1. What are the top vacation rentals in Highwood?

There are a lot of options in Highwood. If you plan on staying in the Highwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highwood: Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan Near Ravinia and Navy Base, charming 3-bedroom house in peaceful Highland Park Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits Stunning 4-bedroom house combines comfort, elegance, and is pet-friendly Spacious Home Near Lake Michigan with Peaceful Backyard Cozy 2 bed Apt- 2 train stops to the Naval Base! Safe & Secure Parkview-Sleep Sanctuary+Kitchen 2-Acre Highland Park Retreat with Heated Pool ~ 5* Serene Retreat Awaits You! Stunning & Stylish Downtown Studio - Highland Park

2. How many Rentbyowner vacation rentals are available in Highwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 31 in the Highwood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highwood .

3. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the individual property listing. To find out the specific details, please review the cancellation terms listed on the property page or contact the property owner directly before confirming your booking.

4. Are pets allowed in vacation rentals here?

Pet policies differ among the vacation rentals available in this region. Be sure to check the specific property's pet restrictions and any associated fees by reviewing the listing details or contacting the host.

5. How do I know if a vacation rental in this destination is suitable for families?

Many listings specify whether they are family-friendly and include amenities suitable for children. Always read the property description carefully and reach out to the owner if you have special requirements to ensure the rental meets your needs.

6. What are the check-in and check-out times for rentals in this part of Illinois?

Check-in and check-out times are set by each property owner and can vary. Details are provided on the listing page, but you should confirm these times directly with the host to ensure a smooth arrival and departure.

7. Is there parking available at vacation rentals in this city?

Parking availability varies by property. Some rentals offer private parking spaces, while others may rely on street parking. Verify the parking arrangements listed in the property details or ask the owner when making your reservation.