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, 134 reviews

Renovated space in a historic row house.

FionnbarrRating, 5 stars2 weeks ago
The highlight of this place is the location. It’s on a beautiful street in a fun, safe neighbourhood. The place is exactly as Gary describes and matches the pictures well. Gary himself was very friendly and accommodating of my early check in. I would definitely stay here again. Just note that the lockbox with the key can be a bit jammed, it was hard to get it open at first.
Home in Prospect Heights
4.91 out of 5 average rating, 56 reviews

Bike & Kayak: Lakefront Prospect Heights Home

GabrielRating, 5 stars3 weeks ago
Great stay for me and my friends. Very spacious and beautiful outside space. Plenty of beds and top of the notch kitchen.
Guest favourite
Private room in East Rogers Park
4.93 out of 5 average rating, 45 reviews

Sunny,Comfortable,CleanTop Location at Lake,Beach

TerryRating, 5 stars3 months ago
This lovely bedroom is perfect retreat for a north side Chicago visit — I had bathroom to myself and bedroom closet served as a handy coffee bar. The bed was very comfortable and bookshelves and antiques make the room cozy and inviting. I want to come back as house is so convenient to lakefront.
Guest favourite
Home in Downers Grove
4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

AnnaRating, 5 stars5 days ago
Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!
Top guest favourite
Private room in Uptown
4.97 out of 5 average rating, 104 reviews

Comfortable private room near Lake and transit.

NicoleRating, 5 stars2 weeks ago
Our stay with Paula was great! Very cozy and so close to the Aragon Ballroom. We walked to a lot of nearby places for food and drinks. Paula was very sweet and responsive for anything we needed!
Guest favourite
Private room in Evanston
5 out of 5 average rating, 15 reviews

Historic Manor House Private Room #1 in Evanston

HannahRating, 5 stars9 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.
Home in Chicago
4.82 out of 5 average rating, 79 reviews

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

DarlaRating, 5 stars3 months 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
4.63 out of 5 average rating, 41 reviews

House 1 minute from O'hare Airport

TomRating, 5 stars1 week ago
Stay went very smoothly and I would recommend for anyone seeing an event at Allstate arena(walking distance) or needing a place to stay flying thru O'Hare. Target and a wide variety of fast casual dining 1 min away. The listing mentioned a grill and that was unavailable, you may want to check with the host in advance if you are planning to use any amenities.

Pet-friendly lake house rentals

Superhost
Home in Des Plaines
4.84 out of 5 average rating, 44 reviews

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

Paige Rating, 5 stars3 weeks ago
The hosts were incredibly nice! They truly did care about our stay. My stay consisted of recovering from a surgery. They went above and beyond to make sure I was safe and cared for! I got to enjoy the home and my husband got to go across the street to the beautiful park to fish. The questions we did have received quick responses every time. Next time we are in the area, we will be going back!
Superhost
Home in Old Town
4.75 out of 5 average rating, 4 reviews

Ideal Group Getaway: Best Location, Parking, Patio

ScottRating, 5 stars1 month ago
Great place. Great location. No issues at all. I would rent again. It's a good spot between the Gold Coast and Lincoln park and beer some really good restaurants. Place was as described and would have no issues staying there again.
Guest favourite
Home in Evanston
4.92 out of 5 average rating, 50 reviews

Sleepy sanctuary

LorriRating, 5 stars3 weeks ago
We loved our stay at Efren’s place. We are a couple traveling with our 17-year-old son and 90-year-old Grandma, and everyone was happy with our rental. It was clean and well-equipped. Our son was happy to have his own room with a futon (better than sleeping in the living room). The garage parking was a nice touch.
Superhost
Home in Des Plaines
4.56 out of 5 average rating, 158 reviews

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

KalliRating, 5 stars1 month ago
The little house felt like home while my husband and friends were in town for a co vent job. The place was clean, we had everything we needed, and the place was very thoughtfully organized and decorated. We found what we needed easily and had enough space easily for the group. Our hosts responded to messages when we had questions. Highly recommend staying here, the neighborhood is beautiful and safe and there’s lots of access to entertainment, food and shopping.
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.
Top guest favourite
Home in Skokie
4.97 out of 5 average rating, 69 reviews

Luxury Home - Pool Tbl/Bar/Patio

RajRating, 5 stars1 week ago
House was great, Peter was a fantastic host!
Home in Uptown
5 out of 5 average rating, 3 reviews

Windsor Castle - 4br + Queen sofa bed 3.5bath

BeccaRating, 5 stars5 days ago
Tony was one of the best hosts! He was extremely responsive and enjoyable to communicate with. The home was BEAUTIFUL! Blew away all of our expectations. Couldn’t recommend this place enough!
Guest favourite
Home in Chicago
5 out of 5 average rating, 9 reviews

Spacious Chicago historic home

MaximilianRating, 5 stars1 month ago
We had a great time in Marriannes home! We stayed in Chicago to attend a conference at McCormick place, which was easy as its just 20minutes walking from the house. The house itself was a rustic beautiful historic home with a lot of charme. We’d stay there again!

Private lake house rentals

Home in Woodlawn
5 out of 5 average rating, 4 reviews

Home in Chicago

KellyRating, 5 stars8 months ago
This house was great! Much larger than it appeared in photos. It was immaculate and beautifully decorated. It really felt like a home vs a rental being turned over quickly. Amenities were consistent with listing. The host was amazing and proactive with communication. Very clear instructions were provided well before our scheduled arrival. I only needed to reach out to him once during our stay and he was very responsive. I absolutely recommend this property , I would stay again!
Superhost
Home in Villa Park
4.86 out of 5 average rating, 7 reviews

Family Friendly Stylish Villa Park Home!

OdezuligboRating, 5 stars2 weeks ago
I had an excellent stay at Jabeen’s house in Villa Park. The home was exactly as described, spotlessly clean, very comfortable, and well-equipped with everything I needed. The location was peaceful and quiet, perfect for a restful weekend. What truly made the experience stand out was the combination of thoughtful amenities and top-notch communication. I especially appreciated the fast Wi-Fi, well-stocked kitchen, reliable AC, and relaxing patio. When I mentioned that the blender wasn’t working, Jabeen immediately replaced it—an example of her responsiveness and attention throughout my stay. I highly recommend this place for families looking for a comfortable and hassle-free stay in the area. Would definitely return!
Superhost
Home in Chicago
4.71 out of 5 average rating, 42 reviews

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

JasmineRating, 5 stars2 months ago
The neighborhood was quiet and the space was clean and as advertised. My only complaint was there were no paper towels in the home lol After ripping and running all over the city before getting to there I was very frustrated about that. But I would definitely stay again.
Home in Englewood
4.88 out of 5 average rating, 33 reviews

*Univ of Chicago 3 bedroom cozy modern Greystone

KimberlyRating, 5 stars1 week ago
Robin was very responsive and very professional! She makes sure things are great when you arrive and is responsive during your stay! I love The Carter Blue!! You will love it too!
Superhost
Home in Des Plaines
4.83 out of 5 average rating, 60 reviews

Full House - Amazing sunset lake park

Mary ArcherRating, 5 stars1 week ago
Jimmy was friendly and helpful; his directions were clear and simple. The house is tidy and completely dust free. It’s inviting, but unpretentious, set in the most appealing area walking distance from a lake. Kitchen is suitably equipped. Towels were fluffy, bedding was inviting. AC gets cold.
Superhost
Home in Chicago
4.9 out of 5 average rating, 29 reviews

Executive Contemporary Duplex

KaylaRating, 5 stars3 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!
Home in South Shore
4.6 out of 5 average rating, 25 reviews

Ely's Landing~Condo Near 71st Beach,Golf & Museums

ThongRating, 5 stars1 month ago
Very friendly, responsive and helpful. Would comeback again.
Superhost
Home in Cicero
4.88 out of 5 average rating, 40 reviews

Spacious 3br house near Downtown Chicago & Airport

EmileeRating, 5 stars5 months ago
We loved our stay at this AirBNB! When we arrived, they had left out little Christmas gifts for our daughters! They also left us 5 permits even though we were unsure if we were staying for 5 days! We ended up deciding to stay last minute and they were so accommodating to us!! The linens on the bedding were a little dirty when we got there. There seemed to be old hair, and stuff on the beds but honestly it wasn’t anything super serious! I will say though, definitely pack your own blankets if you’re a bigger family or a blanket loving family. The Airbnb didn’t offer very many blankets but in the grand scheme of things, that didn’t matter!! We loved our stay and will hopefully be back!!

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