoln Hall or the Aragon Ballroom, both offering vibrant entertainment. Treat yourselves to a delightful meal at the Historic Michael Jordan Restaurant, where the atmosphere is perfect for couples seeking a memorable dining experience.

Things to do recommended for families

During your family vacation to Lakeview, Chicago, explore the iconic Wrigley Field for a thrilling sports experience, enjoy nature at the picturesque Northerly Island Natural Area, or unwind at Hamlin Park, perfect for relaxation and play just 1.6km away.

Things to do recommended for groups

Groups visiting Lakeview can enjoy a performance at the Vic Theatre for a taste of local culture, laugh at a show at Second City, and indulge in shopping at 900 North Michigan Shops, all offering vibrant atmospheres perfect for family and friends to bond.

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Lakeview

Lakeview, Chicago, offers a delightful blend of urban vibrancy and family-friendly charm, making it an ideal destination for holidaymakers. Explore the stunning lakeside views and enjoy the tranquil atmosphere that this picturesque neighbourhood provides. Nearby, you can discover the scenic beauty of the surrounding areas, perfect for outdoor adventures and creating lasting memories with loved ones. Whether you seek sports or a relaxing retreat, Lakeview promises an unforgettable experience.

  • Chicago: As a bustling metropolis situated 3.1km from Lakeview, Chicago offers a wealth of experiences for tourists and families alike. Visitors can indulge in shopping at the Magnificent Mile, enjoy a thrilling game at one of the city's famous sports arenas, or explore educational institutions that reflect the city's rich history. Notable attractions include the iconic Wrigley Field and the vibrant tourist precinct, making it a perfect base for urban exploration.
  • Downtown Chicago: Located 2.5km from Lakeview, Downtown Chicago is the city's dynamic core where culture and commerce intertwine. Families can enjoy outdoor spaces, visit theatres, and explore shopping areas that cater to all tastes. The area is home to significant landmarks, including sports facilities and bustling tourist precincts, ensuring there’s never a dull moment. A visit here promises a blend of entertainment, dining, and vibrant city life.
  • Wrigleyville: Just half a mile from Lakeview, Wrigleyville is renowned for its sports culture and lively atmosphere. This neighbourhood is a haven for families and outdoor enthusiasts, with easy access to shopping, theatres, and educational venues. The highlight is undoubtedly Wrigley Field, where you can catch a baseball game and soak in the energetic vibe. Its proximity to Lakeview makes it an ideal spot for a fun-filled day or evening out.

Best time to go to Lakeview

If you're planning a trip to Lakeview, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverageSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowAverage

What do I need to keep in mind when booking a vacation around Lakeview

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter your options according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Lakeview with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Lakeview with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Lakeview: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Lakeview: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient space to plan new journeys, pick up where you left off, or manage and arrange your travel plans. You can easily locate the properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Lakeview?
Apartments are the most popular kind of holiday rental in Lakeview, according to our data. Even if you have something else in mind, Vrbo has properties in a variety of shapes and sizes. Look through our options to find your perfect pad.
How much does it cost to rent a holiday rental in Lakeview?
A number of things determine how much you pay for a holiday rental in Lakeview, such as the season, length of stay and type of property. However, all our holiday homes have something in common --- unbeatable value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Lakeview?
The average price for a holiday home near the beach in Lakeview depends on when you'll be there and the size and type of property you're looking for. Find prices easily on Vrbo by entering the dates you'll be travelling. Then use our filters to pick the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday rentals in Lakeview?
With 140 properties that welcome four-legged guests, your furry little friend can also come along on your Lakeview holiday. Use our filter tool to search our pet-friendly holiday rentals and find your pawfect holiday home on Vrbo.
Can I rent a house with a pool in Lakeview?
Check the "pool" box in our filter tool and select from 13 houses with private pools in Lakeview on Vrbo. Morning dip, sunset soak or midnight swim? Leisure activities are up to you when your Vrbo holiday home has a swimming pool.
What are popular rental amenities in Lakeview?
Some of the most popular rental amenities people look for in Lakeview include a nearby waterfront, a fireplace and tennis. Whether you're travelling with family, friends or even pets, Vrbo holiday rentals include the best amenities for making epic memories with the people you cherish the most.
Are there large group holiday rentals in Lakeview?
You can choose from 15 properties in Lakeview that can host a group of 10 or more guests. Whether you're planning a trip with extended family or an event like an anniversary, there's enough space to get your group together under the same roof.
Are there holiday rentals in Lakeview that welcome kids?
With 140 family-friendly holiday properties available in Lakeview, now is an awesome time to introduce your children to the wonders of travel. Simply click on our "Properties good for families" filter box to look for stays that come with amenities perfect for travelling families, such as living rooms, patios, bunk beds and entertainment areas.
What are the top attractions for families in Lakeview?
Keeping the kids happy during your Lakeview holiday is a breeze with these leading family-friendly attractions:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom holiday rentals in Lakeview?
Take your pick from 41 one-bedroom rentals in Lakeview. Whether you'd like a townhouse or a condo, our one-bedroom properties are just right if you don't require a lot of space. One of the perks of having your own digs? You won't ever need to share your adventure with strangers.
Can I find two-bedroom holiday rentals in Lakeview?
Gather your loved ones and enjoy peace, privacy and comfort in one of the 44 two-bedroom holiday properties Lakeview has to offer.
Are there holiday rentals with WiFi in Lakeview?
Lakeview has 30 holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it a breeze to get online.
How can I find holiday rentals with air conditioning in Lakeview?
You'll find 133 Vrbo holiday homes with air conditioning in Lakeview offering that cooling breeze and extra bit of comfort. Just enter your preferred travel dates and then take advantage of our filters to search for properties with air conditioning.
How old do you have to be to rent a holiday rental in Lakeview?
The minimum required age is normally 16, 18 or 21. It can vary from one property to another on Vrbo, so look at the rules of your preferred Lakeview stay before booking your escape.
How long can I rent a holiday rental in Lakeview for?
The amount of time you can stay in a Lakeview holiday rental for is up to the property. Simply tap in your dates of travel to view available options that offer long-term stays. They come with the things you need to make your extended trip more enjoyable such as air conditioning and kitchens. Some holiday homes might also offer weekly or monthly discounts, so you can stick around for longer for less.

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