Chesterton Rentals
- From $156 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 $156 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Private Kayak Launch and Zip Line - Available for Long or Short Term Stays
- 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 $382 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Hello! Welcome to the Chesterton Chalet! We are located right downtown in historical Chesterton, Indiana. We are less th ...
From $263 per night (USD)VRBO
- From $449 per night (USD)
Expedia
SLEEPS 16 Roomy Home 2mi- Beach & Chesterton, Yard, Fire Pit, Grill, Game Room
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Only two miles from the Indiana Dunes National Lakeshore, "The Nook" of the Indiana Dunes is your family's special place ...
From $449 per night (USD)Expedia
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VRBO
Sweet Home in Chesterton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled in a private wooded corner of Coffee Creek this home rests in the heart of a bustling downtown. Stroll a block t ...
Click For PricingVRBO
- From $179 per night (USD)
Expedia
The \"Pool Barn Camper\" w\/Hot Tub near Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
HOT TUB open all year! Fully equipped RV is parked in the driveway of our Pool Barn. RV sleeps 6, has bath with shower, ...
From $179 per night (USD)Expedia
- From $239 per night (USD)
VRBO
The \"Pool Barn\" w\/Pool, Hot Tub, Billiards & more near Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
HOT TUB open all year! More than a place to sleep! Only 5 minutes to beaches of Indiana Dunes on Lake Michigan. Dunes Na ...
From $239 per night (USD)VRBO
- From $130 per night (USD)
VRBO
The Lake Place
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely Brand New!! 2 bedroom 1 bath lower level with separate private entrance. Backed up to Salt Creek Trails known ...
From $130 per night (USD)VRBO
- From $269 per night (USD)
VRBO
INDIANA DUNES\/LAKE MICHIGAN\/DOWNTOWN CHESTERTON
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private house situated on a corner lot in bucolic downtown Chesterton, Indiana. With all the feels that a small town ha ...
From $269 per night (USD)VRBO
- From $100 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 $100 per night (USD)VRBO
- From $523 per night (USD)
VRBO
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Leave your worries behind and head to this charming 4-bedroom, 2-bathroom vacation rental home in Chesterton for a rejuv ...
From $523 per night (USD)VRBO
- From $235 per night (USD)
Expedia
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 $235 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Private Downtown Chesterton Apt w\/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 $147 per night (USD)VRBO
- From $87 per night (USD)
Expedia
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 $87 per night (USD)Expedia
- From $605 per night (USD)
VRBO
The Good Farm: 1853 Farmhouse on 44 acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Enjoy stunning views and disconnect from the hustle and bustle! The Good Farm (TGF) of Valpo allows you the peacefulness ...
From $605 per night (USD)VRBO
- From $245 per night (USD)
VRBO
The Good Farm: Barn BnB on 44 acres near Lake Mich
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $245 per night (USD)VRBO
- From $1112 per night (USD)
VRBO
The Good Farm: Farmhouse + BarnBnB on 44 acres!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
Two separate dwellings on the same property. The farmhouse (sleeps 11) and BarnBnB (sleeps 6) is located on 44 acres of ...
From $1112 per night (USD)VRBO
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VRBO
Serene Family Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Our 1100 sq feet is a peaceful and centrally-located townhouse. Less than 5 minutes from downtown Chesterton, parks, and ...
Click For PricingVRBO
- From $276 per night (USD)
VRBO
Blue Birdhouse by the Beach
- 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 $276 per night (USD)VRBO
- From $233 per night (USD)
VRBO
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 $233 per night (USD)VRBO
- From $115 per night (USD)
VRBO
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 ...
From $115 per night (USD)VRBO
- From $89 per night (USD)
VRBO
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 $89 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Bird`s Nest in the Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $153 per night (USD)VRBO
- From $137 per night (USD)
VRBO
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 $137 per night (USD)VRBO
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VRBO
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 $260 per night (USD)
Expedia
Charming Chesterton Home: w\/ Idyllic Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience historic Chesterton living from this spacious vacation rental - only a 5-minute walk to downtown! This 3-bedr ...
From $260 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Family friendly Chesterton home with convenient access to Northwest Indiana!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Want to feel like you never left home? Conveniently located home in Northwest Indiana with a short drive to Lake Michiga ...
From $295 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Enjoy friends! Spacious yard & deck, Cozy Firepit, Attractions, events & Lake \n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Moonshine on Coffee Creek a historic farmhouse on 38 acre working farm. Cozy, quaint and over century & half transitions ...
From $305 per night (USD)VRBO
- From $254 per night (USD)
VRBO
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 $254 per night (USD)VRBO
- From $267 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 $267 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
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 $1100 per night (USD)VRBO
- Click For Pricing
VRBO
Roomy Retreat-Family & Friends|2 King B|Game Room| | Valpo University | Dunes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
You will be arriving at Pet Friendly rental home in Chesterton that gives way to chic and updated interior furnishings. ...
Click For PricingVRBO