Search Cottages in Chesterton

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Cottages in Chesterton

Cozy Michigan City Cottage #1
Interior

Cozy Michigan City Cottage #1

9.2 out of 10, Wonderful, (29)
"We really enjoyed our stay. The cottage is very nice, very clean, recently upgraded. Susan and Tom were very responsive and provided helpful information We are planning to come back"
Cozy Michigan City Cottage #1
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, (42)
"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!
The Hideaway House - Private, Peaceful, Cozy
Beach

The Hideaway House - Private, Peaceful, Cozy

10.0 out of 10, Exceptional, (10)
"Communication with management made our minds at ease when booking our stay. House was very clean, peaceful settings. The Beach was absolutely beautiful. Our family with definitely stay again. "
The Hideaway House - Private, Peaceful, Cozy
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby

Treehouse Bungalow- Quaint and Cozy Getaway!

8.8 out of 10, Excellent, (52)
"Very nice, comfortable stay"
The price is SAR 1,010
SAR 1,652 total
includes taxes & fees
2 Sep - 3 Sep
Treehouse Bungalow- Quaint and Cozy Getaway!
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries
Outdoor dining

Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries

10.0 out of 10, Exceptional, (30)
"Clean and comfortable property with large open kitchen, dining, living area."
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Outdoor pool

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

9.6 out of 10, Exceptional, (44)
"Clean space with great amenities "
The price is SAR 1,013
SAR 2,017 total
includes taxes & fees
3 Sep - 4 Sep
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (7)
"We really enjoyed our stay. The home was very comfortable and close to downtown. We were minutes away from the mall, casino and breweries. The owner was very responsive to all our needs. We would definitely stay here again. "
The price is SAR 591
SAR 1,360 total
includes taxes & fees
1 Sep - 2 Sep
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
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, (42)
"Adorable cottage and perfect for a girls weekend. Comfortable furnishings and really well kept! Would love to book again!"
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Walkable cozy cottage, Outlet Mall across street!
Interior

Walkable cozy cottage, Outlet Mall across street!

9.4 out of 10, Exceptional, (18)
"Loved the cottage it had everything we needed very nice!"
Walkable cozy cottage, Outlet Mall across street!
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (14)
"This is such a nice place! We really enjoyed the fire pit area! Hot tub was wonderful! The house had everything we needed. Totally recommend! "
The price is SAR 2,139
SAR 2,443 total
includes taxes & fees
15 Sep - 16 Sep
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Spacious 3BR House With Firepit & Grill, Near Beach
Front of property

Spacious 3BR House With Firepit & Grill, Near Beach

2.0 star property
5.0 out of 10, (2)
"It is a beautiful residence. This is a relatively new residence, evidenced by all the brand new with tags furniture, lamps, appliances etc. No internet or cable, which was sort of a downer. Did not get the code until 15 minutes after check in time. No coffee or silverware. We only found one spoon. "
The price is SAR 892
SAR 1,561 total
includes taxes & fees
1 Sep - 2 Sep
Spacious 3BR House With Firepit & Grill, Near Beach
Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub
Fridge, microwave, oven, stovetop

Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub

10.0 out of 10, Exceptional, (27)
"Property was well maintained and great location."
Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
Interior

Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom

8.6 out of 10, Excellent, (18)
"The house is clean, comfortable and relaxing. The pool was clean and so very lovely in the last days of summer."
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Property grounds

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

9.8 out of 10, Exceptional, (190)
"Very nice, quiet"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN
Exterior

Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN

5.4 out of 10, (3)
"The newly renovated home is so close o the beach, the property manager was available and took care of all our needs. We can't wait to stay again. "
Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN
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, (22)
"We had a great stay for a long holiday weekend. Would recommend a visit. "
Bright Scandinavian-style cottage with large, private wooded yard
Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!
Fridge, microwave, oven, stovetop

Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!

10.0 out of 10, Exceptional, (61)
"Our stay was lovely and this house is incredibly well thought out!"
Peaceful Cottage/Private Parking & Backyard/Strong WiFi/Walk to Sheridan Beach!
Beach Cottage just steps to Lake Michigan's Sheridan Beach
Outdoor dining

Beach Cottage just steps to Lake Michigan's Sheridan Beach

9.6 out of 10, Exceptional, (42)
"Would recommend! Perfect budget friendly cottage for a stay next to the beach. We loved the beach wagon provided. However no beach chairs or beach towels, so bring your own. Quick drive into new Buffalo to check out Michigan."
Beach Cottage just steps to Lake Michigan's Sheridan Beach
Vintage Beachside Cottage
Fridge, microwave, oven, stovetop

Vintage Beachside Cottage

9.6 out of 10, Exceptional, (70)
"The cottage was so cute. We enjoyed our stay!"
Vintage Beachside Cottage
Steps to everything! The Cape Codder at Beachwalk Resort w/ Water Views
Sun loungers, beach towels

Steps to everything! The Cape Codder at Beachwalk Resort w/ Water Views

10.0 out of 10, Exceptional, (30)
"Thank you"
Steps to everything! The Cape Codder at Beachwalk Resort w/ Water Views
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterton Hotel Reviews

Frequently asked questions

Why book your cottage in Chesterton with Expedia?
Booking a cottage in Chesterton is as simple as deciding on your travel dates and picking an ideal place for a vacation in the outdoors. From chic retreats to low-cost properties and cottages that have perks like a hot tub, Expedia has something for all styles and tastes. As for irresistible deals? We have them too!
How can I find cheap cottages in Chesterton?
With Expedia's convenient filter tool, sourcing cheap cottages in Chesterton has never been easier. To discover properties that are very pocket friendly, narrow your search results by star rating, amenities and budget.