Vacation rentals with beach access in South Side

Great stay! Easy and accessible. We had everything we needed for our chicago girls trip. Would stay again

Great stay in Chicago, Andersonville is a really fun and charming area with lots of cool shops and restaurants. Easy walk to the L. The apartment is beautiful, love the rooftop deck, especially!

We had a truly wonderful stay at Mike and Lora’s place. The apartment is spacious, spotless, and very well-equipped. The beds are extremely comfortable, the linens were luxurious, the kitchen was a real treat to use, and the Wi-Fi worked perfectly throughout our stay. The location is amazing - right in the heart of the neighborhood, just steps away from great cafes and restaurants. It’s a super walkable area, which made it easy and enjoyable to explore everything on foot. Mike and Lora were responsive, thoughtful, and kind throughout our stay. Communication was smooth and easy, and we felt very well taken care of. Highly recommended - we’d love to come back someday!

We were in town to see a concert at Wrigley Field, and the location was fantastic. We walked to the concert, which was really helpful to not need to deal with getting an uber afterward. It was also a much shorter walk to tons of bars and restaurants, which we loved. The neighborhood was also beautiful and felt very safe. The apartment was perfect for a short stay and had the basics we needed.

Joseph was very responsive and always made sure we were comfortable in their home. Andersonville is a lovely neighborhood with plenty of local shops and restaurants just around the corner. We would highly recommend staying here!!

Spacious and well appointed with everything we needed to feel right at home. Good quality linens and furnishings, thick toilet paper and exactly as the photos showed. VERY walkable. We walked to the river/lake everyday and enjoyed boat tours, the theatre and sightseeing. It is a very urban stay so there is a lot of city noise, that’s not a critique, just the reality of staying in a large city.

Good alternative to staying in Chicago for a big concert in the city.

Dorothy was very welcoming and communicative, and the bagels and snacks were an extra nice touch. The rental is as described, if not better, and provided a quiet and comfortable place to stay. The location is well centered between Andersonville and the Bryn Mayr red line station with easy access to all of the locations in Edgewater. There is currently some road construction that blocks off close by roads, however, the streets are open to local traffic and it actually makes walking easier.

Jon was an extremely responsive and helpful host, and this home was perfect for our entire family (including our dogs)! Couldn’t have asked for a better experience and will definitely look to book this home again when we come back to the area.

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!

We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

The house was absolutely lovely—very clean, comfortable, and just minutes away from the beach. It was exactly as described, and even better in person. The space was accessible, which made our stay even more convenient. The host was also very responsive and attentive throughout our visit. We had a great experience and would definitely stay here again!

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.

Wow! I can’t say enough good things about Cheryl’s hosting! She and her husband went above and beyond for us. They are so responsive and friendly and even went so far as buying a pack and play for us last minute and jumping our car battery when it died! Talk about amazing! The place had everything we needed and the location was lovely. Would definitely stay here again!

Unbelievable responsive. We would stay there again. Everything we needed and more.

Great house in a prime location - walking distance to restaurants and transit. House is large and spacious with comfortable beds, very clean. Fabulous rooftop deck is a really nice amenity. Florin was very responsive and helpful.

I stay in a lot of Airbnbs. At least 3 a year, most of them in Lakeview. This was the best one! I’m originally from Lakeview and have been disappointed how commercialized and impersonal Airbnb has become. This was the opposite of that. It was so homey, I felt like I’d lived there my whole life. Would definitely stay again.

Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

Chip and Lito's place is a dream! Spacious, clean, quiet, and convenient to restaurants, the "L", and the beach. Apartment is very well appointed, yet not cluttered. The shower is awesome! It was very nice to have a full kitchen, with coffee makers and dishwasher. I definitely plan to stay here the next time I visit Chicago!

Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!

WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!

What a beautiful place!! Spacious with so many nice touches added! Easy walk through a quiet neighborhood to the train station. Carla is an exceptional host - friendly, welcoming and checking in to make sure we didn’t need anything. Loved staying here!

Danny's place was great for my sister and I with our daughters. The location is in a very nice area with beautiful homes. We walked to the Lake a couple of times and to the farmer's market. We were centrally located near downtown and where my daughter is in Lakeview and close enough to where our family event was. I definitely would consider staying here again when I come back to visit.

Our multi generational family visited for our son’s graduation from Loyola and we all thoroughly enjoyed our stay at Ari’s beautiful home! It was just perfect and we will definitely book again if returning to Andersonville. Ari was great to work with and his place was spotless and in a great location. Everything was walkable and the backyard was so peaceful.