Guest house holiday rentals in Northwest Indiana

this is a gem. the place to book if you want to sleep near Chicago, outside of the city center rush, but at only 30 mins from downtown with the green line. The apartment is very well furnished (especially the kitchen !). Niles is an experienced host that provided us with recommandations and guidance for our stay. parking is free. Everything was super clean. check in and check out were smooth and independent. the quality/price ratio is good.

We had such a peaceful, relaxing time at the Little Green Cottage. It was just as described and in such a beautiful setting. Anne was incredibly friendly and responsive! We hope to visit again.

Absolutely recommend this place! It is warm and cozy, with a massive backyard which was great for our dogs to play in and for us to relax in! It feels very private and has such a unique vibe! Ann was amazing, she was kind, friendly, and gave incredible recommendations! Mason Jar Cafe is a MUST! Highly recommend and hope to return soon!

A lovely spot! Our family of 4 had plenty of space and great sleeping arrangements (crucial for traveling with preschoolers!) and lots of space for kids to play. David was responsive and helpful. This is a very quiet home in such a great location! We would love to come back again, it was the perfect set up for our family vacation. And bonus, a beautiful restoration of the rectory and obviously very well kept property.

We had such a nice stay here. Elise's place was spacious and comfortable. Her list of local recommendations was wonderful. We're planning another trip back just to try more restaurants on her list! Do yourself a favor and stay here!

Matthew saw us into the apartment and immediately inflated the extra bed that we needed. Wine and drinks were available. Place was quiet and clean. Walkable to Northwestern and downtown Evanston.

Clean, pretty grounds, comfortable beds, and a friendly host. We enjoyed our stay, Mike is very accommodating. Thanks for hosting us!

Came for an ND game and it was the perfect space for two couples! Appreciated that the host had provided the little things - moisturizer, extra chargers, etc. It’s also 1 block from No. 6 restaurant, which was great.

We had a lovely stay at this quiet little oasis in Wicker Park. The Coach House is charming, comfy, spotless, and stocked with everything you need. There is great food and transit just steps away. Joe and Shannon are fantastic hosts—friendly, responsive, and full of great local tips. You can tell they really love their city, and it shows in the way they host. Can’t wait to come back!

Me and my friend stayed here since we were going to be visiting the Indiana Dunes, and it was lovely! As soon as we walked in we both said wow because of how open and clean it felt. It’s a beautiful place with everything you would need. They had so many cool extras that really added to our experience. Perfect quiet place to hang out at. And their Koi pond was beautiful and peaceful. I’ve suggested their place to others!

Very nice home and surrounding area, and very active community. The loft is fun for kids. The host reached out daily. Easy walk to the beach with our dog. The boat rental w/ captain was fun, and got a little tour of the shoreline. Awesome quality of food at the local restaurants!

Super clean and adorable Airbnb! Linda was very responsive and flexible. The tiny home was stocked with lots of goodies. The land is clean and peaceful. They have space for a bonfire, outdoor seating and grill. So sad we only needed somewhere to sleep for the night - would have loved to hangout there for a few extra days! Definitely plan on staying here again when we come back to the area!

Beautiful stay with a very responsive and helpful host.

Perfect place to stay for a couple visiting the Indiana Dunes! Very close to both the state and national park. Very walkable for restaurants, winery’s, and tap rooms. Definitely recommend!

Our stay with Karen was exactly what we were looking for. She was hospitable, friendly, and responsive. The accommodations were lovely and clean. We look forward to returning. Thank you for your hospitality.

very nice place for a short weekend vacation!

Close and walkable to the downtown and tucked away in a quiet neighbourhood. Practically has everything you would need for a vacation and the kitchen is pretty well stocked for all sorts of cooking. Amber was also really responsive to our requests and questions!

We had a great stay! Loved how peaceful it was

the airbnb was so lovely and spacious for our party of 4! we had 0 trouble finding the home and had the best weekend in chicago reuniting with our friends from college. would def recommend - it is a quieter part of chicago. the walk to little italy is quite lovely and is a quick uber from the west loop

Jim's place was a great spot to stay in North Webster-- right off of the lake, very comfortable, and everything you needed for a quiet, cozy weekend away. The area is very beautiful. Jim was also very helpful, provided good directions to the cottage, and responsive to any needs we had during the course of our stay.

My stay at Blake and Lindy’s lovely home was awesome. The home was immaculate and beautifully decorated. The home had every amenity that you would need to feel right at home. It was a most pleasurable experience, I would recommend this Airbnb to future guests 100%. ❤️❤️❤️❤️❤️❤️❤️

The location was quiet and as described. The place was clean and cozy. Amenities were available in the kitchen, bathroom, and bedroom (extra blankets, towels, toiletries, iron, pots, plates etc.) I was able to come and go easily. Park in front of the garage as suggested, I parked under the tree and ended up needing a car wash due to the birds. Overall, good communication, quiet space, and nice location to many things in the Chicagoland area.

Beautiful cottage and garden! All was lovely. Eclectic decor, responsive hosts. Well stocked kitchen and bathroom. Had everything we needed. Highly recommend!!

A great place to stay for a couple of nights! cozy!