Vacation Rentals By Owner In Chesterton, IN

$376.88

Warm summer farm fun Campfires Wildlife Minutes to Lake Book a Llama program

Chesterton, Indiana, United States

6 Miles to Dunes State Park & Lake Michigan. Historic farmhouse on 40 acre working farm. Decorated seasonally & special occasions. Cozy, quaint, more than century & half transitions. New kitchen appliances. Built in 1857, beautifully renovated, this 4 bedroom, 2 bath home offers gas fireplace in cool weather, outdoor yard firepit conversation/s'mores area, huge furnished deck, grill area, yard games. Walking paths in walnut groves, woods & around farm fields. Hike the trails or around crops. Boundary on Coffee Creek. Property borders historic Long's Mill on Coffee Creek. Peaceful property where nature abounds, turkey, eagles, fox, sand hill cranes, otters, beaver, deer and so much local wildlife. Hear the cranes, waterfowl, owls serenading. Rural, in established heritage farms & homes area. We offer unique personal chef services, occasion meals, daily meals & meal plans with advance request! Meals prepped & delivered or prepared there. Ask for a rental of Crib Notes our night lit, corn crib firepit area. So special for added unique fun, Zen moments & wildlife viewing. We will book Llama trekking, lunch with Llamas & Llama encounter programs offered for guests in season & availability with our Llama farm. Sign up for a program! Llamas are hauled from their training/lodging/breeding farmbrClose to Lake Michigan Indiana Dunes National and State Park Lakeshore and beaches. On the wine/brew/distillery trail route. Coffee Creek preserve, farmers markets, quaint shops, great eateries, antiques, Valparaiso University all less than 15 minutes. 13 miles to Michigan City, lighthouse, marinas, zoo, shops, outlet mall and restaurants. Less than an hour from Chicago and South Bend airports, regional airport in Valparaiso. Perfect area for adventure seeking, beach goers, boating & kayaking, National & State Park enthusiasts, hikers, and nature lovers. Close to everything, yet in a serene farm setting experience. We produce our own 100 % Maple Syrup from farm trees during Feb Mar season, Offer Honey from our 3 Bees apiary hives. Fun stays during our Maple syrup processing in Feb & March. Learn and taste the process! We are Along the South Shore activity area.brNot wanting to run out, just enjoy Ask our managers to stock a pantry or bar and pricing. We have event experts for special needs and occasions. Small quaint outdoor event ability. Make requests for specialties, gift ideas with our manager. ** Llamas and Chef services are priced separately from lodging. www.moonshineoncoffeecreek.com or email: moonshinecreek235@gmail.com. For safety & security of our guests management, property, Moon-Shine requires identification of booking guest. Booking guestmust be lodging. No outside guests aside from booked or visitors to farm.

4

Bed

2

Bath

8

Sleeps

$249.57

/ Nightly

Private Vacation Home

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Chesterton, Indiana, United States

You will be arriving at a historically Pet Friendly rental home in Chesterton that gives way to chic and updated interior furnishings. br- 3 bedrooms | 2 bathrooms | 2 living rooms with 2 Smart TVs and Private br porchbr- Close to Valparaiso Universitybr- Few min's walk to historic Chesterton downbr- 4 miles to Indiana Dunes National Park and the beachbr- Fully stocked kitchenbr- Newly Updated Interior br- High Chair and CribbrGet ready for endless adventures at the sandy shores and tree-lined trails of Indiana Dunes National ParkbrbrOUTDOOR LIVING: Covered porch, Adirondack chairs, fire pit, private fenced-in backyardbrINDOOR LIVING: 2 Smart TVs, dining table, books, board games ( Toddler age games to Adult games like Cards)brKITCHEN: Fully equipped w/ stainless steel appliances, drip coffee maker, toaster, water filter, ice maker, complimentary teas, spices, knife set, cooking basics, dishware/flatwarebrGENERAL: Central heating & air conditioning, washer & dryer, linens, towels, beach towels, hair dryer, keyless entrybrWORK AREA: with desk and ChairbrSUITABILITY: 3 outdoor steps required for access, 1st-floor bedroom & bathroom, property not baby-proofedbrPARKING: Driveway (4 vehicles), br- Flexible Check In/outbr- Queen Airbed for extra guestbr- Please be aware: The stairs to the top floor are steep. Use caution, especially with children or anyone with limited mobility. Guests assume all responsibility for safe use of the stairs.brThe entire space plus building amenities are included in this rental. Please, make yourself at home.brbrI am here for you during your stay, But our level of interaction is up to you. I'm only a phone call or a message away. You will be able to self-check-in upon arrivalbrbrGET OUTSIDE: Sand Creek Country Club (2.1 miles), Coffee Creek Watershed Preserve (2.4 miles), Indiana Dunes National Park (2.5 miles), Indiana Dunes State Park (3.5 miles), Porter Beach (4.2 miles), Sunset Hill Farm Country Park (5.6 miles), Marquette Park Beach (13.1 miles)brWALKABLE SPOTS ( 0.5 miles): Thomas Centennial Park, Northside Diner & Food Truck, Running Vines Winery, Butler Winery, Octave Grill, Dog Days Ice Cream Parlor, The Flower Cart, Coffee Creek ParkbrFAMILY FRIENDLY: 49'er Drive-In (6.3 miles), Zao Island (12.5 miles), Gabis Arboretum at Purdue Northwest (19.6 miles), Deep River Waterpark (21.1 miles), Southlake Mall (23.6 miles)brAIRPORT: South Bend International Airport (42.5 miles)brbrTell me what I can do to host you on your trip.brbrAdd this listing to your wish list by clicking the heart in the upper right corner

3

Bed

2

Bath

9

Sleeps

$180.28

/ Nightly

Apartment

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Chesterton, Indiana, United States

Downtown Chesterton private apartment. Walk to parks, dining, shopping, taverns, winery, European market, and more. Only 3 miles from sand beaches & hiking trails at Indiana Dunes State Park and Indiana dunes National Park. Apt has living, dining, full kitchen, large bedroom w/King bed, large jet bath & fireplace, and bathroom. Living room has 58 smart tv and L shaped couch that sleeps 2. Glider and gas grill outside too.brbrThe SpacebrOur apartment is located in our downtown commercial building a short walk to all the downtown activities, parks, dining, shops, taverns brewery, winery, and European market. It is only 3 miles from the sand beaches on Lake Michigan at the Indiana Dunes State Park and the hiking trails of the Duens State Park and Dunes National Park. We are 1 hour from Chicago and South Bend.brbrThe apartment has an entry, living room, dining, kitchen, large bedroom, and bathroom with shower. The living room has an L shape couch that can sleep two. brbrPlease be aware the layout is that of a New Orleans style apartment. That means that there is no hallway. It flows from entry to living to dining to kitchen to bedroom to bathroom. One has to walk through bedroom to get to bathroom.brbrThe living room has a 58 smart Roku tv and extra pillows and blankets for anyone to sleep on the couch.brbrThe kitchen is fully equipped with pots, pans, cookware, dishware, glassware, and silverware. It has a stove, microwave, full size frig, Kuerig, tea pot, and toaster. Kuerig pods provided too.brbrThe large bedroom has a walkin closet, king size bed, makeup counter, another large smart tv, and a large jet tub with fireplace.brbrWifi throughout. Glider and gas grill are outside the front door. There is a laundromat across the street and a large park with splash pad and play equipment 1 block behind the apt. The sidewalk around the park is .9 mile if you want to get your exercise in.brbrOther things to note.brThis apartment is downtown Chesterton. As such, there is traffic and train noise that could disturb some guests. White noise and/or ear plugs really help. brbrAccess to the apartment is on a keypad lock with your own personal code. You will receive it the morning of your arrival and be activated at 3 pm check-in time.

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$296.85

/ Nightly

Private Vacation Home

INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON

Chesterton, Indiana, United States

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 the great lakes, Lake Michigan within a 5-minute drive - you will not want for things to do. brbrLAKE 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.brbrDOWNTOWN 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).brbrFAMILY 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. brbrTRAIN 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.brbrNIGHT 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 nightlifebrbrHOUSE: 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.brbrChesterton 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.brbrWe can't wait to have you as our guest! br

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$211.68

/ Nightly

Private Vacation Home

NEW! Beautiful Riverfront Home on 10 Acres!

Chesterton, Indiana, United States

A newly renovated riverfront peaceful retreat on 10 acres in the woods, close to the Indiana Dunes National Park, the beautiful beaches on Lake Michigan, New Buffalo and Valparaiso University. Our home is also a good stop for travelers between Chicago, Indianapolis and Detroit. Beautiful 10 acres of wooded grounds ideal for fishing, birdwatching and relaxing in a beautiful nature setting.brThe spacebrOur home has 2 bedrooms and a total of 4 beds. We allow up to 7 guests to stay at the home, but the beds comfortably sleep 6 (1 King, 1 queen, and 2 twins).brGuest accessbrGuests will have full access to the entire home and property. The garage will be locked and is used for owner storage. It is not available for guest access.

2

Bed

1

Bath

7

Sleeps

$452.67

/ Nightly

Private Vacation Home

Cozy 3-Bedroom House Near Dunes and Trails

Chesterton, Indiana, United States

Welcome to your perfect Northwest Indiana getaway. This beautifully remodeled 3-bedroom home is located just 10 minutes from Indiana Dunes Beach and offers the ideal blend of comfort, style, and convenience for families looking to relax and explore.brbrDesigned with modern touches and an open, welcoming layout, the home provides everything you need for a memorable stay.

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Sleeps

$293.4

/ Nightly

Private Vacation Home

3-bedroom house in delightful Chesterton

Chesterton, Indiana, United States

Nestled in the desirable Chesterton area, just a short distance from downtown, this charming 4-bedroom, 2-bathroom home offers the perfect combination of convenience and comfort. The main floor features 2 cozy bedrooms, an office space, and a full bathroom, making it ideal for a variety of living arrangements. brbrThe property also includes a spacious 2-car garage.Enjoy the convenience of being close to downtown Chesterton, with easy access to shops, restaurants, and parks.

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$209.86

/ Nightly

Apartment

That 70’s Loft- Peace, Love and a Funky Stay!

Chesterton, Indiana, United States

Embrace the 70s vibe in our funky loft, where the inspiration is retro charm and modern comfort! Perfect for business trips, family visits, or nature lovers seeking a small-town escape. Located within a 10-minute trip to the beach, walking distance of local hot spots, under an hour trip to the vibrant city of Chicago, Illinois, and less than 30 minutes from charming New Buffalo, Michigan.brbrbrOur loft comfortably sleeps 6 with a total of 3 beds; 2 Full and 1 Queen. The space has a large living space, full sized dining room and a private bedroom. Large patio deck with two hammocks and patio set to hang out, sunbathe or watch the stars! fully functioning kitchen! Work space area! Private driveway and Entry! Also equipped with 2 a/c units in the front and back of the loft for a continuous air flow. In addition to that, we provide multiple fans! And if you happen to get a little chilly during the colder months, we have multiple space heaters to keep you nice and toasty!br

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$257.0

/ Nightly

Private Vacation Home

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Chesterton, Indiana, United States

Welcome to the birdhouse, nestled near the Indiana Dunes National Lakeshore. Our charming 2-bed, 1-bath home is perfect for families looking for a comfortable and relaxing getaway. brbrThe home has a fenced-in yard for your four-legged friends, ample parking up to 3 vehicles. Fully equipped kitchen, laundry, BBQ gas grill for outdoor cooking and patio. brbrOur home is just a short drive to Lake Michigan beaches and hiking trails, making it the perfect location for beachgoers and nature lovers.brbrLocal Attractions and Activities:brbrLake Michigan Beaches and Hiking Trails: Just a short drive away, the pristine beaches and scenic hiking trails of Lake Michigan offer endless opportunities for outdoor enthusiasts. Families can enjoy swimming, beachcombing, and picnicking along the beautiful shoreline.brbrFishing: Spend a relaxing day fishing at the nearby lakes and rivers. The area is known for its diverse fish population, making it a popular spot for anglers of all skill levels. Children will love the thrill of catching their first fish!brbrChesterton European Market: Experience the charm of the Chesterton European Market, held every Saturday from May to October. This vibrant market features fresh produce, artisanal goods, and unique crafts from local vendors. It's a great place for families to explore, sample delicious treats, and pick up unique souvenirs.brbrIndiana Dunes State Park: Explore the vast dunes, forests, and wetlands of the Indiana Dunes State Park. With miles of trails, birdwatching opportunities, and breathtaking views, it's a must-visit for nature lovers. Families can enjoy educational programs and ranger-led activities that bring the park's natural wonders to life.brbrLocal Dining and Shopping: Discover a variety of dining options, from cozy cafes to fine dining restaurants, as well as charming boutiques and shops in the nearby towns of Chesterton and Valparaiso. Many establishments are family-friendly and offer menus that cater to younger guests.brbrSouth Shore Train to Chicago: The Blue Birdhouse is conveniently close to the South Shore Train, offering an easy and scenic ride to downtown Chicago. Enjoy a day in the city, visiting renowned museums like the Field Museum and Shedd Aquarium, exploring Navy Pier, shopping on Michigan Avenue, or experiencing Chicago's famous culinary scene. The train ride is an adventure in itself, providing beautiful views of the landscape along the way.brbrCasinos: For a touch of excitement, visit one of the local casinos. The Blue Birdhouse is conveniently located a short drive to either the Hard Rock Casino or Blue Chip Casino. brbrFamily Fun at Local Attractions:brbrWashington Park Zoo: Located in nearby Michigan City, this zoo features a variety of animals, a historic observation tower, and a play area, making it a great destination for a family outing.brbrDeep River Waterpark: Perfect for a fun-filled day of water activities, this park includes slides, lazy rivers, and splash pads for kids. It’s a great way to cool off and enjoy some excitement with the whole family.brbrRogers-Lakewood Park: This beautiful park in Valparaiso offers a wide range of outdoor activities including fishing, boating, hiking, and playgrounds. It’s an ideal spot for a family picnic or an adventurous day out.brbrWhether you're here to relax on the beach, hike through nature, fish, explore local markets and dining, enjoy family-friendly attractions, or take a day trip to Chicago, the Blue Birdhouse by the Beach offers the perfect home base for your adventures.brbrGuests will have full access to the entire home and property.

Bed

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Sleeps

$635.04

/ Nightly

Private Vacation Home

Heart of Indiana Dunes National Park with Hot Tub

Chesterton, Indiana, United States

Message me for Off-season packages! On 3 wooded acres, our spacious home blends retro charm & modern amenities near Indiana Dunes National Park. Ideal for larger groups, this nostalgic escape caters to nature lovers & adventure seekers alike.brbrPlanning a family reunion, wedding, work retreat, or a nature-filled getaway Enjoy cozy evenings by the fire pit, game nights in the retro game room & serene mornings surrounded by nature.brbrBook now for a one-of-a-kind experience you won’t forget!brbrYour ultimate retreat in Chesterton, Indiana, close to Indiana Dunes National Park! Nestled in a serene, three-acre woodland along the Little Calumet River.brbrUnique Themed Rooms:br-Frank Sinatra Lounge: Fireplace, queen sleeper sofa & record player.br-Marilyn Monroe Room: King bed, large closet & Hollywood decor.br-NASA Room: King bed, large closet, inspired decor & attached full bath.br-1950s Architects Room: Work or sleep (queen sofa bed) & desk.br-Vintage Travel Room: Bunk beds, trundle (or king bed), TV & games for kids.brbrModern Comforts:br-Hot Tub: Unwind after exploring the dunes.br-Full Kitchen: Retro appliances & modern essentials.br-Outdoor Living: BBQ, fire pit, picnic table & sectional seating.br-Home Upgrades: Electrical, new AC, high-speed internet & modern appliances.brbrIndoor Entertainment:br-Games Garage: Foosball, air hockey, jukebox, axe throwing & projector.br-Swanky Basement Bar: Pool, darts, shuffleboard, benches & bar lounge.br-Main Living Room: Smart TV, retro board games, yoga mats, & puzzlesbrbrIdeal For:br-Families: Plenty of space & activities.br-Friend Groups: Great for reunions & get-togethers.br-Work Retreats: Suitable for team-building activities.br-Weddings: Room for the whole party.br-Nature Lovers: Spot blue herons, sandhill cranes & more brbrLocation Highlights:br-4 min to Downtown Historic Districtbr-7 min to Indiana Dunes National Parkbr-4 min to US 49br-15 min to Valparaiso Universitybr-20 min to Michigan Citybr-50 min to Downtown Chicagobr-3 miles to Dune Park train station (Chicago to South Bend route)brbrbrHouse Rules:br-No smoking inside the house.br-No pets allowed.br-Wash dishes (in dishwasher).br-Quiet hours are from 10 PM to 8 AM.br-Dispose of trash & recycling.br-Check-In: 4 PM & Check-Out: 10 AM.brbrBook now to create unforgettable memories at our Retro 1950s Home, where vintage charm meets modern comfort!brbrGuests have full access to our 3-acre property:brbr-Parking: Ample space in the large driveway for everyone.brbr-Outdoor Areas: The house and surrounding 1 acre include a front yard, side yard, and spacious backyard, perfect for relaxing or gathering.brbr-Nature Exploration: The remaining 2 acres feature marshland and woods leading to the Little Calumet River. Feel free to explore! brbrFor secure keyless entry, a smart lock with a personalized code is provided and valid only during your stay.brbrWe’re nearby and available via the app if you need anything, but we’re happy to give you your space to enjoy your stay.brbrWe’re nearby and available via the app if you need anything, but we’re happy to give you your space to enjoy your stay.brbrThis ensures clear communication and flexibility, catering to your needs while providing privacy and convenience.brbrEven the neighborhood is reminiscent of the 50`s in that it`s a quiet close knit community. Please be respectful of others and the space.brPlease read all information prior to booking, review photos, and ask questions if needed. We are not responsible for items missed if they are clearly displayed in the information provided to you.brDue to recent event with previous guests we`ve updated our House rules...brbrNO PARTIES: Absolutely no parties. Multiple security cameras are on-site, and any unapproved guests will result in immediate cancellation of your reservation with no refund.brbrNO DRIVING OR PARKING ON GRASS: please respect our nature retreat, our nature friends and out neighbors. Our drive comfortably fits 6 cars, please alert us if you will be bringing more than 6.brbrSEPTIC SYSTEM: We run on septic. Please flush toilet paper only—nothing else. If the system clogs, a fee will be assessed for plumbing repairs.brbrWELL WATER: treated once a quarterbrbrNO SHOES: This is a no-shoes house. Please remove shoes upon entry. A $10 fee will be charged per carpet or rug stain.brbrIMPORTANT RULES:br**No Smoking Inside (strictly enforced)br**No Pets (no exceptions)br**No Excessive Guestsbr**No Partiesbr**No Mailing Packages to the Homebr**Check-In: After 4 PM | Check-Out: By 10 AMbr**Self Check-In: Smart lock code provided for keyless entrybrbrNOISE & COMMUNITY RESPECT: No partying of any kind, inside or outside. Quiet hours are from 10 PM to 8 AM due to a local noise ordinance. Violations may result in police involvement, immediate termination of your stay, and forfeiture of the security deposit. We value our community’s peace—thank you for respecting it!brbrPENALTIES:br-Stolen Towels: $10 per towel-ANY SIZEbr-Smoking Inside: $150br-Late Checkout (Past 10 AM without Approval): $75br-Extra Guests Not on Reservation: $50 per guestbr-Excessive Cleaning (if left extremely dirty): $150brbrADDITIONAL NOTES:br-Potential for noisebr-Amenity limitationsbr-Stairs are required to access parts of the homebrbrSecurity Deposit: If any damage occurs, you may be charged up to $375.

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$378.56

/ Nightly

Private Vacation Home

Tower Haus w/Private Hot Tub

Chesterton, Indiana, United States

Welcome to Tower Haus, a stylish 3BR escape just 7 mins from Indiana Dunes & Lake Michigan. brbrPerfect for couples, creatives & small groups. Enjoy a private hot tub, 50 Smart TV, fast Wi-Fi, coffee bar, WFH setup & self check-in. Thoughtfully designed with comfort & style in mind. brbrJust 5 mins to downtown Chesterton & 10 mins to the beach & 60 minutes to Chicago.brbr Ideal location for hiking, relaxing, or exploring nearby shopping, dining, trails, beach & dunes. Book your escape today!

3

Bed

2

Bath

6

Sleeps

$216.2

/ Nightly

Private Vacation Home

Cozy Modern Townhome in Unbeatable Chesterton Location

Chesterton, Indiana, United States

Imagine living in a beautifully finished modern space just a stone's throw from the beach, vibrant downtown, and breathtaking hiking trails. Don't you deserve a lifestyle with the perfect blend of relaxation and adventure You can use this opportunity to elevate your living experience today.

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$2280.32

/ Nightly

Private Vacation Home

Full House booking of a history building close to the Dunes

Chesterton, Indiana, United States

Discover a rare beachfront retreat nestled close to the dunes. This charming historic home offers seven spacious rooms designed for family comfort, each with its own kitchenette for easy beachside meals. Two suites feature full kitchens for larger gatherings and full meal prep. Enjoy cozy evenings by the fireplace and cookouts on the outdoor BBQ grill an ideal setting for a relaxed, memorable family vacation.brFeaturesbr7 family-friendly rooms, each with a kitchenettebr2 suites with full kitchensbrCozy fireplacebrOutdoor BBQ grillbrSteps from the dunes and beach accessbrBook your stay and make lasting family memories by the sea

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$490.55

/ Nightly

Private Vacation Home

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

Chesterton, Indiana, United States

Welcome to your perfect getaway in Chesterton, Indiana—an updated, pet-friendly rental home just minutes from the Indiana Dunes National Park and close to Valparaiso University. This spacious, thoughtfully designed retreat offers the charm of a quiet neighborhood with the convenience of modern amenities.brUnlike many homes in the area, this property experiences minimal train noise, so you can enjoy your stay in peace without the constant sounds that may affect other rentals nearby.br Property Highlights:br4 Bedrooms | 3 Bathrooms | 3 Living Areas with 3 Smart TVsbr2 King Beds + Queen and Twin Options + Queen AirbedbrGame Room with Foosball, Air Hockey, Arcade MachinebrBar Area in the Basement – adults-only hangout zonebrOutdoor Dining Area on a Covered PorchbrNewly Updated Interior with Modern FurnishingsbrPet-Friendly with Fenced-In BackyardbrHigh Chair and Crib Providedbr Prime Location:brA few minutes’ walk to historic Chesterton Downtown (shops, wineries, dining)br4 miles to Indiana Dunes National Park & the beachbr10 minutes to Valparaiso UniversitybrClose to local attractions like Thomas Centennial Park, Running Vines Winery, Octave Grill, and Coffee Creek Parkbr ️ Indoor Living Spaces:brEnjoy a flowing layout with three distinct living areas, all furnished with cozy couches, beautiful lighting, and three Smart TVs with streaming capabilities. Whether you’re hosting movie night, reading in a quiet nook, or playing games with friends, there’s a spot for everyone.br Basement Game Room & Bar:brA fully finished basement adds a new level of fun:brFoosball TablebrAir Hockey TablebrArcade Machinebr3rd Living Area with Smart TVbrLounge SeatingbrBar Area with Bar Stoolsbr Kitchen Amenities:brThe kitchen is fully equipped for all your cooking and dining needs:brStainless Steel AppliancesbrDrip Coffee Maker, Toaster, Water FilterbrComplimentary Teas, Spices, and Cooking BasicsbrKnife Set, Cutting Boards, Mixing BowlsbrFull Dishware/Flatware SetbrOutdoor Dining Set includedbr Outdoor Living:brStep outside to enjoy your private fenced-in backyard featuring:brCovered Porch with Dining TablebrAdirondack Chairs for LoungingbrFire Pit Area for S’mores & StoriesbrRoom to Play or Relaxbr ️ Bedroom & Bathroom Layout:brBedroom 1 (Main Level): King Bed, Vanity, Blackout CurtainsbrBedroom 2 (Main Level): Queen Bed, ClosetbrBedroom 3 (Upstairs): King Bed, Desk, VanitybrBedroom 4 (Upstairs – Kids Area): Twin Beds, Bunk Setup, Games, Smart TVbrBedroom 5 (Basement): Twin Bed, Quiet Private CornerbrQueen Airbed provided for extra guestsbrBathrooms:brMain Floor: Full Bath w/ Rainfall ShowerbrUpstairs: Full Bath w/ Double Vanity & TubbrBasement: Full Bath w/ Shower, Hair Dryer, Makeup Remover Wipes, Ear Budsbr Family-Friendly Perks:brCribbrHigh ChairbrToddler Board GamesbrBooks for Kids & TeensbrIndoor & Outdoor Play Spacebr General Amenities:brCentral Heating & Air ConditioningbrWasher & Dryer with DetergentbrLinens, Towels, and Beach Towels ProvidedbrHair DryerbrKeyless EntrybrFlexible Check-In/Out When Possiblebr ‍ Remote Work Ready:brWork Desk & ChairbrHigh-Speed Wi-FibrQuiet Corners for Focused Workbr Parking & Accessibility:brDriveway fits up to 5 vehiclesbrEasy self-check-in with keyless entrybrOnly 3 outdoor steps to enterbr1st Floor Bedroom & Bathroom make it accessible for seniors or those avoiding stairsbrNote: Property is not baby-proofedbr Nearby Attractions:brNature & Outdoors:brIndiana Dunes National Park (4 mi)brIndiana Dunes State Park (3.5 mi)brPorter Beach (4.2 mi)brCoffee Creek Watershed Preserve (2.4 mi)brSunset Hill Farm Country Park (5.6 mi)brMarquette Park Beach (13.1 mi)brWalkable Favorites ( 0.5 mi):brThomas Centennial ParkbrRunning Vines WinerybrOctave GrillbrDog Days Ice Cream ParlorbrThe Flower CartbrNorthside Diner & Food TruckbrFamily Fun:br49’er Drive-In Theatre (6.3 mi)brZao Island Mini Golf & Go-Karts (12.5 mi)brGabis Arboretum (19.6 mi)brDeep River Waterpark (21.1 mi)brSouthlake Mall (23.6 mi)brGolf & Recreation:brSand Creek Country Club (2.1 mi)brChesterton Park & Trails SystembrAirport Access:brSouth Bend International Airport (42.5 mi)brChicago Midway International Airport (~1 hr drive)br Guest AccessbrThe entire home and all amenities are included in your rental. Feel free to enjoy the kitchen, game room, backyard, laundry room, and every room inside. Please make yourself at home!brCheck-in is easy with keyless entry.br Guest InteractionbrWe value warm, personalized interaction with our guests. While we give you space and privacy, we're just a message or call away for anything you need. Our goal is to make your stay not just comfortable, but memorable.brWe welcome you with hospitality and send you off with gratitude. Every stay is a chance to build lasting connections.br Why This Property brThis is a large, updated home with plenty of space to unwind—while still maintaining the original charm that makes it feel like home. We’ve carefully designed every room with comfort, character, and usability in mind.brMany Chesterton homes sit near train lines; while you may hear minimal train sounds here, it’s not disruptive and far less noticeable than in most local rentals.brThis is a home made for memory-making.brMake yourself at home.br Unique BenefitsbrMinimal train noise (rare for the area!)br2 King Beds for superior comfortbrBar & Game Room for built-in entertainmentbrPet-friendly with fenced backyardbrWalk to downtown shops, dining & parksbrMinutes from the Dunes & Lake MichiganbrFamily-friendly with crib, high chair, and gamesbrWork-from-home readybrNewly renovated interior with original charmbr Before You Book:br✅ Pet Friendly (please inform us in advance)✅ No Smoking Inside the Property✅ Quiet Hours After 10 PM✅ Must be 25+ to Book✅ Flexible Check-in/out whenever possiblebr Tell us how we can host you on your journey.brAdd this listing to your Wish List by clicking the ❤️ in the upper right corner!

5

Bed

3

Bath

16

Sleeps

$322.56

/ Nightly

Private Vacation Home

Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm

Chesterton, Indiana, United States

This memorable house is the perfect home base for your trip to Chesterton. With three queen bedrooms and two bathrooms, guests find plenty of space to relax. The living room features a comfy sofa bed, ideal for extra visitors or a cozy movie night. Enjoy a terrific blend of comfort and convenience with heating and air conditioning throughout. Whether unwinding in the bathtub or gathering in the spacious living area, this enchanting house offers a superb stay. Enjoy all that Chesterton has to offer when you stay at our place.

Bed

Bath

Sleeps

$352.8

/ Nightly

Private Vacation Home

National Park Nature Retreat access to train to Chicago and 2 close to Beach

Chesterton, Indiana, United States

Nestled on over a half acre and surrounded by Tucked away on over half an acre and surrounded by the scenic beauty of Indiana Dunes National Park, our home offers stunning panoramic views of the surrounding woodlands. Enjoy a peaceful, secluded retreat while still being just one mile from the South Shore train station—providing easy access to downtown Chicago and the National Park Campground. With spacious indoor and outdoor living areas, it’s the perfect place to gather with family and friends, relax in nature, or explore the Indiana lakeshore and nearby attractions.brbrPets are welcome to join your stay for an additional fee, so the whole family can enjoy this getaway together.

Bed

Bath

Sleeps

$377.22

/ Nightly

Private Vacation Home

Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

Chesterton, Indiana, United States

Leave your worries behind and head to this charming 4-bedroom, 2-bathroom vacation rental home in Chesterton for a rejuvenating retreat. This warm and welcoming abode offers a beautiful backyard space with a patio, garden, and fire pit, a fully equipped kitchen, a game room for family fun, and a convenient location within a quick drive of Indiana Dunes, Lake Michigan, and more! Venture out to visit Washington Park Beach, walk over to the Running Vines Winery, or soak up the sun at Porter Beach.brbr-- THE PROPERTY --brbr3,400 Sq Ft | Large Backyard | Washer/Dryer | Outdoor Dining AreabrbrBedroom 1: King Bed, Queen Sleeper Sofa | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bunk Bed, Twin Bed w/ Twin Trundle | Additional Sleeping: Pack ‘n PlaybrbrINDOOR LIVING: Smart TV, board games, books, game room w/ foosball & ping pong tables, piano, dining tablebrKITCHEN: Blender, coffee maker, cooking utensils, Instant Pot, dishware & flatware, dishwasher, microwave, spices, toaster oven, water filter, waffle maker, kid-friendly serving dishes/utensilsbrOUTDOOR LIVING: Patio w/ dining area, large yard area, gas grill (propane provided), hammock, fire pit, tree swing, yard games, bocce ball, badminton, berry patch, gardenbrGENERAL: Free WiFi, keyless entry, central air conditioning & heating, complimentary toiletries, hair dryer, hangers, in-unit laundry machines, linens/towels, trash bags/paper towelsbrFAQ: Steps required to access, 3 exterior security cameras (facing out), fireplaces not for guest usebrPARKING: Driveway (4 vehicles), no garage parkingbrbr-- THE LOCATION --brbrOUTDOOR ADVENTURE: Coffee Creek Watershed Preserve (1.6 miles), Sand Creek Country Club (1.9 miles), Indiana Dunes National Park (3.4 miles), Indiana Dunes State Park (4.3 miles), Sunset Hill Farm County Park (5.0 miles)brLAKE MICHIGAN: Porter Beach (4.9 miles), Kemil Beach (7.5 miles), Sammie L. Maletta Public Marina (10.5 miles), Portage Lakefront & Riverwalk (11.3 miles), Central Beach (12.4 miles), Marquette Park Beach (13.5 miles), Washington Park Beach (13.7 miles), Lake Street Beach (16.6 miles)brWITHIN WALKING DISTANCE (~0.7 miles): Thomas Centennial Park, Northside Diner & Food Truck, Running Vines Winery, Octave Grill, Dog Days Ice Cream Parlor, The Flower Cart, Coffee Creek ParkbrFAMILY FRIENDLY: 49'er Drive-In (5.2 miles), Zao Island (11.3 miles), Gabis Arboretum at Purdue Northwest (16.2 miles), Deep River Waterpark (19.0 miles), Southlake Mall (22.8 miles)brCHICAGO (48.0 miles): Lincoln Park Zoo, Garfield Park Conservatory, Skydeck Chicago, Riverwalk, Millennium Park, Field Museum, 360 Chicago, Grant Park, Shedd Aquarium, Maggie Daley ParkbrAIRPORTS: South Bend International Airport (48.7 miles), O’Hare International Airport (73.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs to access. There are two flights of stairs inside the house with safety pocket sliding doors at the top of the stairsbr- NOTE: The wood-burning fireplace in the basement and the gas fireplace in the living room are not available for guest usebr- NOTE: Your safety matters. This property features 3 exterior security cameras: 2 cameras located at the back of the home facing the yard and rear entrance, and 1 camera is located at the front of the home facing the front door area. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Bed

Bath

Sleeps

$207.95

/ Nightly

Guest House

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Chesterton, Indiana, United States

Navigating the Coronavirus (COVID-19)brIn light of the coronavirus outbreak (COVID-19), We are ensuring cleanliness second to none, and your safety is our top priority.brbrChicago * Indiana * MichiganbrbrYour Easy Connect To (3) Great States From One Super Vacation Location!brbrYour stay begins in the comfort of your Chesterton Golf View Estate 2 bedroom LL unit #1 or 2-bedroom unit #2 (1500 sq. ft. ea.) designed with your total independent space, privacy, and security in mind within this beautiful contemporary home of NW IN (sleeps 4-6). “Your private” level includes Wi-Fi, full kitchen, wet bar, 60 TV, fire place, etc. minutes away from The Brassie Golf Club, casinos, attractions of Chicago accessible by train. Indiana's refreshing beaches, boating, fishing, bird-watching, miles of bike, hike, and running trails. Enjoy the grapes vineyards, wineries, and apple orchards of MI. Amusement park nearby.brCentrally located in the tranquil Northwest Indiana Great Lakes Dunes area a marvel in itself, almost centralized to two other wonderful states lines; spacious with an abundance of natural lighting, 2 bedrooms/full kitchen and dining area, family area, fireplace, wet bar, full bathroom, and laundry room. This home away from home also has outdoor grill, fire pit, and seating, less than 3-minute walk from nature trail (walk/run/bike).brbrFull access to private lower level which includes everything, as well as the garage, and front Patio which also includes lawn furnishings, fire ring, and grill, less than 5-minute drive from beaches.brbrGuest private space is our upmost concern, we are always available to help if they have a problem or concern, we are here to assist in any way possible.brbrGuest Service HoursbrbrBasic or General Information from 7:00 am to 5:00 pm.brbr1-219-814-2056brbrEmergency or Maintenance issues 24 Hr. Servicebrbr1-219-814-2056br

Bed

Bath

Sleeps

$759.41

/ Nightly

Private Vacation Home

Indiana Dunes Getaway on 2 acres! Truly unique 4 Bedroom, 4 Bath home!

Chesterton, Indiana, United States

Escape to this truly unique and beautiful 4 bedroom, 4 bath home located less than 10 minutes from the Indiana Dunes, and Porter Beach, 15-30 minutes from multiple other Michigan beaches, and one hour from downtown Chicago - train service is available for purchase less than 10 minutes from the home for an easy traffic-free excursion into the city! The home is nestled on 2 acres and offers large living spaces, a full service kitchen, dining room, laundry room, a screened in porch with television, and multiple outside decks. This is the perfect setting for a family vacation, friend trip, or a long weekend retreat. Explore the Indiana Dunes State and National parks which are perfect for hiking, biking, sitting on the beach, and observing breath-taking sunsets. If you catch a clear day, you can see a beautiful view of downtown Chicago! Evenings can be spent relaxing to the glow of the massive stained glass window over the marble fireplace, sitting outside with a fire, shooting a game of pool, playing one of the console video games, reading a book, or driving into Chesterton or Valparaiso which offer shopping, restaurants, breweries, wineries, and other fun activities. This property will not disappoint! Come relax and enjoy our beautiful home.

Bed

Bath

Sleeps

$302.2

/ Nightly

Private Vacation Home

Charming Chesterton Home: w/ Idyllic Location!

Chesterton, Indiana, United States

Experience historic Chesterton living from this spacious vacation rental - only a 5-minute walk to downtown! This 3-bedroom, 2-bathroom home offers historic flair perfectly blended with modern updates. You'll love dining on the decks, grilling out back, playing ping pong in the recreation room, or relaxing in the sunroom or gazebo! When adventure calls, take a quick 2-mile drive to Indiana Dunes National Park, hike the trails of nearby Coffee Creek, or take the local train to downtown Chicago.brbr-- THE PROPERTY --brbrHistoric Home | Easy Access to Chicago Train Line | Remote-Work Friendly | Proximity to Historic Town of Chesterton and BeachesbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Queen Sleeper SofabrbrOUTDOOR LIVING: Private balcony, patio furniture, deck, bistro lighting, gas grill, fenced-in backyard, gazebo, bench swings, picnic table, beach chairs & towelsbrINDOOR LIVING: Sunroom, Smart TVs w/ cable, hardwood floors, office w/ desk, books, board games, dining table, ceiling fans, ping pong tablebrKITCHEN: Stainless steel appliances, bar seating, gas stovetop, tea kettle, Keurig coffee maker, microwave, dishwasher, blender, spices, Crockpot, cooking essentials, dishware & flatwarebrGENERAL: Free WiFi, central heating & air conditioning, washer & dryer, linens & towels, complimentary toiletries, hair dryer, iron & board, keyless entrybrSUITABILITY: Stairs required to accessbrPARKING: Driveway (3 vehicles), additional off-street parkingbrbr-- THE LOCATION --brbrGET OUTDOORS: Sand Creek Country Club (1 mile), Coffee Creek Watershed Preserve (2 miles), Indiana Dunes National Park (2 miles), Indiana Dunes State Park (3 miles), Sunset Hill Farm County Park (6 miles)brLAKE MICHIGAN: Porter Beach (5 miles), Kemil Beach (7 miles), Sammie L. Maletta Public Marina (8 miles), Portage Lakefront & Riverwalk (9 miles), Central Beach (10 miles), Washington Park Beach (13 miles), Marquette Park Beach (14 miles), Lake Street Beach (17 miles)brCHICAGO (49 miles): Lincoln Park Zoo, Garfield Park Conservatory, Skydeck Chicago, Riverwalk, Millennium Park, Field Museum, 360 Chicago, Grant Park, Shedd Aquarium, Maggie Daley ParkbrFAMILY FUN: 49'er Drive-In (6 miles), Zao Island (12 miles), Gabis Arboretum at Purdue Northwest (17 miles), Deep River Waterpark (19 miles), Southlake Mall (24 miles)brAIRPORTS: South Bend International Airport (43 miles), Chicago Midway International Airport (38 miles), O'Hare International Airport (66 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs to access

3

Bed

2

Bath

8

Sleeps

Vacation Rentals By Owner In Chesterton, IN

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