Title: Holiday Rentals Northwest Side from £71: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Northwest Side Travel Guide](https://expedia.co.uk/Northwest-Side.dx553248635976475367)[Hotels in Northwest Side](https://expedia.co.uk/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Flights to Northwest Side](https://expedia.co.uk/Cheap-Flights-To-Northwest-Side.d553248635976475367.Travel-Guide-Flights)[Northwest Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Northwest-Side.d553248635976475367.Car-Hire-Guide)[Northwest Side Holidays](https://expedia.co.uk/Northwest-Side.d553248635976475367.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/829/2253d64b-0974-4770-85a9-32842b88f38f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Northwest Side - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475367&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475367&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475367&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475367&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Northwest Side holiday rentals ![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/025f2d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/6f85db34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/46b687b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/12dbdb7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Beam Sloth Apartment next to Blue Line [](https://www.expedia.co.uk/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.Hotel-Information) Irving Park 10/10 Exceptional (4) "Amazing stay! So comfortable, clean, and the sushi underneath was the icing on the cake! We will definitely stay again when we come back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily s. £147 includes taxes & fees 7 Jan - 8 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.Hotel-Information) ![Fridge, oven, stovetop, toaster](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/733fade0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/691b4cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/8df9c7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/5f81cc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homey 2BR Apt w/ Parking [](https://www.expedia.co.uk/Chicago-Hotels-Homey-2BR-Apt-W-Parking.h116792819.Hotel-Information) Portage Park 9.4/10 Exceptional (9) "It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jatin £145 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Homey-2BR-Apt-W-Parking.h116792819.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/280dd3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/c6a3b506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/1645c3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/350bca7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Chic & Comfortable Furnished Unit [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Chic-Comfortable-Furnished-Unit.h116792686.Hotel-Information) Hermosa 10/10 Exceptional (4) "Comfortable beds, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason £148 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Chic-Comfortable-Furnished-Unit.h116792686.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/302b39e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/e8090a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/4a70cf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792651/b86a9cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Homey Apt in Irving Park [](https://www.expedia.co.uk/Chicago-Hotels-1BR-Homey-Apt-In-Irving-Park.h116792651.Hotel-Information) Irving Park 9.0/10 Wonderful (4) "It was wonderful and wil stay agian" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal P. £133 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-1BR-Homey-Apt-In-Irving-Park.h116792651.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/332b86b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/b80ebf44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/334c76e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792822/4aac64c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely 2BR with Parking Near United Center & Wrigley [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Airy-Apt-W-Free-Parking.h116792822.Hotel-Information) Portage Park 9.0/10 Wonderful (4) "The place was spacious and quiet at night. It was warm and cozy for a winter nights' stay. If you are a coffee person, bring your own! Host was responsive and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kierstin A. £152 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Airy-Apt-W-Free-Parking.h116792822.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/45731ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/809be077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/6bc6118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793177/d2b3bef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Cozy & Functional Unit [](https://www.expedia.co.uk/Chicago-Hotels-Harmonious-2BR-Apartment.h116793177.Hotel-Information) Belmont Cragin 10/10 Exceptional (1) "The host was available and helpful at check-in. The 2 bedroom apartment was clean and well stocked. We felt safe and at home. We slept well. We did not notice any street noise at night. We had more than we epected and everything we needed.It might be helpful to color code the keys with nail polish or something. The three locks to get into the unit felt like a struggle because we needed a quick turn around time between events. Otherwise, it was a great stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura V. £148 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Harmonious-2BR-Apartment.h116793177.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/bb63d017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/9655a9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/e0a42d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792702/eccc7e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy & Comfy Studio Unit [](https://www.expedia.co.uk/Chicago-Hotels-Trendy-Comfy-Studio-Unit.h116792702.Hotel-Information) Portage Park 9.6/10 Exceptional (4) "Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney V. £122 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Trendy-Comfy-Studio-Unit.h116792702.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/90c76e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/05d4ef1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/67977886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792434/843ed2e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-Bedroom Apartment [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-1-Bedroom-Apartment-Sunnyside-2N.h116792434.Hotel-Information) Portage Park 10/10 Exceptional (1) "The place was great! It's stocked with the basics, bed and couch are comfy, and everything is clean. There were only a handful of times when I heard the upstairs neighbor, but nothing too crazy. The neighborhood itself is very cute and quiet, with good food and stores within walking distance. Street parking was easy. Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah M. £128 includes taxes & fees 8 Jan - 9 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-1-Bedroom-Apartment-Sunnyside-2N.h116792434.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/ae70b3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/2550870e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/ad9b3704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792999/c632cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio in Jefferson Park [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Studio-In-Jefferson-Park.h116792999.Hotel-Information) Portage Park £122 includes taxes & fees 7 Jan - 8 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Studio-In-Jefferson-Park.h116792999.Hotel-Information) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/70ad4f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/4f289e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/ec8e37d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/bbcd29f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime City Stay in a 1BR Apt [](https://www.expedia.co.uk/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information) Irving Park 9.2/10 Wonderful (12) "Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon M. £133 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/dfbc8e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/f36c801f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/12a5de83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/0a306ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 2BR Haven Near Irving Park [](https://www.expedia.co.uk/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information) Irving Park 9.8/10 Exceptional (9) "Beautiful place. The host was awesome with communication and recommendations. Will definitely stay again when we come to the city" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie L. £145 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/e066e291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/36f7deb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/4739f438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792749/04febcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Spaced 3BR Furnished Stay [](https://www.expedia.co.uk/Chicago-Hotels-Bright-Spaced-3BR-Furnished-Stay.h116792749.Hotel-Information) Portage Park 9.4/10 Exceptional (3) "Quick communication, great value, clean & bright." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barb S. £167 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Bright-Spaced-3BR-Furnished-Stay.h116792749.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/433bddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/824ed83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/c6227841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792645/f1329ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2BR Apt for a Seamless Stay [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-2BR-Apt-For-A-Seamless-Stay.h116792645.Hotel-Information) Portage Park 8.0/10 Very good (1) "Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. £145 includes taxes & fees 4 Feb - 5 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-2BR-Apt-For-A-Seamless-Stay.h116792645.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/bd507604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/00100f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/92f0eb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793168/91351db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal & Spacious 1BR Apt [](https://www.expedia.co.uk/Chicago-Hotels-Ideal-Spacious-1BR-Apt.h116793168.Hotel-Information) Irving Park 8.0/10 Very good (2) "Excellent location. Clean. Quiet building. Host was incredibly responsive. There was a blizzard during our stay and the host graciously accomodated our request to extend our visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackie F. £132 includes taxes & fees 4 Feb - 5 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Ideal-Spacious-1BR-Apt.h116793168.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811957/93a96f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811957/7bfaacbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811957/26e35a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811957/dd7b0f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Traveler's Favorite • Modern and Clean [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Travelers-Favorite-Modern-And-Clean.h122811957.Hotel-Information) Belmont Cragin [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Travelers-Favorite-Modern-And-Clean.h122811957.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/91b7eadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/a65d77aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/2c87bc26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792981/0ae224ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portage Park 1BR Retreat [](https://www.expedia.co.uk/Chicago-Hotels-Portage-Park-1BR-Retreat.h116792981.Hotel-Information) Portage Park 8.8/10 Excellent (3) "Clean comfortable space, friendly host, location was very convenient for our needs, with a short walk to the CTA. The only drawbacks were minor; there are no curtains-only blinds- which let in more morning light than we would have liked for sleeping in and there was minimal space in the bathroom for counter items and hanging up towels, travel kits ext." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brienne K. £133 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Portage-Park-1BR-Retreat.h116792981.Hotel-Information) ![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122730000/122720500/122720494/0e6b1f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122730000/122720500/122720494/ddd785cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122730000/122720500/122720494/1a10b5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/123000000/122730000/122720500/122720494/516ded60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Clean and Serene Apartment [](https://www.expedia.co.uk/Chicago-Hotels-1BR-Clean-And-Serene-Apartment.h122720494.Hotel-Information) Belmont Cragin £133 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-1BR-Clean-And-Serene-Apartment.h122720494.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811823/b2746b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811823/7d5e3da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811823/efd24175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811823/936e2c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Fitness Pad • Private Gym • Sleeps 7 [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Fitness-Pad-Private-Gym-Sleeps-7.h122811823.Hotel-Information) Irving Park £226 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-2BR-Fitness-Pad-Private-Gym-Sleeps-7.h122811823.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811845/29821926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811845/4d1dd410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811845/67dad117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122820000/122811900/122811845/18ad6c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Workspace • Sleeps4 • Modern Stylish Stay [](https://www.expedia.co.uk/Chicago-Hotels-Private-Workspace-Sleeps4-Modern-Stylish-Stay.h122811845.Hotel-Information) Irving Park £203 includes taxes & fees 7 Jan - 8 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Private-Workspace-Sleeps4-Modern-Stylish-Stay.h122811845.Hotel-Information) ![Iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792785/23205cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792785/25c676d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792785/90c6bc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792785/481269d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfy Studio in Portage Park- Great Value! [](https://www.expedia.co.uk/Chicago-Hotels-Comfy-Studio-In-Portage-Park-Great-Value.h116792785.Hotel-Information) Portage Park £122 includes taxes & fees 6 Jan - 7 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Comfy-Studio-In-Portage-Park-Great-Value.h116792785.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20®ionId=553248635976475367&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FNorthwest-Side-Holiday-Rentals.d553248635976475367.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNorthwest-Side-Holiday-Rentals.d553248635976475367.Travel-Guide-HolidayRentals) ## Top Northwest Side Hotel Reviews ![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "a great stay" [](https://expedia.co.uk/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Great location. Clean room. Super cozy bed. Friendly, helpful staff! Great stay! " [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "Beautiful hotel in a great location in downtown Chicago. Excellent staff, very clean rooms. " [](https://expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg) ### Swissotel - Chicago 10/10 Excellent "Beautiful room. Nice location. Parking was expensive. But great views" [](https://expedia.co.uk/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Excellent Hotel, well maintained, spacious rooom, polite and helpful staff. Nice breakfast spread, bar is open until midnight. The only thing missing was a swimming pool " [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "The hotel restaurant was delicious " [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "Great manager Merica really took care of us from check in and was so accommodating, helpful when my son's arrival was delayed and I am disabled. She gave us a wonderful room and our stay was perfect to end the new year! Will keep coming back with service and staff like this! All amenities were available and included!" [](https://expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg) ### Club Quarters Hotel Wacker at Michigan, Chicago 10/10 Excellent "." [](https://expedia.co.uk/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Amazing stay. We had a great time" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Find out more about Northwest Side **Everything you need to know about** **Northwest Side** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Northwest Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 Northwest Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Northwest Side holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Northwest Side. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Northwest Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Northwest Side holiday rentals we have selected for you start as low as £71 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Northwest Side rentals** At Expedia, we put the best Northwest Side holiday 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 Northwest Side 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 Northwest Side holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Northwest Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Northwest Side ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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