West Lakeview Holiday Rentals, Chicago: Private House Rentals

Discover a selection of 10 apartments and other holiday rentals in West Lakeview that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, which might include a garden and pool. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - West Lakeview

Showing deals for:22 Aug - 29 Aug

Exceptional

(51 reviews)

PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!

Chicago, IL

8% off

£1,326 per night

includes taxes & fees

Exceptional

(164 reviews)

The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

Chicago, IL

11% off

£509 per night

includes taxes & fees

Exceptional

(134 reviews)

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Chicago, IL

8% off

£281 per night

includes taxes & fees

Exceptional

(8 reviews)

Wrigleyville Jungle House w/ game room basement party room for large groups!

Chicago, IL

8% off

£1,256 per night

includes taxes & fees

Exceptional

(166 reviews)

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Chicago, IL

9% off

£685 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - West Lakeview

Modern 4 Bedroom Apt Next to Park&Pool | Lakeview

Sleeps 8 · 4 bedrooms · 3 bathrooms

The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

Sleeps 8 · 3 bedrooms · 2 bathrooms

Top rated rentals - West Lakeview

Premier Host

The most fabulous place in a perfect location

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in West Lakeview?

Apartments are the most popular style of holiday rental in West Lakeview, according to our data. Even if you have a different idea in mind, Vrbo has properties in all sizes and shapes. Filter our options to find your perfect fit.

How much does it cost to rent a holiday rental in West Lakeview?

The average price for a holiday rental in West Lakeview is determined by a number of factors, including length of stay, season and property type. Whether you’re searching for a sprawling villa with a pool or a cosy condo ideal for just you and the kids, just add your travel dates to find stays with great value.

How much does it cost to rent a beach house in West Lakeview?

The average price for a holiday home by the beach in West Lakeview depends on when you’re visiting the area and the size and type of property you’re searching for. Find prices easily and quickly on Vrbo by entering the dates you’ll be travelling. Then use the filters to pick the number of bedrooms and amenities essential to you, like a pool, WiFi and air conditioning.

Are there pet-friendly holiday rentals in West Lakeview?

Good news! Yes. You’ll have your pick of four holiday rentals that allow pets in West Lakeview. Many of our pet-friendly holiday rentals have a backyard for your furry friend to have fun in, complimentary treats, special dog beds and proximity to parks. Apply the “Pets allowed” filter to find your pawfect place on Vrbo.

What are popular rental amenities in West Lakeview?

A chef, off-street parking options and an oven are rated the most popular rental amenities in West Lakeview. Whether you’re planning to travel as a party of one, with your spouse or a group of family members, Vrbo will help you find a holiday home that suits your tastes with all the features you’re looking for.

Are there large group holiday rentals in West Lakeview?

Take your pick of two Vrbo holiday rentals in West Lakeview that can host a group of five or more people. You’ll enjoy all the space and privacy you need to kick back with your loved ones — and nobody else.

Are there holiday rentals in West Lakeview that welcome kids?

Gather your whole crew for a fun-filled adventure in West Lakeview at one of our four family-friendly holiday properties. A lot of these stays offer conveniences that are ideal for trips with children, including full kitchens, multiple bedrooms and private pools. Just click on the “Properties good for families” filter and choose your favourite.

What are the top attractions for families in West Lakeview?

Keeping the kiddos entertained during your holiday in West Lakeview is a cinch with these top family-friendly attractions:

Navy Pier
Chicago Riverwalk
Shedd Aquarium

How can I find holiday rentals with air conditioning in West Lakeview?

Work out your travel dates and then use our filters to see holiday rentals with air conditioning in West Lakeview on Vrbo. With four air-conditioned properties available here, you can look forward to a cool and comfortable trip.

How old do you have to be to rent a holiday rental in West Lakeview?

The minimum age requirements can differ between properties on Vrbo, so be sure to look at the rules of the holiday home in West Lakeview you’re considering. But typically, it’s 16, 18 or 21.

How long can I rent a holiday rental in West Lakeview for?

The amount of time you can book a West Lakeview holiday home for is up to the property. Just tap in your travel dates to browse options offering extended stays. They come with all you need to make your extended break more comfortable like kitchens and laundries. Some Vrbo holiday properties may also offer weekly or monthly discounts, so you can stay longer for less money.