Jackson Park Highlands Accommodations - Hotels & Rentals
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Bedding/Linens
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
Luxury Places to Stay in Jackson Park Highlands
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Bedding/Linens
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- TV
- View
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
Top-Rated Vacation Rentals with a Pool in Jackson Park Highlands
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pet Friendly
- Pool
Pet-Friendly Vacation Rentals in Jackson Park Highlands
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Jackson Park Highlands
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- View
- Air Conditioner
- View
- Security/Safety
- Air Conditioner
- Parking
- View
Wheelchair Accessible Vacation Homes in Jackson Park Highlands
- Air Conditioner
- View
- Wheelchair Accessible
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Wheelchair Accessible
- Internet
- Air Conditioner
- View
- Wheelchair Accessible
- Air Conditioner
- View
- Wheelchair Accessible
- Air Conditioner
- Wheelchair Accessible
- Internet
Jackson Park Highlands Varoom and Airbnb Places to Stay Under $200
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Bedding/Linens
- Air Conditioner
- Parking
- View
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
Instantly Bookable Vacation Homes in Jackson Park Highlands
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- TV
Book a Last Minute Place to Stay in Jackson Park Highlands
About Jackson Park Highlands Vacation Rentals
Discover More than 538 Incredible Getaway Rentals Available in Jackson Park Highlands. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Jackson Park Highlands.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Jackson Park Highlands, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Jackson Park Highlands. The Average Size of Places to Stay Near Jackson Park Highlands is 643.8 ft², with Prices Averaging US $389 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Jackson Park Highlands. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Top Hotels & Vacation Rentals in Jackson Park Highlands
| Type | Count |
|---|---|
| Holiday Apartments | 379 |
| Vacation Homes | 91 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Jackson Park Highlands
- Pool
- |
- Pet Friendly
- |
- Lake view
- |
- Eco-friendly
- |
★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Jackson Park Highlands with Online Reservations.
Weather in Jackson Park Highlands, IL
View the weather forecast for Jackson Park Highlands before booking your Jackson Park Highlands Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Jackson Park Highlands?
What are the top hotels, lake houses & vacation rentals in Jackson Park Highlands?
We provide an array of great vacation destinations in Jackson Park Highlands. If you are looking to stay in or around the Jackson Park Highlands area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Jackson Park Highlands:
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Luxury Stay on UChicago Campus 11 min walk to hospitals
- University of Chicago Condo-Upgraded and Spacious w/Parking
- 1 Mi to University of Chicago: Urban Escape!
- Modern Apt Near U of Chicago!
- Modern Studio Near UChicago
- The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- The Hyde Park Haven
- The Brown House - A luxurious UChicago Campus stay
Which hotel, lake house, or vacation rental in Jackson Park Highlands is best for families?
Searching for a family-friendly getaway in Jackson Park Highlands? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
- Parisian Retreat 6min to Main Quandrangle U of C
- < 2 Mi to UChicago: Pet-Friendly Getaway w/Yard
- Chicago Lake Shore Hotel
How many hotels, resorts, or rentals are available in Jackson Park Highlands?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 538 in the Jackson Park Highlands area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Jackson Park Highlands.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| South Shore Vacation Rentals in Chicago, Illinois | 29 |
