
Vacation rentals with a patio in Highland Park
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Top-rated patio rentals in Highland Park
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Apartment rentals with a patio

Walk to downtown McHenry. Heart of the Fox River
This apartment was super cozy and warm. Everything was labeled nicely and everything we needed could be found in the kitchen and the bathroom.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
We had an enjoyable time at Sam’s BnB. Nice space, great location and comfortable atmosphere. The commuter train runs during rush hours and not at night. The noise was minimal at the front of the unit, and not noticeable at all in the bedrooms, which are located at the back. Sam was responsive and a good host. We hope there are openings the next time we travel to Chicago. We will not hesitate to rent again!

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
We loved our stay! It was so clean and very close to public transit! We navigated the trains to and from Cicero into Chicago NP! We will definitely be back and we would definitely recommend staying at this Airbnb!!!

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Carla's place was as described! Will book with this host again!

Spacious 3 bdrm apt. near NU + Chicago + lake.
We felt very comfortable at Daniela’s place. The flat is spacious and clean. We had no trouble walking to the train and parking in the dedicated spot. The decor is appealing & stylish. I recommend if in town visiting plus Evanston is the best!

Home in Forest Park Upstairs.
He was available without delay and really seemed like a kind person. The location is wonderful whether you're looking for safe and simple stay or a trip into city. Highly recommend!

Huge Sofa-King Bed-Retro-Private Deck-Downtown Pal
We had a great time staying at the Hideaway Apartment in Palatine! It was easy to get inside and the apartment was nice. The place was very clean and organized, we felt very comfortable! There is a second floor deck, a nice spot to enjoy a cup of coffee in the morning! It was easy communicating with the hosts, overall it was a great experience staying at the Hideaway, would recommend!

The Green Bungalow: Charming 1-BR apt. with patio
Only got to stay one night but it was a great hidden gem right outside the city! Needed a break from all the hustle and bustle. Had everything I needed, and the bed was so cozy! Christine and Dan always responded to me very quickly. Would stay again!
House rentals with a patio

Heart of Downtown Luxury 4 Bed 3.5 Ba 2400sf $1M+
This has been our absolute favorite place to stay in this area. Lori’s home is walkable to all the downtown libertyville restaurants. We had so much fun walking as a family to all the local spots, coffee shops and playgrounds included. Lori’s home is super cute and very comfortable. The master bedroom is a great size and nice having the laundry room on the top floor by the bedrooms. We had everything we needed in the kitchen for cooking. I can’t express enough what a wonderful stay we had.

Victorian House in Heart of Rogers Park
This was my second stay at this location, and our family had the BEST time! We stayed for five days. The house is very immaculate; not a trace of dirt or dust anywhere. Like last time, we were left with some yummy snacks and treats upon arrival. Kris & Daniel also went above and beyond when we wanted to go to the beach - they personally came right over and got some beach chairs, towels, and an umbrella from the basement for us. The house is very comfortable with high-tech smart devices and we were nice and cool despite the heat (and nice and warm when it got chilly later in our visit). Our last day, I accidentally pulled down a curtain rod when opening the drapes, and Kris & Daniel could not have been more gracious about it. Great house and great hosts! Thank you!

Cheerful 3- Bedroom!
This home was perfectly clean and well-stocked with all the essentials to make our weekend stay comfortable. Demi is very responsive and gave us a quick walkthrough when we arrived to show us where everything was and to make sure we had everything we needed. Great location with just a few blocks walk into downtown Palatine and the train station.

Big house in the BEST Location!
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.

The Acorn @ The Oaks on The Fox
What a beautiful space! Squeaky clean. Great layout. 2 outdoor seating areas . Perfect relaxation! I’ve found my home away from home when I need to run away from home!

Chicago getaway for two!
My boyfriend and I had a fantastic weekend at Gladys’ place. She was super responsive, and check-in was easy with clear instructions. The apartment was cozy and modern, but still felt homey—like our own space for the weekend. It was clean, well-kept, and had thoughtful touches like a Brita pitcher, fresh towels, sheets, and a stocked kitchen. The layout was cute and the decor was simple but perfect—more personality than a hotel room without being cluttered. One of the highlights was the bus stop literally 10 feet from the door, which made getting into southern Chicago (via bus to the Blue Line) super convenient. We also loved walking to Dunkin’ each morning once we realized how close it was. The location felt peaceful but still had a few cute restaurants nearby. We never ran into the hosts, but it felt private even with the shared entry. This stay is in our top 5 Airbnbs—perfect for a couples getaway! Thank you, Gladys, for being such a thoughtful host!

Group Visit Ready | Stunning Home w/ Rooftop Deck
We had a wonderful stay. Maggie was so very easy to work with. She checked in on us after our first night to make sure all was well and was quick to respond to any questions we had. The home was extremely clean and was perfect for our large group. We would definitely recommend staying at the OkieSkokie home!

Cozy 4-Bedroom Near Navy Base & Six Flags
Marsha and her co-hosts were responsive and pleasant. After we had an unexpected accident Marsha graciously allowed us to book another day. My adult sons, sister, husband and I had a comfortable and quiet stay. The house had everything we needed. Would definitely recommend and book again.
Condo rentals with a patio

Lovely top floor 2BR/2BA, steps from everything!
The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.

The Ramblers Inn, Northside NEW Reno w/parking!
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Modern Chicago Movie Themed Apt
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Spacious 4 Bedroom Condo
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Wicker Park/Bucktown condo with large balcony
We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!

Updated Designer Duplex In Fulton Market W/parking
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai
Quick stats about vacation rentals with a patio in Highland Park
Total rentals
30 properties
Nightly prices starting at
G$10,457 GYD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Geneva National Resort & Club
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Brookfield Zoo
- The 606
- Grand Geneva Resort & Spa