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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 101 Cottages in Chesterton with updated reviews, rates, and availability.

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Exterior

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

10.0 out of 10, Exceptional, (30)
"The home was perfect. Right near the downtown area. Had everything you needed. And super cozy!!"
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Charming 3-bedroom Mid-Century cottage in lakeside Miller Beach with WiFi, AC
Oven, stovetop, dishwasher

Charming 3-bedroom Mid-Century cottage in lakeside Miller Beach with WiFi, AC

The price is AED 668
AED 1,670 total
includes taxes & fees
14 Apr - 15 Apr
Charming 3-bedroom Mid-Century cottage in lakeside Miller Beach with WiFi, AC
Vintage Lake Michigan Beach Cottage: 4br+loft,3ba-Sleeps 17
Exterior

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
Cozy Michigan City Cottage #1
Interior

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
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby

Treehouse Bungalow- Quaint and Cozy Getaway!

9.0 out of 10, Wonderful, (46)
"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 AED 474
AED 959 total
includes taxes & fees
1 Apr - 2 Apr
Treehouse Bungalow- Quaint and Cozy Getaway!
New Buffalo Beach - Lake Michigan - Harbor Country Winery and Breweries
Outdoor dining

New Buffalo Beach - Lake Michigan - Harbor Country Winery and Breweries

10.0 out of 10, Exceptional, (20)
"Overall great place to stay. Very clean, centrally located, easy in and out instructions. I would definitely recommend."
New Buffalo Beach - Lake Michigan - Harbor Country Winery and Breweries
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Outdoor dining

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park

10.0 out of 10, Exceptional, (34)
"The place is incredible, stayed in January when it snowed but the cottage is well insulated and heater works flawlessly. Super clean, colorful and we can only imagine how awesome it would be in the summer. Great communication, great accommodating host. "
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Beachglass Cottage - Family Friendly Kids and Pets
Exterior

Beachglass Cottage - Family Friendly Kids and Pets

10.0 out of 10, Exceptional, (3)
"We were thrilled with our experience staying at Beach Glass. It is cozy, clean, and offers top notch amenities that we haven’t found with other properties. Kayse provided a great stay that was geared at making it a great experience for us. The property is clean, in a great location with close access to Grand Beach and New Buffalo, and was kid friendly. Kayse is super friendly and very responsive and we plan to visit again soon! "
Beachglass Cottage - Family Friendly Kids and Pets
Lighthouse Cottage - Family & Pet Friendly
Interior

Lighthouse Cottage - Family & Pet Friendly

10.0 out of 10, Exceptional, (4)
"Perfect spot for our stay, we really enjoyed our weekend here! "
The price is AED 408
AED 1,350 total
includes taxes & fees
26 Mar - 27 Mar
Lighthouse Cottage - Family & Pet Friendly
Beautiful Private Cottage, Sleeps 6, Walk to Beach
2 bedrooms

Beautiful Private Cottage, Sleeps 6, Walk to Beach

10.0 out of 10, Exceptional, (18)
"Wonderful! The cottage is perfect and provided everything we needed. The beautiful garden and fire area is absolutely magical. The neighborhood is very secluded and family friendly. We felt very safe. The private beach is the icing on top of the cake! Beautiful sunsets and sounds of the waves from the lake took away all of our stress. New Buffalo, an adorable beach town, is a short drive from the property and offers shopping, restaurants and a marina. We would absolutely stay at the...
Beautiful Private Cottage, Sleeps 6, Walk to Beach
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Private kitchen

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

The price is AED 477
AED 1,201 total
includes taxes & fees
26 Mar - 27 Mar
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Beach

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
Walkable cozy cottage, Outlet Mall across street!
Interior

Walkable cozy cottage, Outlet Mall across street!

9.6 out of 10, Exceptional, (14)
"Enjoyed the time at this beautiful place. Just got to chill out and enjoy the time away. "
Walkable cozy cottage, Outlet Mall across street!
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Interior

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

8.8 out of 10, Excellent, (3)
"We had a great time"
The price is AED 1,616
AED 1,825 total
includes taxes & fees
21 Apr - 22 Apr
Blocks To Beach Golf Tennis Park & Lake MI Sunsets
Simple Cottage Set in the Woods by Lake Michigan
Beach

Simple Cottage Set in the Woods by Lake Michigan

9.4 out of 10, Exceptional, (88)
"Wonderful, quiet neighborhood in walking distance to the beach, and easy driving distance to Indiana Dunes State and National parks. Owners have plenty of items on hand if needed, such as beach items, a dog crate if you are traveling with your fur baby, and even a high chair if you are traveling with a small child. There is also a golf cart for your use! Cute shops and great places to eat in downtown New Buffalo. Lots of outdoor seating at the house, including a grill and a firepit."
Simple Cottage Set in the Woods by Lake Michigan
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Fridge, microwave, oven, stovetop

Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach

10.0 out of 10, Exceptional, (35)
"House was nice, clean, comfortable. It was too cold to use the hot tub, but we enjoyed the fireplace very much!"
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo!
Private kitchen

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo!

The price is AED 1,106
AED 2,083 total
includes taxes & fees
15 Apr - 16 Apr
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo!
2024 remodeled historic Lake Michigan waterfront Union Pier home with spa.
Outdoor spa tub

2024 remodeled historic Lake Michigan waterfront Union Pier home with spa.

10.0 out of 10, Exceptional, (22)
"Was very nice given the storm that hit a week before. Our need is a bit of a different layout........the kitchen layout with the open stays....we remedied with a chair laid over the entrance, We wish you the best with the repairs and thank you for not cancelling us."
2024 remodeled historic Lake Michigan waterfront Union Pier home with spa.
Dunland Cottage W/hot tub, paddle boards, fire pit
Fridge, coffee/tea maker, cookware/dishes/utensils

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!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Lake Getaway: 1 Block to Beach!

3.0 star property
Pet-friendly Lake Getaway: 1 Block to 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.
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Other property types in Chesterton

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

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

10.0 out of 10, Exceptional, (87)
"Great beach location near the park. The cabin had terrific views, an open floor plan, and everything we needed. Will was a wonderful host, and we enjoyed our stay :) Looking forward to coming back."
The price is AED 790
AED 1,246 total
includes taxes & fees
30 Mar - 31 Mar
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Beach nearby

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

9.0 out of 10, Wonderful, (52)
"Nice quiet an around everything "
The price is AED 250
AED 362 total
includes taxes & fees
26 Mar - 27 Mar
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (41)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
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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