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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

10.0 out of 10, Exceptional, (73)
"We would love to stay again "
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, (113)
"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)
"We liked how clean and well decorated the condo was. The pool was nice, and the train close by was a bonus. We went to Indiana Dunes national park and to Chicago during our stay."
Luxury Waterfront 2 Bedroom Condo by Lake Michigan

(2025 Open/3 NT Min) Condo in the Heart of New Buffalo with Heated Pool!

9.6 out of 10, Exceptional, (23)
"The condo is wonderful, more spacious than pictures give it credit for and close to everything New Buffalo has to offer. Perfect long weekend getaway with our two small kids, enjoying the beaches, dunes, shops, outdoor (and indoor) pools and walkable dining. We'll definitely stay here again!"
(2025 Open/3 NT Min) 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, (90)
"It was perfectly situated near the town's center. Very nicely appointed and very spacious bedrooms and kitchen/living room open room. We enjoyed our time there and would love to return next year."
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)
"My family and I were very pleased with this condo in New Buffalo. So much space for our two kids to run around and everything is within walking distance. Will definitely stay again in the future! "
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)
"Condo was very comfortable, well stocked kitchen, very quiet location, can walk to shops, restaurants, and beach. Building very secure, parking easily accessible. Would definitely stay here 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)
"We had a great stay, and the online listing accurately represented the property. Very clean, great size bedrooms/living area, and fantastic open concept. The pool is a walk out from the living room which could be very convenient during the summer. The only item to be aware of, is the train station is literally in your backyard by the bedrooms. Windows are decent soundproof, but you can hear it go by. We had two young kids, so they loved seeing the train go by, but for light sleepers, could...
Idyllic New Buffalo Condo: Walk to Beach & Shops!

New Buffalo Condo With Association Pool & Hot Tub!

4.0 star property
9.2 out of 10, Wonderful, (24)
"The location of the property was great, and we enjoyed the community pool. Due to a recent storm, Google maps was giving us trouble finding the location. One of the people we spoke to for assist us was less than friendly but the other was nice. The property was nice and well kept. We did find sand all over the floor of the bottom bedroom as well as in that bed when we got there, there were popcorn kernels scattered in the living room rug and some of the roof deck furniture was covered in...
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, (2)
"Nice spot, with nice scenery and area! Really enjoyed my stay there. Owner responded quickly everything! Would highly recommend this spot for a little getaway!"
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!

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."
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)
"My husband and our friends stayed a week and we could have stayed longer. This place was perfect, great location to everything downtown and the place was clean and had everything we needed. We enjoyed the pool and the patio so much. We would definitely come again."
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

2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.

Corporate Short Term Rental In Northwest Indiana

Corporate Short Term Rental In Northwest Indiana
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

10.0 out of 10, Exceptional, (88)
"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

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

9.0 out of 10, Wonderful, (54)
"Checking in was easy. I couldn't get the jets to turn on in the tub. Overall it was money well spent."
The price is SAR 296
SAR 416 total
includes taxes & fees
6 Apr - 7 Apr
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (42)
"It was nice and quiet and secluded. "
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

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