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In two weeks
Oct 3 - Oct 5
In two months
Nov 14 - Nov 16
In three months
Dec 12 - Dec 14
In four months
Jan 9 - Jan 11

Cottages in Chesterton

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, (48)
"The location is great and right near New Buffalo. The beds were comfortable and the place was nice and had what we needed."
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!
Treehouse Bungalow- Quaint and Cozy Getaway!
Property grounds

Treehouse Bungalow- Quaint and Cozy Getaway!

8.6 out of 10, Excellent, (54)
"Very nice, comfortable stay"
The price is ￥33,156
￥79,390 total
includes taxes & fees
Oct 1 - Oct 2
Treehouse Bungalow- Quaint and Cozy Getaway!
Beachglass Cottage - Family Friendly Kids and Pets
Exterior

Beachglass Cottage - Family Friendly Kids and Pets

10.0 out of 10, Exceptional, (5)
"We loved our stay at the Beachglass Cottage! The host was very accommodating and made sure we had everything we needed. The golf cart is a wonderful addition to the rental and was perfect for exploring the Grand Beach neighborhood/beaches. Would highly recommend the Beachglass Cottage to Chicago residents looking for a quick beach getaway!"
Beachglass Cottage - Family Friendly Kids and Pets
Modern Cottage "M" Luxury home w/hot tub, community pool-walk to town & beach
Exterior

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

10.0 out of 10, Exceptional, (43)
"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
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 ￥26,927
￥52,351 total
includes taxes & fees
Sep 23 - Sep 24
Spacious 3BR House With Firepit & Grill, Near Beach
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
Exterior

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

10.0 out of 10, Exceptional, (17)
"This was the perfect quick getaway! Loved it all -- the covered patio, wildlife, hot tub, comfortable sleeping, decor and design. Will be back!"
The price is ￥65,098
￥74,419 total
includes taxes & fees
Sep 29 - Sep 30
Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!
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, (46)
"Clean space with great amenities "
The price is ￥26,498
￥62,323 total
includes taxes & fees
Sep 29 - Sep 30
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries
Exterior

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

10.0 out of 10, Exceptional, (33)
"Beautiful, comfortable home with nice touches and amenities. Great location. "
Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries
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, (192)
"Relaxing and peaceful. Cozy, comfortable and clean."
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
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, (45)
"We really enjoyed our stay! Just a quick walk to the beach. Easy drives to the state and national parks. Very comfortable place and we enjoyed sitting outside on the patio and screened in porch every night"
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
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)
"Great house near the beach (host will give you ideas on how to park closer) perfect for hosting a group of friends or family! Host was also super responsive and helpful in accommodating us all for a wonderful birthday weekend!"
Dunland Cottage W/hot tub, paddle boards, fire pit
Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom
Exterior

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

8.8 out of 10, Excellent, (19)
"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
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, (9)
"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 ￥17,754
￥45,237 total
includes taxes & fees
Oct 7 - Oct 8
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub
Exterior

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

10.0 out of 10, Exceptional, (28)
"Property was well maintained and great location."
Charming cottage 2blks to town, walking distance to beach & restaurants, hot tub
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, (23)
"We had a great stay for a long holiday weekend. Would recommend a visit. "
Bright Scandinavian-style cottage with large, private wooded yard
Beach Cottage just steps to Lake Michigan's Sheridan Beach
Exterior

Beach Cottage just steps to Lake Michigan's Sheridan Beach

9.6 out of 10, Exceptional, (44)
"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
Walk to Private Beach, Great screened porch, Chefs kitchen, Open beam design
Exterior

Walk to Private Beach, Great screened porch, Chefs kitchen, Open beam design

10.0 out of 10, Exceptional, (64)
"Perfect beach house in Union Pier! Cute, comfortable and a short walk to a beautiful private beach. House fully stocked with everything you need. Host was very responsive. "
Walk to Private Beach, Great screened porch, Chefs kitchen, Open beam design
Steps to everything! The Cape Codder at Beachwalk Resort w/ Water Views
Outdoor dining

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
Wildwood Camper: Grill, Firepit & Pets OK
House (2 Bedrooms) | Floor plan

Wildwood Camper: Grill, Firepit & Pets OK

2.0 star property
Wildwood Camper: Grill, Firepit & Pets OK
Cozy Cabin w/ Loft, Grill & Fire Pit
House (1 Bedroom) | Floor plan

Cozy Cabin w/ Loft, Grill & Fire Pit

2.0 star property
4.0 out of 10, (1)
"No curtains at all. Small window air conditioning that doesn't cool the whole cabin down. Sketchy ladder screwed into the wall to got to the loft. Any mobility issues beware. Wifi has no internet. Was there less than 30 minutes no reund offered. It is new and clean. "
The price is ￥31,076
￥56,998 total
includes taxes & fees
Oct 22 - Oct 23
Cozy Cabin w/ Loft, Grill & Fire Pit
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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Top Chesterton Hotel Reviews

Best Western Indian Oak

Best Western Indian Oak

10/10 Excellent
"Breakfast was great, pool very clean. Rooms very clean. Everything very clean. "
Luis 1-night trip
Posted 2 days ago
Best Western Indian Oak

Find out more about Chesterton

Find out more about Chesterton

Chesterton Cottages information

Number of reviews
598
Accommodation
106 Cottages
Lowest Price
￥45,237
Highest Price
￥79,390

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.
What is there to do in Chesterton near my cottage?
Whatever you love to do, Chesterton has lots of things to keep you going. Indiana Dunes State Park, Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve are on most travelers' to-do lists. Don't leave without exploring Lustron House, Chellberg Farm and Cowles Bog Trailhead either. With Expedia's hotel deals in Chesterton, you can discover even more wonderful attractions like these with the cash you save.

Explore a world of travel with Expedia

Explore a world of travel with Expedia