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Highland Vacation Rentals
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Our top choices for Highland vacation homes
1. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.Robertsdale
9.8 out of 10, Exceptional, (34 reviews)
"I had a fun stay "
Jusu K.
The price is CA $197
CA $286 total
includes taxes & fees
Sep 14 - Sep 15
2. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/PoolMerrillville
9.8 out of 10, Exceptional, (7 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
Anonymous traveller
The price is CA $414
CA $659 total
includes taxes & fees
Sep 16 - Sep 17
3. Charming 1-bedroom apt in house by creek with AC, in delightful Portage
Charming 1-bedroom apt in house by creek with AC, in delightful PortagePortage
9.8 out of 10, Exceptional, (11 reviews)
"Nice place close to the beach."
Zdenek M.
The price is CA $155
CA $347 total
includes taxes & fees
Sep 17 - Sep 18
4. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Modern 3BR w/Deck · Minutes from I-65. Fenced YardMerrilville
6.0 out of 10, (1 review)
"This is not a place to stay with small children; glad mine are grown for this stay. Also, the host really needs to have people they know stay there a bit to see what guests are really looking for. This property really felt like someone is just trying to make money and they don't really care about the people using the property. One of our beds was broken, there were limited furnishings and the tv in the living room was not user friendly at all. I would not recommend this property for any long...
Paula H.
The price is CA $262
CA $633 total
includes taxes & fees
Oct 6 - Oct 7
5. La Petite • Piano • Serene Organic • Long Stays
La Petite • Piano • Serene Organic • Long StaysMerrillville
8.0 out of 10, Very good, (1 review)
"Stairs in this bilevel were very narrow and NO railings.A/c was very loud.Some plants or bushes in front of house would have given it some curb appeal, instead just beds of dirt."
Joe M.
The price is CA $548
CA $699 total
includes taxes & fees
Oct 1 - Oct 2
6. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard RockMerrillville
The price is CA $862
CA $1,623 total
includes taxes & fees
Sep 16 - Sep 17
7. Spacious 3br home near Chicago, fenced yard for pets
Spacious 3br home near Chicago, fenced yard for petsRichton Park
9.0 out of 10, Wonderful, (28 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
Greg S.
The price is CA $276
CA $631 total
includes taxes & fees
Sep 14 - Sep 15
8. Spacious 5-Bedroom Golf Course Home for Getaways
Spacious 5-Bedroom Golf Course Home for GetawaysMerrillville
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic experience from arrival to departure. We've played the course every year and our group comes from all over Chicago. It was great to stay the night and enjoy the property versus driving back at the end of our round. The hospitality was great and the accommodations were first class."
Jon R.
The price is CA $1,378
CA $1,763 total
includes taxes & fees
Oct 4 - Oct 5
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
Quality Inn & Suites Orland Park - Chicago
10/10 Excellent
Find out more about Highland
Highland Vacation Homes information
Number of reviews | 90 |
|---|---|
Accommodation | 226 Vacation Homes |
Lowest Price | CA $286 |
Highest Price | CA $1,763 |
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