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Compare 26 Condo Rentals in Chesterton with updated reviews, rates, and availability.

Perfect Location Condo w/Marina Views Pools Walk to all Beach 1.5 blk
Perfect Location Condo w/Marina Views Pools Walk to all Beach 1.5 blk
10.0 out of 10, Exceptional, (73)

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
10.0 out of 10, Exceptional, (113)

Luxury Waterfront 2 Bedroom Condo by Lake Michigan
Luxury Waterfront 2 Bedroom Condo by Lake Michigan
10.0 out of 10, Exceptional, (13)

(2025 Open/3 NT Min) Condo in the Heart of New Buffalo with Heated Pool!
(2025 Open/3 NT Min) Condo in the Heart of New Buffalo with Heated Pool!
9.6 out of 10, Exceptional, (23)

3BR Condo Close To The Beach! In/OutDoor Pools
3BR Condo Close To The Beach! In/OutDoor Pools
10.0 out of 10, Exceptional, (90)

Two Pools & Gym - Walk to Beach - Shop & Eat Downtown | Downtown Convenience
Two Pools & Gym - Walk to Beach - Shop & Eat Downtown | Downtown Convenience
10.0 out of 10, Exceptional, (10)

Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time
Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time
10.0 out of 10, Exceptional, (13)

Top-floor downtown condo with pool, gym, walk to beach and more | A Skyline View
Top-floor downtown condo with pool, gym, walk to beach and more | A Skyline View
9.6 out of 10, Exceptional, (7)
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.
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Other property types in Chesterton

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, (88)

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
9.0 out of 10, Wonderful, (54)
The price is SAR 296
SAR 416 total
includes taxes & fees
6 Apr - 7 Apr

The Neighborhood Hotel - Grand Beach
The Neighborhood Hotel - Grand Beach
9.4 out of 10, Exceptional, (42)
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.
Recent reviews of Chesterton hotels
Recent reviews of Chesterton hotels

Hilton Garden Inn Chesterton
5/5 Excellent
Great stay!
"Very quiet, comfortable bed, great breakfast plan, convenient location, nice pool, and very friendly staff. Hotel is very clean!"
A verified traveler stayed at Hilton Garden Inn Chesterton
Posted 2 days ago