Vacation rentals in Highland

Find and book unique accommodations on Airbnb

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Popular amenities for Highland vacation rentals

Stay near Highland's top sights

Whole Foods Market8 locals recommend
Jak's Warehouse7 locals recommend
Byway Brewing Company5 locals recommend
Langel's Pizza4 locals recommend
Cracker Barrel Old Country Store3 locals recommend
Jalapenos' The Hottest Mexican Restaurant3 locals recommend

Other great vacation rentals in Highland

Guest favorite
Home in Michigan City
4.86 out of 5 average rating, 28 reviews

"Sip, Sun & Fun: The Perfect Girls Beach Getaway!"

JennaRating, 5 stars7 months ago
My friends and I had a wonderful stay! The house is super cute and is close to the beach, shops, restaurants , the grocery store, and more! We were out of a few things but they responded immediately and dropped it off asap! We would definitely come back! Thank you!
Top guest favorite
Cottage in New Buffalo
4.95 out of 5 average rating, 39 reviews

Luxury Cottage with pool; summer will book fast

AngelaRating, 5 stars6 months ago
Loved the house. It was comfortable and very spacious. Very nicely decorated. Walked to the beach and restaurants nearby. Great grocery store in walking distance. Would definitely rent this house again. Stayed there with two three couples and each of us had a nice bedroom and bathroom.
Superhost
Apartment in Jefferson Park
4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars4 weeks ago
Peaceful, felt like home, very spacious and comfortable
Superhost
Home in Rochester
4.86 out of 5 average rating, 21 reviews

Ohana Lake Cottage

KimberlyRating, 5 stars3 months ago
Our stay at Pam’s was so very nice Comfortable bed. Having washer/dryer Ami’s a plus. The lake view is BEAUTIFUL! Pam made everything easy and communicated quickly and well. We will be back. Did I mention, the view was Great?!
Guest favorite
Home in Michigan City
4.92 out of 5 average rating, 64 reviews

Home near the lake with an inground pool

FreddieRating, 5 stars2 months ago
Clean house and will definitely book again for our needs. Very comfortable with everything.
Top guest favorite
Vacation home in Baroda
4.94 out of 5 average rating, 17 reviews

Location location

GabrielRating, 5 stars1 month ago
I don’t think the pictures do this house any justice. House is tremendously big. Lots of space for large families. The views? Amazing. With the vineyard next door and the woods surrounding it, it was a great view. Very ample parking. Easy to find and close to the highway. There’s plenty of wineries near the house. Also grocery stores for any quick essentials. Back to the house. Very clean and big kitchen. Has everything you need from plates to cups. The living room is big. Tv is huge to keep the kids entertained. It was a little chilly so we stayed inside. But the deck looks really new and big with a girl. The backyard was huge. Rooms were big with nice beds and clean as well. All bathrooms were super clean and big. Basement had an entire other living area with rooms as well. Pool table kept everyone entertained. Dining room had a nice table for the large family dinners. In conclusion, I will definitely love to book this for the summer. You won’t regret it.
Top guest favorite
Home in Lombard
5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

JenniferRating, 5 stars1 week ago
It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.
Superhost
Home in Austin
4.85 out of 5 average rating, 68 reviews

A Comfortable Stay While You are Away in Oak Park

KarenRating, 5 stars2 weeks ago
The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Destinations to explore

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  3. Indiana
  4. Lake County
  5. Highland