Chesterton Rentals
From $357 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 $357 per night (USD)VRBO
From $287 per night (USD)Expedia
Cozy 2-bedroom house in tranquil Chesterton with AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom house is perfect for your escape to Chesterton. Guests will find a welcoming space featuring one queen be ...
From $287 per night (USD)Expedia
From $584 per night (USD)VRBO
Cozy 3-Bedroom House Near Dunes and Trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your perfect Northwest Indiana getaway. This beautifully remodeled 3-bedroom home is located just 10 minutes ...
From $584 per night (USD)VRBO
From $393 per night (USD)Expedia
Tower Haus w/Private Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Tower Haus, a stylish 3BR escape just 7 mins from Indiana Dunes & Lake Michigan. Perfect for couples, creat ...
From $393 per night (USD)Expedia
From $156 per night (USD)VRBO
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Downtown Chesterton private apartment. Walk to parks, dining, shopping, taverns, winery, European market, and more. On ...
From $156 per night (USD)VRBO
From $369 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 $369 per night (USD)Expedia
From $172 per night (USD)VRBO
Chesterton Charmer: Upper Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a two-minute walk to downtown Chesterton! Guests will lov ...
From $172 per night (USD)VRBO
From $191 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 $191 per night (USD)VRBO
From $399 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 $399 per night (USD)VRBO
From $446 per night (USD)Expedia
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to your perfect getaway in Chesterton, Indiana—an updated, pet-friendly rental home just minutes from the Indian ...
From $446 per night (USD)Expedia
From $403 per night (USD)VRBO
Dunes Home – Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to your thoughtfully designed, fully equipped getaway near Indiana Dunes National Park — perfect for families, f ...
From $403 per night (USD)VRBO
From $375 per night (USD)Expedia
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 $375 per night (USD)Expedia
From $567 per night (USD)VRBO
Sugar Shores ~ 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 $567 per night (USD)VRBO