Apartment
10.0(176 Reviews)
2 Bedrooms
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $430/Night
7 Nights - US $3,010
Lakeview Holiday Rentals
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Compare Villas, Resorts, & Rentals in Lakeview
10.0
Apartment
10.0(14 Reviews)
1 Bedroom
2 Guests
Internet
Child Friendly
US $256/Night
7 Nights - US $1,792
US $531/Night
7 Nights - US $3,717
Condo
10.0(63 Reviews)
2 Bedrooms
6 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $533/Night
7 Nights - US $3,728
Apartment
10.0(5 Reviews)
4 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $480/Night
7 Nights - US $3,361
Condo
10.0(63 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $210/Night
7 Nights - US $1,468
Apartment
10.0(57 Reviews)
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $418/Night
7 Nights - US $2,924
Apartment
10.0(55 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $624/Night
7 Nights - US $4,367
Apartment
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $312/Night
7 Nights - US $2,181
Luxury Holiday Rentals in Lakeview
Over 527+ Luxury Holiday Rentals in or Near Lakeview
House
4 Bedrooms
10 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
US $3,786/Night
7 Nights - US $26,500
House
10.0(62 Reviews)
6 Bedrooms
17 Guests
Oceanfront- Hot Tub
- Parking
Spa
US $2,191/Night
7 Nights - US $15,340
House
7.4(3 Reviews)
9 Bedrooms
22 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,057/Night
7 Nights - US $14,400
House
10.0(63 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,812/Night
7 Nights - US $12,687
Bed & Breakfast
5 Bedrooms
12 Guests
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $1,589/Night
7 Nights - US $11,124
Apartment
10.0(2 Reviews)
9 Bedrooms
16 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $1,487/Night
7 Nights - US $10,412
House
9.8(28 Reviews)
5 Bedrooms
16 Guests
- Oceanfront
- Parking
Ocean View
View
US $1,449/Night
7 Nights - US $10,143
Apartment
10.0(1 Review)
4 Bedrooms
12 Guests
- View
- Air Conditioner
- Internet
Sports/Activities
US $1,265/Night
7 Nights - US $8,855
House
9.4(57 Reviews)
10 Bedrooms
26 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,156/Night
7 Nights - US $8,089
Top-Rated Holiday Rentals with a Pool in Lakeview
Over 18+ The Best Private Villas and Holiday Rentals in Lakeview with a Pool
Apartment
10.0(3 Reviews)
3 Bedrooms
13 Guests
Private Pool- Hot Tub
- Parking
Pool
US $913/Night
7 Nights - US $6,392
Apartment
2 Bedrooms
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $234/Night
7 Nights - US $1,638
Apartment
2 Bedrooms
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $221/Night
7 Nights - US $1,546
Apartment
2 Bedrooms
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $214/Night
7 Nights - US $1,495
Apartment
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $190/Night
7 Nights - US $1,327
Apartment
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Child Friendly
US $157/Night
7 Nights - US $1,099
Apartment
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $157/Night
7 Nights - US $1,096
Apartment
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $156/Night
7 Nights - US $1,089
Apartment
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $141/Night
7 Nights - US $987
Pet-Friendly Holiday Rentals in Lakeview
Over 211+ Pet-Friendly Holiday Rentals in or Near Lakeview
Apartment
10.0(7 Reviews)
1 Bedroom
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $408/Night
7 Nights - US $2,859
Apartment
10.0(4 Reviews)
6 Bedrooms
20 Guests
Private Beach
EV Charge Station- Parking
- Ocean View
US $482/Night
7 Nights - US $3,371
Bed & Breakfast
8.0(675 Reviews)
1 Bedroom
- Parking
- Internet
- Pet Friendly
- Security/Safety
US $256/Night
7 Nights - US $1,794
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $391/Night
7 Nights - US $2,737
Apartment
10.0(2 Reviews)
3 Bedrooms
20 Guests
- Private Beach
- Parking
- Ocean View
- Balcony/Terrace
US $622/Night
7 Nights - US $4,357
Apartment
9.8(6 Reviews)
1 Bedroom
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $340/Night
7 Nights - US $2,377
Apartment
9.8(6 Reviews)
3 Bedrooms
12 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $322/Night
7 Nights - US $2,252
Apartment
9.6(34 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $237/Night
7 Nights - US $1,662
Condo
9.6(25 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $179/Night
7 Nights - US $1,254
Large Holiday Rentals and Private Villas in Lakeview
Over 71+ Large Holiday Rentals and Private Villas in or Near Lakeview
Apartment
9.6(11 Reviews)
2 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $455/Night
7 Nights - US $3,186
Apartment
10.0(2 Reviews)
5 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $799/Night
7 Nights - US $5,594
Condo
10.0(134 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $449/Night
7 Nights - US $3,140
Apartment
10.0(1 Review)
4 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $1,018/Night
7 Nights - US $7,129
Apartment
10.0(118 Reviews)
4 Bedrooms
16 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $731/Night
7 Nights - US $5,115
Apartment
10.0(68 Reviews)
5 Bedrooms
11 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,138/Night
7 Nights - US $7,964
Apartment
10.0(59 Reviews)
4 Bedrooms
20 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $329/Night
7 Nights - US $2,302
House
10.0(54 Reviews)
6 Bedrooms
20 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $649/Night
7 Nights - US $4,540
House
10.0(35 Reviews)
4 Bedrooms
20 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $324/Night
7 Nights - US $2,266
Wheelchair Accessible Holiday Homes in Lakeview
Over 57+ Wheelchair Accessible Holiday Homes in or Near Lakeview
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,199
Apartment
7.6(5 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
Wheelchair Accessible
US $68/Night
7 Nights - US $476
Hotel
9.6(1003 Reviews)
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $351/Night
7 Nights - US $2,457
Apartment
6.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $255/Night
7 Nights - US $1,786
Apartment
6.3(3 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Wheelchair Accessible
US $66/Night
7 Nights - US $462
Apartment
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $226/Night
7 Nights - US $1,581
Apartment
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $221/Night
7 Nights - US $1,544
Apartment
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $185/Night
7 Nights - US $1,295
Apartment
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,261
Lakeview Private Villas and Holiday Homes Under $200
Over 159+ Lakeview Private Villas and Holiday Homes Under $200
Apartment
9.6(17 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $159/Night
7 Nights - US $1,115
Apartment
9.8(8 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $133/Night
7 Nights - US $932
US $94/Night
7 Nights - US $657
Apartment
9.4(71 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $181/Night
7 Nights - US $1,265
Apartment
8.5(4 Reviews)
1 Bedroom
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $179/Night
7 Nights - US $1,255
Apartment
9.4(43 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $162/Night
7 Nights - US $1,132
Apartment
9.4(21 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
US $163/Night
7 Nights - US $1,141
Apartment
8.8(38 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $167/Night
7 Nights - US $1,167
Apartment
8.4(13 Reviews)
2 Bedrooms
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $192/Night
7 Nights - US $1,343
Instantly Bookable Holiday Homes in Lakeview
Over 274+ Instantly Bookable Holiday Homes in or Near Lakeview
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $273/Night
7 Nights - US $1,909
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
US $186/Night
7 Nights - US $1,304
Apartment
9.8(11 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $320/Night
7 Nights - US $2,238
Apartment
9.8(8 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $263/Night
7 Nights - US $1,843
Apartment
9.8(6 Reviews)
2 Bedrooms
5 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $254/Night
7 Nights - US $1,775
Apartment
9.6(39 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $217/Night
7 Nights - US $1,516
Condo
9.6(38 Reviews)
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $280/Night
7 Nights - US $1,959
Apartment
9.6(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,141
Condo
9.4(3 Reviews)
2 Bedrooms
7 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $440/Night
7 Nights - US $3,081
Book a Last Minute Place to Stay in Lakeview
About Casai's Private Villas and Holiday Rentals in Lakeview
Discover more than 536 vacation rentals available in Lakeview. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lakeview.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lakeview, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lakeview. On average, places to stay near Lakeview offer 891.84 ft², with nightly prices averaging US $524.
With Casai, finding and comparing holiday rentals in Lakeview is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Lakeview, IL
There are 536 Lakeview, IL Holiday Rentals
- Prices for a holiday home in Lakeview start at US $64
- Top rated vacation home in Lakeview is Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Most popular short term in Lakeview is The Chicago Hotel Collection - Wrigleyville
- Cheapest place to stay in Lakeview is FRONTDESK Cozy Studio Apt in Wrigleyville
- Most expensive holiday rental in Lakeview is Wrigley 4BR Home, Sleeps 10
Recently Booked Holiday Rentals in Lakeview
Frequently Asked Questions About Lakeview?
What are the top holiday rentals in Lakeview?
With numerous options available in Lakeview, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Lakeview:
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- 5 Bedroom Wrigleyville experience right by stadium
- Wrigleyville Private Guesthouse
- PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
- EAST LAKEVIEW DESIGNER CONDO 2 BED/2 BATH, SLEEPS 6!
- Chic Urban Retreat Near Wrigley Field w/Parking
- Luxurious Four-Level Home with Personal Touches Everywhere
- Wrigleyville Inn - Unit 3
Which holiday homes in Lakeview are best for families?
If you're searching for a family-friendly holiday home in Lakeview, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Lakeview:
How many Casai.com holiday rentals are available in Lakeview?
As of 2026, Casai boasts over 536 properties listed in the Lakeview area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lakeview.
Nearby Neighborhood (13)
| Neighborhood | Property Count |
|---|---|
| Lincoln Park Vacation Rentals in Chicago, Illinois | 125 |
| North Center Vacation Rentals in Chicago, Illinois | 52 |
| Wrigleyville Vacation Rentals in Chicago, Illinois | 49 |
| Lake View East Vacation Rentals in Chicago, Illinois | 42 |
| Uptown Vacation Rentals in Chicago, Illinois | 37 |
| Sheffield and DePaul Vacation Rentals in Chicago, Illinois | 34 |
| Wrightwood Neighbors Vacation Rentals in Chicago, Illinois | 24 |
| Park West Vacation Rentals in Chicago, Illinois | 3572 |
| Ravenswood Vacation Rentals in Chicago, Illinois | 1368 |
| Roscoe Village Vacation Rentals in Chicago, Illinois | 1948 |
| West Lakeview Vacation Rentals in Chicago, Illinois | 2240 |
| Boystown Vacation Rentals in Chicago, Illinois | 1706 |
| West DePaul Vacation Rentals in Chicago, Illinois | 3258 |
