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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, 28 reviews
"We had a great stay! Everything was just as listed! Every area was very clean, kitchen well stocked, plenty of towels provided for our 2 night stay. If i could change anything it would have been to add a nightlight of some sort in the twin room. Unfamiliar place/noises and it was completely dark for my daughter. No lamp or nightlight in that room. Also a few of the cabinet doors need tightened down."
The price is $125
$325 total
includes taxes & fees
Jun 27 - Jun 28
Dunes Escape - Minutes from Indiana Dunes National Park
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
10.0 out of 10, Exceptional, 2 reviews
"My family really enjoyed this townhouse. It was very nice clean, location was perfect. Would definitely stay here again. The host Sherice was very very nice, kind, friendly and patient with my family."
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, 8 reviews
"Great"
Cozy, King bed with heated bathroom!
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Cozy Gary Vacation Rental: Steps to Beach!
9.6 out of 10, Exceptional, 21 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!
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.
LakeHouse
10.0 out of 10, Exceptional, 7 reviews
"Great"
LakeHouse
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
Rare Private Heated Pool w/in 1.5 Blocks to the Beach!
9.8 out of 10, Exceptional, 72 reviews
"Six female relatives spent two nights here planning a bigger reunion. The house was clean and well supplied as stated in the listing. We had a great week-end."
Rare Private Heated Pool w/in 1.5 Blocks to the Beach!
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
9.6 out of 10, Exceptional, 4 reviews
"Such a cute location! The owner was accommodating and helpful! Was in town to celebrate a birthday and I wouldn’t change it for the world! You won’t be disappointed"
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
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
Sleeps 12/Renew+Relax/Clean/ Roomy Nat’l Park! Theater/ Game Room Retreat
10.0 out of 10, Exceptional, 1 review
"Very nice"
The price is $370
$711 total
includes taxes & fees
Jun 30 - Jul 1
Sleeps 12/Renew+Relax/Clean/ Roomy Nat’l Park! Theater/ Game Room Retreat
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
Pet-Friendly Lake Getaway: 1 Block to Beach!
9.8 out of 10, Exceptional, 26 reviews
"Weather was awful…. Wish they could have done something that!😂 kids like seeing Chicago across the lake! Good location for the National Park. Comfortable!"
Pet-Friendly Lake Getaway: 1 Block to Beach!
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
Luxe Oasis of Relaxation 4 Minutes from 2 White Sand Beaches off Lake Michigan
9.2 out of 10, Wonderful, 5 reviews
"We stayed here (10 adults) for my husbands 40th Birthday and it was perfect!! We had such a great time and the house literally feels like it fell out of Vegas; modern with elegant and fun decor! Between playing pool, street fighter and a few crashing early while watching tv in the theater chairs, everyone was taken care of. We had such a blast and Ashley was a phenomenal host. So accommodating and really fast responses. We are already talking about booking again once it gets warmer!"
Luxe Oasis of Relaxation 4 Minutes from 2 White Sand Beaches off Lake Michigan
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.
Stay near family or close to downtown, this cottage in Beverly has it all!
10.0 out of 10, Exceptional, 2 reviews
"Recommend staying here"
Stay near family or close to downtown, this cottage in Beverly has it all!
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
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
Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
9.2 out of 10, Wonderful, 43 reviews
"This was a spacious beautiful property. We held a small woman’s retreat here and it fit our needs well. A beautiful location and a beautiful home."
Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
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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, 378 reviews
"Nice"
The price is $51
$65 total
includes taxes & fees
Jun 17 - Jun 18
Econo Lodge
Quality Inn & Suites Orland Park - Chicago
2.5 star property
7.2 out of 10, Good, 892 reviews
"Nice place to stay"
The price is $85
$96 total
includes taxes & fees
Jun 23 - Jun 24
Quality Inn & Suites Orland Park - Chicago
Hilton Chicago/Oak Lawn
3.5 star property
7.8 out of 10, Good, 1,001 reviews
"Nothing to complain about here. Great room, comfortable beds, nice location.. "
The price is $127
$146 total
includes taxes & fees
Jun 9 - Jun 10
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.

Everything you need to know about Highland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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