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Holiday Rentals in Highland

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Holiday Rentals in Highland

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (51)
"Property is advertised as a Comfort Inn, but is actually undergoing the transformation of becoming a Comfort Inn. It is still very much so operating as a motel on the south side of Chicago. Be safe. "
The price is €82
includes taxes & fees
18 Aug - 19 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Come experience The Lake Shore!

10.0 out of 10, Exceptional, (1)
"We had a great stay at the property. "
Come experience The Lake Shore!

LakeHouse

9.2 out of 10, Wonderful, (20)
"Host was perfect an house was perfect!!! It's my second time renting an I will be back again!!"
LakeHouse

Beautiful Rustic Cabin for Two!

9.8 out of 10, Exceptional, (13)
"This place was very cozy and amazing. Daniel was the greatest host and I would definitely stay here on future trips"
The price is €92
includes taxes & fees
20 Aug - 21 Aug
Beautiful Rustic Cabin for Two!

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

2.0 out of 10, (1)
The price is €271
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom apartment in marvelous Blue Island with WiFi

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

8.8 out of 10, Excellent, (10)
"Great pool hostess was very helpful"
The price is €180
includes taxes & fees
19 Aug - 20 Aug
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

7.4 out of 10, Good, (8)
"Very communicative and good host for sure!"
The price is €296
includes taxes & fees
19 Aug - 20 Aug
Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Charming 1-bedroom apt in house by creek with AC, in delightful Portage

10.0 out of 10, Exceptional, (4)
"Easy check in and wonderful host. Great place to stay near Indiana Dunes and train station to Chicago. "
Charming 1-bedroom apt in house by creek with AC, in delightful Portage

3BR Prime Hyde Park Location Near University of Chicago and Dining

2.0 star property
10.0 out of 10, Exceptional, (7)
"Excellent stay in a good location. The place is comfortable and big, the host was very kind and attentive. I hope to comeback soon. ☺️"
3BR Prime Hyde Park Location Near University of Chicago and Dining

Perfect 1BR Spot near Attractions

7.4 out of 10, Good, (3)
"Freshly painted and clean. Hosts were responsive. Everything we needed for our stay. Walkable area. "
The price is €180
includes taxes & fees
18 Aug - 19 Aug
Perfect 1BR Spot near Attractions

Cozy Studio in Hyde Park-Walk to Lake & University

10.0 out of 10, Exceptional, (2)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is €174
includes taxes & fees
14 Aug - 15 Aug
Cozy Studio in Hyde Park-Walk to Lake & University

On Lake Minnehaha, The Funky Turtle @ Lakeshore Camp Resort with all the Campground Amenities!

1.0 star property
7.0 out of 10, Good, (4)
"It was great "
The price is €297
includes taxes & fees
25 Aug - 26 Aug
On Lake Minnehaha, The Funky Turtle @ Lakeshore Camp Resort with all the Campground Amenities!

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

8.4 out of 10, Very good, (37)
"The yard is awesome, of course the hot tub at the top of the hill was the best, and we enjoyed the firepit as well. The house was a tidy little cottage at which we enjoyed our stay. It’s within a short walk to the National Park and downtown Miller Beach. The neighborhood is fine, pretty secluded, and still close to most attractions."
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

Cozy Home Sweet Homewood.

9.6 out of 10, Exceptional, (32)
"Nice location outside of Chicago, cozy and clean, good communication, would definitely recommend! "
Cozy Home Sweet Homewood.

Luxury Camper in Dunes | Grill + Fire Pit

8.0 out of 10, Very good, (1)
"I wouldn’t consider the property luxury like it stated in the title But it was decent for the price. The camper didn’t look like it had been completely cleaned. The communion was great and the host always was quickly responsive and willing to help! No issues with the location, but the road to the campers just looked a little sketch."
Luxury Camper in Dunes | Grill + Fire Pit

Log Cabin/Funky Jungle at Lakeshore Campground /On Lake/Sleeps 4

10.0 out of 10, Exceptional, (2)
"We liked the location and all of the amenities. "
The price is €382
includes taxes & fees
14 Aug - 15 Aug
Log Cabin/Funky Jungle at Lakeshore Campground /On Lake/Sleeps 4

Spacious home overlooking Indiana National Dunes. Five minute drive to beach.

9.2 out of 10, Wonderful, (5)
Spacious home overlooking Indiana National Dunes. Five minute drive to beach.

Spacious 4-bedroom Getaway in Portage, Perfect for family get togethers

8.8 out of 10, Excellent, (3)
"Spacious. Good outdoor area"
Spacious 4-bedroom Getaway in Portage, Perfect for family get togethers

Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

8.8 out of 10, Excellent, (40)
"We had a great stay! The property was perfect- hot tub, plenty of beds, comfortable beds, walking distance to Lake Michigan! Home was comfortable and clean and the managers were easy to reach with questions-just a text away. Would definitely stay here again"
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

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
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 Highland Hotel Reviews

Frequently asked questions

Are there holiday rentals in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, or you can select a more secluded option if you're looking for a relaxing stay. Highland is known for its churches and basketball games. Make sure you have time to check out the lake views while you're in the area.

What are some of the best holiday rentals that Highland has to offer?

LakeHouse: This holiday home rental outside of Highland is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Highland?

Expedia has 3 holiday rentals for your stay in Highland.

What can I see and do in Highland?

Indiana Dunes National Park and Hoosier Prairie are a couple of lovely local spots to get outside and enjoy nature. Purdue University Northwest and Hard Rock Casino Northern Indiana are a couple of places you'll find in the wider area.

What are holiday rentals like in Highland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family getaway.