Compare Highland Cottage Rentals

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Featured Cottages in Highland

Spacious 3BR House With Firepit & Grill, Near Beach

Spacious 3BR House With Firepit & Grill, Near Beach

2 out of 5
North Hamilton Street 234 Gary IN
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park

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

Gary IN
At this cottage, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This family-friendly cottage also has a garden.
Kitchen
Washer
2 br, 2 bt, UChicago Coachman's Guesthouse

2 br, 2 bt, UChicago Coachman's Guesthouse

Chicago IL
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
The Cottage at Locavore Farm 32-Acre Prairie, Pond & Farm-to-Table Stay

The Cottage at Locavore Farm 32-Acre Prairie, Pond & Farm-to-Table Stay

Grant Park IL
At this cottage, guests have access to a garden.
Kitchen
Air conditioning
Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN

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

Gary IN
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Free WiFi
3 Mi to Hard Rock Casino: Charming Home in Gary!

3 Mi to Hard Rock Casino: Charming Home in Gary!

3 out of 5
Gary IN
This cottage features free WiFi in public areas and barbecue grills. A stay here includes free parking.
Kitchen
Parking included
4 Mi to Lake Michigan: East Chicago Home w/ Grill

4 Mi to Lake Michigan: East Chicago Home w/ Grill

3 out of 5
East Chicago IN
At this cottage, guests have access to free WiFi in public areas. You can put free parking to good use if you drive.
Kitchen
Parking included
Cheerful lakefront cottage with outdoor fire pit right on Lake Dalecarlia

Cheerful lakefront cottage with outdoor fire pit right on Lake Dalecarlia

Lowell IN
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Washer
Dryer
Pet-friendly Lake Getaway: 1 Block to Beach!

Pet-friendly Lake Getaway: 1 Block to Beach!

3 out of 5
Gary IN
This cottage features free WiFi in public areas and barbecue grills. You can take advantage of free parking if you drive.
Kitchen
Pet friendly
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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 Highland

    The Cardinal Hotel

    The Cardinal Hotel

    2205 Main St Highland IN
    $219 nightly
    The price is $246 total per night from Oct 29 to Oct 30
    $246 total
    Oct 29 - Oct 30
    Total with taxes and fees
    Wind Creek Chicago Southland Casino and Hotel

    Wind Creek Chicago Southland Casino and Hotel

    17300 S Halsted St Hazel Crest IL
    $165 nightly
    The price is $185 total per night from Nov 25 to Nov 26
    $185 total
    Nov 25 - Nov 26
    Total with taxes and fees
    9.4/10 Exceptional! (829 reviews)
    Chicago Lake Shore Hotel

    Chicago Lake Shore Hotel

    4900 S Lake Shore Dr Chicago IL
    $143 nightly
    The price is $168 total per night from Nov 1 to Nov 2
    $168 total
    Nov 1 - Nov 2
    Total with taxes and fees
    7/10 Good! (1,005 reviews)

Cottages

Book a cottage in Highland
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Highland. 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 Highland better.

Cottage apartments in Highland 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 Highland
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 Highland 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 Highland 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 Highland. 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.

Highland Cottages essential information

Accommodation
36 Cottages
Lowest Price
$168
Highest Price
$246
Popular accommodation
Spacious 3BR House With Firepit & Grill, Near Beach, Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park , 2 br, 2 bt, UChicago Coachman's Guesthouse, The Cottage at Locavore Farm 32-Acre Prairie, Pond & Farm-to-Table Stay, Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN, 3 Mi to Hard Rock Casino: Charming Home in Gary!, 4 Mi to Lake Michigan: East Chicago Home w/ Grill, Cheerful lakefront cottage with outdoor fire pit right on Lake Dalecarlia, Pet-friendly Lake Getaway: 1 Block to Beach!

More to Explore