Vacation rentals in Norwood Park

Guest suite in Jefferson Park

The spacious living area features a comfortable seating arrangement with a contemporary sofa and an armchair. A wooden coffee table sits in the center, with a television mounted on the wall above a rustic chest of drawers. Natural light filters through the window covered with sheer curtains.

4.88 out of 5 average rating, 396 reviews

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking

This 100% private apartment in the lower level is just minutes away from O'Hare, Rosemont, Allstate Arena, I90, & the CTA. About 30 minutes from downtown or Wrigley Field. This two-bedroom private apartment in a newly built single-family home has plenty of space in an open-concept living room, kitchen, & dining room for big families. You will have a separate private entrance, fast wi-fi, full kitchen, & laundry. You will have 1 queen bed, 4 twin beds, & 1 air bed. There is free street parking.

Place to stay in Irving Park

An open sleeping area features a spacious bed with a grey upholstered headboard, accented by plush pillows. A decorative throw sits on the bed. The sloped ceiling creates a unique architectural detail, while a window provides natural light. A small bedside table and a wicker basket add functionality.

4.97 out of 5 average rating, 36 reviews

Cute Chicago Attic Loft! Walk to CTA, Easy Travel

Welcome to our newly renovated attic in-law suite in our vintage, 120 year old Chicago home! This bright, airy loft boasts a brand new full bathroom with a large, beautiful walk in shower. The unit has a newly built kitchenette with vintage hardware, a new fridge and freezer, and microwave. Conveniently located between O'Hare and Downtown Chicago, this space is situated perfectly for your Chicago visit! We’re a 2min drive from I-90 & I-94, a 5min walk to the train, and a 2min walk to the bus.

4.99 out of 5 average rating, 110 reviews

A bright living room features large windows allowing natural light to fill the space. Comfortable seating includes a spacious couch and decorative poufs. A smart TV is mounted on the wall, and plants bring a touch of greenery, enhancing the relaxing environment.

Apartment in Avondale

Plants and Art | Near Trendy Restaurants & Bars

Light-Filled Apartment Near Chicago’s Best Restaurants & Bars • Friends & Couples • A/C • Coffee Station w/Local Beans • Fully-Equipped Kitchen Whether you’re in town to explore or unwind, you’ll love the proximity to restaurants, cafes, and live music venues - the perfect home base for your Chicago adventure. Extra Fees: *only available upon request and approval* Early Check In@ 2pm : $50 @10am:$100 Late Checkout@ 1pm: $50 @9pm:$100 Shipping: $25 + UPS fees Required for 7+ Days: $80 Cleanin

The living room features a cozy seating arrangement with two dark chairs and a sofa, set around a central table. A decorative rug adds warmth to the wooden flooring. Natural light floods in through large windows, while a ceiling fan enhances airflow in the space.

4.96 out of 5 average rating, 91 reviews

Spacious and Cozy 3BR Apt Near ORD / Metra

Welcome to our charming and cozy apartment. This apartment is designed to be your home away from home in Chicago. From the moment you step inside you will be captivated by the tasteful decor and attention to detail. The apartment is located in a great neighborhood close to public transit and highways. Also, you will find plenty of restaurants, cafes, shop, and entertainment options nearby. Our apartment offers a comfortable and inviting atmosphere perfect for your next vacation or business trip.

Guest suite in Norwood Park

A spacious bed with a patterned quilt is featured in the foreground, accompanied by a decorative pillow. Soft lighting and neutral walls create a calming environment, while a cozy seating area and television are visible in the background.

4.78 out of 5 average rating, 321 reviews

Spacious in-law Apt: 10 min to O'Hare and Downtown

Our family would love to share our in-law apt. (private entrance) in our Norwood Park house. A beautiful neighborhood, the convenience of O'Hare and the highway, and 3 ways to get downtown less than a mile away (blue line and metra). Great food, bars, grocery store, and parks all within walking distance. A great alternative to the hustle and bustle of the city but you can be in some of the best neighborhoods in the city in 15 min (Wicker Park, Lincoln Park, Logan Sq.) and downtown in 25.

Guest suite in Forest Glen

A spacious living area features modern furnishings, including a comfortable sectional couch and colorful armchairs. A large area rug anchors the seating space. The open layout connects to a dining area and a fully equipped kitchen, with natural light brightening the environment.

4.98 out of 5 average rating, 60 reviews

Modern Garden Suite

Fully renovated large 1500 sq ft modern basement suite with private entrance. -24/7 surveillance cameras for your safety -FREE Tesla charger -FREE Parking -Full kitchen and laundry room -Quiet, family oriented, safe neighborhood -NO PARTIES! -Close to O'Hare International Airport (18 min), downtown (15 min no traffic), shopping center (2 min) -Within walking distance (20 min) to Metra station which takes you downtown Chicago to Union Station -80 inch TV, Netflix, HBO, Hulu...

A bright living area features a blue sofa positioned across from a flat-screen TV. A coffee table rests on a soft area rug, with a stylish lamp and a small plant nearby. Natural light filters through two windows, complemented by warm wooden accents.

4.98 out of 5 average rating, 42 reviews

1BD Apt near O'Hare/Rosemont Allstate Arena

Bright, open concept, 1 bedroom w/ queen size bed, and 1 bath, fully furnished and private second floor unit in our owner occupied home. Newly updated with beautiful quartz countertops, bright cabinets, luxury vinyl plank flooring, walk-in stand up shower, and brand new stainless steel appliances. Blackout curtains in the bedroom. There is also a desk area with a monitor. Close to transportation, grocery stores, restaurants, shops, and parks. 90 expressway 1/2 mile.

A bright living area features a cozy seating arrangement with a spacious sofa and yellow accent chair. A wooden coffee table sits in front of a modern fireplace, while natural light streams through large windows adorned with green foliage. A work desk is positioned nearby.

5 out of 5 average rating, 17 reviews

Sunny and spacious 2 BR Chicago apt near O'Hare

Light-filled, roomy second floor 2 bed 1 bath apartment in Chicago. Close to shops, bars and restaurants with quick access to Chicago downtown and O’Hare. Minutes from Allstate Arena, Rosemont Convention Center, and easy access to Interstate 90 HWY. This top floor apartment has its own outdoor space, complete with patio furniture and a grill downstairs. Ample street parking in this safe family friendly neighborhood. Peloton bike and steam shower for you to use!

Apartment in Portage Park

A comfortable living area is furnished with a tan sectional couch and a small coffee table. A vibrant area rug adds warmth to the hardwood floors. Natural light filters through windows, illuminating wall art and a nearby plant, creating an inviting space.

4.93 out of 5 average rating, 101 reviews

Cozy Jefferson Park 2BR Apt

A lovely 2nd floor apartment flooded with natural light in a 2-unit building located in Jefferson Park. Conveniently located near O’hare airport, filled with small businesses, dive bars, and family-owned restaurants. Downtown Chicago will take 20-40 minutes, depending on traffic. My partner and I live in the unit below and can answer any questions you may have throughout your stay. We have created a warm and safe place for all to feel welcome!

4.97 out of 5 average rating, 106 reviews

A bright living area features a large flat-screen TV mounted on the wall. Stylish seating includes a brown leather sofa and two modern armchairs, arranged around a light area rug. Natural light streams through the large windows, enhancing the open and inviting space.

Apartment in Chicago

Top Rated Stay with Free Parking+King Beds+Laundry

Newly renovated, Scandinavian inspired, apartment with all the amenities we have noted that guests desire in a home away from home. 3 bedrooms that includes 2 king sized beds/1 single bed/1.5 bath with private, in-unit laundry, fast Wifi, smart TV's, large kitchen with prep island and ample free street parking at the side of the home. This unit is SUPERHOST approved, come stay with us, you will be happy that you did!

A bright living area features a brown leather sofa with two decorative pillows, accompanied by a teal coffee table and a woven rug. Sunlight streams through two windows, highlighting a rocking chair and indoor plants, creating a relaxed and inviting ambiance.

4.94 out of 5 average rating, 258 reviews

Charming Chicago Apartment | Near O’Hare+Blue Line

Bright, private upstairs apartment in a quiet NW Chicago neighborhood—just 10 minutes from O’Hare and close to the Blue Line. Enjoy a comfy king bed, full kitchen, fast WiFi, and smart TV. Walking distance to shops, restaurants, and Harlem-Irving Plaza. Free street parking, private entrance, and self check-in make your stay easy and relaxed. Ideal for solo travelers, couples, or remote work.