Search Condo Rentals in Chesterton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

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

10.0 out of 10, Exceptional, (73)
"Perfect mid October weekend. Great weather, great times and great accomodations."
Perfect Location Condo w/Marina Views Pools Walk to all Beach 1.5 blk

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

10.0 out of 10, Exceptional, (116)
"Property just as advertised. Clean and easy to access. Great location. I would stay again"
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

Luxury Waterfront 2 Bedroom Condo by Lake Michigan

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

Condo in the Heart of New Buffalo with Heated Pool!

9.6 out of 10, Exceptional, (23)
"This was the perfect location for our New Buffalo trip! The condo is exactly as described and the outdoor pool was a hit with the adults and kids. Easy check in and out process made this a relaxed trip."
Condo in the Heart of New Buffalo with Heated Pool!

3BR Condo Close To The Beach! In/OutDoor Pools

10.0 out of 10, Exceptional, (91)
"Fantastic place to stay with family or friends. Close to everything, comfortable beds and a very relaxing environment! "
3BR Condo Close To The Beach! In/OutDoor Pools

Two Pools & Gym - Walk to Beach - Shop & Eat Downtown | Downtown Convenience

10.0 out of 10, Exceptional, (10)
"Great walkable location. Easy check in. We would visit again. "
Two Pools & Gym - Walk to Beach - Shop & Eat Downtown | Downtown Convenience

Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time

10.0 out of 10, Exceptional, (13)
"Super clean and near beach, We will book again."
Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time

Top-floor downtown condo with pool, gym, walk to beach and more | A Skyline View

9.6 out of 10, Exceptional, (7)
"Beautiful condo! We would love to stay there again. "
Top-floor downtown condo with pool, gym, walk to beach and more | A Skyline View

Idyllic New Buffalo Condo: Walk to Beach & Shops!

9.8 out of 10, Exceptional, (37)
"Location is great plenty of space"
Idyllic New Buffalo Condo: Walk to Beach & Shops!

(3 Nt Min!) New Buffalo Condo With Association Pool & Hot Tub!

4.0 star property
9.2 out of 10, Wonderful, (24)
"Great place and great location!"
(3 Nt Min!) New Buffalo Condo With Association Pool & Hot Tub!

Lake retreat with unique dome near Indiana Dunes

2.0 star property
10.0 out of 10, Exceptional, (3)
"This place was absolutely perfect! Everything was satisfactory, and the host's consideration was impressive. It's one of the places I'd love to visit again. Thank you to the host, and I highly recommend it to other guests"
Lake retreat with unique dome near Indiana Dunes

Beach - Pool - Gym - Walk to Shops & Restaurants | Heart of New Buffalo

9.8 out of 10, Exceptional, (7)
"Enjoyed our stay. Became acclimated to condo living rather then cottage. Convenient location and we walked to local restaurants and shopping."
Beach - Pool - Gym - Walk to Shops & Restaurants | Heart of New Buffalo

Charming New Buffalo Condo: Walk to Lake Michigan!

9.6 out of 10, Exceptional, (41)
"We had an absolutely amazing stay. This is our third time in New Buffalo and hope to stay at this exact location for years to come!"
Charming New Buffalo Condo: Walk to Lake Michigan!

(July Weeks OPEN!) Lake Views New Buffalo Condo w/ Association Pool!

10.0 out of 10, Exceptional, (1)
"The communication with the property owner was great! We were missing a parking pass when we checked in, but the property owner quickly remedied the issue and a new pass was dropped off that Friday evening! The location was wonderful. The condo was walking distance to the main thoroughfare so access to shops and restaurants was easy! The bedroooms were a bit small but we made it work. Overall, good experience. I’d definitely stay there again."
(July Weeks OPEN!) Lake Views New Buffalo Condo w/ Association Pool!

King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.

Waterside Condo with private pool and close to everything | Beachside Getaway

10.0 out of 10, Exceptional, (15)
"Super clean, completely stocked, excellent location - this property can't be beat!"
Waterside Condo with private pool and close to everything | Beachside Getaway

Merrillville Condo-Close to Hospitals and Refinery

8.0 out of 10, Very Good, (1)
"Was a nice stay. Clean and comfy. Both beds are comfortable and had nice pillows and blankets. The kitchen has all the supplies needed to cook and eat. A washer and dryer are in the unit. Has a smart tv so you can log into your own netflix account or tv apps. The neighborhood is interesting. Becky was very helpful. My son forgot his favorite stuffed animals and she let me know right after checkout and had them ready for me to grab quickly when I turned around. Thank you again Becky!"
Merrillville Condo-Close to Hospitals and Refinery

Chicagoland/Northwest Indiana Corporate Condo Travel Nurses /Oil Refinery

Chicagoland/Northwest Indiana Corporate Condo Travel Nurses /Oil Refinery

Corporate Short Term Rental In Northwest Indiana

Corporate Short Term Rental In Northwest Indiana

2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
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.
Don't see what you're looking for?
See all available properties in Chesterton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesterton

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

9.0 out of 10, Wonderful, (54)
"Donnie was so kind, and was very prompt with responding. It was a very cute space with plenty of amenities. Would definitely recommend to others. "
The price is SAR 296
SAR 416 total
includes taxes & fees
1 Jun - 2 Jun
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

10.0 out of 10, Exceptional, (96)
"This house is in a beautiful and amazing location. The view of Lake Michigan is incredible and the house is cozy and welcoming. The little touches like board games and a pretty well equipped kitchen made it feel inviting and we hope to come back again sometime!"
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (46)
"Great hotel. Firepits, common area, s’mores bar and a great patio too. Within walking distance of the beach and you’ll get to see deer too. "
The Neighborhood Hotel - Grand Beach
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.

Frequently asked questions

Why book your condo in Chesterton with Expedia?
Booking a condo in Chesterton is as easy as clicking on your travel dates and picking a place that meets your needs. Looking for something luxurious or low cost, or a stay that also includes a pool? Use Expedia’s search filters to further narrow your search results and find your perfect match.
How can I find cheap condos in Chesterton?
With Expedia’s handy filter tool, scoring cheap condos in Chesterton is a breeze. To view properties that’ll make your wallet happy, narrow down your search by star rating, budget and amenities.