Vacation rentals with a patio in Highland Park

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Popular amenities for Highland Park patio rentals

Apartment rentals with a patio

Top guest favorite
Apartment in McHenry
5 out of 5 average rating, 128 reviews

Walk to downtown McHenry. Heart of the Fox River

AmandaRating, 5 stars1 week ago
This apartment was super cozy and warm. Everything was labeled nicely and everything we needed could be found in the kitchen and the bathroom.
Guest favorite
Apartment in West Lake View
4.95 out of 5 average rating, 187 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

RogerRating, 5 stars5 days ago
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!
Guest favorite
Apartment in Cicero
4.97 out of 5 average rating, 309 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

KariRating, 5 stars2 weeks ago
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!!!
Superhost
Apartment in Irving Park
4.79 out of 5 average rating, 141 reviews

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

AlysRating, 5 stars1 month ago
Carla's place was as described! Will book with this host again!
Top guest favorite
Apartment in Evanston
5 out of 5 average rating, 128 reviews

Spacious 3 bdrm apt. near NU + Chicago + lake.

JessieRating, 5 stars1 week ago
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!
Guest favorite
Apartment in Forest Park
4.87 out of 5 average rating, 255 reviews

Home in Forest Park Upstairs.

AmberRating, 5 stars5 days ago
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!
Guest favorite
Apartment in Palatine
4.96 out of 5 average rating, 168 reviews

Huge Sofa-King Bed-Retro-Private Deck-Downtown Pal

BobbinRating, 5 stars4 days ago
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!
Guest favorite
Apartment in Berwyn
4.9 out of 5 average rating, 301 reviews

The Green Bungalow: Charming 1-BR apt. with patio

MoniqueRating, 5 stars2 days ago
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

Guest favorite
Home in Libertyville
5 out of 5 average rating, 9 reviews

Heart of Downtown Luxury 4 Bed 3.5 Ba 2400sf $1M+

KimberlyRating, 5 stars1 week ago
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.
Guest favorite
Home in East Rogers Park
4.98 out of 5 average rating, 97 reviews

Victorian House in Heart of Rogers Park

KrystleRating, 5 stars6 days ago
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!
Guest favorite
Home in Palatine
4.96 out of 5 average rating, 73 reviews

Cheerful 3- Bedroom!

ElizabethRating, 5 stars1 week ago
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.
Guest favorite
Home in Chicago
4.95 out of 5 average rating, 19 reviews

Big house in the BEST Location!

AbhishekRating, 5 stars1 week ago
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.
Top guest favorite
Home in McHenry
5 out of 5 average rating, 24 reviews

The Acorn @ The Oaks on The Fox

BethRating, 5 stars7 months ago
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!
Guest favorite
Home in Jefferson Park
4.91 out of 5 average rating, 141 reviews

Chicago getaway for two!

KadilynnRating, 5 stars5 days ago
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!
Guest favorite
Home in Skokie
4.92 out of 5 average rating, 75 reviews

Group Visit Ready | Stunning Home w/ Rooftop Deck

MauraRating, 5 stars1 month ago
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!
Top guest favorite
Home in North Chicago
5 out of 5 average rating, 22 reviews

Cozy 4-Bedroom Near Navy Base & Six Flags

LaQueshiaRating, 5 stars1 week ago
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

Guest favorite
Condo in Avondale
4.96 out of 5 average rating, 114 reviews

Lovely top floor 2BR/2BA, steps from everything!

J'HonnaRating, 5 stars1 week ago
The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.
Top guest favorite
Condo in East Rogers Park
4.98 out of 5 average rating, 108 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

KerryRating, 5 stars1 month ago
Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.
Top guest favorite
Condo in West Town
4.97 out of 5 average rating, 143 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

AnthonyRating, 5 stars2 days ago
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.
Top guest favorite
Condo in Lake View
4.98 out of 5 average rating, 118 reviews

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

RebeccaRating, 5 stars1 week ago
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!
Guest favorite
Condo in Ukrainian Village
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars6 days ago
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!
Guest favorite
Condo in West Town
4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

ScottRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Logan Square
4.93 out of 5 average rating, 105 reviews

Wicker Park/Bucktown condo with large balcony

ErinRating, 5 stars1 month ago
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!
Guest favorite
Condo in West Loop
4.96 out of 5 average rating, 230 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars2 weeks ago
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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