
Cabin holiday rentals in Chesterton
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Top-rated cabin rentals in Chesterton
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Popular amenities for cabin rentals in Chesterton
Cabin rentals with a hot tub

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace
We were lucky enough to snag Sarah's place at peak spring, right before the summer crowds rolled in. Our toddler loved the huge, grassy yard that wraps around the house and playing hide and seek on the screened patio. (Bonus: He slept soundly after all the running around!) My husband and I enjoyed our evenings in the hot tub, plus the thoughtfully equipped kitchen and comfortable king-sized bed. Steps from Neon Moon Gelato and a market. Short stroll to Townline Beach and Seedz Brewery. We would definitely stay at Sarah's again!

Secluded Upscale Lodge. Hot Tub, Sauna & Golf Cart
Great stay in New Buffalo!

Unique 3-bedroom Aframe!
Sarah’s beautifully built A-frame home was the perfect base camp for our weekend away to celebrate my partner’s 40th birthday. The neighborhood was peaceful and quiet. We enjoyed the fire pit and the hot tub. Getting to downtown Three Oaks was a breeze and a public beach was a mile-ish down the road. We would love to come back for another visit!

Cozy Serene Cabin by Lake MI&Dunes Private Hot Tub
Our stay was nothing short of amazing! The airbnb was so clean and so nice! We enjoyed our stay and would love to make the trip back up and stay again!

“Hickory Haven” - 6 Acre Cabin Near Notre Dame
Location was very private. House was full of games and toys, wonderful for families with multiple kiddos. Would highly recommend d

The Nest - Luxurious Cabin Retreat
Me and my now husband stayed here with both our families during our wedding weekend and really enjoyed our stayed. The house is extremely spacious yet has intentional furniture for gathering with large groups. The host provided several yards games which we had fun playing while also utilizing the other outdoor amenities like the grill and hot tub. We look forward to coming back in the future!

Cabin on 7 acres minutes to Lake Max & Bass Lake!
I had the most amazing weekend trip here with my friends for my golden birthday!! The cabin was absolutely perfect! Highly recommended if you’re looking for a little getaway:)

Blackberry Cabin of Michiana with a hot tub
Very cute place! Definitely recommend! Monica responded quickly & was helpful.
Pet-friendly cabin rentals

Idyllic A-frame in Michigan’s Harbor Wine Country
Thank you so much for letting us stay at your lovely home over the long weekend! We absolutely loved the place — it was peaceful, cozy, and just what we needed. Callie was incredibly welcoming and responsive, which made our stay even more enjoyable. We’ll definitely be coming back again!

Floyd's Cabin Lakeside Mich
Linda and Floyd's cabin was comfortable and relaxing. We enjoyed our stay and appreciated the beautiful wall decor.

Wonder Woods "Glamping" Cabin #3
This was our first glamping experience and it was absolutely amazing! The cabin was adorable and so accommodating! My children loved it!! We couldn’t be more happy and excited to stay there as soon as we can!! The cabin, the community, the communication with everyone was prompt, defined, and very accommodating! We are so blessed to have you open up your cabin! Thank you so much to everyone for the excellent service and perfect experience! It was beyond our expectations and so grateful!!We will be back!! Thank you for making our trip absolutely perfect in every way!!

Log Cabin - Private - Pets Welcome
Cabin decor is spot on. We arrived and once entering knew we picked the right place. Was our central location for some rockhounding. Cooked all meals from cabin and used the fireplace on the night it was cold and rainy. Thank you for a wonderful stay!

Garver Lake escape
Holley's place fit the description and photos exactly as presented. We were looking for a place that was relatively close to Notre Dame, and that allowed us to bring our dog. This place fit the bill. It was easy to find, clean, and as I said, fit the description and photos exactly. It was also a nice area to walk our dog. We were here in December and so we could not take advantage of the lake, but if you are here in summer, it's just a stone's throw away, and I imagine very nice. When you think about how much hotels in South Bend and even Elkhart charge on game days this was a no brainer. The price was solid and it was a relatively fast and easy drive from ND. I would definitely stay here again on another game weekend. Thank you Holley!

Serene Log Cabin Forest Retreat
Jesse's cabin was very quiet and peaceful. Everything is exactly like the pictures, the kitchen is well stocked, also the bathrooms. The beds are very comfortable, the windows have blackout curtains which allowed us to sleep in late every day... The working station and WiFi were also great. Beautiful surroundings and a short drive to local stores and services. A full disclosure: there's a train line somewhere nearby in the area but we practically couldn't hear it from inside the cabin. Never bothered us and it didn't wake anybody up. We just noticed it when walking outside and one train happened to pass by during the day. Overall a great experience, the cabin is very relaxing and perfect for a relaxing getaway, and Jesse is very responsive and attentive. We are planning to come back when time permits.

Rustic Lodge -Oak Tree Lodge
Cabin in Knox, IN was a perfect getaway for my father & son. We had a great time connecting grandpa & grandson. Plenty to do with wildlife near by, fishing, campfire, and of course time to relax. We had our pet Duke with us, and it is perfect for a dog to also relax and get some fresh country air. Highly recommended for a private getaway.

Black Cabin Getaway in Beautiful Woods I Valpo
Thank you for hosting my friends and I, we had a peaceful stay!
Private cabin rentals

Classy Cabin in the Woods (151)
The campgrounds was beautiful and peaceful. Way better than staying in a hotel in the city!!! Really nice cabin clean and the espresso machine was great!

Firefly near Warren Dunes Red Arrow Cabins
Kristal and John were great hosts. gave is clear and fast answers when we needed. Their property is very cozy, clean and comfortable...Wish we had more time to enjoy the staying longer. The only 2 negative points were: The weak WiFi signal in our cabin, not good enough to download and watch a movie during the night. No locker on the restroom door, so the sliding door kept on opening all the time, while one was using the restroom.

Cabin Retreat 2-A
The only thing that would have made it better was hot water in the bath house. Very rustic, but secluded and easy access to a lake with great fishing. Private, well maintained property. Perfect for a weekend getaway.

Sisters Lake/Updated Thru-out Cabin - lakefront. !
This cottage was exactly what my family and I were looking for. It was clean and updated, a stones throw from an awesome swimming/sports lake and in a fantastic location.

Wonder Woods "Glamping" Cabin #1
Place was great. I travel for work and this fit my budget and was great location for what I needed. If I am in the area I will stay again. Thanks for letting me stay. Stork

Indiana Dunes Cabin WITH Bunk/Rec Room!
If I could give this place 6 stars I would! Jeannie was a great host and the cabin was well over our expectations! Check in was seamlessly and everything worked perfectly. The bunk beds were awesome and everything was clean, tidy and above our expectations. Jeannie also was very responsive during our stay and we had no issues. 100% would stay again.

Happy Hut Cabin 105
Really nice and quiet cabins. The inside was clean and everyone was very friendly! Would stay again.

Lakeview Cabin B Geneva Center
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Potato Creek State Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Chicago Cultural Center