
Vacation rentals in Lake View
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Top-rated vacation rentals in Lake View
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Modern vintage chic steps from Wrigley Field!
Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. The vintage DNA is beautifully respected while updates provide the modern amenities you expect when traveling. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom.

Chic & Comfy • Close to Wrigley
Welcome to your comfy, cozy, cheerful hideaway in the beautiful Buena Park!☀️ Buena Park is a little-known gem. Our home is just blocks from the lakefront (4 blocks), Wrigley (6 blocks), and the major L-line in Chicago (1 block)...yet, you'd never know it given how peaceful and serene it is! We live here part-time, so rest assured you'll have everything you need for a comfortable and enjoyable stay. We ask you please respect our place, and that you enjoy the trinkets + personal items we have!

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.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

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.

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.

Penthouse Near Wrigley Field
This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

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!

Sunny Apartment Just 2 Blocks from Wrigley and Boystown
Located on a quiet, tree-lined street, the apartment sits on the second storey of a classic Chicago house in Lakeview—a vibrant lakefront community with arts and culture, green space, eateries, boutiques, nightlife, and transportation options. Street parking passes available upon request. Less than five minute walk to red line El (subway train) stop and several bus lines.
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

Lincoln Park DePaul Rowhouse Historic Bissell St

Andersonville Living

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Midcentury Modern Lakeview 2 Bedroom Apartment

Near Lake Michigan & Wrigley Field

Private 1 bedroom apartment
Lake View, Chicago house rentals

Division St Designer Home In Heart of Wicker Park

The Roscoe House near Wrigley Field

BoHo House - A Chic, 1903 Chicago Workers Cottage

Vintage Designed 3BR Dig Near DePaul University

Retro Modern Bungalow | fire pit | free parking

Lake View | Wrigley Designer House w/Patio

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Wrigleyville Greystone
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

Historic Old Town, Fabulous 4 Bedroom Home

Private Downtown Retreat with Rooftop Oasis

Executive Contemporary Duplex

Edgewater Beach Home Steps to the Lake

*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 | G$23,432 GYD | G$22,386 GYD | G$26,571 GYD | G$27,408 GYD | G$33,266 GYD | G$36,195 GYD | G$35,567 GYD | G$38,705 GYD | G$32,429 GYD | G$32,010 GYD | G$30,546 GYD | G$29,081 GYD |
| 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 G$4,184 GYD 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
- Condo rentals Lake View
- Rentals with a fire pit Lake View
- Apartment rentals Lake View
- Rentals with a fireplace Lake View
- Rentals with a washer and dryer Lake View
- Fitness-friendly rentals Lake View
- Family-friendly rentals Lake View
- Rentals with breakfast Lake View
- Rentals with lake access Lake View
- Rentals with outdoor seating Lake View
- Pet-friendly rentals Lake View
- Bed and breakfasts Lake View
- Lakehouse rentals Lake View
- Rentals with a patio Lake View
- Rentals with beach access Lake View
- House 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
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- Washington Park Zoo
- The 606




