Search Cottages in Chesterton

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Compare 87 Cottages in Chesterton with updated reviews, rates, and availability.

Treehouse Bungalow- Quaint and Cozy Getaway!
9.2 out of 10, Wonderful, (44)
"2 of my close friend and I decided to get away for a short stay not too far from home. We had a great relaxing time. This place had everything we needed, short distance from everything. This place was clean and easy to find. The neighborhood felt safe. Even though the place below this apartment looks abandoned."
The price is SAR 484
SAR 980 total
includes taxes & fees
24 Nov - 25 Nov
Treehouse Bungalow- Quaint and Cozy Getaway!
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
9.8 out of 10, Exceptional, (179)
"This was a great little get away for our 21st Anniversary. Very clean and neat. Everything we needed!"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Cozy Michigan City Cottage #1
9.6 out of 10, Exceptional, (17)
"Perfect location for the beach and the cooler on wheels and beach chairs were helpful. The cottage was small but fine for our family and the two kids loved having the loft to themselves. The cottage is definitely older and a bit worn around the edges but great for a long weekend away from the city."
Cozy Michigan City Cottage #1
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
10.0 out of 10, Exceptional, (32)
"We had an excellent stay at this beautiful rental in New Buffalo, Michigan. Perfect spot for a quick fall trip with sisters! The location is fantastic—close to downtown, restaurants, and all the charm New Buffalo has to offer. The host was incredibly responsive and provided everything we needed for a comfortable stay. We can’t wait to come back and highly recommend this Vrbo to anyone looking for a relaxing and well-appointed retreat!"
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
8.2 out of 10, Very Good, (23)
"Nice little place. Close to everything "
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
9.8 out of 10, Exceptional, (86)
"Place was really lovely, we loved staying here and would absolutely come back. Thanks!"
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
Walkable cozy cottage, Outlet Mall across street!
9.6 out of 10, Exceptional, (14)
"Loved the cottage it had everything we needed very nice!"
The price is SAR 237
SAR 910 total
includes taxes & fees
24 Nov - 25 Nov
Walkable cozy cottage, Outlet Mall across street!
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
10.0 out of 10, Exceptional, (25)
"This house was perfect for our short getaway weekend. We all loved the hot tub, shower, and firewall. "
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
10.0 out of 10, Exceptional, (90)
"I had a wonderful time staying at this property for a weekend get away. The property is steps away from a private beach! John the owner was extremely kind and helpful with the check in process. The home was very clean and cozy. Would definitely recommend! "
The price is SAR 2,065
SAR 4,118 total
includes taxes & fees
24 Nov - 25 Nov
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
Dunland Cottage W/hot tub, paddle boards, fire pit
8.2 out of 10, Very Good, (20)
"Stayed in Naomi’s home for a weekend with some friends visiting from out of town! We had a great time and was pleased with the home + it was very comfortable and easy to drive to the beach. The paddleboards and beach chairs that came included for our use were awesome! There were some small issues - one of the bedrooms had a duvet that unfortunately smelled and we had to remove it, and while we were staying we experienced issues with the hot tub that were not resolved by the time our stay ended,...
Dunland Cottage W/hot tub, paddle boards, fire pit
Pet-friendly Lake Getaway: 1 Block to Beach!
3.0 star property
Pet-friendly Lake Getaway: 1 Block to Beach!
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
9.6 out of 10, Exceptional, (91)
"Clean and convenient. "
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
9.6 out of 10, Exceptional, (38)
"House was immaculately clean, well appointed & extremely comfortable. By far, our best rental at Beachwalk Resort!"
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Affordable Classic Cottage Charm. Sleeps 8. Internet provided.
9.4 out of 10, Exceptional, (47)
"House was very clean and enjoyable!"
Affordable Classic Cottage Charm. Sleeps 8. Internet provided.
Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!
10.0 out of 10, Exceptional, (4)
"This house was the perfect stay for a weekend getaway with friends. The house had an amazing backyard and it was in a great location close to downtown New Buffalo. The only thing was that the oven was dirty, so when we tried to make a frozen pizza the smoke alarm just kept going off. Overall a really great stay for the weekend."
The price is SAR 469
SAR 1,370 total
includes taxes & fees
3 Dec - 4 Dec
Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!
Charming New Buffalo Cottage
10.0 out of 10, Exceptional, (34)
"Great location for a New Buffalo visit. Far enough away to be super peaceful but close enough to walk to anything downtown you would like. We walked to Stray Dog, Oink’s, and the Hummingbird Lounge. Bikes provided were a plus and we took them for a cruise. Great place overall and the amenities matched everything that was described in the listing. Thank you for sharing your place with us! "
Charming New Buffalo Cottage
Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!
10.0 out of 10, Exceptional, (54)
"Great stay in Michigan city property was very clean and had everything we needed with close walk to the beach. Also equipped with everything we needed for our baby including baby monitor and high chair. Loved the back yard for fires every night. "
Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
8.8 out of 10, Excellent, (3)
"We had a great time"
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Bright Scandinavian-style cottage with large, private wooded yard
10.0 out of 10, Exceptional, (16)
"It’s a very cozy house. We really enjoyed our stay there. The neighborhood was really nice to walk around. It’s a beautiful walk to the beach"
Bright Scandinavian-style cottage with large, private wooded yard
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
10.0 out of 10, Exceptional, (33)
"Very clean, fun, festive place to stay. Plenty of beds for our family of seven. And more space than expected for us all to spread out and do our own thing if we wanted to. Extremely impressed with the communication and accomodations made for us while staying from the Host, Robin. Thank you so much for everything. It was a great weekend away. Kids had a great time at the cottage as well as at the beach which is so close you can hear the waves from the screened in porch which was awesome!! "
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
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)
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The price is SAR 751
SAR 1,190 total
includes taxes & fees
5 Dec - 6 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 927 total
includes taxes & fees
5 Dec - 6 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
5 Dec - 6 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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