Outdoor Places - Vacation Rentals in Portage Park

LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld! From US $195
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Logandale: HUGE Mid-Century Home, sleeps 15 From US $484
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Comfort/Clean! Free Parking 15 min ORD/Downtown2 From US $163
         

8.4 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Tranquil Library 2brm 1bath private eclectic apt at Solar Lodge From US $400
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Avondale Lower Level From US $251
         

9.6 (60 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort West Urban Chicago loft house From US $284
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Family-friendly, stylish Chicago Apartment in Logan Square From US $336
         

Chicago Riverhouse with private fenced in oasis From US $409
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cheerful 3 bedroom. Feels like home. From US $353
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
BoHo House - A Chic, 1903 Chicago Workers Cottage From US $641
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bright Upper-Level 3BR Chicago King Walkable From US $511
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley! From US $247
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW! Large/Beautiful Home with 6BDS/4BTH + Garage! From US $811
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
2 Mi to Logan Square: Pet-Friendly Urban Oasis! From US $275
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Large 3BR/2BA Duplex King Parking From US $774
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Pine Beam Sloth Apartment next to Blue Line From US $269
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
King Comfort apartment, Quiet, Clean, AC & WiFi From US $138
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Pro Tip: Outdoorplaces makes it easy to compare the best listings on Outdoorplaces homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Outdoorplaces homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Portage Park.

Weather in Portage Park

View the weather forecast for Portage Park before booking your Portage Park Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Portage Park Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Portage Park?
How many vacation rentals are available in Portage Park?

Currently, the total number of properties listed in 2026 is over 456 in the Portage Park area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portage Park.