Photo by Joe Farmer

Highland Vacation Rentals

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Vacation Rentals in Highland

Beach nearby
Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, (28)
"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 ￥20,857
per night
Jun 4 - Jun 5
Dunes Escape - Minutes from Indiana Dunes National Park
On the beach
Cozy Gary Vacation Rental: Steps to Beach!
9.6 out of 10, Exceptional, (20)
"We enjoyed our stay at this house! There was plenty of beds and the weather was perfect for us to have a bonfire! The wood provided was a little green but burnt well after we got the coals nice and hot. The beach was a quick walk away and a great place to relax and catch some sun. There was plenty of great beach stuff at the house but the umbrella was older and looked broken so we didn't take it. I would rent this house again! If your looking for a place that has a lot of places to eat or things...
Cozy Gary Vacation Rental: Steps to Beach!
Exterior
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, (8)
"Great"
Cozy, King bed with heated bathroom!
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Fridge, microwave, oven, stovetop
LakeHouse
10.0 out of 10, Exceptional, (6)
"I loved this house. It was clean, spacious, the piano made it that much better. I will definitely be back again."
LakeHouse
Private kitchen
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
10.0 out of 10, Exceptional, (2)
"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
Fridge, microwave, oven, stovetop
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.
Fridge, microwave, oven, stovetop
Cheerful 4 bedroom smart home w/ indoor fireplace
7.4 out of 10, Good, (6)
"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
Property grounds
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
8.6 out of 10, Excellent, (15)
"Very nice place, and very close to Lake Michigan for great views and a nice disc golf course on the lake as well. The property had everything we needed for a great weekend."
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
Balcony
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
9.2 out of 10, Wonderful, (45)
"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
Property grounds
"My Quaint Little Escape"
10.0 out of 10, Exceptional, (3)
"Loved our stay,not extremely far from the city! Comfortable furniture and clean! I loved how the old time family picture was hanging up! The back yard was awesome but we couldn't enjoy it due to rain,but thats okay! At first,i was a little put back that there was not a tv in the living room but we ended up chillin,talking and laughing which is what we needed! Thanks for the short but sweet stay!"
"My Quaint Little Escape"
Property grounds
Only 4 minutes to Hard Rock Casino and 25 minutes to Chicago!
10.0 out of 10, Exceptional, (1)
"Great property. Clean, modern and stocked with all the essentials. Owner is available and extremely helpful, would definitely stay again if in the area!"
The price is ￥10,117
per night
May 23 - May 24
Only 4 minutes to Hard Rock Casino and 25 minutes to Chicago!
Property grounds
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
8.2 out of 10, Very Good, (34)
"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
Smart TV
Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
9.2 out of 10, Wonderful, (12)
"We traveled for a long weekend to attend our son’s state swim meet. It was 20 minutes from this house, but well worth the drive for our family. Nothing fancy, but we slept 8 people (4 adults, and 4 kids ages 6-), and we were able to bring our dogs, as well. It was great to have the safe fenced in backyard for the dogs and a pet friendly property. Joe was a very accommodating host, and was always available if we had a question (the WiFi had to be reset a few times). We would definitely recommend...
The price is ￥36,578
per night
May 27 - May 28
Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
Beach nearby
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
10.0 out of 10, Exceptional, (6)
"Great Stay!"
The price is ￥27,861
per night
May 21 - May 22
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Beach nearby, sun loungers
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
10.0 out of 10, Exceptional, (24)
"Spent three nights for a visit to the Dunes, drive down to see eclipse and great walks on the beach. The house was perfect for our group of six and puppy. Plusses: Short walk to gorgeous beach! The yard was a perfect place for pup to play and get some energy out. Didn’t use the fire pit or grill but nice to have. Kitchen was well stocked and we made several meals. Beds were comfortable and extra blankets were available. Opps: One of the rooms the blinds were not blackout so kids woke up...
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Lake Getaway: 1 Block to Beach!
9.8 out of 10, Exceptional, (25)
"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!
Exterior
Casa Blanca in Miller Beach!
9.8 out of 10, Exceptional, (59)
"Nice property"
Casa Blanca in Miller Beach!
Property grounds
The Perfect Getaway!
6.0 out of 10, (12)
"I never actually got to stay at this location. I purchased this place in May and the day of arrival the HOST canceled on us. We were 9 hrs from home, I had made multiple attempts to reach the host and she never responded to me. I would not trust using this place or the host. When I called VRBO, they noted she had been active on her acct. several times within the last few weeks. This is not a person she is a scammer. Best of luck to those who take the chance. I should have read the reviews...
The Perfect Getaway!
TV
Newly Renovated with Finished Basement
9.8 out of 10, Exceptional, (57)
"Everything was perfect! We needed a home base for graduation at Valpo and this home more than supplied it. A lovely home."
The price is ￥23,693
per night
May 21 - May 22
Newly Renovated with Finished Basement
Interior
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
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.

Other types of properties in Highland you may be interested in

Desk, free WiFi, bed sheets
Econo Lodge
2.0 star property
4.8 out of 10, (367)
"Nice"
The price is ￥8,355
per night
Jun 4 - Jun 5
Econo Lodge
Exterior
Holiday Inn Chicago Matteson Conf Center, an IHG Hotel
3.0 star property
7.2 out of 10, Good, (1006)
"The hotel was very clean. The people were very friendly and I would recommend this hotel to friends and family."
The price is ￥13,098
per night
May 23 - May 24
Holiday Inn Chicago Matteson Conf Center, an IHG Hotel
In-room safe, desk, laptop workspace, iron/ironing board
Hilton Chicago/Oak Lawn
3.5 star property
7.8 out of 10, Good, (1004)
"Reservation for king size bed. None available. My husband is a very tall man and experiences medical issues. Space was needed. The employee that checked us in was very friendly. And, really tried to accommodate us. "
The price is ￥18,553
per night
May 26 - May 27
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.

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

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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?

LakeHouse: This vacation home rental near Highland is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a spa tub.

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

Wingate by Wyndham Tinley Park

Wingate by Wyndham Tinley Park

5/5 Excellent
"Our visit was very enjoyable. The staff was amazing !"
A verified traveler stayed at Wingate by Wyndham Tinley Park
Posted 8 hours ago
Wingate by Wyndham Tinley Park