Lake house holiday rentals in Lake View, Chicago

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Popular amenities for Lake View, Chicago lake house rentals

Waterfront lakehouse rentals

Guest favourite
Private room in Lake View
4.87 out of 5 average rating, 130 reviews

Renovated space in a historic row house.

MimiRating, 5 stars2 months ago
Gary’s place was in a real home. The walls were solid, the carpet thick, the bookshelf inviting, the couch and bed comfy, and the shower excellent. It felt solid. There’s a small fridge, a microwave, a Mr Coffee, an electric kettle, and a few dishes. There are enough lights and plenty of options for dimming them. It’s just what you need for a short stay, in a friendly, inviting part of town, near family.
Guest favourite
Home in Chicago
4.88 out of 5 average rating, 49 reviews

CasaNova Modern City Living

KatieRating, 5 stars5 months ago
Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!
Top guest favourite
Private room in East Rogers Park
4.98 out of 5 average rating, 42 reviews

Sunny,Comfortable,CleanTop Location at Lake,Beach

KristinRating, 5 stars4 months ago
Th convenient location with parking can’t be beat. The room and bathroom are well-appointed, and the bed is comfortable. Jane is responsive, gracious, and accommodating. She’s my favorite AirBnB host I’ve ever met! I’m hoping my travel plans allow me another opportunity to stay here again. Thanks for the hospitality and a place to stay!
Top guest favourite
Private room in Uptown
4.97 out of 5 average rating, 101 reviews

Comfortable private room near Lake and transit.

FelicityRating, 5 stars3 months ago
We found our stay with Paula to be absolutely delightful and better than if we had a place all to ourselves. She was generous, responsive, and helpful in many ways. We could not have had a nicer, better hostess and we look forward to staying with her the next time we visit Chicago.
Top guest favourite
Private room in Evanston
5 out of 5 average rating, 14 reviews

Historic Manor House Private Room #1 in Evanston

HannahRating, 5 stars6 months ago
I can’t praise this place enough. Not only was it more beautiful than the pictures, but Janet also provided amenities above and beyond what was listed. She provided towels, sunscreen, and a beach pass and the house is in walking distance to Lake Michigan. She was always quickly able to answer any questions and was readily available. Janet really tries to make the space feel at home and provides you with everything you need for a comfortable stay. I was surprised by the quality and ease of the entire stay, and the room was gorgeous (lots of natural light and plenty of privacy). I HIGHLY recommend this location for an Evanston visit (walking distance to downtown and the lake) as well as the excellent service I received from Janet.
Guest favourite
Home in Chicago
4.84 out of 5 average rating, 76 reviews

Lake Home-3 blocks to beach/harbor 10 min 2 Loop!

DarlaRating, 5 stars1 week ago
This place was amazing... They layout was terrific. quiet neighborhood, safe, and had everything we needed. we were celebrating my birthday (pre) My friends 🧡 Even set up a Bday table for me down stairs and we had our in vip golden girlz(ladies) celebrations 🍾 😀 😄 ❤️
Home in Des Plaines
4.69 out of 5 average rating, 35 reviews

House 1 minute from O'hare Airport

GabrielRating, 5 stars2 months ago
I was enjoy this house with my family and we had a good time there! The house has everything you need and the location is nearby airport!
Home in Westmont
4.78 out of 5 average rating, 32 reviews

Cozy 5-bedroom with lake views and spacious deck

AmandaRating, 5 stars3 months ago
The house amenities were well thought out and had everything we would find and need in our our home. extra linens, convenient and safe location, and even toys and pack and plays for the kids. would absolutely recommend for any and everyone.

Pet-friendly lake house rentals

Top guest favourite
Home in Skokie
4.97 out of 5 average rating, 63 reviews

Luxury Home - Pool Tbl/Bar/Patio

DerrikRating, 5 stars2 weeks ago
We had a great stay. The location was great for public transportation and was very walkable. The furnishings are top notch and the host was incredible responsive and flexible with our travel plans. We would absolutely stay again!!!
Private room in Evanston
4.74 out of 5 average rating, 38 reviews

Luxury Master Suite w/Jacuzzi

KellyRating, 5 stars5 months ago
Olga’s place was really great. Took the train to the city most days. Felt really safe, bed was comfortable and was a great stay!
Guest favourite
Home in Evanston
4.93 out of 5 average rating, 44 reviews

Sleepy sanctuary

AllanRating, 5 stars2 months ago
Our favorite Airbnb so far! We stayed here for our son's wedding, and we were tasked with making a cake. We had bought all the things we needed (including a mixer), and found one of the best stocked kitchens we have seen. It was so good to have doubles with our stuff, as we did have a cake failure that we had to repeat. The kitchen is small, but put together so well! The beds were so comfortable and the bedrooms so quiet! We were able to park in the garage (it was during the 2025 polar vortex, so definitely a plus). And the shower was truly wonderful (jets included). We stayed with our dog. Great place to walk. Great neighborhood. Highly recommend EJ's wonderful place.
Home in Des Plaines
4.56 out of 5 average rating, 153 reviews

Entire House Minutes from O’Hare Airport!! By lake

SebastianRating, 5 stars3 months ago
Great location, close to the O'Hare airport. Nice park nearby, and lots of restaurants nearby with everything within driving distance. House felt like home, tvs were great for watching football on, and the house felt surprisingly spacious.
Home in Winnetka
New place to stay

Winnetka Upgraded Townhouse-Prime Location

Superhost
Home in Old Town
New place to stay

Ideal Group Getaway: Best Location, Parking, Patio

Private lake house rentals

Top guest favourite
Home in Evanston
4.9 out of 5 average rating, 10 reviews

Amazing Location! Spacious Duplex Getaway

IsaacRating, 5 stars1 week ago
Excellent place to stay. Highly recommended, as this home exceeded our expectations. Clean, organized, comfy beds, and all exactly as pictured. Checking in and out was simple. Great spots to eat are a minute or two away (walking). Also, not too far from downtown.
Top guest favourite
Home in Lincoln Park
5 out of 5 average rating, 60 reviews

Old Town Cosmopolitan Four Bedroom, Four Bath

ShimulRating, 5 stars3 weeks ago
Elizabeth was super responsive and the place had so much character and charm. Stayed here with coworkers and was great for each of us to have our own space and bathroom. Bonus was having a printer there and didn’t have to run to a fed ex office. Great to walk to restaurants, drug store and gourmet market. We also could find parking fairly easily. Would definitely stay here again.
Home in Villa Park
4.74 out of 5 average rating, 76 reviews

Tranquil Lakefront Cottage: sleeps 4.

RickRating, 5 stars2 months ago
Was very comfortable and comfortable for us. Needs a slight maintenance on one of the bedrooms but I believe it will be handled
Superhost
Home in Chicago
4.82 out of 5 average rating, 38 reviews

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

ShareseRating, 5 stars1 month ago
This is a Beautiful Home, with a peaceful atmosphere. A Great place to walk into and relax after a long trip, and spacious enough for a small group to enjoy one another's company without feeling overcrowded. 2 Full Refrigerators and 2 Full size stoves makes this location a rare find.
Home in Woodlawn
4.82 out of 5 average rating, 117 reviews

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

NaomiRating, 5 stars3 weeks ago
This was a great stay! The house is big and spacious! There are a few things you need to do when leaving the home, but nothing too extensive. Shawn was extremely responsive and helpful during the stay. Extremely comfortable couch and beds. We would stay again!
Superhost
Home in Des Plaines
4.84 out of 5 average rating, 55 reviews

Full House - Amazing sunset lake park

Evergia JulissaRating, 5 stars1 week ago
Place was great to stay! Jimmy is very responsive, helped us with an early check-in to get people from the airport into the airbnb.
Superhost
Home in Chicago
4.86 out of 5 average rating, 22 reviews

Executive Contemporary Duplex

T'LisaRating, 5 stars1 month ago
I enjoyed my stay and Olu was very helpful with questions from all the guests. I will stay again.

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