
Apartment holiday rentals in Portage Park
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Top-rated apartment rentals in Portage Park
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Explore Chicago from an Urban Sanctuary with Free Parking
A vintage lovers dream! This loft was designed with a love for the past. Starting in the kitchen, you’ll see the beautiful zinc alloy countertops are complemented by gorgeous antique mirror backsplashes. You’ll have access to a stovetop, microwave, coffeemaker, as well as basic tools and kitchen supplies. There is a lovely throwback SMEG 50’s refrigerator and the shelves are all reclaimed wood. This antique lumber detail can be found throughout the loft, from the floors all the way to the night stands. The bathroom door may be recycled wood and the mirrors antique, but the shower fixtures are all Grohe. There is also a hair-dryer as well as complimentary toiletries and clean towels for your use. At the end of the day, you can sit on our funky wicker swing chair and think of all the chic guests who may have used the closet doors that were brought in from NY’s Plaza hotel! You’ll surely have the sweetest of dreams when you go to sleep on the memory foam mattress following a quick binge using the complimentary netflix. Additional amenities include self-controlled A/C and closet space with hangers, an iron and ironing board. This loft is very well kept, professionally cleaned and sanitized after each and every use. When booking this studio you will have full and private access to the entire apartment. There is a shared deck and lounge area you are welcome to use. For your convenience, we have arranged luggage drop-off/storage before and after your stay at the restaurant right down stairs - do note this is a courtesy. Our check-in and check-out process is automatic and seamless, once you book you will receive a private entry code ahead of your stay. Check-in any time after three pm as late as you'd like, check-out on or before 11 am. Due to our cleaning schedule we cannot accommodate early check-ins or late check-outs. The provided free parking spot is located a block away from the Airbnb unit Someone who’s offsite will be available as needed Set between South Old Irving and Kilbourn parks, the studio is located in one of Chicago's most historical neighborhoods. Sample the craft beer taverns and cocktail bars lining North Milwaukee Avenue. Wrigley Field is about 10 minutes away by car. The quickest and most inexpensive way to get around is via Uber or Lyft. If reaching the apartment by vehicle, there is free street parking in the surrounding neighborhood (please follow the local laws and signs). Public Transportation guide to the apartment: From Chicago O'Hare Int'l Airport: Take the Blue Train line to Irving Park Station and then transfer to the CTA #53 Milwaukee bus line to reach the apartment. You can also take the Blue Train line to Jefferson Park Station and then transfer to the CTA #56 Milwaukee bus line to reach the apartment. To/From Downtown Chicago: The CTA #56 Milwaukee bus is a very convenient and direct way to reach the Downtown Chicago Loop with a station just below the apartment. To/From Wrigley Field: Easily catch a game via the 77 or 152 buses, with a station just close by the apartment. Train and bus maps can be found and downloaded here: https://www.transitchicago.com/maps/ Please note that the provided free parking spot is located a block away from the Airbnb unit.

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Elegant & Clean Cottage Apt 20 minutes from O’Hare
You’ll love staying in our remodeled, 1st floor apartment in the heart of the Jefferson Park neighborhood of Chicago. It comes with a spacious living area with 3 private bedrooms, 2 full bathrooms, a full kitchen,& large side yard. Only a 5 minute walk to the CTA BlueLine & Metra trains that can quickly get you downtown & to or from O'Hare airport. Our home offers you a comfortable and relaxing stay in one of Chicago’s safest areas with excellent restaurants & parks within walking distance.

Cozy & Comfy 1bd In Historic Portage Park Bungalow
Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

Huge Pet Friendly East Albany Park Apartment
Enjoy staying in a classic Chicago 2-flat w/vintage charm and modern amenities. This sunny top floor unit has an updated kitchen & bath w/everything you need including in-unit laundry & Central Air. Experience life on the border of 2 great neighborhoods, Albany Park & Ravenswood Manor. Walk to Kedzie & Lawrence for diverse cuisine or walk to Lincoln Square. Take the Kedzie Brown Line to Lakeview & Lincoln Park. $75/pet/per stay. $25/person/night after 2 guests. Check-in/out @11am/@4pm.

King Sleep Number Bed – No Cleaning Fee
Unwind in luxury on a king-sized Sleep Number bed, refresh in a sleek marbled bathroom, and channel your inner chef in a farmhouse-inspired kitchen with many amenities. This bright and airy space is the perfect retreat after a day of exploring. Located near CTA bus stops, getting around the city is a breeze. Whether you're here for business or pleasure, our home offers the ideal mix of comfort, style, and convenience. Book your stay today and experience Chicago in elevated comfort!

Studio Apartment in Oak Park
Nestled in Oak Park's historic district, this charming studio apartment is within walking distance of cafes, shops, restaurants, a movie theater, and the CTA/Metra for city and suburban excursions. Featuring a comfortable queen-sized bed, a newly updated full bathroom, and a kitchenette, it sits mere steps from Ernest Hemingway's childhood home and a few blocks from Frank Lloyd Wright's residence and studio. Enjoy the serenity of this historic home and its hidden garden oasis.

Friends & Family 3BR:Easy Parking & Public Transit
Welcome to the Urban Cottage — a bright 3-bedroom retreat in Chicago’s charming Irving Park neighborhood. Thoughtfully renovated and filled with natural light, this calm and welcoming space is ideal for friends, couples, or families looking for an easy home base while exploring the city. Enjoy a walkable, tree-lined neighborhood - only a 10-minute walk to public transit for a direct ride downtown and easy and free street parking right in front of the apartment.

ITALIAN garden apt/kids friendly/great location!!
Ciao! My name is Viviana I am Italian and I live with my family, my husband and 2 girls, I hope you will enjoy our cozy guest garden APARTMENT within our home, featuring a queen size bed, a sofa bed good for a small person or a toddler, 2 twin foldable beds, TV where you can enjoy cable channels, movies and other amenities like, laundry, little kitchenette with a MINI refrigerator, microwave, snacks and hot plates if you like to cook something. Arrivederci!

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!

My Home Away
This lower level space of my Home is perfect for anyone looking for a nice quiet place to stay while in Chicago, it is equipped with a kitchenette a fridge coffe maker and microwave. It is close to anything and everything including plenty of FREE parking right in front, it’s close to Ohare airport , forest preserves, Lake Michigan and downtown (30m) as well. Shopping, parks and public transportation within walking distance.
Popular amenities for Portage Park apartment rentals
Weekly apartment rentals

Stylish 2BR/2BA Apartment

Boutique Attic Suite - Private 1BR Hideaway

1BR Apartment with a Warm & Welcoming Feel

Stylish Industrial 2BR 2 Bath Parking + EV Charger

Sloth Apt • King Bed • Parking • Walk 2 Blue Line

Cozy Bungalow Getaway

NW Chicago Garden Apartment

Cozy Getaway Oasis PortagePark 5 BD/ 3BR
Private apartment rentals

Spacious Studio in Little Italy, Near West Loop

Bright & Spacious Boho Oasis: A Warm Retreat

North Mayfair Retreat

Costa Lota • Vintage 1BR Near Wrigley

Beautifully Renovated 1BR Gem in Lincoln Square

North Center Chicago - Walkable/Transit & Wrigley

Stylish 2BR Apt in Irving Park

Modern Wicker Park Garden-Level Apt; Easy Parking
Apartment rentals with a hot tub

Super Paradise+65 Amenities*Downtown 15 Min

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

33rd-Floor Penthouse with Breathtaking Views

Level One Bedroom Suite | Fulton Market

Belmont Pleasures - hot tub / arcade gaming room

420 friendly apt with 2 queens,1 full,1 twin bed

City Skyline Suite (Indoor Pool • Fitness Center)
When is the best time to visit Portage Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $100 SGD | $104 SGD | $121 SGD | $109 SGD | $121 SGD | $128 SGD | $135 SGD | $139 SGD | $128 SGD | $127 SGD | $114 SGD | $105 SGD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Quick stats about flat rentals in Portage Park

Total holiday rentals
Explore 80 holiday rentals in Portage Park

Nightly prices starting at
Portage Park holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 2,890 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
80 of Portage Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portage Park rentals

4.7 Average rating
Portage Park stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Portage Park
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- Rentals with outdoor seating Portage Park
- House rentals Portage Park
- Rentals with a patio Portage Park
- Rentals with a washing machine and dryer Portage Park
- Pet-friendly rentals Portage Park
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Indiana Dunes State Park
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park





