Photo by Joe Farmer

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Compare 204 Vacation Homes in Highland with updated reviews, rates, and availability.

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
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, 8 reviews
"Great"
Cozy, King bed with heated bathroom!
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!
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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 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.
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
Standard King Room
The price is $45
$73 total
includes taxes & fees
Jun 2 - Jun 3
Standard King Room
mid-century dream house so peaceful and quiet just a place to relax
10.0 out of 10, Exceptional, 7 reviews
"4 members of family stayed for local wedding! Used fire pit and wonderful setting and gathering! Gratefully Jim"
mid-century dream house so peaceful and quiet just a place to relax
Miller Beach Family Getaway
Miller Beach Family Getaway
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!
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
Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
9.2 out of 10, Wonderful, 12 reviews
"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 $235
$429 total
includes taxes & fees
Jun 10 - Jun 11
Spacious 4 BR 10 mins to 🏝 Near Chicago Sleeps 12
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!
Spacious home 28 miles from Downtown Chicago
9.8 out of 10, Exceptional, 28 reviews
"Seldom does it happen that a VRBO far exceeds my expectations but this home really felt like a home and not just a house. Very comfortable and well decorated. More amenities that most kitchens."
Spacious home 28 miles from Downtown Chicago
Home Near I-65, Albanese Candy, Avalon Mnr, Rte 30
9.2 out of 10, Wonderful, 29 reviews
"Had a family emergency and booked pretty quickly. I’m glad I did. Very clean and comfortable. The host were wonderful with accommodating our unfortunate moving schedule. We will definitely stay again soon."
Home Near I-65, Albanese Candy, Avalon Mnr, Rte 30
University of Chicago Condo-Upgraded and Spacious w/Parking
University of Chicago Condo-Upgraded and Spacious w/Parking
Dreamsville Gateway to Indiana Dunes National Park
6.0 out of 10, 1 review
"Listed as private home , once you get there and read the house rules it states shared refrigerator with owner. Owner comes in while you are gone and turns off all lights and the Ac, even goes into your locked room to turn off ac."
Dreamsville Gateway to Indiana Dunes National Park
Charming Lake House, steps from the lake, pier, Bugaboo rentals, food and more!
Charming Lake House, steps from the lake, pier, Bugaboo rentals, food and more!
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
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
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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.

Other property types 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!
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 Homes information

Number of reviews
331
Accommodation
204 Vacation Homes
Lowest Price
$45
Highest Price
$235

Recent reviews of Highland hotels
Expedia verified reviews