Chesterton Rentals
From $212 per night (USD)VRBO
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Navigating the Coronavirus (COVID-19) In light of the coronavirus outbreak (COVID-19), We are ensuring cleanliness secon ...
From $212 per night (USD)VRBO
From $320 per night (USD)VRBO
Private Kayak Launch and Zip Line Near the Dunes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bedroom: 3 | Bathroom: 1.5 | Sleeps:6 Imagine a getaway that really gets you away. Away from the noise, away from the l ...
From $320 per night (USD)VRBO
From $517 per night (USD)VRBO
\"The Nook\"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Only two miles from the Indiana Dunes National Park and State Park, "The Nook" of the Indiana Dunes is your family's spe ...
From $517 per night (USD)VRBO
From $223 per night (USD)Expedia
The \"Pool Barn Camper\" w\/Hot Tub near Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Fully equipped RV is parked in the driveway of our Pool Barn. RV sleeps 5, has bath with shower, stove, microwave, heat ...
From $223 per night (USD)Expedia
From $302 per night (USD)VRBO
The \"Pool Barn\" w\/Pool, Hot Tub, Billiards & more near Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
More than a place to sleep! Only 5 minutes to beaches of Indiana Dunes on Lake Michigan. Dunes National Park & hiking al ...
From $302 per night (USD)VRBO
From $304 per night (USD)Expedia
INDIANA DUNES\/LAKE MICHIGAN\/DOWNTOWN CHESTERTON
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Private house situated on a corner lot in bucolic downtown Chesterton, Indiana. With all the feels that a small town ha ...
From $304 per night (USD)Expedia
From $163 per night (USD)VRBO
Cozy Cottage Guest House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Be our guest in this cozy little rear cottage. 1 bedroom (Queen bed), Extra Queen size blow up mattress, 1 bath and full ...
From $163 per night (USD)VRBO
From $519 per night (USD)Expedia
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Leave your worries behind and head to this charming 4-bedroom, 2-bathroom vacation rental home in Chesterton for a rejuv ...
From $519 per night (USD)Expedia
From $375 per night (USD)VRBO
Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 12
Don’t you want to go on Vacation but still feel the comfort of being home? Imagine being in a place 10 mins from the bea ...
From $375 per night (USD)VRBO
From $106 per night (USD)Expedia
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Downtown Chesterton private apartment. Walk to parks, dining, shopping, taverns, winery, European market, and more. On ...
From $106 per night (USD)Expedia
From $315 per night (USD)VRBO
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
You will be arriving at a historically Pet Friendly rental home in Chesterton that gives way to chic and updated interio ...
From $315 per night (USD)VRBO
From $745 per night (USD)VRBO
The Good Farm: 1853 Farmhouse on 44 acres
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy stunning views and disconnect from the hustle and bustle! The Good Farm (TGF) of Valpo allows you the peacefulness ...
From $745 per night (USD)VRBO
From $275 per night (USD)VRBO
The Good Farm: Barn BnB on 44 acres near Lake Mich
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy 44 acres just 15 minutes from the beaches of Lake Michigan! With room to sleep 6, guests will enjoy this fully sto ...
From $275 per night (USD)VRBO
From $1277 per night (USD)VRBO
The Good Farm: Farmhouse + BarnBnB on 44 acres!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 17
Two separate dwellings on the same property. The farmhouse (sleeps 11) and BarnBnB (sleeps 6) is located on 44 acres of ...
From $1277 per night (USD)VRBO
From $164 per night (USD)VRBO
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the birdhouse, nestled near the Indiana Dunes National Lakeshore. Our charming 2-bed, 1-bath home is perfect ...
From $164 per night (USD)VRBO
From $267 per night (USD)Expedia
The Waverly Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located an easy 1.6 miles to Indiana Dunes State Park, 2 miles South of Porter Beach, not even a mile from the South Sho ...
From $267 per night (USD)Expedia
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Balcony\/Patio\/ Fenced Yard\/ Attached Garage\/near Beach, Park \/close to Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stunning double-story Townhouse with prime location! 2 min from Downtown, walking distance from Dogwood Park, and 9 mi ...
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From $140 per night (USD)Expedia
Balcony\/Patio\/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stunning double- story Townhouse with prime location! 2 min from Downtown, walking distance from Dogwood park and 9 ...
From $140 per night (USD)Expedia
From $201 per night (USD)VRBO
Bird`s Nest in the Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Birds Nest at Woody Dunes, a cozy vacation rental nestled in the woods surrounded by the Indiana Dunes. T ...
From $201 per night (USD)VRBO
From $190 per night (USD)Expedia
Cozy home for a family to enjoy - only 7 miles away from Indiana Dunes park.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
An opportunity too good to pass up. This property features three bedrooms, including a queen-sized bed with a walk-in cl ...
From $190 per night (USD)Expedia
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Brand New Dunes Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your family will be close to everything when you stay at this centrally-located place. Located just 3 minutes from the e ...
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From $315 per night (USD)Expedia
Charming Chesterton Home: w\/ Idyllic Location!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience historic Chesterton living from this spacious vacation rental - only a 5-minute walk to downtown! This 3-bedr ...
From $315 per night (USD)Expedia
From $354 per night (USD)VRBO
Quaint 40a farm! Cozy fireplace, Llama encounters, chef service, nearby beaches\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Moon-Shine on Coffee Creek - Historic farmhouse on 40 acre working farm. Cozy, quaint, more than century & half transiti ...
From $354 per night (USD)VRBO
From $322 per night (USD)Expedia
A cozy home between the Indiana Dunes and town of Chesterton.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Right in-between The Dunes National Park and downtown Chesterton, you will be close to everything when you stay at this ...
From $322 per night (USD)Expedia
From $317 per night (USD)VRBO
Dunes Homestead - Near Dunes + Lake + Dog Friendly\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to "The Dunes Homestead". Where all pets are welcome! Right in-between The Dunes National Park and downtown Ches ...
From $317 per night (USD)VRBO
From $1406 per night (USD)Expedia
2 miles from Dunes National Park. A Unique Boutique Hotel.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 20
You’ll be charmed by this adorable place to stay. This unique boutique hotel with lots of history. There is 5 rooms tota ...
From $1406 per night (USD)Expedia
From $444 per night (USD)VRBO
Roomy Retreat-Family & Friends|2 King B|Game Room| | Valpo University | Dunes
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
You will be arriving at Pet Friendly rental home in Chesterton that gives way to chic and updated interior furnishings. ...
From $444 per night (USD)VRBO
From $247 per night (USD)Expedia
Modern 2BR Close to Indiana Dunes, Beaches & Downtown Chesterton!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in this bright & airy paired villa in the heart of Chesterton/Porter area. Explore all that Indiana Dunes Nationa ...
From $247 per night (USD)Expedia
From $666 per night (USD)VRBO
Heart of Indiana Dunes National Park with Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Message me for Off-season packages! On 3 wooded acres, our spacious home blends retro charm & modern amenities near Indi ...
From $666 per night (USD)VRBO
From $197 per night (USD)Expedia
That 70’s Loft- Peace, Love and a Funky Stay!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Embrace the 70s vibe in our funky loft, where the inspiration is retro charm and modern comfort! Perfect for business ...
From $197 per night (USD)Expedia
From $197 per night (USD)VRBO
That 70’s Loft!- Peace, Love and A Funky Stay!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Embrace the 70s vibe in our funky loft, where the inspiration is retro charm and modern comfort! Perfect for business ...
From $197 per night (USD)VRBO
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Large Townhouse! Close to Dunes State Park: Short-Term Stays
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the perfect getaway for your group at our spacious 1100 sq ft 2-bedroom townhome in Chesterton, ideal for up to ...
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From $278 per night (USD)VRBO
Chesterton Charmer: Upper Unit
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a two-minute walk to downtown Chesterton! Guests will lov ...
From $278 per night (USD)VRBO
From $251 per night (USD)VRBO
Chesterton Charmer: Lower Unit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a two-minute walk to downtown Chesterton! Guests will lov ...
From $251 per night (USD)VRBO
From $645 per night (USD)VRBO
Chesterton Charmer: 2 Units in 1
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
The perfect solution for 2 traveling families: Two separate units in the same house, conveniently located in the heart o ...
From $645 per night (USD)VRBO
From $165 per night (USD)Expedia
Cozy Modern Townhome in Unbeatable Chesterton Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Imagine living in a beautifully finished modern space just a stone's throw from the beach, vibrant downtown, and breatht ...
From $165 per night (USD)Expedia
From $195 per night (USD)VRBO
3-bedroom house in delightful Chesterton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the desirable Chesterton area, just a short distance from downtown, this charming 4-bedroom, 2-bathroom home ...
From $195 per night (USD)VRBO