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Lake View, Chicago

Lakeview vacation rentals

We found 234 vacation rentals — enter your dates for availability

Discover a selection of 234 vacation rentals in Lakeview, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including parking and WiFi. Prices start at $117 per night, and condos and houses are popular options for a stay in Lakeview. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Condos/Apartments

View 179 Condos/Apartments

Houses

View 47 Houses

Studios

View 139 Studios

Find the best place to stay — Lakeview

Soaring & Spacious Chicago Loft +Fireplace, Rooftop Patio, Back Deck w/Gas Grill

Sleeps 14 · 3 Bedrooms · 3 Bathrooms
$589 avg/night
(23)

Deluxe Private Guest Home - Lakeview / Wrigleyville / Boystown

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$175 avg/night
(50)

New 3BR Residence Adjacent to Wrigley Field | Outdoo Patio | BBQ Grill

Sleeps 9 · 3 Bedrooms · 1 Bathroom
$487 avg/night
(19)

200 steps from Wrigley! Discounted 7 night and Monthly Stays. Super Clean!

Sleeps 5 · 2 Bedrooms · 1 Bathroom
$150 avg/night
(9)

The Original Wrigleyville Coach House ~ Private Unit. 7 and 30 Night Specials!

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
$207 avg/night
(119)

The Wrigleyville VIP- 200 steps to Wrigley- 7 & 30 Night Discounts. Super Clean!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$295 avg/night
(38)

Search 234 vacation rentals

Top rated rentals — Lakeview
Stayed Apr 2021

Great location to Wrigley Field. You can practically roll out of bed.

One of the best units I’ve rented. Clean, easy access to ball park, “L” station in the backyard, great restaurants within walking distance, and the host was quick to answer any questions. Modern appliances and updated kitchen and bathroom. On street ...

Kenneth D.
Kenneth D.

Tampa

Stayed Mar 2021

Beautiful Home in an Outstanding Location

We could not have been happier with our experience in Wrigleyville! Our host Gerry was super helpful with the arrangements and showing us around. We had the whole first floor of a beautiful historic greystone a few blocks from the L and Wrigley Field...

Matthew R.
Matthew R.

Ann Arbor, Michigan, USA

Stayed Mar 2021

Lots of space, great location

Great place to stay with the family for a vacation at”home”. The location was amazing- very close to the red line which takes you straight downtown. We ordered food and ate at the apartment- it was very comfortable and pretty quiet considering the lo...

wendy r.
wendy r.
Stayed Feb 2021

Bomb.com!

Everything about this place from the pictures to the tour, is AMAZING! The pictures does no Justice! I literally felt so peaceful and relaxed my entire weekend, as well as my guests. Tommy was so nice and inviting! Whatever you’re thinking, don’t thi...

Ricah C.
Ricah C.
Stayed Sep 2020

A 5 star all the way!

This immaculate, spacious condo was one of the cleanest we've ever stayed in. Large kitchen is well equipped, beds comfortable and cozy, bathrooms couldn't be any cleaner. High ceilings throughout. Easy walk to Wrigley and restaurants. Keeping this o...

Cheryl G.
Cheryl G.
Stayed Aug 2020

Nice getaway

My two adult daughters and I needed a place in Lakeview to visit with my nearby son. We lucked out with this one. Perfect for all of us to gather in the living room and around the table in the kitchen. Loved the architecture with the high ceilings, h...

Adele P.
Adele P.
Stayed Feb 2020

Great Stay!

My cousins and I booked Teri's place for a weekend get-away in Chicago. The place was perfect! Great location, clean, comfy beds, fully stocked with more than we ever expected, lots of towels, paper goods, even coffee and creamer! Would definitely re...

Tiffany B.
Tiffany B.

Chicago, IL

Stayed Feb 2020

Beautiful home with everything for a perfect stay.

This property was our favorite VRBO we have ever stayed in, and we travel a lot. It’s in a great location for sightseeing, shopping and food is a 2 min walk away in a great area. The property has everything you could need and comfortable beds!! All o...

Andrea H.
Andrea H.
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Destination guide

The captivating city of Lakeview awaits you

Take a vacation to Lakeview and enjoy the area's entertainment, theater scene and opera. Travelers like the lake, baseball games and bars in this cosmopolitan and walkable city. Take in top local attractions like Wrigley Field and Lincoln Park. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities

Activities and attractions in Lakeview

Are you hoping to find top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Lakeview a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (4.6 mi / 7.4 km)
  • Lincoln Park Zoo (2 mi / 3.2 km)
  • Navy Pier (4.2 mi / 6.8 km)
  • John G. Shedd Aquarium (5.7 mi / 9.2 km)
  • Adler Planetarium and Astronomy Museum (5.9 mi / 9.4 km)
  • Brookfield Zoo (12 mi / 19.3 km)
Natural features

Exploring the natural landscape of Lakeview

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Lakeview. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (4.5 mi / 7.3 km)
  • Lincoln Park (0.7 mi / 1.1 km)
  • Grant Park (5.2 mi / 8.3 km)
  • Montrose Beach (1.7 mi / 2.7 km)
  • North Avenue Beach (2.4 mi / 3.8 km)
  • Kathy Osterman Beach (2.9 mi / 4.7 km)
How to get there

Transportation to and around Lakeview

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 11.7 mi (18.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 13.2 mi (21.2 km) away.

It's easy to get around Lakeview by jumping on the metro at Addison Station, Belmont Station or Wellington Station.

How many vacation rentals are available around Lakeview, Chicago?

Our 2021 property listings offer a large selection of 234 vacation rentals around Lakeview. From 179 condo and apartment rentals to 47 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Lakeview?

Vrbo offers a large selection of vacation rentals near lovely places in Lakeview. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Stage 773: 1,571 vacation rentals
  • Bailiwick Repertory Theatre: 1,569 vacation rentals
  • Vic Theatre: 1,571 vacation rentals
  • Advocate Illinois Masonic Medical Center: 1,571 vacation rentals
  • Theater Wit: 1,567 vacation rentals

But there are many other points of interest around Lakeview listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Lakeview?

Yes, of course. Vrbo has 179 Condos/Apartments in Lakeview. Our other popular types of vacation rentals in Lakeview include:

  • Houses: 47 rentals available
  • Studios: 139 rentals available
  • Townhouses: 5 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Guest houses and more.

Can I find a vacation rental with internet/wifi in Lakeview?

Yes, you can select your preferred vacation rental with internet/wifi among our 229 vacation rentals with internet/wifi available in Lakeview. Please use our search bar to access the selection of vacation rentals available.