INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON

Chesterton, Indiana
$297 avg/night
Minimum Stay 3 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 3 nights

Min Stay

Private house situated on a corner lot in bucolic downtown Chesterton, Indiana. With all the feels that a small town has to offer, you are within 5 walking minutes from hometown hub. Downtown, you will enjoy daily shopping in our unique stores, European Vendors Market on Saturday and Upsadaisy Vendors Market on Sunday in Thomas Centennial Park. From our many antique shops, local restaurants (indoor and outdoor dining), local brewery’s, winery's and, of course, the greatest of all thegreat lakes, Lake Michigan within a 5-minute drive - you will not want for things to do.

LAKE MICHIGAN/BEACH: Lake Michigan offers an electic beach front for beach glass collecting, walking miles of beautiful sandy beaches, sketching, family time, exploration and hiking trails. The newly opened Duneland’s Pavillion offers a wonder menu with indoor seating, as well as a beautiful panoramic view of the lake with an outdoor balcony Skydeck open day and night. If fishing catches your eye - our perch and salmon fishing is some of the best around. You can book your private fishing charter out of Michigan City (a short 15 min drive) and various water sports activities, as well.

DOWNTOWN CHESTERTON ATTRACTIONS within walking distance from the house: Thomas Centennial Park, Chesterton Splashpad, Northside Diner, Peggy Sue's Diner, George's Hot-Spot, The Port Drive-In Restaurant, Gastro's Pub, Running Vines Winery, Octave Grill, Dog Days Ice Cream Parlor, The Flower Cart, Coffee Creek Park, 219Taproom, Flannery's, Irish Pub, Moth Wing Artisan studio, European Market (Saturday) , Up-sa-Daisy Market (Sunday), Buck's Bicycle shop (bicycle rentals).

FAMILY FRIENDLY ATTRACTIONS w/in SHORT DRIVING DISTANCE: 49'er Drive-In Theatre (6.3 miles), Zao Island (12.5 miles), Gabis Arboretum at Purdue Northwest (19.6 miles), Albanese candy factory (25 miles) Deep River Waterpark (21.1 miles), Fishing Charters (15 miles), Outlet Mall (14 miles), Rogers Lakewood Park (8 miles) which offers, paddle boats, disc golf, hiking, fishing, winter sledding.

TRAIN TO CHICAGO: The Dunes Park South Shore train station is 5 mins from the house with regularly scheduled trains (weekday and weekends) direct to Millennium Park in downtown Chicago. Relax on the train and spend the day in Chicago. Catch any Chicago sports game, bike the lakefront or take part in any museum or attraction that Chicago has to offer. The south Shore train has reliable/direct service while you save on the tolls and gas charges and parking charges that come with driving.

NIGHT LIFE: CASINOS. Two Casino's are within a 1/2 hour drive from the House. Driving due East, the Blue Chip Casino is a short 20-minute drive to Michigan City. About another 15 minutes down the road is the Four Winds Indian Casino in New Buffalo, MI. NIGHTCLUBS: Gastro's Pub, Fuse, Blue Chip Casino all offer dancing and nightlife

HOUSE: You will have keyless entry to the house. The code will be provided to you on the day of your arrival. Our house is fully equipped with three luxurious beds, (3) smart, Roku TV's (living room and both bedrooms), keyless entry, WI-FI (Business High-Speed) Internet, office set-up (wireless printer, shredder, desk, chair) one futon, dining table, family games, cornhole games, books, air conditioning/heating, bathroom towels, (4) beach towels, hair dryer, washer/dryer (laundry soap available), central air/heat, 10x10 tent, beach chairs, (4) fishing poles and tackle box, large outdoor sitting area with fire pit, propane grill and off-street parking. Also included is an entry pass to our Indiana Dunes State Park/Lake Michigan beachfront. KITCHEN AMENITIES: Our fully stocked and newly renovated kitchen is equipped with stainless steel appliances, toaster, coffee maker, coffee, sugar, creamer and filters, gas stove, refrigerator, microwave, utensils, pots/pans, cooking kettle, Brita water purifier, water bottles, purex bowls and baking dishes, dish service for 8, drinking, beer and wine glasses, cookie sheets, cupcake pans, measuring cup, cutting board, lighter, kitchen towels, plastic wrap, aluminum foil, and much more.

Chesterton is a train town. We have several tracks running through our town which attracts many train enthusiasts from out of town. We are so train friendly that we have a train depots, bed and breakfasts, bathrooms, restaurants, etc. Although the town council is currently working on “Quiet Zones”, the Federal law requires trains to blow their whistles when approaching intersections one of which goes through our downtown are (which is typical in most small towns).. The walls are plaster which help insulate the sound. We have ear plugs and air purifiers for the light sleepers. Native Chestertonians do not hear the whistles, but, some light sleepers, may. The house is located within steps of downtown and occasionally, at night, a train comes through but mostly through out the day time. Our hope is that you will come to love our trains as much as we do in Chesterton.

We can't wait to have you as our guest!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 20 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Recycling Unit Size: 825 Sq Ft (77 Sq M) Uses Some LED Lighting Water-efficient Toilets Only
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Barbecue Grill Firepit Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Printer
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Fitness Facilities Nearby Hiking/biking Trails Nearby Horse Riding Nearby Sailing Nearby Sledding Nearby Swimming Nearby Water Park Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Stereo Table Tennis Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping On The Lake
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Safe
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Handrails In Stairways Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Stair-free Path To Entrance Well-lit Path To Entrance Wheelchair-accessible Path Of Travel

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Carrie

    Submitted Jul 24, 2024

    Stayed Jul 18, 2024

    Property is an absolute GEM! This is one of the best properties we have ever rented- it was perfectly appointed with everything you could want including so many extras. The beds were so comfortable (the futon too!), the patio/firepit was wonderful, an entry pass to the IN State Park was included, ample beach supplies, bottled water & filtered water in the fridge and so much more. Lori was a wonderful host and communication was speedy and helpful. This rental gets an A and we look forward to a future visit!

  • Luis

    Submitted Aug 19, 2022

    Stayed Aug 9, 2022

    Our family had a memorable vacation at this property! Very clean and felt like at home with sooo many amenities to offer! Definitely exceeded my expectations 😁 Lots to do around this area and there was a binder with very useful info about activities to do nearby, even had a DNR pass to use for entry to the National Parks. Highly recommend, you won’t be disappointed. Lori was great and very communicative. Only thing is if you are a light sleeper take ear plugs because you will hear a train at night.

  • Erica J.

    Submitted Aug 31, 2025

    Stayed Aug 22, 2025

    Amazing place and host! Close to everything.

  • J P.

    Submitted Aug 1, 2024

    Stayed Jul 29, 2024

    We had a wonderful time staying in this house. Everything is clean and organized. Beds were comfy, and the host even had bed rails we could use for my two year old! We loved being so close to downtown Chesterton and close to the beaches. The Port Drive in right across the street made my kids and husband very happy, too! 10/10 would recommend!

  • Kelly K.

    Submitted Jul 28, 2024

    Stayed Jul 25, 2024

    The house was very clean and well stocked. Close proximity to lots of attractions, we didn’t drive more than 30-40 minutes to get anywhere. Enjoyed the European market on Saturday morning. My kids loved the restaurant across the road and my husband appreciated the shower head placement, he’s 6’6” lol

  • Megan S.

    Submitted Jul 13, 2024

    Stayed Jul 10, 2024

    We loved everything about our stay in Chesterton. The property was super clean and equipped with everything you would need. The hosts truly thought of everything. We had 6 people in our group and never once felt crowded. Games for kids, super fluffy towels and a great outdoor space were a few things we loved. Definitely would recommend staying here.

  • Renee P.

    Submitted Jul 10, 2023

    Stayed Jul 2, 2023

    Lori is the most thoughtful host we have ever had in over a decade of traveling and staying at various properties around the world. Her home in Chesterton had everything you would expect from a private rental property and then some! Her attention to detail is impressive right up to the individually prepared arrival package she dropped off for our stay. She was able to accommodate a slightly early arrival (miscalculation of driving time due to time zone change) while still ensuring everything was ready for us. The town of Chesterton is a great example of small town America. The shops are a short walk from the property and worth setting aside time to explore. I could have spent an entire day in the antique bookstore alone! And breakfast at Peggy Sue’s diner is a must - Peggy Sue will get you day started on a bright note if the coffee isn’t enough. And of course, our daughter and her friend couldn’t resist visiting the Port for ice cream and root beer! We also spent a day at the beach, drove into Valparaiso for some shopping (20 mins away) an afternoon at Shedd aquarium (longer and pricier drive) and an evening at the drive-in. Needless to say, our time passed quickly and our vacation ended much too soon. If you are looking to stay in this area, you should plan your visit around Lori’s property’s availability because I don’t think you could find a better place to stay or host!

  • Amber G.

    Submitted Sep 27, 2022

    Stayed Sep 20, 2022

    Great location near Indiana Dunes and the lake. They have a park pass to use, so visit as often as you like for hiking and beach days. It is a close by drive to Chicago to get some of the best food in the states or see a show. The house was updated with stainless steal appliances and staged comfortably. The outside patio area is great for good weather days with a fire pit for marshmallows in the evenings. The cute little town has some good food at the port drive-in locationed directly across from the property and a nice bakery down the street with yummy fresh baked bread and croissants. The host is thoughtful and very helpful. We enjoyed our stay. Thank you!

  • Natalie T.

    Submitted Aug 22, 2022

    Stayed Aug 18, 2022

    My teenage daughters and I came to Chesterton, for a long weekend, to visit family and this little gem was the perfect place for us to stay. The house is quaint and clean. The kitchen had all the essentials. Beds are comfy and the shower was hot and strong! Our favorite was the patio out back. We had family over in the mornings for coffee and in the evenings for a fire. The owner is fantastic at communicating. Couldn't have been better. Would definitely stay again!

  • Jerry E.

    Submitted Aug 17, 2022

    Stayed Jul 29, 2022

    4 day/3 nights with the fam. Just wanted to be close to the beach. This is nice little cozy place right in town. We were able to walk to the weekend markets, and various restaurants in downtown Charlston. State Park/Beach was a short 10-15 ride. Maybe 20-25 mins to the National Park beaches to the east. Property had some nice little touches to make us feel welcome, as well as everything we needed for the weekend, including some beach toys and such. Would stay again. ✌️

  • mandy f.

    Submitted Jul 26, 2022

    Stayed Jul 21, 2022

    This sweet house was located in the best location! Close to the beach and a short walk to restaurants and shops! Very clean and super comfy beds! Lori was great to deal with and super prompt to text messages.We’ll definitely stay again❤️

  • Daniel D.

    Submitted Jul 23, 2022

    Stayed Jul 11, 2022

    The property was clean, cute, fully furnished. We tend to cook a lot of meals while vacationing and we found all the cooking equipment (pots, pans, utensils) as well as appliances available to meet our needs. The location was perfect for both access to both the State and National Dunes Parks, close to Downtown Chesterton. We were able to walk to the many vegan friendly restaurants in Chesterton. In addition the grocery stores provided a variety of items. The property allowed pets, it was nice to bring our two little dogs. The patio area was clean and with the outdoor furniture and fire pit we were able to relax in the early evenings and enjoy s'mores. We would defiantly rent this property again. The property manager was very responsive to our questions. Note: maybe this is just a function of my age; but we had a difficult time figuring out the TV remotes! 😄 We recommend this property to anyone!

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Total

Includes taxes and fees
$363+
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