Holiday rentals with a patio in Highland Park

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Popular amenities for rentals with patio in Highland Park

Flat rentals with a patio

Top guest favourite
Flat in Albany Park
4.97 out of 5 average rating, 154 reviews

NorthSide Chicago duplex 5-BD,2King size-free park

KellyRating, 5 stars3 weeks ago
My experience with Paul was the best experience I have had booking with Air B and B. His communication was friendly and prompt. He answered all my questions before booking. Upon arriving, his check-in instructions were extremely easy and he explained things throughly. Entering the home was exactly as his pictures showed. Everything was clean and organized. He checked in shortly after our check-in time to make sure everything was up to par and asked if we needed anything. The home was nestled in a residential neighborhood and it was quiet, peaceful and safe. The beds were extremely comfortable which is always a plus when on vacation! I asked him for a couple recommended grocery stores that were close and he gave me great suggestions. All his amenities allowed us to cook at home and enjoy meals as a family. Checkout was super easy. We will defiantly reach out to Paul again when we make it back to Chicago. If I could give more than 5 stars I defiantly would! Highly recommended!
Top guest favourite
Flat in Forest Park
4.99 out of 5 average rating, 156 reviews

Sunny 1 bedroom apartment 1 block from restaurants

EleanorRating, 5 stars1 week ago
Jim was a fantastic host. Very responsive and timely in his communications and support for our needs during our stay in their place. Their home was comfortable and well appointed with additional amenities you don't often see in AirBnB spaces, like N'espresso appliances and supplies. We would definitely consider repeat visits! Thank you, Jim!
Guest favourite
Flat in Cicero
4.97 out of 5 average rating, 311 reviews

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

PatriciaRating, 5 stars5 days ago
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!
Guest favourite
Flat in Maywood
4.92 out of 5 average rating, 101 reviews

Cozy guest studio, great for couples!

BrittanyRating, 5 stars1 week ago
Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!
Top guest favourite
Flat in Evanston
5 out of 5 average rating, 129 reviews

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

SheriRating, 5 stars1 week ago
Our family of five felt right at home and thoroughly enjoyed our 3-night stay. Daniela's place is comfortable and charming. Its location in a peaceful neighborhood was a restful reprieve after full days sightseeing in Chicago. The close proximity to the lake and downtown Evanston restaurants/shops was another plus -- as was the dedicated parking spot. On top of all that, Daniela is a thoughtful host who was helpful, understanding and responsive throughout our stay. We look forward to coming back and highly recommend this beautiful condo.
Superhost
Flat in Irving Park
4.78 out of 5 average rating, 142 reviews

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

AlysRating, 5 stars1 month ago
Carla's place was as described! Will book with this host again!
Guest favourite
Flat in Forest Park
4.88 out of 5 average rating, 257 reviews

Home in Forest Park Upstairs.

LizaRating, 5 stars4 days ago
We had a great stay at Sabin's place. if you're visiting the area of Forest Park I'd recommend.
Top guest favourite
Flat in Palatine
4.96 out of 5 average rating, 168 reviews

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

BobbinRating, 5 stars1 week 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!

House rentals with a patio

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

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

KimberlyRating, 5 stars2 weeks 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 favourite
Home in Wicker Park
4.97 out of 5 average rating, 246 reviews

Division St Designer Home In Heart of Wicker Park

MatthewRating, 5 stars2 weeks ago
I traveled to Chicago for work and had a nice three-day stay here. The Airbnb is in a great location, clean, and well-equipped with thoughtful amenities. I particularly enjoyed the small library!
Top guest favourite
Home in Grayslake
5 out of 5 average rating, 29 reviews

Lake House Walk to Train-Chicago

James MosesRating, 5 stars5 days ago
This was a wonderful place. Our daughter graduated navy boot camp and she was able to sit in the backyard and relax by the lake. It was welcoming, inviting and peaceful and quiet. We will definitely be coming again. This was our first Airbnb and it exceeded our expectations.
Guest favourite
Home in Palatine
4.96 out of 5 average rating, 74 reviews

Cheerful 3- Bedroom!

LisaRating, 5 stars3 days ago
Thank you Demi for providing this convenient location! Demi's house was a perfect base from which to explore the northwest suburbs and the Metro train station is a short walk to get you to Chicago. The house and beds were clean and comfy. Neighborhood was quiet. I highly recommend it!
Guest favourite
Home in Skokie
4.86 out of 5 average rating, 96 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

TaniaRating, 5 stars1 week ago
Words can’t describe how beautiful and clean the property and neighborhood is! The house is very spacious and modern. The basement is new, has a big room and bathroom with shower. The masters bedroom has a living room and GORGEOUS bathroom! The host provided cleaning supplies and even personal bathroom supplies for men and woman. The host was very nice and friendly 🥰 We had an incident with our previous AIRBNB and we had to rent this one last minute- The host responded at 1am letting us checked in at 1am. If you plan on staying here, please take care of it lol It’s such a lovely house! 100% Recommend!
Top guest favourite
Home in Chicago
5 out of 5 average rating, 10 reviews

Exquisite Chicago Modern Rooftop, Sleeps 9

MuhammadRating, 5 stars1 week ago
The whole process was very easy
Guest favourite
Home in Skokie
4.96 out of 5 average rating, 56 reviews

Culinary DREAM - Pizza Oven/BBQ/Smoker

PritpalRating, 5 stars2 weeks ago
Great house. Very clean and spacious.
Guest favourite
Home in Waukegan
4.93 out of 5 average rating, 70 reviews

The Oak Tree Ranch

IsaiahRating, 5 stars3 months ago
I had an amazing experience! From the moment I arrived, everything was seamless. The check-in process was smooth, and the host was incredibly responsive and welcoming. The space itself was spotless, well-decorated, and had all the amenities I needed for a comfortable stay. The bed was cozy, the kitchen was nice, and the little touches-like fresh towels made big difference. I couldn't have asked for a better place to stay. It truly felt like a home away from home. I would absolutely book again and highly recommend it to anyone visiting the area!

Apartment rentals with a patio

Guest favourite
Apartment in Avondale
4.96 out of 5 average rating, 116 reviews

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

EdwardRating, 5 stars1 week ago
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.
Top guest favourite
Apartment in East Rogers Park
4.98 out of 5 average rating, 109 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

CarolRating, 5 stars6 days ago
The condo is in a quiet and attractive neighborhood and the hosts answered my few questions promptly. The place was very clean and although the bedrooms were small, it was nice that each of us (nana and two teens) could have their own space.
Top guest favourite
Apartment in West Town
4.97 out of 5 average rating, 145 reviews

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

AnthonyRating, 5 stars1 week 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.
Guest favourite
Apartment in Lincoln Park
4.91 out of 5 average rating, 110 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

NicolasRating, 5 stars1 week ago
John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.
Top guest favourite
Apartment in Lake View
4.98 out of 5 average rating, 119 reviews

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

RebeccaRating, 5 stars2 weeks 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!
Top guest favourite
Apartment in Lake Geneva
4.97 out of 5 average rating, 157 reviews

Magnificent waterfront views & cozy fireplace

SamanthaRating, 5 stars1 week ago
Lori’s place was amazing! The location was perfect, peaceful, yet centrally located near tons of things to do. Whether you want to explore or just head back to relax, it’s the ideal spot. I highly recommend taking your coffee out onto the balcony to enjoy the beautiful view, it was one of my favorite parts of the stay. Lori was incredibly responsive and checked in often to make sure I had everything I needed. I would 100% stay here again in a heartbeat!
Guest favourite
Apartment in Lake Geneva
4.96 out of 5 average rating, 142 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

AnnRating, 5 stars2 weeks ago
We had an incredible stay at this beautiful Lake Geneva Airbnb! The home felt so welcoming from the moment we walked in. The location couldn’t have been better. Just minutes from the lake and downtown, we were able to enjoy charming local shops, great restaurants, and stunning lakeside views without needing to drive far. It was the perfect blend of peaceful retreat and convenient access to everything Lake Geneva has to offer. Our host was outstanding—friendly, responsive, and truly committed to making our stay comfortable. They provided excellent local recommendations and made sure we had everything we needed. Whether you're looking for a romantic weekend, a family getaway, or just some time to relax by the water, this place is a gem. Wehighly recommend it to anyone visiting Lake Geneva!
Guest favourite
Apartment in Ukrainian Village
4.93 out of 5 average rating, 139 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars1 week 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!

Quick stats about holiday rentals with a patio in Highland Park

  • Total rentals

    30 properties

  • Nightly prices starting at

    $64 SGD 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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