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Highland Vacation Rentals

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Vacation Rentals in Highland

Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, 30 reviews
"We loved our stay and had a relaxing time in the area. Buying groceries to cook was great with a full kitchen to cook with. Rooms were super nice and also had every accommodation we could need. Definitely will be looking to stay again!"
The price is CA $172
CA $448 total
includes taxes & fees
Jun 27 - Jun 28
Dunes Escape - Minutes from Indiana Dunes National Park
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, 4 reviews
"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 reviews
"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
LakeHouse
10.0 out of 10, Exceptional, 7 reviews
"Great"
LakeHouse
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
8.6 out of 10, Excellent, 16 reviews
"My family and I enjoyed a relaxing stay at Dunehaven! We wanted to visit Indiana State Dunes to experience a beach made from a natural lake. It was cold in May, but didn't stop of from enjoying the sun and sand. The hot tub was easy to use and firepit at night was needed after a long day. The home was clean, inviting and the beach was so close. Literally, it was just a two minute drive. I recommend getting out and exploring the road towards the Michigan state line. Michigan City is only thirty...
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
8.2 out of 10, Very good, 34 reviews
"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
Pink Wild Rose - Ultimate Romantic Getaway
10.0 out of 10, Exceptional, 1 review
"The host was great tgey accommodated ys with a 2 hr early check in and the house was amazing"
The price is CA $353
CA $407 total
includes taxes & fees
Jun 16 - Jun 17
Pink Wild Rose - Ultimate Romantic Getaway
Rare Private Heated Pool w/in 1.5 Blocks to the Beach!
9.8 out of 10, Exceptional, 74 reviews
"Home felt very clean and was well stocked. We never ran out of towels and there was plenty of paper towels, TP, trash bags, etc. Appreciate that!"
Rare Private Heated Pool w/in 1.5 Blocks to the Beach!
Stay near family or close to downtown, this loft in Beverly has it all!
10.0 out of 10, Exceptional, 1 review
"I went with 4 other friends, and this place was super clean, came with everything we needed, and even includes a cute small gaming room! Definitely would stay again!"
Stay near family or close to downtown, this loft in Beverly has it all!
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, 8 reviews
"Great"
Cozy, King bed with heated bathroom!
Stay near family or close to downtown, this cottage in Beverly has it all!
10.0 out of 10, Exceptional, 2 reviews
"Great Stay!"
Stay near family or close to downtown, this cottage in Beverly has it all!
Dog-friendly home with yard - near Indiana Dunes NP & walk to the beach
10.0 out of 10, Exceptional, 1 review
Dog-friendly home with yard - near Indiana Dunes NP & walk to the beach
Cozy Gary Vacation Rental: Steps to Beach!
9.4 out of 10, Exceptional, 22 reviews
"We spent a wonderful long weekend in this charming cottage, had perfect weather for our multiple outings to the beach, which is steps away as advertised! The cottage was very well equipped with everything we needed, and the neighborhood is outstanding! We will definitely be back!"
Cozy Gary Vacation Rental: Steps to Beach!
Charming Crete Home with Hot Tub, Deck & Fire Pit
9.8 out of 10, Exceptional, 14 reviews
"Plenty of room to see the family and play with great grand kids"
Charming Crete Home with Hot Tub, Deck & Fire Pit
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
9.8 out of 10, Exceptional, 25 reviews
"House itself is very cool and stylish and comfortable in all areas. It’s early spring and the property yard and outdoor areas listed were not cleaned, wet and damaged or in unusable condition. Fortunately the windows clearly showed off the beautiful trees around the property from inside. Note the very large cleaning fee is not revealed on the listing."
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
9.8 out of 10, Exceptional, 7 reviews
"This rental is right by Indiana Dunes and in a nice neighborhood. Main bed was comfortable and we slept well. The shower needs repaired. There was not a cloth to wash dishes with. The skillet in the cabinet still had food in it. We did walk around the block to get Uno Pizza which is in a speakeasy setting. Nice place. It was early for swimming but we did take a dip. Don let us stay late to enjoy the sun. The pool is well cared for. Overall a good rental."
The price is CA $246
CA $314 total
includes taxes & fees
Jun 25 - Jun 26
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Cheerful 4 bedroom smart home w/ indoor fireplace
7.4 out of 10, Good, 6 reviews
"The check in process was great and the house was very clean. It was easy to communicate with the property manager. Helped make our trip to chicago great!"
Cheerful 4 bedroom smart home w/ indoor fireplace
An Escape to a Dream of Green and relaxation.
9.8 out of 10, Exceptional, 6 reviews
"Your house is absolutely stunning. I would say the only thing that I would suggest would be the carrying a toaster lol other than that everything was 100%. We will stay again for sure. Thank you."
An Escape to a Dream of Green and relaxation.
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
9.2 out of 10, Wonderful, 45 reviews
"The properties were extremely clean and well-stocked. We appreciated the responsiveness of Miller Beach Vacation Rentals team. We appreciated that the properties accepted dogs. Everyone loved the beaches and dunes, and lots of delicious meals were enjoyed. Check in and check out were super easy."
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
8.8 out of 10, Excellent, 23 reviews
"Thank you for letting us stay in your home. It was perfect for what we needed, and was within 30 minutes of everywhere we wanted to go. We loved the hot tub and fenced in back yard. We didn't plan for it this time, but next time plan to use the grill area! My only advice for the future is to add some type of mat in the tub as it is super slippery, and a couple of us slipped and fell. Also, tvs had some trouble connecting to the internet, but we didn't come to watch tv anyway. Thanks again we...
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Don't see what you're looking for?
See all available properties in Highland
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.

Highland Vacation Rental Travel Info

Other types of properties in Highland you may be interested in

Econo Lodge
2.0 star property
4.8 out of 10, 385 reviews
"Easy access "
The price is CA $76
CA $96 total
includes taxes & fees
Jul 2 - Jul 3
Econo Lodge
Quality Inn & Suites Orland Park - Chicago
2.5 star property
7.2 out of 10, Good, 896 reviews
"Nice place to stay"
The price is CA $117
CA $131 total
includes taxes & fees
Jun 16 - Jun 17
Quality Inn & Suites Orland Park - Chicago
Hilton Chicago/Oak Lawn
3.5 star property
7.8 out of 10, Good, 1,001 reviews
"love"
The price is CA $175
CA $201 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Chicago/Oak Lawn
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Highland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Highland?

Yes, you can find vacation rentals close to top points of interest in Highland, or you can select a more secluded option if you're looking for relaxation. 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 vacation rentals in Highland?

Dunes Escape - Minutes from Indiana Dunes National Park: This vacation home rental near Highland is located near the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Highland?

Expedia has 3 vacation 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 larger area.

What are vacation rentals like in Highland?

Vacation rentals are privately owned properties you can stay in for several days or more in Highland. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.

Recent reviews of Highland properties
Expedia verified reviews