Search Condo Rentals in Chesterton

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Compare 24 Condo Rentals in Chesterton with updated reviews, rates, and availability.

(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!

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!

Serenity on the Shores - with easy transport to Chicago/SouthShore across the St

10.0 out of 10, Exceptional, (2)
"Very nice"
Serenity on the Shores - with easy transport to Chicago/SouthShore across the St

2025 OPEN Condo w/Marina Views Pools Walk to all Beach 1.5 blk

10.0 out of 10, Exceptional, (72)
"Perfect mid October weekend. Great weather, great times and great accomodations."
2025 OPEN Condo w/Marina Views Pools Walk to all Beach 1.5 blk

Upscale Modern Condo in Valparaiso- just blocks from downtown & Journeyman!

10.0 out of 10, Exceptional, (1)
"Great location and nice condo. We took our dog. We love that they allow animals but there are a lot of dogs around so be careful if your pet isn’t dog friendly. Could use another side table in the bedroom, there isn’t anywhere to put your phone on one side. That is a suggestion. Stay was great!"
The price is SAR 1,310
SAR 2,258 total
includes taxes & fees
26 Nov - 27 Nov
Upscale Modern Condo in Valparaiso- just blocks from downtown & Journeyman!

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!

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

10.0 out of 10, Exceptional, (110)
"Most adorable and beautiful little town and this condo was in the ideal location and perfectly accommodated for our needs. Provided the perfect amount of space for our crew. Short enough drive to for our Saturday trip to a Notre Dame game, too - Go Irish! Wished we lived closer so we could stay here more often, but plan to make the 8 hour trip again in the future - this place is worth it! "
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

Perfect destination on a marina with water views!

10.0 out of 10, Exceptional, (36)
"Lovely stay, enjoyed the location and the property. My family of 2 kids and 2 adults found the property to be comfortable and not too big, not too small. We had a great stay thanks to a short walk to the New Buffalo beach and into town for dining and shopping. "
Perfect destination on a marina with water views!

LAKE TIME @ NEW BUFFALO: Condo with private pool - walk to the beach

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! "
LAKE TIME @ NEW BUFFALO: Condo with private pool - walk to the beach

Luxury Waterfront 2 Bedroom Condo by Lake Michigan

10.0 out of 10, Exceptional, (12)
"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

BEACHSIDE GETAWAY: Condo with private pool and close to everthing.

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."
BEACHSIDE GETAWAY: Condo with private pool and close to everthing.

DOWNTOWN CONVENIENCE: Condo with private pool, Gym and close to everthing.

10.0 out of 10, Exceptional, (10)
"Great walkable location. Easy check in. We would visit again. "
DOWNTOWN CONVENIENCE: Condo with private pool, Gym and close to everthing.

HEART OF NEW BUFFALO: Downtown condo with private pool(s). Walk to everything.

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."
HEART OF NEW BUFFALO: Downtown condo with private pool(s). Walk to everything.

A SKYLINE LAKE VIEW: Top-floor downtown condo with pool, gym and more

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."
A SKYLINE LAKE VIEW: Top-floor downtown condo with pool, gym and more

(2025 Open!) Perfectly Located 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."
(2025 Open!) Perfectly Located Buffalo Condo w/ Association Pool!

King Bed Suite | Indoor Pool. Free Breakfast.

The price is SAR 1,138
SAR 1,436 total
includes taxes & fees
1 Dec - 2 Dec
King Bed Suite | Indoor Pool. Free Breakfast.

(2025 Open!) 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...
(2025 Open!) New Buffalo Condo With Association Pool & Hot Tub!

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!

Corporate Short Term Rental In Northwest Indiana

Corporate Short Term Rental In Northwest Indiana

Chicagoland/Northwest Indiana Corporate Condo Travel Nurses /Oil Refinery

Chicagoland/Northwest Indiana Corporate Condo Travel Nurses /Oil Refinery
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, (69)
"."
The price is SAR 751
SAR 1,198 total
includes taxes & fees
2 Dec - 3 Dec
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Blue Birdhouse by the Beach

9.2 out of 10, Wonderful, (21)
"We had a fantastic stay at the Blue Birdhouse. Super close to the beach and a very clean little house. Wagners Ribs were walking distance away and delicious food. We had an issue accessing the house that the owner quickly resolved. Great little place. "
The price is SAR 447
SAR 935 total
includes taxes & fees
9 Dec - 10 Dec
Blue Birdhouse by the Beach

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

9.8 out of 10, Exceptional, (8)
"Would reserve this again wonderful host"
The price is SAR 297
SAR 416 total
includes taxes & fees
1 Dec - 2 Dec
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
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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