Family-Friendly Vacation Rentals in Harlem Irving Plaza, IL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Illinois

  5.  Chicago
  6.  Harlem Irving Plaza

Refine your search

Price per night

Amenity Filter

Rating

207 Best Family Vacation Rentals in Harlem Irving Plaza (Starting from $107)

English style brick Tudor
English style brick Tudor
Apartment
Harlem Irving Plaza, Harwood Heights, Illinois, USA
1.3k from Harlem Irving Plaza center

Balcony/Terrace, Internet, Air Conditioner, Pet Friendly, Parking, Child Friendly

1 Bedroom3 Guests
New to Booking
$171
Average price / night
Check Availability
Luxe Duplex - Private Gym -Huge Yard -Arcade- King Beds - Garage-EV Charger-Crib
Luxe Duplex - Private Gym -Huge Yard -Arcade- King Beds - Garage-EV Charger-Crib
House
Chicago, IL, 60634, United States
2.0k from Harlem Irving Plaza center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.4

Superb

22 reviews

$585
Average price / night
Check Availability
A terrific house for a large group.
A terrific house for a large group.
House
Chicago, IL, USA
2.3k from Harlem Irving Plaza center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms9 Guests
8.8

Fabulous

6 reviews

$190
Average price / night
Check Availability
Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport!
Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport!
House
Chicago, IL, 60634, United States
2.3k from Harlem Irving Plaza center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$412
Average price / night
Check Availability
Belmont Heights Oasis
Belmont Heights Oasis
House
Chicago, IL, USA
2.3k from Harlem Irving Plaza center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms11 Guests
9.8

Exceptional

4 reviews

$485
Average price / night
Check Availability
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Apartment
Chicago, IL, 60634, United States
2.6k from Harlem Irving Plaza center

AC, Barbecue, Breakfast Included, Crib, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms10 Guests
10.0

Exceptional

119 reviews

$175
Average price / night
Check Availability
Chicago Big House
Chicago Big House
House
Chicago, IL, USA
2.3k from Harlem Irving Plaza center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

7 Bedrooms12 Guests
New to Booking
$323
Average price / night
Check Availability
Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet
Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet
House
Chicago, IL, 60630, United States
2.8k from Harlem Irving Plaza center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

102 reviews

$478
Average price / night
Check Availability
Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant
Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant
Apartment
Chicago, IL, USA
2.6k from Harlem Irving Plaza center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$107
Average price / night
Check Availability
Gorgeous 7BD Home w/ Garage
Gorgeous 7BD Home w/ Garage
House
Chicago, IL, 60641, United States
4.1k from Harlem Irving Plaza center

AC, Balcony, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

8.8

Fabulous

6 reviews

$774
Average price / night
Check Availability
Cozy Casa by OHare Airport
Cozy Casa by OHare Airport
Apartment
Chicago, IL, USA
3.1k from Harlem Irving Plaza center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

1 Bedroom9 Guests
9.0

Fabulous

3 reviews

$118
Average price / night
Check Availability
Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar
Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar
House
Chicago, IL, 60646, United States
4.1k from Harlem Irving Plaza center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

6 Bedrooms16 Guests
9.8

Exceptional

10 reviews

$1678
Average price / night
Check Availability
Calm & Well-Equipped 2BR Chicago Apartment - Central Cozy
Calm & Well-Equipped 2BR Chicago Apartment - Central Cozy
Apartment
Dunning, IL, USA
3.5k from Harlem Irving Plaza center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms4 Guests
7.0

Good

6 reviews

$277
Average price / night
Check Availability
Family friendly 5b/ 4ba sun-drenched home in Jefferson Park, 2 car garage!
Family friendly 5b/ 4ba sun-drenched home in Jefferson Park, 2 car garage!
House
Chicago, IL, 60630, United States
4.5k from Harlem Irving Plaza center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms11 Guests
9.6

Exceptional

8 reviews

$1000
Average price / night
Check Availability
1BR Trendy Basement Apt with Laundry & Parking - Central Trendy
1BR Trendy Basement Apt with Laundry & Parking - Central Trendy
Apartment
Dunning, IL, USA
3.5k from Harlem Irving Plaza center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

10 Bedrooms2 Guests
5.7

Review score

3 reviews

$330
Average price / night
Check Availability
The Norwood Nook – Walkable Stay Near O’Hare & Metra!
The Norwood Nook – Walkable Stay Near O’Hare & Metra!
Apartment
Chicago, IL, 60631, United States
4.6k from Harlem Irving Plaza center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$335
Average price / night
Check Availability
3BR Apartment Cozy, Great Location & Pet-Friendly- Central Stylish
3BR Apartment Cozy, Great Location & Pet-Friendly- Central Stylish
Apartment
Dunning, IL, USA
3.5k from Harlem Irving Plaza center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
5.5

Review score

4 reviews

$491
Average price / night
Check Availability
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Enjoy Chicago/suburbs 2BR townhouse fully equipped
House
Chicago, IL, 60707, United States
4.8k from Harlem Irving Plaza center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$328
Average price / night
Check Availability
Spacious 2BR Apartment near Airport - Central Charming
Spacious 2BR Apartment near Airport - Central Charming
Apartment
Dunning, IL, USA
3.5k from Harlem Irving Plaza center

Internet, Air Conditioner, Pet Friendly, Security/Safety, Parking, Guest Services, Child Friendly

2 Bedrooms4 Guests
5.5

Review score

2 reviews

$270
Average price / night
Check Availability
Luxury 5Bed 2Bath Apt w/Parking
Luxury 5Bed 2Bath Apt w/Parking
Apartment
Chicago, IL, 60641, United States
4.9k from Harlem Irving Plaza center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
7.6

Good

8 reviews

$549
Average price / night
Check Availability
Alluring Studio Apartment in Jefferson Park - Leland 1N
Alluring Studio Apartment in Jefferson Park - Leland 1N
Apartment
Chicago, IL, USA
3.5k from Harlem Irving Plaza center

Security/Safety, Pet Friendly, Guest Services, Fireplace/Heating, Internet, Child Friendly

1 Bedroom2 Guests
8.5

Very Good

2 reviews

$209
Average price / night
Check Availability
 3-bedroom apt .on North Side! Great location between downtown and the airport.
3-bedroom apt .on North Side! Great location between downtown and the airport.
Apartment
Chicago, IL, 60641, United States
5.4k from Harlem Irving Plaza center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms5 Guests
8.0

Good

4 reviews

$211
Average price / night
Check Availability
Updated Chicago Bungalow on a Beautiful and Calm Neighborhood Greenway Boulevard
Updated Chicago Bungalow on a Beautiful and Calm Neighborhood Greenway Boulevard
House
Chicago, IL, 60639, United States
5.9k from Harlem Irving Plaza center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$364
Average price / night
Check Availability
Chic 3BR King Bed+Work-Friendly+ Firepit
Chic 3BR King Bed+Work-Friendly+ Firepit
House
Chicago, IL, 60641, United States
5.9k from Harlem Irving Plaza center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
8.8

Fabulous

3 reviews

$455
Average price / night
Check Availability
Beautiful Home - Great for Groups, Parking & Food
Beautiful Home - Great for Groups, Parking & Food
House
Chicago, IL, 60641, United States
5.9k from Harlem Irving Plaza center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms18 Guests
New to Booking
$921
Average price / night
Check Availability
A quiet stay while you are away
A quiet stay while you are away
House
Oak Park, IL, 60302, United States
5.9k from Harlem Irving Plaza center

AC, Breakfast Included, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

36 reviews

$206
Average price / night
Check Availability
Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park
Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park
House
Oak Park, IL, 60302, United States
5.9k from Harlem Irving Plaza center

AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms9 Guests
10.0

Exceptional

10 reviews

$1001
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Harlem Irving Plaza.

Where to stay in Harlem Irving Plaza? Best neighborhoods & areas

Harlem Irving Plaza Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 207 verified family-friendly vacation rentals in Harlem Irving Plaza. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Harlem Irving Plaza vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $107 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Harlem Irving Plaza offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Harlem Irving Plaza are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Harlem Irving Plaza often include amenities such as Child Friendly, Internet, and Guest Services. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.