Photo by Marc Jacobs
West Lakeview holiday homes
We found 92 holiday rentals — enter your dates for availability
Discover a selection of 18 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:8 Aug - 15 Aug
Image gallery for Gather Together & WFH in Piece of Chicago History
1010 out of 10 rating
Exceptional
(8 reviews)
Gather Together & WFH in Piece of Chicago History
Chicago, IL
14% off
Price is NZ$9,461
NZ$9,461
NZ$1,352 per night
includes taxes & fees
Image gallery for The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
9.69.6 out of 10 rating
Exceptional
(163 reviews)
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
Chicago, IL
11% off
Price is NZ$9,019
NZ$9,019
NZ$1,288 per night
includes taxes & fees
Image gallery for Large 2-Bedroom w/ Huge Roofdeck view of Skyline
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Large 2-Bedroom w/ Huge Roofdeck view of Skyline
Chicago, IL
8% off
Price is NZ$3,802
NZ$3,802
NZ$543 per night
includes taxes & fees
Image gallery for Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
9.89.8 out of 10 rating
Exceptional
(134 reviews)
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Chicago, IL
8% off
Price is NZ$3,699
NZ$3,699
NZ$528 per night
includes taxes & fees
Image gallery for Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
Chicago, IL
11% off
Price is NZ$8,298
NZ$8,298
NZ$1,185 per night
includes taxes & fees
Image gallery for Unique Chicago Penthouse Loft - Amazing Deal & Location
9.89.8 out of 10 rating
Exceptional
(94 reviews)
Unique Chicago Penthouse Loft - Amazing Deal & Location
Chicago, IL
12% off
Price is NZ$4,984
NZ$4,984
NZ$712 per night
includes taxes & fees
Image gallery for New Garden Studio near Wrigley/DePaul/Dwtn
9.09.0 out of 10 rating
Wonderful
(10 reviews)
New Garden Studio near Wrigley/DePaul/Dwtn
Chicago, IL
7% off
Price is NZ$3,374
NZ$3,374
NZ$482 per night
includes taxes & fees
Image gallery for Wrigleyville Jungle House w/ game room basement party room for large groups!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Wrigleyville Jungle House w/ game room basement party room for large groups!
Chicago, IL
8% off
Price is NZ$18,205
NZ$18,205
NZ$2,601 per night
includes taxes & fees
Image gallery for 3BR Modern Condo near Wrigley/Dwtn +Free Parking
9.49.4 out of 10 rating
Exceptional
(30 reviews)
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Chicago, IL
7% off
Price is NZ$8,019
NZ$8,019
NZ$1,146 per night
includes taxes & fees
Image gallery for 2 New Construction Suites Same Place
9.29.2 out of 10 rating
Wonderful
(19 reviews)
2 New Construction Suites Same Place
Chicago, IL
15% off
Price is NZ$10,782
NZ$10,782
NZ$1,540 per night
includes taxes & fees
Image gallery for Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Chicago, IL
7% off
Price is NZ$8,838
NZ$8,838
NZ$1,263 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - West Lakeview
Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking
Sleeps 7 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
163 reviews(163 reviews)
4/2 Home + Foosball Table | Near Wrigley
Sleeps 10 · 4 bedrooms · 2 bathrooms
7.87.8 out of 10
Goodgood
32 reviews(32 reviews)
Urban Oasis in Roscoe Village! Pet friendly and family friendly!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Cozy 2-Bedroom Apartment | Close to Wrigley
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
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 home accommodation in West Lakeview?
Apartments are the most popular style of holiday home in West Lakeview, according to our data. Even if you have a different idea in mind, Bookabach has properties in all sizes and shapes. Filter our options to find your perfect fit.
How much does it cost to rent a holiday home in West Lakeview?
The average price for a holiday home 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 Bookabach 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 homes in West Lakeview?
Good news! Yes. You’ll have your pick of four holiday homes that allow pets in West Lakeview. Many of our pet-friendly holiday homes 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 Bookabach.
What are popular home amenities in West Lakeview?
A chef, off-street parking options and an oven are rated the most popular home amenities in West Lakeview. Whether you’re planning to travel as a party of one, with your spouse or a group of family members, Bookabach will help you find a holiday home that suits your tastes with all the features you’re looking for.
Are there large group holiday homes in West Lakeview?
Take your pick of two Bookabach holiday homes 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 homes 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 homes with air conditioning in West Lakeview?
Work out your travel dates and then use our filters to see holiday homes with air conditioning in West Lakeview on Bookabach. 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 home in West Lakeview?
The minimum age requirements can differ between properties on Bookabach, 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 home 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 Bookabach holiday properties may also offer weekly or monthly discounts, so you can stay longer for less money.