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

Treehouse Bungalow- Quaint and Cozy Getaway!
Living area
Treehouse Bungalow- Quaint and Cozy Getaway!
9.2 out of 10, Wonderful, (42)
"House was clean, cute, in a great location. Would recommend and stay here again. "
The price is SAR 597
SAR 1,127 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Treehouse Bungalow- Quaint and Cozy Getaway!
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Front yard view Iris in full bloom May
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
This cottage is the left one in the photo.
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
Merchant Cottage "M"
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
10.0 out of 10, Exceptional, (30)
"We’ve stayed here multiple times. Wonderful spot, great host."
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.
Exterior detail
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
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
9.8 out of 10, Exceptional, (84)
"Great time. Loved the house. Hot tub was a hit after walking in the parks and climbing dunes. Family had a great time. Would have no reservations about staying again!"
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach
Walkable cozy cottage, Outlet Mall across street!
Queen pull-out sofa
Walkable cozy cottage, Outlet Mall across street!
9.4 out of 10, Exceptional, (13)
"i love staying at the funky flamingo! cute, clean, close to attractions. the host goes above and beyond with snacks, drinks, coffee supplies, recommendations, etc. definitely recommend!"
The price is SAR 274
SAR 957 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Walkable cozy cottage, Outlet Mall across street!
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Front porch
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
10.0 out of 10, Exceptional, (24)
"This was our second stay. We were so happy to have found it again! If you are looking for some quality time , this is for you! Short drive for a day at the beach , hot tub to soothe your muscles at the end of the day! Trails to hike ! Foodie? No worries best restaurants around all Within minutes! The owner is extremely Attentive and is sure to meet any needs you may have. The place is beautiful, clean, very housewarming when you come in. Yes Highly recommend this place! "
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
Exterior
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
10.0 out of 10, Exceptional, (89)
"Lovely house. Lovely host. The sound of the waves and wind rustling through the trees sang us to sleep every night. "
The price is SAR 2,066
SAR 4,120 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Private Beach, Sleeps 8, dog friendly. Steps to the Beach.
Dunland Cottage W/hot tub, paddle boards, fire pit
Dunland Cottage W/hot tub, paddle boards, fire pit
8.6 out of 10, Excellent, (19)
"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!
Living area
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
View from the street
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
9.6 out of 10, Exceptional, (89)
"Online listing is accurate. Communication with Todd was great"
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Exterior
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.
Living room with convertible queen couch
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!
Cozy Living Room with space to kick back, relax, and share a meal.
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 1,127
SAR 2,171 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!
Charming New Buffalo Cottage
Property grounds
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!
Welcome to our front porch where you can sit in mornings with your coffee/tea!
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
Exterior
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
8.8 out of 10, Excellent, (3)
"We had a great time"
The price is SAR 1,581
SAR 1,791 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Bright Scandinavian-style cottage with large, private wooded yard
Exterior
Bright Scandinavian-style cottage with large, private wooded yard
10.0 out of 10, Exceptional, (15)
"We loved our stay at this sweet little cottage just outside New Buffalo. We walked to the beach one morning, had a lovely fire and roasted s'mores and just enjoyed the company. What a lovely break from the hustle and bustle of city life! To all those that come, enjoy your rest!"
Bright Scandinavian-style cottage with large, private wooded yard
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
This enclosed porch space is our favorite!
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
Property grounds
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, (66)
"This was our first stay somewhere other than a hotel. It was absolutely amazing! The house is so cute and it was very clean when we arrived, and the view is to die for! The owners provided so much information in a binder, we never had to wonder what to do or where to go. The most amazing thing was the owners, they were so easy to reach, and very friendly and helpful. I accidentally locked the keys in the house while there, and he was there to unlock the house for us again in 10 minutes. I...
The price is SAR 676
SAR 1,098 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Blue Birdhouse by the Beach
Beach
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 939 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Blue Birdhouse by the Beach
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
The Pool Barn Camper sits in the drive of our Pool Barn
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 2024 - 2 Dec 2024
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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