Vacation rentals with beach access in North Side

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Popular amenities for North Side beach access rentals

Apartment rentals with beach access

Guest favorite
Apartment in Chicago
4.94 out of 5 average rating, 69 reviews

Spacious! 3 bedroom apartment in Edgewater!

PatrickRating, 5 stars1 month ago
Awesome apartment in the Loyola Chicago neighborhood. Easy access to the loop with the red line. Host is super responsive. The place was spotless and well stocked when we arrived.
Superhost
Apartment in Chicago
4.82 out of 5 average rating, 191 reviews

The Lakefront Lookout (2BR)

StaceyRating, 5 stars1 week ago
Enjoyed staying here — loved the view and proximity to great sites and shopping. Stephanie let us drop off our bags early (so helpful). When we checked in later, she was attentive and responsive. Good communication.
Superhost
Apartment in Chicago
4.82 out of 5 average rating, 51 reviews

Woodlawn Oasis

ZeeRating, 5 stars6 months ago
Super responsive host and I loved the candles they had! The place was super clean and is exactly how it is listed on the photos
Top guest favorite
Apartment in Chicago
5 out of 5 average rating, 101 reviews

Andersonville 2 bed with modern kitchen + bath

AnnieRating, 5 stars1 week ago
Excellent place to stay! Very clean and comfortable, and VERY close to all kinds of shops and restaurants. I would love to stay here again!
Guest favorite
Apartment in Chicago
4.87 out of 5 average rating, 87 reviews

Pristine Lakeview| Boystown |Wrigley Haven |Beach.

MackenzieRating, 5 stars2 weeks ago
Wonderful stay in a beautiful part of Chicago! There's lot to do in the area and it's just a quick walk away from the lake shore. Would highly recommend for anyone looking for a clean and cozy place to stay in northern Chicago!
Superhost
Apartment in Chicago
4.68 out of 5 average rating, 44 reviews

Sunny Modern 1BR Beach/City Views Rooftop WFH Gym

DariusRating, 5 stars1 month ago
The place was almost perfect. The Walls are very thin so you can hear everything other than that not bad at all oh and find the SERK art this is an insider for those who will pay attention at their stay.
Top guest favorite
Apartment in Chicago
5 out of 5 average rating, 112 reviews

Spacious 2 Bedroom in the heart of Lakeview!

AlanRating, 5 stars2 weeks ago
Great location. Plenty of space. Responsive host. We hope to return in the future.
Top guest favorite
Apartment in Chicago
4.98 out of 5 average rating, 192 reviews

Beautiful Hollywood-Ridge Suite in Edgewater

TheresaRating, 5 stars2 weeks ago
Dorothy’s place was clean, good location, comfortable bed and great amenities. We’d definitely stay here again! She was also very kind and helpful!

House rentals with beach access

Superhost
Home in Chicago
4.96 out of 5 average rating, 51 reviews

Cornerstone - Mins from Downtown & Lake Michigan

CrystalRating, 5 stars3 months ago
Angela’s place is amazing. As a host she is extremely responsive and went above and beyond to address anything that I asked about. I l love the primary bedroom because it’s large and the bed is really comfortable. My husband enjoyed the jetted tub.l in the upstairs bathroom. We also made great use of the workout room (my husband did). The open concept first floor suited my family needs well. Overall we enjoyed our stay and are appreciative of Angela for being a great hostess!
Guest favorite
Home in Chicago
4.93 out of 5 average rating, 139 reviews

House 5BED/3BATH/1PARKING close to Downtown & Lake

JenniferRating, 5 stars4 days ago
This is great, quiet little neighborhood; it doesn’t feel like you’re in a big city. It was nice to go to a couple Cubs games, hang out in the city, enjoy the amazing food, and then head back to a quiet space. Specifically, Junni was very responsive and friendly. We had a couple little snafus that were all me but Junni was there to help and that’s unusual in my experience. I highly recommend and will do it again!
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 stars2 months 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.
Superhost
Home in Chicago
4.82 out of 5 average rating, 11 reviews

Cozy 4-Bedroom House with Patio

GaryRating, 5 stars4 months ago
One of the best host we have ever stayed with!!
Superhost
Home in Chicago
4.83 out of 5 average rating, 120 reviews

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

SherniceRating, 5 stars1 month ago
Good location restaurants and shopping not far. House was clean, great space and provided the basics. First night wasn't working the host responded immediately and was able to troubleshoot and fix the issues!
Top guest favorite
Home in Chicago
4.96 out of 5 average rating, 57 reviews

Edgewater Beach Home Steps to the Lake

KatieRating, 5 stars3 weeks ago
This place was great!!! Clean and LOTS of space. We barely left the house except to grab a few meals and it was great! The deck was so nice (we got lucky on weather) and the kitchen was super well stocked!! Would highly recommend!
Superhost
Home in Chicago
4.88 out of 5 average rating, 25 reviews

Executive Contemporary Duplex

TaylorRating, 5 stars1 week ago
We had a WONDERFUL time at Olusesan's place! It was spotless, very comfortable, and well worth the price. He was also very responsive! If you are picky about where you stay, I HIGHLY suggest this Airbnb. It is immaculate. We can't wait to stay here again!
Superhost
Home in Highland Park
5 out of 5 average rating, 28 reviews

Sanctuary on the Ravine

KathyRating, 5 stars8 months ago
The Woodland house is truly incredible, with every detail thoughtfully designed for comfort, from the cozy bedrooms and soft linens to the inviting beds. The kitchen nook with a couch overlooking the ravine offers stunning views of nature, making it a picturesque spot to relax. The home exudes warmth and is perfect for unwinding in the spacious sunken living room or one of the multiple outdoor seating areas. Debra was an excellent host, providing all the amenities you could need. This home is a 10+, and you won't want to leave!

Condo rentals with beach access

Guest favorite
Condo in Chicago
4.87 out of 5 average rating, 234 reviews

A Stones Throw from U Chicago South Campus!

LinusRating, 5 stars1 week ago
Great location within walking distance of University of Chicago and in a safe neighbourhood. Basement apartment with 2 bedrooms. Bed was comfortable & extra pillows & blankets were provided. Toilet & kitchen facilities were slightly dated but functional. Appreciated the use of washer/dryer & complimentary coffee/tea. Very hospitable host!
Superhost
Condo in Chicago
4.7 out of 5 average rating, 223 reviews

Studio flat in the heart of Chicago's Gold Coast

HeatherRating, 5 stars2 weeks ago
This is our second stay here. the location can't be beat and we will continue to stay here when we are in chicago. I will note that it is VERY loud. Depending on who you have above you can make it even louder. the pipes for the heat are also extremely loud. This doesn't bother us so much as we go in expecting it. This is also not the fault of the host at all and this airbnb and host are both still great!
Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 162 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

AliciaRating, 5 starstoday
The place was filled with cool architectural details and was super comfortable and clean! Great location, easy to get to the red line which we used every single day. Will was an awesome host and was great with his communication. We would totally stay here again!
Top guest favorite
Condo in Chicago
4.98 out of 5 average rating, 104 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

SusanRating, 5 stars4 days ago
We were in town visiting our son for Easter and this place was exactly what we needed. Unbeknownst to me, my son lives in the building behind the Rambler Inn so it was so convenient. My daughter drove in from Ohio so the parking space was a bonus. The house was very spacious for the four of us and we were able to have family meals in the dining room. The hosts were great about communicating and we definitely plan on staying again in the future.
Top guest favorite
Condo in Chicago
4.96 out of 5 average rating, 54 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

JenniferRating, 5 stars4 months ago
I recently had the pleasure of staying at this charming Airbnb, and I can't say enough good things about it! From the moment I walked in, I was blown away by how beautifully decorated the space is. Every corner is thoughtfully designed, making it feel both cozy and stylish. The host was incredibly responsive and quick to answer any questions I had, which made my stay even more enjoyable. It’s always nice to know that help is just a message away! The location is fantastic—perfectly situated to explore the local sights and hidden gems. I loved being able to step out and find great restaurants and shops within walking distance. One of my favorite features was the record player! It added a nostalgic touch to my mornings and evenings, allowing me to unwind with some great tunes. And let’s not forget about the shower—it was absolutely breathtaking! It felt like a spa experience every time I stepped in. Overall, this Airbnb exceeded my expectations, and I can’t wait to return! Five Stars!
Top guest favorite
Condo in Chicago
4.98 out of 5 average rating, 249 reviews

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

KristinRating, 5 stars2 weeks ago
Great stay!! Perfect location and it suited our family and dogs wonderfully while we weee in Chicago for 4 nights. I passed this listing along to a friend who is looking to stay in the same area. Overall great experience and we loved our time there!
Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 111 reviews

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG

HollyRating, 5 stars1 week ago
Just as described. Easy walk to transit, restaurants, coffee shops and more. Slept 5 of us easily and comfortably. Clean and updated space with plenty of amenities. As well, the host is great with communication. Would absolutely stay here again.
Guest favorite
Condo in Chicago
4.97 out of 5 average rating, 118 reviews

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen

AlexandraRating, 5 stars1 week ago
This was the most amazing stay!!! I was coming home to visit friends and family and this apartment was beautiful and spacious - will definitely be staying again in the future.

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