
Vacation rentals in Lake View
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Top-rated vacation rentals in Lake View
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Christmas in the City- Holiday Duplex in Lakeview
Decorated thanksgiving-NYE. A front door walkup duplex condo in the heart of Lakeview neighborhood. A perfect cozy place for a holiday winter getaway. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils/spices, cafe du monde coffee and various teas. Walk to nearby Wrigley, Lake, Lincoln Park Zoo or enjoy a cozy fire in private backyard adorned with planters full of wintery greenery.

North Side Near Wrigley Lakeview Walk Everywhere!!
Located on a beautiful tree lined street one block from the thriving Southport Corridor, one of the hottest neighborhoods in Chicago. You'll love the convenience of being just steps from the Southport Brown Line "L" Stop, you can see the City without ever needing to drive. Steps to outstanding restaurants, bars and shopping. Going to Wrigley Field? Enjoy a 10 minute walk down some of the most beautiful streets in Chicago. Ideal for families seeking comfort, style and a convenient location.

Wrigleyville Southport Studio
This Wrigleyville studio is the best of urban living combined with a tranquil retreat. With vintage, mahogany paneled walls and a comfy king size bed this apartment has everything! Free coffee, tea, snacks and dedicated work space. The Southport Corridor is blocks away with restaurants, bars and shopping. Free street parking and 4 blocks to El/ Brown/Purple/ Red line trains. Wrigley Field, Metro and Vic is 4 blocks away. This garden studio is the perfect retreat in the heart of Chicago!

RockStar Pad W3A BoysTown/Wrigley Field/Parking
HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

Lakeview Loft-Vintage Chicago, Modern Amenities
The Lakeview Loft is a freshly remodeled loft space with a vintage Chicago theme and modern amenities. Located in the Lakeview neighborhood, it is 1/2 mile to the Brown & Red Line el trains, less than a mile to Wrigley Field and 1.5 miles to the lakefront. The Lakeview Loft will provide guests a true Chicago experience while staying in a great Chicago neighborhood. We believe in giving back to our neighborhood as well so for each booking we donate $5 to a local children's charity.

A Whimsical Fairy-tale Loft in Ravenswood Chicago
Welcome to Bluebird Inn, an intimate, thoughtfully designed urban inn that will serve as an oasis as you embark on your exploration of Chicago. Nestled above the Long Room, a beloved neighborhood tavern and coffee house (Bad Johnny's, Nice Guy Food Co., Cash's Kitchen and AJ's Bakery & Diner), you can start your day downstairs with breakfast and coffee and stop in for a nitecap before heading up to retire for the evening. Settle in & enjoy the amenities and approachable luxury.

Charming suite 3 blocks from Wrigley Field
Your Wrigleyville get-away destination awaits! Spend a fun, baseball themed weekend within 3 blocks of Wrigley Field on this quaint neighborhood block. Walking distance to dozens of bars and restaurants in Lakeview & 3 blocks from the "El" CTA train Brown & Red lines. This suite sleeps 4 people comfortably and is perfect for families. A full kitchen, desk, coffee station, Wifi, and smart TV can be your home away from home. Book your weekend now for the next homestand or concert!

CASA NEWPORT
Second floor, one bedroom apartment, with an additional queen pullout couch located in a beautiful historic district in Lakeview. Just steps away from Halsted street/Boystown/Wrigley field. Conveniently located to shopping, restaurants, subway (EL) and grocery stores. Close to lakefront, jogging path and bike path. Complementary street parking passes available. The apartment does NOT have airconditioning. It does have a window unit in the bedroom from April to September.

Beautiful Remodel in Sought After Wrigleyville
Modern comfort meets unbeatable location in this freshly renovated 1BR/1BA Wrigleyville gem. Enjoy the "new unit" feel with fresh paint, new appliances, and soaring 10-ft ceilings. Nestled in Lakeview, you're steps from top restaurants, bars, theaters, and iconic attractions. Perfect for travelers seeking style, convenience, and a true Chicago experience. Public transit is a block away and Spothero parking behind the building.

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Urban Comfort in the Heart of Chicago
This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and a newly remodeled en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

Dugout in Wrigleyville
This is steps away from the field...that is Wrigley Field! This spacious studio apartment is the most stylish “dugout” you’ve ever seen, located right in the heart of the most active summertime neighborhood in the city. Parking available onsite. Parking is an additional charge on event dates at Wrigley Field.
Popular amenities for Lake View, Chicago vacation rentals
Stay near Lake View's top sights
Lake View, Chicago fishing vacation rentals

Spacious Vintage 3 BR in Chicago's NorthCenter!

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Elegant 2-bed/2-bath in the heart of Uptown

Chicago Bootlegger House Sleeps 10-20

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Midcentury Modern Lakeview 2 Bedroom Apartment

Near Lake Michigan & Wrigley Field
Lake View, Chicago house rentals

Entire house 1 City block from Wrigley Field!

Flat in Lincoln Park 2-Flat Central to Everything

The Roscoe House near Wrigley Field

Cool Quiet Coach House, Private Access + Patio

Victorian House in Heart of Rogers Park

Entire first floor in Lincoln Square!

Retro Modern Bungalow | fire pit | free parking

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Lake View, Chicago fishing house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Spacious Two Story Luxurious Home w/Outdoor Deck!

Amazing Location! Spacious Duplex Getaway

Bronzeville 42: Art & Hospitality Mins to Downtown

Historic Old Town, Fabulous 4 Bedroom Home

Edgewater Beach Home Steps to the Lake

Opulent 3bdr2bth Old Town Luxury + Parking prmts

*New* Luxury Wrigley Penthouse, Free Parking
When is the best time to visit Lake View?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 97 | € 92 | € 110 | € 113 | € 137 | € 149 | € 147 | € 160 | € 134 | € 132 | € 126 | € 120 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about vacation rentals in Lake View

Total vacation rentals
Explore 640 vacation rentals in Lake View

Nightly prices starting at
Lake View vacation rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 53,090 verified reviews to help you choose

Family-friendly vacation rentals
330 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 240 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
640 of Lake View vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Lake View rentals

4.8 Average rating
Lake View stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Pet-friendly rentals Lake View
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- Family-friendly rentals Lake View
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- Lakehouse rentals Lake View
- Rentals with a patio Lake View
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- Rentals with a washer and dryer Lake View
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- Condo rentals Lake View
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Wilmot Mountain Ski Resort




