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Vacation rentals in Highland

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Top-rated vacation rentals in Highland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest suite in Crown Point
Private guest house newly remodeled. One bedroom queen bed, bath w/shower, full kitchen stocked, including microwave and Keurig coffee maker pods included, family room TV, and WIFI. No matter if you are in town for work, sport competition, family or just vacationing we offer all the comforts of home. Air Mattress available upon request. Please treat as your own home, follow all house rules. No party or gatherings. This is a no smoking home.
$75 per night
Cottage in Merrillville
The Hideaway
This cozy cottage (lodging only, renters only) located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage that sleeps four. One king size bedroom (sheets supplied), large full bathroom with deep tub (towels supplied), full kitchen (dishes, pots and pans ect supplied) and private parking. Also has its own fire pit for enjoyment.
$80 per night
Home in Cedar Lake
Vacation home on south end of Cedar Lake
Private two story fully furnished older vacation home on the south side of cedar lake. Both bedrooms and half bath are upstairs. Main level has living room/dining room combo, kitchen and full bath. Short drive to marinas with kayak/boat rentals, public beach and boat launches. Within walking distance is a bar/restaurant with kayak rental.
$90 per night

Stay near Highland's top sights

Cracker Barrel Old Country Store3 locals recommend
Langel's Pizza4 locals recommend
Sip Coffee House and Artisan Cafe3 locals recommend

Other great vacation rentals in Highland

Condo in Portage
Marina Condo near Lake Michigan
$129 per night
Apartment in Blue Island
Charming Unique 2 Bdrm Apartment in Victorian Home
$105 per night
Apartment in Merrillville
Lovely 1 bed room apartment, all to yourself.
$62 per night
Condo in Lansing
The Broadway Special - 2 Bd/1 Bath Smart-Condo!
$118 per night
Home in Munster
Cozy three bedroom home in Munster , Indiana.
$175 per night
Home in Lansing
Christmas At The Walter Experience_ 35mins to DT
$117 per night
Home in Munster
Cozy House with Gazebo and Swingset
$180 per night
Home in Gary
Butterfly Bungalow near Casino, Beach & Chicago!
$100 per night
Home in Crown Point
Our Little Green House on 1 acre! No Cleaning Fee!
$203 per night
Home in Gary
5 Star 2 bedroom modern city farmhouse
$107 per night
Apartment in Valparaiso
Skylar comfy 1-bedroom in Downtown Valparaiso
$66 per night
Home in Munster
Home in Munster
$95 per night

Quick stats about vacation rentals in Highland

Total rentals

10 properties

Local attractions

Cracker Barrel Old Country Store, Strack & Van Til, and Wicker Memorial Park

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Total number of reviews

120 reviews

Nightly prices starting at

$60 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Indiana
  4. Lake County
  5. Highland