Search Guest Houses in Chesterton

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Check prices for these dates

Next weekend
May 2 - May 4
In two weeks
May 9 - May 11
In one month
May 23 - May 25
In two months
Jun 20 - Jun 22

Browse Select Chesterton Guest Houses

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
Outdoor spa tub

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

9.0 out of 10, Wonderful, (12)
"Owner was very attentive to any needs or questions we had during the stay. Would definitely book again! "
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
Fridge, microwave, oven, stovetop

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

10.0 out of 10, Exceptional, (52)
"We really enjoyed our stay at this property, and the fact that our hosts took the extra effort in ensuring we had access to a lot of everyday essentials. We definitely plan to return to this location when next we visit."
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Outdoor pool, a heated pool

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

9.8 out of 10, Exceptional, (47)
"On the smallish side but perfect for 2. Clean and cute!"
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
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

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Fridge, microwave, oven, stovetop

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 CA $109
CA $154 total
includes taxes & fees
Apr 27 - Apr 28
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Terrace/patio

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

10.0 out of 10, Exceptional, (94)
"Great location near the beach. Comfortable house and clean with nice amenities. Check in was super easy. "
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
The Neighborhood Hotel - Grand Beach
Suite 1 - Three Bedroom

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (46)
"This is our second trip to the Grand Beach Neighborhood. We traveled with our girls, their husbands and grandchildren and their dogs. The accommodations were perfect. The full kitchen was perfect as we brought food to prepare while we stayed. The unit was very Clean and the in unit washer and dryer came in handy with the kiddos. We loved the Saturday breakfast was delicious and Pamela was so inviting and helpful. The evening bonfires were a fun gathering area and loved the common area hangout....
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.