
Holiday rentals with beach access in Cook County
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Top-rated rentals with beach access in Cook County
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Apartment rentals with beach access

Flat
4.93 out of 5 average rating, 30 reviewsSheridan Beach Apartment
Our host responded in seconds with any questions we had! We removed our shoes at the door and our socked feet proved how clean this place is. Super well stocked bathroom and clean comfortable bed. Very quiet location yet less than 2 blocks from the L, restaurants, beach and just steps away from the bus and market. Some evidence of homelessness on Sheridan Rd. and in the park at the beach. We were only approached 1 time in 3 days. Street lighting was abundant especially the ally access. We wouldn’t hesitate to use this location for a return trip.

Flat
4.97 out of 5 average rating, 227 reviewsSteps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Clemente’s place is such a wonderful apartment to retreat to. If you’re looking for somewhere to relax, look no further. This place is cozy, well stocked and super clean. I had such a good visit and if I decide to stay downtown again, this will be the first place I try to reserve. Cannot recommend Clemente’s place enough.

Flat
4.83 out of 5 average rating, 163 reviewsThe Posh Apt. Mins to Downtown & Hyde Park
This place was really pretty really great location. Loved the decor and for the price unbeatable I would definitely stay here again my family and I had a great day.

Flat
4.82 out of 5 average rating, 183 reviewsThe Lakefront Lookout (2BR)
Stephanie was a terrific host—friendly, responsive, and always helpful. The apartment was spotless, nicely furnished, and perfectly located. We loved being so close to Michigan Avenue shopping and enjoyed the stunning views of Lake Michigan from the apartment, with even more incredible ones from the rooftop. The kitchen had everything we needed, though we didn’t cook much. The mattress was high-quality and super comfortable—a must after busy days exploring! As others suggested, bringing an eye mask might be helpful for sleeping in. The location was unbeatable, with everything within walking distance—shops, great restaurants, the subway, and even grocery stores and markets. The coffee shop in the lobby was such a convenient and cozy touch for mornings. We were in town to explore Chicago as tourists, and this spot made it effortless to see everything the city has to offer. We had a wonderful stay and would absolutely return. Thanks, Stephanie, for sharing your lovely apartment!

Flat
4.93 out of 5 average rating, 426 reviewsAndersonville Living
Place felt bigger than the pictures and was perfect for myself and pup plus Parents & Aunt who were visiting for Christmas. Great location to the wonderful restaurants of Andersonville and kitchen was great for when we wanted to cook. Would definitely stay again!

Flat
5 out of 5 average rating, 110 reviewsSpacious 3 bdrm apt. near NU + Chicago + lake.
This lovely apartment in a charming neighborhood offered an oasis during a difficult week when we traveled in from the East Coast to deal with an elderly family member’s illness. The place was spotless and well stocked with kitchen essentials, which was greatly appreciated as we were cooking for ourselves and two young relatives who had traveled there to meet us. The long table in the dining room was a great spot for us to gather for meals or to talk, and the place was large enough to give everyone some space. The beds were very comfortable and the host, Daniela, was responsive and graciously accommodating to requests. Having a parking space at the back of the house made everything so much easier. It was icing on the cake.

Flat
5 out of 5 average rating, 109 reviewsSpacious 2 Bedroom in the heart of Lakeview!
Very comfortable space; great location; helpful host; well-equipped. Of note, there is no thermostat within the space, but that did not present an issue. Would return without hesitation in the future.

Flat
4.98 out of 5 average rating, 189 reviewsBeautiful Hollywood-Ridge Suite in Edgewater
Dorothy was lovely and my stay at her place was exactly what I needed. The apartment is clean and well appointed. Location is great - walkable to Rivendale Theatre and lots of restaurants. Would definitely stay with Dorothy again if my travels take me back to this part of Chicago.
House rentals with beach access

Home
4.93 out of 5 average rating, 136 reviewsHouse 5BED/3BATH/1PARKING close to Downtown & Lake
This home is in a quiet neighborhood. It is close to a Target awesome. Easily walkable to Andersonville and Clark St. for many restaurants and shops. The home itself was spacious, beautiful, and very clean. Junni was responsive to our inquiries.

Home
4.81 out of 5 average rating, 54 reviewsHamstrom Hideaway
It is wonderful that you have so many things for our little ones. You have a very well-stocked and clean house. We have enjoyed staying here!

Home
4.81 out of 5 average rating, 58 reviewsIndiana Dunes Park Getaway w/Firepit, Near Beach
Kelly’s place was wonderful. There’s a lot to enjoy here from a wonderful backyard with a fire pit, a lovely front porch, a chill side porch with a grill, a second floor balcony, and a sun room. The place was perfectly clean when I got there and they so nicely left out plenty of clean towels and sweatshirts for myself and my friends. I would definitely stay again if I came back to the area!

Home
4.9 out of 5 average rating, 60 reviewsPrivate Wooded Acre, Soaring Windows in Nat’l Park
A perfect place to enjoy time with family. The house is clean, comfortable, well equipped, tastefully decorated, and has a lovely view of the woods. We watched deer as we sat sipping our tea in the early morning. The kitchen had everything we needed as we prepared our Thanksgiving meal while watching the parade on the television above the fireplace. In the evenings we made a fire in the fireplace and gathered round to play games. The beds were comfortable with extra linens available. We never used the large tub, but enjoyed hot, relaxing showers. Our dogs frolicked in the enclosed back yard as well as at the beach which is close by. The neighborhood is great for walking and restaurants are close by. The family room downstairs looked inviting, but we preferred being together on the main level with the fireplace. Instructions for entering, using the fireplace, and closing were provided and easy to follow. While we were visiting, the temperature dropped yet we were comfortable and cozy.

Home
4.95 out of 5 average rating, 83 reviewsSteps from the beach and a mile from National Park
Amazing host, we lost our parents and they have and are very supportive to our needs as staying in a very comfortable home to relax to in between funeral planning. They had everything and above our expectations. I’ve stayed in VRBO, and Airbnbs in the past and nothing compared to their extensive attention to details. We will definitely stay again under better circumstance. Thank you Jim and Angie. God bless.

Home
4.83 out of 5 average rating, 35 reviewsEntire House With Pool - Backyard Beach Getaway
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Home
4.84 out of 5 average rating, 146 reviewsThe Spa of Downtown Whiting
Wonderful stay for our short trip, next level clean and fantastic

Home
4.95 out of 5 average rating, 20 reviewsMiller Beach Cottage by the Lake
Absolutely fantastic long weekend at Jessica's. Rare instance of a place being even better than the photos. The kitchen was well equipped and super functional. Furniture was very clean and comfortable. Outside space was a dream!!! Walked our dogs to the beach every day - couldn't have asked for more!
Apartment rentals with beach access

Apartment
4.9 out of 5 average rating, 225 reviewsA Stones Throw from U Chicago South Campus!
Had a great stay! The place was super clean and cozy, and the host was super helpful and easy to communicate with. Would totally stay here again!

Apartment
4.99 out of 5 average rating, 145 reviewsRockStar Pad W3A BoysTown/Wrigley Field/Parking
This Airbnb is amazing! It's modern, comfortable and cool — looks like a winner in a design competition, and I left Chicago thinking how much I'd love to have an apartment just like it. We arrived to find the place looking spotless and smelling fresh and clean, but it also felt very relaxed and homey. In fact, after a couple of hours we thought we *were* at home. The bed was great, and the kitchen and bathrooms were equipped with everything we needed. We loved the fun little touches, like the lights behind the headboard that steadily changed colors. The location is excellent, near Boystown's bars and shops, and there's a Starbucks across the street and a Whole Foods just a few blocks away. The unit is surprisingly large and roomy, and the fact that it has two bathrooms was a nice luxury. This Airbnb is a find! And we felt very lucky that we got to experience it.

Apartment
4.98 out of 5 average rating, 103 reviewsThe Ramblers Inn, Northside NEW Reno w/parking!
We had a wonderful, peaceful time staying with Jeremiah and Maysa. They were kind, extremely communicative, and when our family came over to visit everyone commented on what a beautiful home it was. 10/10. Also, extremely fast WiFi, great for working from home for multiple people who were on video calls.

Apartment
4.99 out of 5 average rating, 281 reviewsCozy 3BR on Chicago's North Side & Free Parking
We had a great stay at Mark & Marcelo's place. Even though the house, which is beautiful by the way, is on the corner of two busy streets, it is very quiet and we all slept great. The interior of the house is very tastefully done and so comfortable. We are three couples and we had plenty of room. The one full bath was not an issue and there was plenty of hot water. The kitchen is well stocked and all instructions from Mark & Marcelo were very clear. They even changed our check-in/check-out times to better fit our schedule. The parking space was so convenient and if you have a second vehicle, street parking is generally not an issue but we did have to drive around a bit when we came home after 10:30pm. I highly recommend Mark & Marcelo's place for a short or long stay!

Apartment
4.92 out of 5 average rating, 221 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
This was my second time staying at Kaye’s, and I had a wonderful stay. I hope to be back one day. Thanks for the sweet “welcome back” gift, Kaye! That was super thoughtful. You are a wonderful Airbnb host!!

Apartment
4.87 out of 5 average rating, 186 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
Awesome location, gracious hosts. View to lake from living room window and just a few minutes’ walk to coffee, sushi, a jog on the waterfront, and all the fancy shops of Chicago. Comfy furniture, huge tvs for workouts or binging, great kitchen, just enough subtle decor to feel right at home. I hope to return.

Apartment
4.98 out of 5 average rating, 240 reviewsPets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Dan was extremely responsive and accommodating. This was my first stay and I know I will be returning. Apartment was spacious and super clean. Kitchen had everything we needed to prepare meals. We had a great stay. Thanks Dan for being as awesome host!

Apartment
4.99 out of 5 average rating, 103 reviewsAndersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG
Ari is the ideal host I my opinion, caring and accommodating I have used Airbnb many times I’ve always had good experiences, this place exceeded my every expectations. Ari is the standard to beat.
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