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Compare B&B in Highland with updated reviews, rates, and availability.

Rustic cottage-style condo within walking distance to downtown Homewood
9.0 out of 10, Wonderful, (9)
"The split king beds are just two twin beds pushed together with a king sheet on it. The shower had a lot to be desired. For the money it was ok"
Rustic cottage-style condo within walking distance to downtown Homewood
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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.

Other property types in Highland

Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, (31)
"This property was a very very nice place. Very comfortable and cozy. The backyard is great for kids since it’s all fenced in. Simple and quick drive to the dunes. Nice place to come back to after a long hot day at the beach! ❤️"
The price is AED 459
AED 1,197 total
includes taxes & fees
27 Jun - 28 Jun
Dunes Escape - Minutes from Indiana Dunes National Park
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (4)
"Neighborhood was quiet! Rental was exactly as shown online. Was able to easily find the rental with no problem. Overall great stay."
Cozy Home Sweet Homewood.
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
9.8 out of 10, Exceptional, (60)
"The location is perfect for plans to the museums and easy access to Lake Shore Drive. It also has plenty of street parking."
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
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

Searching for B&Bs in Highland?
If you’re looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast could be a great option for your getaway. If your ideal vacation to Highland includes spending lots of time outside, Indiana Dunes National Park and Hoosier Prairie are good spots to enjoy the scenery.
Why choose a B&B versus a traditional hotel?
With attentive service, an atmosphere suited to mingling with other guests, and of course a full breakfast to start the day, B&Bs offer a truly one-of-a-kind environment.
When is the best time to book my B&B in Highland?
When you’re dreaming of a stay in Highland, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Highland is 48 inches.
What is there to do in Highland?
Spend some time exploring Indiana Dunes National Park and Hoosier Prairie if you’re hoping to see some of the area’s natural features. You might also consider a trip to sites like Hard Rock Casino Northern Indiana or Centennial Park if you have time to see more of the area.
How can I get to and around Highland?
You can plan your excursions in and around Highland ahead of time with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 22 mi (35.5 km) away from the city center. Otherwise, look for flights into Chicago O’Hare Intl. Airport (ORD), which is 37.4 mi (60.2 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of Highland hotels
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