Your Home Away, in Chicago & Beyond
Chicago apartments near Wrigley and the lake. Quiet cottages at Paw Paw. Each one ready for you to arrive and settle in.
Available properties
Your Stay, Your Way
City buzz or lake quiet. You pick the vibe and we handle the rest. Every Awayo property is stocked, spotless, and sitting in exactly the right spot for the trip you have in mind.
Choose Your Experience
Urban Comfort Meets Lakeside Calm
Whatever your mood, Awayo gives you the flexibility to travel your way.
Chicago, Illinois
Steps from Wrigley Field and the United Center, with Lake Michigan close by. City energy and convenience at your doorstep.
- Downtown access
- Walk to transit
- Top restaurants nearby
Paw Paw Lake, Michigan
Peaceful cottages right on the water with fire pits, local wildlife, and calm mornings that start slow and stay that way.
- Lakefront setting
- Private fire pits
- Wildlife and quiet
Michigan City, Indiana
Sandy beaches and a charming harbor town make this a quiet coastal retreat just one hour south of downtown Chicago.
- Beach access
- Charming harbor
- Dunes and trails
Puckaway Lake, Wisconsin
Forested views and open water activities create the perfect setting for a family getaway with room to roam.
- Fishing and kayaking
- Forested surroundings
- Family-friendly
Awayo by the Numbers
500+
Happy Guests
4
Different Cities
98%
Positive Reviews
23
Listings Managed
The Team Behind Awayo
Justin and Samantha are the ones who answer when you call, handle issues when they come up, and make sure your place is ready before you walk in the door. They oversee every property in the portfolio and keep the whole operation running together.
There's no team of strangers rotating through. It's Justin, Samantha, and a small crew they trust, with a simple promise: your stay is their responsibility.
Midwest Based, Locally Managed
We don't manage from a distance. Our team knows which blocks are walkable, which buildings have the best light, and which spots guests actually want to be near.
One Team, Start to Finish
From your first booking question to your last night, you're talking to the same people who manage the property.
Reach Samantha Anytime
Got a question at 10 PM? Need an extra set of towels? Reach Samantha directly at +1 (312) 796-9275 or samantha@goawayo.com.
What Guests Say
Trusted by guests, review after review
★★★★★
500+
Guest Reviews
★★★★★
4.9
Average Rating
★★★★★
"We stayed at the Wrigleyville apartment for a Cubs weekend and it was perfect. Walking distance to everything, spotless, and Justin was incredibly responsive. Already rebooked for September."
Chicago, IL
★★★★★
"Paw Paw Lake was exactly what our family needed. The kids loved the water, we loved the quiet. The cottage had everything we could ask for and then some."
Grand Rapids, MI
★★★★★
"Third time booking with Awayo and every stay has been better than the last. The direct booking site saves us real money compared to Airbnb. Can't recommend them enough."
Indianapolis, IN
★★★★★
"Great place. Very clean, relaxed space. I spent a few days here on business and it was very convenient. Great to have a dedicated parking spot, washer, and dryer. Hosts are very responsive."
Apex, NC
★★★★★
"Very peaceful and great location. Hosts were very helpful and responded within minutes when I had a question. Apartment was very clean and the bed was exceptionally comfortable."
Ellensburg, WA
★★★★★
"This place was perfect for what we needed. Conveniently located near downtown. The host was very responsive and made sure we had everything we needed. Thank you!"
Hayward, CA
★★★★★
"Brought the whole family for a long weekend at Puckaway Lake. The house was spacious, the lake was gorgeous, and Justin checked in to make sure we had everything. Will be back next summer."
Milwaukee, WI
★★★★★
"Michigan City was a hidden gem. The beach was a short walk away, the place was stocked with everything, and it felt like a real home. So much better than a hotel."
Louisville, KY
★★★★★
"We stayed at the Wrigleyville apartment for a Cubs weekend and it was perfect. Walking distance to everything, spotless, and Justin was incredibly responsive. Already rebooked for September."
Chicago, IL
★★★★★
"Paw Paw Lake was exactly what our family needed. The kids loved the water, we loved the quiet. The cottage had everything we could ask for and then some."
Grand Rapids, MI
★★★★★
"Third time booking with Awayo and every stay has been better than the last. The direct booking site saves us real money compared to Airbnb. Can't recommend them enough."
Indianapolis, IN
★★★★★
"Great place. Very clean, relaxed space. I spent a few days here on business and it was very convenient. Great to have a dedicated parking spot, washer, and dryer. Hosts are very responsive."
Apex, NC
★★★★★
"Very peaceful and great location. Hosts were very helpful and responded within minutes when I had a question. Apartment was very clean and the bed was exceptionally comfortable."
Ellensburg, WA
★★★★★
"This place was perfect for what we needed. Conveniently located near downtown. The host was very responsive and made sure we had everything we needed. Thank you!"
Hayward, CA
★★★★★
"Brought the whole family for a long weekend at Puckaway Lake. The house was spacious, the lake was gorgeous, and Justin checked in to make sure we had everything. Will be back next summer."
Milwaukee, WI
★★★★★
"Michigan City was a hidden gem. The beach was a short walk away, the place was stocked with everything, and it felt like a real home. So much better than a hotel."
Louisville, KY
