Highland Park Vacation Rentals
Check Highland Park vacation rental availability
Vacation Rentals in Highland Park
Modern Luxe home w/Gameroom and Electric Fireplace
Level Chicago – Old Town
WoodSpring Suites Chicago Addison
Walking distance to restaurants, shops and Lake Michigan,
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Wrigley/Southport Corridor Garden Oasis +parking!
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
Ground Floor Studios in Chicago by 747 Lofts
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Beautiful, Remodeled Penthouse Unit in Old Town!
Stay in “STYLE” Apartment, close to CHI downtown
NEW LUXURY CONDO WITH PATIO DECK
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Hidden East Village Gem
Game room/King Bed /Wi-Fi/Deck + Fire Pit
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY
Your Next Vacation Home
Gorgeous Newly Renovated Apartment 10 Mins From Downtown/Navy Pier/Beach
Bright Garden Studio
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Highland Park Vacation Rental Travel Info
Popular accommodation | Highland Park private vacation homes |
---|---|
Known landmarks | Writers Theatre, Marriott Theatre and North Shore Center for the Performing Arts |
International airports | Chicago, IL (ORD-O'Hare Intl.) and Chicago, IL (MDW-Midway Intl.) |
Other types of properties in Highland Park you may be interested in
Best Western At O'Hare
Ambassador Chicago, part of JdV by Hyatt
Hyatt Place Chicago/O'Hare Airport
Everything you need to know about Highland Park vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Highland Park vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Highland Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland Park in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $65 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Highland Park rentals
At Expedia, we put the best Highland Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Highland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Park vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Frequently asked questions
Recent reviews of Highland Park propertiesExpedia verified reviews
Trending destinations on Expedia.com
- Destin Vacation Rentals
- Panama City Vacation Rentals
- Hilton Head Vacation Rentals
- Gulf Shores Vacation Rentals
- Key West Vacation Rentals
- Gatlinburg Vacation Rentals
- Maui Vacation Rentals
- Orlando Vacation Rentals
- Myrtle Beach Vacation Rentals
- Orange Beach Vacation Rentals
- Pigeon Forge Vacation Rentals
- Ocean City Vacation Rentals
- Outer Banks Vacation Rentals
- San Diego Vacation Rentals
- Siesta Key Vacation Rentals
- Galveston Vacation Rentals
- Clearwater Beach Vacation Rentals
- Palm Springs Vacation Rentals
- Florida Keys Vacation Rentals
- Lake Tahoe Vacation Rentals
- Lake of the Ozarks Vacation Rentals
- Florida Vacation Rentals
- Hawaii Vacation Rentals
- Michigan Vacation Rentals
- Vacation Homes in Highland Park (246)
- Apartments in Highland Park (118)
- Motels in Highland Park (27)
- Aparthotels in Highland Park (22)
- Condo Rentals in Highland Park (19)
- Cottages in Highland Park (15)
- B&B in Highland Park (8)
- Resorts in Highland Park (3)
- Guest Houses in Highland Park (2)
- Hostels in Highland Park (2)
- Farmstay in Highland Park (1)
- Cabin Rentals in Highland Park (1)
- Lodges in Highland Park (1)
- Residences in Highland Park (1)
- Villas in Highland Park (1)