Title: Chesterton Holiday Homes from £154: Search Holiday Homes in Chesterton | Expedia.co.uk [Hotels in Chesterton](https://expedia.co.uk/Chesterton-Hotels.d7214.Travel-Guide-Hotels)[Holiday Rentals in Chesterton](https://expedia.co.uk/Chesterton-Holiday-Rentals.d7214.Travel-Guide-HolidayRentals)[Flights to Chesterton](https://expedia.co.uk/Cheap-Flights-To-Chesterton.d7214.Travel-Guide-Flights)[Chesterton Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterton.d7214.Car-Hire-Guide)[Chesterton Holidays](https://expedia.co.uk/Chesterton.d7214.Holidays-City-Breaks) ![Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. #hiking](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ruslian ![](https://images.trvl-media.com/place/6091455/985eab23-71e6-415a-af69-65e5707ce659.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7214&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=7214&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=7214&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=7214&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterton holiday homes ![Property grounds](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/a5e3e3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/4b623c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/37fd4a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/ecb842fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago [](https://www.expedia.co.uk/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information) Chesterton 9.0/10 Wonderful (10 reviews) "It was great. The host was very responsive and kind" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry M. £238 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y0-2001df05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1435h950x0y4-962b42a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/w1440h955x0y5-c37c59a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89020000/89011100/89011067/5d50cb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes [](https://www.expedia.co.uk/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information) Chesterton 9.8/10 Exceptional (65 reviews) "The house was very clean and served us well. It was in a great walkable small town with plenty of good restaurants, and only a short drive to the dunes" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue £259 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Chesterton-Hotels-Relaxing-3-Bedroom-I-2-Baths-I-2-Living-Rooms-Home.h89011067.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/fb8be5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/13dec7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/da2b62d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/95000000/94690000/94689100/94689032/d3f9da38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park [](https://www.expedia.co.uk/Chesterton-Hotels-Blue-Birdhouse-By-The-Beach.h94689032.Hotel-Information) Chesterton 9.4/10 Exceptional (36 reviews) "Great location, very relaxing atmosphere at the house. 2 miles from the National park, straight shot from house. Awesome vacation spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. £157 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chesterton-Hotels-Blue-Birdhouse-By-The-Beach.h94689032.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/8f20fe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/cacec885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/a2b68ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/c15b3e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago [](https://www.expedia.co.uk/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information) Chesterton 9.4/10 Exceptional (3 reviews) "I enjoyed my short stay and visit to The Indiana National Dunes. The Host was friendly and she put special effort into setting the place up for my stay. I 100% would rent again from this host and would recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) T J. £292 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1024h569x0y58-4410e30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w1024h570x0y56-96756eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-5b7990bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/75000000/74520000/74510800/74510787/w905h683x60y0-3917a528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Beautiful Riverfront Home on 10 Acres! [](https://www.expedia.co.uk/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information) Chesterton 8.0/10 Very good (9 reviews) "Very tranquil and private stay. The house was clean and comfortable, the fire pit was very nice,. CLose to town, and close to the beach. We loved it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff S. £286 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/NEW-Beautiful-Riverfront-Home-On-10-Acres.h74510787.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/dc796397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/2bc4fa82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/89853d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91120000/91117100/91117026/5fac8014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bed 3 Ba Screenporch/Sunset Lake Views [](https://www.expedia.co.uk/La-Porte-Hotels-CaLLinG-All-LaKe-LoVers.h91117026.Hotel-Information) LaPorte, Indiana, US 10/10 Exceptional (68 reviews) "Beautiful lake house. So spacious & decorated so cute. Jamie was very helpful & easy to communicate with! We’d love to come back when the weather is warmer and we can enjoy the lake. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni N. £391 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/La-Porte-Hotels-CaLLinG-All-LaKe-LoVers.h91117026.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/ac28e003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/fa11119c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/w2099h1399x1y1-740f0d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105100000/105098800/105098759/w2099h1399x1y1-76a54d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boutique at Midtown Central / Hot Tub / Pet Friendly [](https://www.expedia.co.uk/Michigan-City-Hotels-The-Train-House-Michigan-City.h105098759.Hotel-Information) Michigan City 9.8/10 Exceptional (12 reviews) "We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy W. £218 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-The-Train-House-Michigan-City.h105098759.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106620000/106616300/106616253/957448f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106620000/106616300/106616253/8ae6adcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106620000/106616300/106616253/c64fb80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106620000/106616300/106616253/w2100h1399x0y1-911a8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Game room/ Hot Tub / Pet Friendly / Duplex [](https://www.expedia.co.uk/Michigan-City-Hotels-Grand-Reunion-House-2-Hot-Tub-Pet-Friendly-Duplex.h106616253.Hotel-Information) Michigan City 10/10 Exceptional (5 reviews) "The house was perfect for and we enjoyed the hot tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mistre S. £225 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-Grand-Reunion-House-2-Hot-Tub-Pet-Friendly-Duplex.h106616253.Hotel-Information) ![Smart TV, fireplace, table football, books](https://images.trvl-media.com/lodging/101000000/100110000/100107800/100107758/57e5f713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100110000/100107800/100107758/207e9881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100110000/100107800/100107758/e5af2c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100110000/100107800/100107758/21e72259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach [](https://www.expedia.co.uk/Michigan-City-Hotels-Sand-Sun-Retreat.h100107758.Hotel-Information) Michigan City 9.4/10 Exceptional (34 reviews) "Enjoyed our stay. Lots of room, easy to find, close to Lake Michigan, and received clear and helpful communication from the property manager/owner before and during our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel A. £292 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-Sand-Sun-Retreat.h100107758.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/63000000/62560000/62559500/62559405/e814a109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/63000000/62560000/62559500/62559405/61a0b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/63000000/62560000/62559500/62559405/106eb7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/63000000/62560000/62559500/62559405/8bd43677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### (4 bedrooms and 2 full baths; sleeps 11) [](https://www.expedia.co.uk/Michigan-City-Hotels-.h62559405.Hotel-Information) Michiana Shores 9.2/10 Wonderful (32 reviews) "The house was perfect for my family and I. Very nice area and easy short drive to Buffalo. We really enjoyed our stay.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David C. £431 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Michigan-City-Hotels-.h62559405.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34340000/34331200/34331150/07208029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34331200/34331150/b42e50fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34331200/34331150/ce8f5d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/35000000/34340000/34331200/34331150/871aa371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach [](https://www.expedia.co.uk/Michigan-City-Hotels-View-Of-The-Lake-From-2-Decks-In-This-6BR-Lake-Shore-Dr-Home.h34331150.Hotel-Information) Michigan City 8.4/10 Very good (90 reviews) "nice location near the dunes had a beautiful view of the sunset" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ron m. £592 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-View-Of-The-Lake-From-2-Decks-In-This-6BR-Lake-Shore-Dr-Home.h34331150.Hotel-Information) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/108000000/107230000/107226700/107226653/d950a504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107230000/107226700/107226653/abfdc391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107230000/107226700/107226653/2443eac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/108000000/107230000/107226700/107226653/07929948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop Cove- Charming 2 bed/2 bath in Beachwalk Resort with Golf Cart! [](https://www.expedia.co.uk/Michigan-City-Hotels-Hilltop-Cove-Charming-2-Bed-2-Bath-In-Beachwalk-Resort-With-Golf-Cart.h107226653.Hotel-Information) Michigan City 9.8/10 Exceptional (16 reviews) "Our family thoroughly enjoyed our stay at Hilltop Cove! We will definitely visit again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca £593 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Michigan-City-Hotels-Hilltop-Cove-Charming-2-Bed-2-Bath-In-Beachwalk-Resort-With-Golf-Cart.h107226653.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107870000/107864300/107864288/fac8ff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107870000/107864300/107864288/b052d31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107870000/107864300/107864288/f99dc3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107870000/107864300/107864288/a84e5c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New House with Hot Tub! Gameroom! Workspace! [](https://www.expedia.co.uk/Michigan-City-Hotels-Brand-New-House-With-Hot-Tub-Gameroom-Workspace.h107864288.Hotel-Information) Michigan City 9.4/10 Exceptional (6 reviews) "Check in was very easy and convenient. Kitchen was stocked with everything we needed. We will definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna M. £306 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-Brand-New-House-With-Hot-Tub-Gameroom-Workspace.h107864288.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/83000000/82500000/82495900/82495809/20ddc9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82500000/82495900/82495809/f7f8c3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82500000/82495900/82495809/428b4b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82500000/82495900/82495809/797a2f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duplex | Firepit | Game Room | Hot Tub-all year [](https://www.expedia.co.uk/Michigan-City-Hotels-Family-Beach-Fun-Spot-Firepit-Games-FireTV.h82495809.Hotel-Information) Michigan City 8.8/10 Excellent (18 reviews) "It’s was very clean , comfortable beds too " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna £154 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-Family-Beach-Fun-Spot-Firepit-Games-FireTV.h82495809.Hotel-Information) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/112000000/111470000/111460900/111460843/0fd6c5ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/112000000/111470000/111460900/111460843/858d5594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/112000000/111470000/111460900/111460843/6c1b351f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111470000/111460900/111460843/dc14e4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Getaway by Lake Michigan! [](https://www.expedia.co.uk/Michigan-City-Hotels-Rustic-Getaway-By-Lake-Michigan.h111460843.Hotel-Information) Michigan City 9.8/10 Exceptional (6 reviews) "Very Nice! Has a very cozy feel and very well decored. Had great time! Lot of activites to do with the families. I would definetley recommend staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohammed £660 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-Rustic-Getaway-By-Lake-Michigan.h111460843.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102860000/102853200/102853153/4d6f849b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102860000/102853200/102853153/9e42e19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102860000/102853200/102853153/db28a9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102860000/102853200/102853153/66d18154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago [](https://www.expedia.co.uk/Michigan-City-Hotels-New-Cozy-House-5-Min-To-Beach-Zoo-Restaurants-Casino-Brewery-Train-To-Chicago.h102853153.Hotel-Information) Michigan City 9.8/10 Exceptional (15 reviews) "Wonderful overnight stay! Comfy house with clean amenities. Great experience! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah K. £175 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Michigan-City-Hotels-New-Cozy-House-5-Min-To-Beach-Zoo-Restaurants-Casino-Brewery-Train-To-Chicago.h102853153.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338315/2070fc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338315/a4dd3844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338315/8fcd0ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo, offices](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338315/1f1e512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eagles Beach Nest 2:Pet-Friendly\*Fenced\*Walk2Beach [](https://www.expedia.co.uk/New-Buffalo-Hotels-Eagles-Beach-Nest-II.h101338315.Hotel-Information) Downtown New Buffalo 10/10 Exceptional (30 reviews) "Highly recommend very clean, beautiful kitchen my family enjoyed staying there and my dog enjoyed the fenced in backyard" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary B. £296 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/New-Buffalo-Hotels-Eagles-Beach-Nest-II.h101338315.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/115000000/114350000/114343600/114343521/36c85222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114350000/114343600/114343521/a6829a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114350000/114343600/114343521/bfc12643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/115000000/114350000/114343600/114343521/f433576a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown 2 BR Cottage w/ King Bed [](https://www.expedia.co.uk/Valparaiso-Hotels-Charming-Renovated-2-Bedroom-House-Close-To-Downtown-Valparaiso.h114343521.Hotel-Information) Valparaiso 10/10 Exceptional (12 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernie H. £190 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Valparaiso-Hotels-Charming-Renovated-2-Bedroom-House-Close-To-Downtown-Valparaiso.h114343521.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h854x0y11-6bdc879f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h854x0y18-53f94ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h850x0y25-29256ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h857x0y6-f6fedf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3BR w/Deck · Minutes from I-65\. Fenced Yard [](https://www.expedia.co.uk/Merrillville-Hotels-Modern-3BR-WDeck-Minutes-From-I-65-Fenced-Yard.h122921247.Hotel-Information) Merrilville £302 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Merrillville-Hotels-Modern-3BR-WDeck-Minutes-From-I-65-Fenced-Yard.h122921247.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338318/30768e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338318/01d1375a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338318/29b2fe90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101338400/101338318/7b3243b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sq Toe\`s Last Resort:Pet-Friendly\*Fenced\* GameRoom [](https://www.expedia.co.uk/New-Buffalo-Hotels-Sq-Toes-Last-ResortPet-FriendlyFenced-GameRoom.h101338318.Hotel-Information) New Buffalo 9.8/10 Exceptional (17 reviews) "Great cozy place with great yard and activity space" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek E. £407 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/New-Buffalo-Hotels-Sq-Toes-Last-ResortPet-FriendlyFenced-GameRoom.h101338318.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10®ionId=7214&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APART_HOTEL) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CABIN) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chesterton%2C+Indiana%2C+United+States+of+America®ionId=7214&latLong=41.610592%2C-87.064201&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterton-Private-Holiday-Homes.d7214-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterton-Private-Holiday-Homes.d7214-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Chesterton Hotel Reviews ![Four Winds Casino Resort – New Buffalo](https://images.trvl-media.com/lodging/14000000/13280000/13278700/13278629/a7566650_y.jpg) ### Four Winds Casino Resort – New Buffalo 10/10 Excellent "They should have free breakfast for guest. The hot tubs should've been open. Overall itbwas very nice. " [](https://expedia.co.uk/Benton-Harbor-Hotels-Four-Winds-Casino-Resort-New-Buffalo.h13278629.Hotel-Information) ![Tru By Hilton Merrillville](https://images.trvl-media.com/lodging/101000000/100810000/100803500/100803423/6da687df_y.jpg) ### Tru By Hilton Merrillville 10/10 Excellent "The room was very tidy. Everything was in order. Spacious rooms. I will definitely stay there again anytime I’m in Merrillvile. " [](https://expedia.co.uk/Merrillville-Hotels-Tru-By-Hilton-Merrillville.h100803423.Hotel-Information) ![FairBridge Inn Express Merrillville](https://images.trvl-media.com/lodging/1000000/130000/123900/123860/070e258c_y.jpg) ### FairBridge Inn Express Merrillville 10/10 Excellent "5 stars will be back" [](https://expedia.co.uk/Merrillville-Hotels-FairBridge-Inn-Express-Merrillville.h123860.Hotel-Information) ![Holiday Inn Express & Suites Hammond by IHG](https://images.trvl-media.com/lodging/23000000/22250000/22247400/22247367/91a75de2_y.jpg) ### Holiday Inn Express & Suites Hammond by IHG 10/10 Excellent "Great location right off the interstate that allowed me to be close enough to Chicago to visit but calmer at night. I had a room that faced the river, which was a nice surprise. Immaculately clean spaces everywhere. Included breakfast had plenty of good options, hot and cold." [](https://expedia.co.uk/Hammond-Hotels-Holiday-Inn-Express-Suites-Hammond.h22247367.Hotel-Information) ![Motel 6 Hammond, IN - Chicago Area](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037771/7ae6ce74_y.jpg) ### Motel 6 Hammond, IN - Chicago Area 2/10 Terrible "I stayed here 7 days and asked for my room to be cleaned everyday and only 1 out of the 7 day it was cleaned and always had to go get towels myself. I will never stay here again " [](https://expedia.co.uk/Hammond-Hotels-Motel-6-Hammond.h1037771.Hotel-Information) ![Holiday Inn Express & Suites New Buffalo by IHG](https://images.trvl-media.com/lodging/1000000/550000/544000/543985/adce6183_y.jpg) ### Holiday Inn Express & Suites New Buffalo by IHG 10/10 Excellent "Clean room! Nice staff! " [](https://expedia.co.uk/Benton-Harbor-Hotels-Holiday-Inn-Express-Suites-New-Buffalo.h543985.Hotel-Information) ![Country Inn & Suites by Radisson, Merrillville, IN](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/5e19e0aa_y.jpg) ### Country Inn & Suites by Radisson, Merrillville, IN 10/10 Excellent "Everything was great " [](https://expedia.co.uk/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.Hotel-Information) ![Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly](https://images.trvl-media.com/lodging/97000000/96750000/96743200/96743172/2615544f_y.jpg) ### Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly 10/10 Excellent "One of the best stay we ever had. Amazing view of Michigan Lake and Chicago Skyline. Place was very clean and well maintained, easy parking and host is very friendly and helpful. Will definitely visit again in Summer. " [](https://expedia.co.uk/Chesterton-Hotels-Cabin-53-Steps-From-Porter-Beach-On-Lake-Michigan-Family-Pet-Friendly.h96743172.Hotel-Information) ![Comfort Inn & Suites Porter near Indiana Dunes](https://images.trvl-media.com/lodging/4000000/3010000/3003800/3003772/c493a250_y.jpg) ### Comfort Inn & Suites Porter near Indiana Dunes 2/10 Terrible "This was easily one of the worst hotel stays I’ve ever survived. Check-in started strong with after waiting 30+ min staff telling me I didn’t even have a reservation of the room with garden tub (shoutout to Expedia for apparently having imaginary photos of rooms). After settling, we got a room that smelled like a mix of gas station weed and straight-up farts. Amenities? Questionable. The hot tub had commitment issues (half the jets didn’t work), and the “heated” pool felt like an ice bath training session. The thermostat in the room was broken, so we got to enjoy a full-on sauna experience all night—paired nicely with highway noise loud enough to simulate sleeping on the shoulder. Then came the 1:30 AM fire alarm. We all marched down three flights of stairs and stood around for 20 minutes with zero staff in sight. Turns out someone’s vape caught fire… which we learned from the person responsible in the elevator later. Reassuring. Breakfast was the final boss: broken cereal dispenser, coffee that tasted aggressively like hazelnut regret, and warm yogurt (??). Honestly, I would’ve felt safer and more comfortable sleeping in my car. 0/10, would not return. " [](https://expedia.co.uk/Porter-Hotels-Comfort-Inn-Suites-Near-Indiana-Dunes-State-Park.h3003772.Hotel-Information) ## Find out more about Chesterton ## Chesterton Holiday Homes information | Number of reviews | 317 | | ----------------- | ----------------- | | Accommodation | 723 Holiday Homes | | Lowest Price | £154 | | Highest Price | £660 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Chesterton on Expedia.com ](https://www.expedia.com/Chesterton-Private-Vacation-Homes.d7214-aaPrivateVacationHomes.Travel-Guide-Accommodation)