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Holiday rentals with lake access in Chicago Loop

Find and book unique lake access rentals on Airbnb

Top-rated rentals with lake access in Chicago Loop

Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

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Home

4.87 out of 5 average rating, 127 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.

Home

4.83 out of 5 average rating, 144 reviews

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Guest favourite

Apartment

4.92 out of 5 average rating, 219 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed,TV, dining table, & partial kitchenette. Dogs only. Parking free on street or one spot for a fee.

Apartment

4.88 out of 5 average rating, 180 reviews

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

Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

Flat

4.82 out of 5 average rating, 125 reviews

Wrigleyville 4-Bed with Tons of Sunlight

The is a very comfortable spacious apartment with high ceilings, abundant sunlight. The kitchen and bath were recently remodeled. The location is the best of both worlds as it's nestled on a quiet side street surrounded by historic mansions yet is a quick walk to Wrigley Field, public transit, and the lake. Just a few short blocks to all the nightlife, shopping, arts/entertainment, and restaurants Wrigleyville has to offer. 20 minutes via EL train to Downtown, Mag Mile, Grant Park, etc.

Guest favourite

Apartment

4.99 out of 5 average rating, 137 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Boys Town/Wrigley Field/East -Newly renovated/brand new in safe centrally located East Lakeview. -10 min walk from Wrigley Field, Boys town, beaches, super markets restaurants with late night dining. 5 min walk to the Metro Sheridan Red Line (straight shot downtown), 1 free enclosed parking plus free permitted street passes. -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish furnishings & in unit washer and dryer.

Guest favourite

Guest suite

4.97 out of 5 average rating, 238 reviews

A guest suite centrally located, but so quiet...

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my guest suite w/private kitchen, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Guest favourite

Flat

4.92 out of 5 average rating, 181 reviews

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

Imagine a stone castle, medieval style; except this one has an 85" HDTV, Wifi, 16' long granite bar with full kitchen and appliances. The warm glow of recessed lighting and polished concrete floors of this basement unit create a comfortable atmosphere. Lots of space with over 2,000 square feet; fully rehabbed with all newly appointed features. A secure building with a private entrance, free parking. Perfect for large groups of up to 20 friends and family; located in East Lakeview.

Guest favourite

Apartment

4.98 out of 5 average rating, 251 reviews

Near Lake Michigan & Wrigley Field

Available 2B/2B condo with 2 King Size Beds. One block from the Aragon Ballroom and Riviera with great views of Uptown and two blocks from Lake Michigan. It’s also a perfect place to stay if your in town for a Cubs game. You can see the stadium from the rooftop deck. Walking distance to everything you need, 2 train stations, groceries, gym, restaurants/ bars. The perfect place to come and go as you please with easy key code entry.

Guest favourite

Flat

4.98 out of 5 average rating, 132 reviews

Vintage Charm Near Lake

This is a 3 bedroom flat located on the 2nd floor of a historic brownstone, 1 block from the beach. Guests have easy access to the beach and lakefront parks, tennis courts, Loyola University and library, Starbucks and restaurants, Jazz club, tot-lot playground and movie theater, all within walking distance. This location has easy access to downtown or the North Shore and Northwestern University using the Red Line.

Guest favourite

Apartment

4.99 out of 5 average rating, 280 reviews

Northside Chicago Favorite with parking!

Discover this recently renovated, 3-bedroom home offering free on-premises parking and a prime location. Only 3 blocks from Lake Michigan, convenient access to public transportation, express bus to downtown, Navy Pier, and Grant Park (9 miles), and the CTA Jarvis station just 3 blocks away. Close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). Perfect for couples, business travelers, and families.

Guest favourite

Flat

4.97 out of 5 average rating, 132 reviews

Charming Apt.Fully Equipped Prk.Inc 12 min 2 Lake

Newly renovated, 2-bedroom apartment. New appliances. Relaxing atmosphere. Walking distance to shopping, restaurants, grocery, train station, etc. Nice and quiet neighborhood. Central air & heating, washer & dryer, iron & ironing board, shampoo, conditioner, body wash, hair dryer, coffee maker, toaster, large fridge. All kitchen utensils available for use.

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Popular amenities for lake access rentals in Chicago Loop

Free parking on premises

Air conditioning

Lake access house rentals

Home

4.85 out of 5 average rating, 34 reviews

House in the Park- 5 Min from O'Hare.

Guest favourite

Home

4.9 out of 5 average rating, 138 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

Guest favourite

Home

4.9 out of 5 average rating, 48 reviews

CasaNova Modern City Living

Home

5 out of 5 average rating, 4 reviews

The Lytle House Loft

Home

4.81 out of 5 average rating, 37 reviews

Exec Lux home wth 3 Level,6 Bdrms/3bth & 2 Kitchen

Guest favourite

Home

4.96 out of 5 average rating, 25 reviews

Lakefront Getaway Home! Amazing View! Hot tub! Ski

Guest favourite

Home

4.88 out of 5 average rating, 85 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

Guest favourite

Home

4.96 out of 5 average rating, 51 reviews

Edgewater Beach Home Steps to the Lake

Apartment rentals with lake access

Flat

4.9 out of 5 average rating, 190 reviews

Spacious Vintage 3 BR in Chicago's NorthCenter!

Flat

4.82 out of 5 average rating, 277 reviews

Archways at the Lincoln Park Zoo 2bed/2ba

Guest favourite

Flat

4.97 out of 5 average rating, 219 reviews

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

Flat

4.83 out of 5 average rating, 161 reviews

The Posh Apt. Mins to Downtown & Hyde Park

Guest favourite

Flat

4.98 out of 5 average rating, 346 reviews

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

Guest favourite

Flat

4.93 out of 5 average rating, 423 reviews

Andersonville Living

Guest favourite

Flat

4.86 out of 5 average rating, 155 reviews

Midcentury Modern Lakeview 2 Bedroom Apartment

Guest favourite

Flat

4.86 out of 5 average rating, 118 reviews

minimal lakefront apartment

Quick stats about holiday rentals with lake access in Chicago Loop

Total rentals
80 properties
Nightly prices starting at
€ 38 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
60 properties have a pool

Destinations to explore