Compare Chesterton Cottage Rentals

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Featured Cottages in Chesterton

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

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

New Buffalo MI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

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

New Buffalo MI
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. Other amenities at this family-friendly cottage include a water dispenser and barbecue grills.
Hot Tub
Kitchen
Cozy pet-friendly cottage near Lake Michigan

Cozy pet-friendly cottage near Lake Michigan

Grand Beach MI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Blue Haven Cottage - New Buffalo Beaches, Wineries & Breweries

Blue Haven Cottage - New Buffalo Beaches, Wineries & Breweries

New Buffalo MI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

New Buffalo MI
$467 nightly
The price is $481 total per night
$481 total
Sep 8 - Sep 9
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Vintage Beachside Cottage

Vintage Beachside Cottage

Michigan City IN
At this cottage, guests have access to barbecue grills.
Kitchen
Dryer
Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!

Michigan City IN
$376 nightly
The price is $421 total per night
$421 total
Sep 7 - Sep 8
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Private Beach Steps to the Lake.

Private Beach Steps to the Lake.

Union Pier MI
$1,083 nightly
The price is $1,083 total per night
$1,083 total
Oct 5 - Oct 6
Total with taxes and fees
Guests of this cottage enjoy access to a private beach, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Simple Cottage Set in the Woods by Lake Michigan

Simple Cottage Set in the Woods by Lake Michigan

New Buffalo MI
At this cottage, guests have access to features like laundry facilities. This golf cottage also has barbecue grills.
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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.

Hotel Options in Chesterton

    Spring House Inn

    Spring House Inn

    303 N Mineral Springs Rd Chesterton IN
    $97 nightly
    The price is $109 total per night from Oct 1 to Oct 2
    $109 total
    Oct 1 - Oct 2
    Total with taxes and fees
    Best Western Indian Oak

    Best Western Indian Oak

    558 Indian Boundary Road Chesterton IN
    $110 nightly
    The price is $124 total per night from Sep 13 to Sep 14
    $124 total
    Sep 13 - Sep 14
    Total with taxes and fees
    Comfort Inn & Suites Porter near Indiana Dunes

    Comfort Inn & Suites Porter near Indiana Dunes

    1800 West US Highway 20 Chesterton IN
    $115 nightly
    The price is $129 total per night from Oct 4 to Oct 5
    $129 total
    Oct 4 - Oct 5
    Total with taxes and fees
    7.8/10 Good! (1,001 reviews)

Cottages

Book a cottage in Chesterton
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chesterton. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chesterton better.

Cottage apartments in Chesterton range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chesterton
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chesterton and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chesterton cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chesterton. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chesterton Cottages essential information

Accommodation
95 Cottages
Lowest Price
$109
Highest Price
$1,083
Popular accommodation
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5, Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!, Cozy pet-friendly cottage near Lake Michigan, Blue Haven Cottage - New Buffalo Beaches, Wineries & Breweries, 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach, Vintage Beachside Cottage , Treehouse Bungalow- Quaint and Cozy Getaway! , Private Beach Steps to the Lake., Simple Cottage Set in the Woods by Lake Michigan

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