Holiday rentals with lake access in Near North Side, Chicago

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Popular amenities for Near North Side, Chicago lake access rentals

Lake access house rentals

Guest favourite
Home in Lake View
4.9 out of 5 average rating, 146 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

LewisRating, 5 stars1 week ago
Extremely clean, large house. Kitchen is well stocked. Quiet neighborhood with easy access to everything. Appreciated that nothing needed to be done at check-out other than locking up.
Guest favourite
Home in Hyde Park
5 out of 5 average rating, 19 reviews

Amazing historic campus mansion!

ArunaRating, 5 stars4 weeks ago
Caryl was extremely helpful with a check in process and she introduced us the property as well as surrounding local attractions. We felt the place was warm and very spacious for our group and we had a pleasant stay.
Guest favourite
Home in Lake View
4.93 out of 5 average rating, 155 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

MatthewRating, 5 stars5 days ago
We can't say enough great things about our stay. Sharon was an incredibly gracious and responsive host. Her beautiful house was exactly as described. The neighborhood was perfectly suited for walking to restaurants, local bars, grocery stores, light rail and much more. We would stay here again in a heartbeat! Highly recommended!!
Top Guest favourite
Home in Evanston
5 out of 5 average rating, 107 reviews

Larimer Park Carriage House

HowardRating, 5 stars4 days ago
Kirsten was extremely accommodating, flexible and responsive for our trip. We were in town for my son's graduation from Northwestern, so the location was ideal. Particularly having a dedicated parking spot during a very hectic time in Evanston was very helpful. Additionally, while the carriage house is very close to campus, it is quiet and removed enough to feel private and peaceful. The house itself is just what we needed. It is well appointed and equipped with everything we needed. Everything was clean and comfortable. We highly recommend working with Kirsten and staying at the carriage house if you're able.
Superhost
Home in Woodlawn
4.83 out of 5 average rating, 122 reviews

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

HaliRating, 5 stars1 month 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!!
Superhost
Home in Chicago
4.9 out of 5 average rating, 29 reviews

Executive Contemporary Duplex

KaylaRating, 5 stars4 days ago
Perfect location! Not far from the best things to do in the city. The neighborhood is quiet and safe. I would highly recommend!
Guest favourite
Home in Lincoln Park
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.
Guest favourite
Home in Whiting
4.85 out of 5 average rating, 156 reviews

The Spa of Downtown Whiting

MeganRating, 5 stars3 days ago
My partner and I absolutely loved our stay at Steven’s place. It was exactly what we were looking for. The spa tub was amazing. Walking distance to the beach and the local shops! Steven gave several recommendations for places to check out. We went to dinner at a local bar and walked 119th street to check out the small businesses! It is the perfect in between spot to stay for Chicago and The Dunes! The place was just like the pictures, with comfortable beds, nice couches and surround sound! Definitely one of our best stays! We hope to visit again before the end of summer!

Lake access apartment rentals

Superhost
Apartment in North Center
4.9 out of 5 average rating, 202 reviews

Spacious Vintage 3 BR in Chicago's NorthCenter!

JoeRating, 5 stars6 days ago
Lin’s Place is gorgeous. If you love being surrounded by beautiful vintage, well cared for wood floors, trim and built ins, this I your place. Convenient to Wrigley Field and Lincoln Park, this place is the one. I loved the back deck and garden on a great tree lined street. Thank you Lin and we look forward to our next trip to Chicago.
Guest favourite
Apartment in Bronzeville
4.94 out of 5 average rating, 31 reviews

NEW Garden Unit Close to Downtown

BrittanyRating, 5 stars2 months ago
Thank you for a comfortable and pleasant stay. Place felt like home. Quiet and quiet neighborhood had all the necessities. Easy access to local stores nearby, convenient location less than 10 minutes from downtown and host was a great person very responsive. I would highly recommend.
Superhost
Apartment in Uptown
4.82 out of 5 average rating, 55 reviews

13 mins DT | 4 mins Lake | Majestic Modern Style

PamelaRating, 5 stars2 days ago
I had a great stay. The apartment was so comfortable and welcoming. The location was perfect-- steps from public transportation and tons of restaurants. The hosts were very nice and quick to respond to my questions. Would totally recommend!
Superhost
Apartment in Lincoln Park
4.82 out of 5 average rating, 302 reviews

Archways at the Lincoln Park Zoo 2bed/2ba

PaulaRating, 5 stars1 week 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.
Guest favourite
Apartment in Chicago
4.83 out of 5 average rating, 167 reviews

The Posh Apt. Mins to Downtown & Hyde Park

VijayRating, 5 stars1 month ago
We had a most wonderful stay at Kayode's apartment which was very clean and matched all the descriptions in the listing and it was perfectly located for our purpose which was to be close to Hyde Park. Kayode was the perfect host and was extremely responsive and even when had a minor issue, he responded within minutes and had the issue resolved within the hour. Highly recommend Kayode as a host if you need an apartment in the Hyde Park area
Superhost
Apartment in Lake View
4.83 out of 5 average rating, 452 reviews

Lakeview Charmer -with parking!

KimberlyRating, 5 stars1 month ago
Nice location and comfortable for 4 people. Little difficult to get in from the parking space. Keypad only worked part of the time. Great to have an included parking space! Overall a nice short stay.
Superhost
Apartment in Brighton Park
4.88 out of 5 average rating, 115 reviews

Cute 2 BR 10 Minutes to Downtown Chicago Sleeps 6

ThuRating, 5 stars1 week ago
We had a pleasant stay! The space is small but thoughtfully arranged and very cozy, perfect for a short trip. Everything was clean and with a fresh, welcoming feel. The location is excellent: close to downtown, Chinatown, Navy Pier, and most of the key attractions you’d want to see on a first visit to Chicago. What stood out most was the host’s attentiveness—always quick to respond and incredibly helpful throughout our stay, which made the experience even smoother. Just a heads-up: the building has fairly thin walls, so some noise from neighboring units can be noticeable. Free street parking was surprisingly easy to find, which was a huge plus. Overall, a great spot with a responsive host and very convenient location.
Top Guest favourite
Apartment in Andersonville
4.93 out of 5 average rating, 438 reviews

Andersonville Living

JonathanRating, 5 stars5 days ago
This was the perfect place to stay while we were visiting for my daughter‘s graduation from Northwestern. Andersonville has tons of restaurants and shops that are within very easy walking distance anytime we needed anything The house were incredibly responsive. Make sure you brush up on your parallel parking skills before visiting as you will need them on a daily basis. That being said even if the street parking was full, we were able to park our car close by on the main road.

Lake access cottage rentals

Guest favourite
Cottage in Miller
4.9 out of 5 average rating, 84 reviews

Luxury Cottage nestled in nature, close to beach

RossRating, 5 stars2 weeks ago
We had a wonderful stay at the cottage. It was very peaceful, with beautiful surroundings and nature views from the large windows. Watching the deer each day was a highlight of our visit. The home was well decorated and nicely updated. It was clean and stocked with everything we needed. Patrick was an excellent host who communicated well throughout the entire process.
Superhost
Cottage in Miller
4.74 out of 5 average rating, 53 reviews

Cozy Home near Chicago, Casinos, Shops, & Parks

HaleyRating, 5 stars1 month ago
We had a fantastic stay! Super close to the Lake, which is just what we wanted. House looked exactly as pictured. Most comfortable beds I have ever slept in. Overall, a great experience.
Cottage in Miller
4.9 out of 5 average rating, 20 reviews

Miller Beach 'The Goldfinch' Mid-Century Retreat

Anna And FabioRating, 5 stars5 days ago
We loved getting to stay here. The proximity to the beach is a simple walk and it is lovely to be so close. My daughter loved the nearby park as well and it was also within waking distance of the cottage. There were many thoughtful details in the space and it was so nice to arrive to the muffins and treats from our host. We will stay again if we ever get the chance.
Superhost
Cottage in Miller

5BR Lagoon Log Home. Indiana Dunes. Walk to Beach.

MyraRating, 5 stars42 months ago
This 3 story home with a large room overlooking a lagoon provided our family with an enjoyable Christmas holiday. There were 3 bedrooms on the ground floor, 1 off the kitchen and 1 upstairs. There was also a bed in the front room and a stone fireplace in the front room.
Cottage in Miller
4.83 out of 5 average rating, 183 reviews

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

MichaelRating, 5 stars2 months ago
This place is a great getaway. If your looking for a place in Miller Beach area and want to see copious amounts of varying wildlife just hanging around then this spot is just what your looking for. The host Blake is very responsive and respectful. I stayed for over a week with my dog and he didn’t want to leave. You won’t either.

Quick stats about holiday rentals with lake access in Near North Side, Chicago

  • Total rentals

    150 properties

  • Nightly prices starting at

    $31 AUD before taxes and fees

  • Total number of reviews

    6K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    70 properties have a pool

Destinations to explore