Holiday rentals with lake access in Lake View, Chicago

4.87 out of 5 average rating, 130 reviews

Home in Lake View

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.

4.98 out of 5 average rating, 107 reviews

Flat in West Town

Millennium park 10 min Free P-Spot&Balcony Sleep 8

FREE & SECURE ONE IN-DOOR PARKING SPOT!!! You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. 2 bedroom/2 bathroom apartment with ZERO STAIRS to get inside! It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences. Bring the whole family to this great place with lots of room for fun.

5 out of 5 average rating, 132 reviews

Flat in Chicago

Remodeled, Near Loyola, Beach and Subway

Stylish and sophisticated, this remodeled 3 bedroom, 2 bath private apartment is in a prime location, 3 blocks from Hartigan Beach, and 2 blocks to the Loyola Red Line "L" station to take you to Wrigley Field, downtown & many locations in between. We are 2 blocks from Loyola University & about 4 miles to Northwestern University. Located on a quiet, residential tree-lined street, we are a 2 block walk from all manner of restaurants & conveniences associated with our proximity to Loyola.

4.99 out of 5 average rating, 178 reviews

Apartment in Lake View

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

4.97 out of 5 average rating, 500 reviews

Flat in Evanston

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

Apartment in East Rogers Park

4.93 out of 5 average rating, 240 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy 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. NOTE: No full kitchen.

4.97 out of 5 average rating, 299 reviews

Flat in Uptown

Cozy loft in Chicago's Uptown

Located in the heart of Uptown, we offer a private, 3rd floor/walk-up, smoke-free studio apartment in a vintage Queen Anne (hosts live on 1st floor; apartment on 2nd). The Aragon Ballroom, Riviera Theater and the legendary Green Mill Jazz club all within a 5-minute walk. Andersonville (one of Chicago’s coolest neighborhood is a 15-minute stroll. CTA's Red Line/Wilson train station is 3 blocks away. Overnight street-parking decals also available for guests.

4.98 out of 5 average rating, 282 reviews

Apartment in Uptown

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.

Townhouse in Ranch Triangle

4.98 out of 5 average rating, 275 reviews

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit

This generously sized, quiet apartment, located in the highly sought-after Lincoln Park neighborhood, offers convenient access to acclaimed restaurants and boutiques, all within a five-minute walk. Its private entrance and proximity—less than four blocks—to both the Red and Brown Line "L" stations ensure effortless access to Chicago's attractions, most within a two- to five-stop train ride. Zoned parking permits are provided.

4.87 out of 5 average rating, 165 reviews

Flat in Lake View

Midcentury Modern Lakeview 2 Bedroom Apartment

Sunny 2 Bedroom, 1 Bath Lakeview Apartment near DePaul, just a short cab from Magnificent Mile, less than 1 mile from Wrigley Field in bustling area with ample entertainment, restaurants, bars & cafes. Walking distance to Chicago Lakefront, Lakeview, Lincoln Park Nearby venues- The Vic, Blueman Group, Wrigley Field, Schubas, Laugh Factory, DePaul, Illinois Masonic, & more.

4.99 out of 5 average rating, 637 reviews

Apartment in Lake View

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.

4.93 out of 5 average rating, 436 reviews

Flat in Edgewater

Andersonville Living

Sunny 3 Bedroom 1 Bath located in Andersonville right off Clark St. with its shopping, bars and restaurants. The apartment has vintage charm with original woodwork and floors as well as modern amenities such as the new kitchen and central AC. There is a large sunny back deck for sipping your morning coffee, wifi, cable and Amazon for your media needs.

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Popular amenities for lake access rentals in Lake View, Chicago

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Lake access house rentals

5 out of 5 average rating, 29 reviews

Home in Gold Coast

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars1 week ago

Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

4.9 out of 5 average rating, 144 reviews

Home in Lake View

Spacious Two Story Luxurious Home w/Outdoor Deck!

ElizabethRating, 5 stars2 weeks ago

Our party was comprised of 5 adults. We had enough space to spread out and relax between events. The kitchen was very clean and there were snacks and beverages which was very nice. The deck off the kitchen was lovely. There was a welcome binder with lots of information about the neighborhood. The location was well situated; the neighborhood was quiet and very pretty to walk around in. We were able to walk to a restaurant for breakfast each day. My sons walked to Wrigley Field for a Cubs game. The only drawback for me were the stairs which were hard on me as I have a bad ankle. All said, I would highly recommend this listing to others, Robert and Sue were available and were great hosts.

4.88 out of 5 average rating, 51 reviews

Home in Chicago

CasaNova Modern City Living

HelenRating, 5 stars4 weeks ago

Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

Home in Old Town Triangle

4.85 out of 5 average rating, 171 reviews

Historic Old Town, Fabulous 4 Bedroom Home

MeganRating, 5 stars1 month ago

We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

5 out of 5 average rating, 105 reviews

Home in Evanston

Larimer Park Carriage House

FionaRating, 5 stars3 days ago

The moment I walked in, it feels like home! The house is very nicely decorated, and it has everything you need to have a very comfortable stay. The kitchen is well stocked and she even has a basketball for my kid to play with in the court right in front of the house. She even welcomes the guests with a nice bar of chocolate , card and fresh flowers! We will stay here again if we visit Evanston!

4.83 out of 5 average rating, 122 reviews

Home in Woodlawn

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining

HaliRating, 5 stars4 weeks ago

This was a fantastic find! My whole party loved the place. It was clean and wonderfully located in a peaceful neighborhood close enough to transport to walk but far enough from the noise and bustle of downtown. Shawn was very responsive to any questions I had and was super kind and friendly! I absolutely would stay here again!!

4.97 out of 5 average rating, 69 reviews

Home in Skokie

Luxury Home - Pool Tbl/Bar/Patio

RajRating, 5 stars4 days ago

House was great, Peter was a fantastic host!

Home in Old Town Triangle

4.98 out of 5 average rating, 80 reviews

Opulent 3bdr2bth Old Town Luxury + Parking prmts

MehganRating, 5 stars3 weeks ago

Lovely space and a perfect location for exploring the city. Great restaurants within a short walk. Lincoln Park also just a short walk.

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Apartment rentals with lake access

4.9 out of 5 average rating, 201 reviews

Flat in North Center

Spacious Vintage 3 BR in Chicago's NorthCenter!

CharlieRating, 5 stars4 weeks ago

Lin communicated clearly and was helpful throughout the whole process. The space was perfect for our needs, close to the event we were there for and in a lovely neighborhood near a small park close to a variety of great family restaurants. Happy to go back should the need arise.

4.81 out of 5 average rating, 54 reviews

Flat in Uptown

13 mins DT | 4 mins Lake | Majestic Modern Style

TylerRating, 5 stars1 day ago

TIBO was a great host, if given the opportunity would stay again!

4.81 out of 5 average rating, 95 reviews

Flat in Chicago

Parking! Charming Lincoln Park Flat! 3 Comfy Beds!

MeganRating, 5 stars2 weeks ago

Great location and a responsive host!

4.82 out of 5 average rating, 301 reviews

Flat in Lincoln Park

Archways at the Lincoln Park Zoo 2bed/2ba

PaulaRating, 5 stars4 days ago

Our “moms and daughters” Amtrak trip to Chicago was exceptional all because of Jessica and her hosting ability. We had everything we could have asked for. Bus stops are close (we did not rent a car). Restaurants, deli, and the beach are within walking distance. Trader Joe’s and Target are a short bus ride away. The neighborhood is very safe and family friendly.

4.97 out of 5 average rating, 242 reviews

Flat in Near North Side

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

LizRating, 5 stars2 weeks ago

Great place and location! Thank you for letting us stay in your home!

4.82 out of 5 average rating, 196 reviews

Flat in Streeterville

The Lakefront Lookout (2BR)

RebeccaRating, 5 stars1 month ago

We really enjoyed our stay and appreciated how responsive and accommodating Stephanie was! The view is beautiful and the surrounding area was great. Being right above a coffee shop was also extremely convenient.

4.92 out of 5 average rating, 36 reviews

Flat in Chicago

cozy grand studio 2nd floor/near lake/public tran.

JeronRating, 5 stars3 days ago

Beautiful location and well furnished. No complaints, surrounding folks in the community are friendly. Tap into Mores Liquor very friendly staff gave me the tips and tricks in the area and what to do. Thank you Cozy Nest for hosting my wife and I! Much Appreciated!!