Family-Friendly Vacation Rentals in Temple Sholom, IL: Compare 10+ Sites & Save

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600 Best Family Vacation Rentals in Temple Sholom (Starting from $139)

Lakeview 1BR w Gym Pool 1 block to Lincoln Park CHI-403
Lakeview 1BR w Gym Pool 1 block to Lincoln Park CHI-403
Apartment
Chicago, USA
0.1k from Temple Sholom center

Pool, Air Conditioner, Entertainment, Tv, Guest Services, Business Services, Fireplace/Heating

1 Bedroom2 Guests
New to Booking
$139
Average price / night
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Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
Apartment
Chicago, IL, 60657, United States
0.7k from Temple Sholom center

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

4 Bedrooms20 Guests
10.0

Exceptional

47 reviews

$601
Average price / night
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Modern 3BR Apt in Boystown, 12-min walk to Wrigley - Stratford 1S
Modern 3BR Apt in Boystown, 12-min walk to Wrigley - Stratford 1S
Apartment
Chicago, IL, USA
0.3k from Temple Sholom center

Internet, Air Conditioner, Child Friendly

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$517
Average price / night
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Inspiring Stone Grotto Sleeps 10-20 & Free Parking
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
House
Chicago, IL, 60657, United States
0.7k from Temple Sholom center

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

4 Bedrooms20 Guests
9.8

Exceptional

30 reviews

$675
Average price / night
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Homey 2BR Unit in Boystown, Steps from Everything - Stratford 2N 3N rep
Homey 2BR Unit in Boystown, Steps from Everything - Stratford 2N 3N rep
Apartment
Temple Sholom, Chicago, Illinois, USA
0.3k from Temple Sholom center

Internet, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
7.8

Good

10 reviews

$356
Average price / night
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Extra Large Authentic Chicago Graystone walk to Wrigley, Lakefront & Restaurants
Extra Large Authentic Chicago Graystone walk to Wrigley, Lakefront & Restaurants
Apartment
Chicago, IL, 60657, United States
0.7k from Temple Sholom center

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

3 Bedrooms20 Guests
9.6

Exceptional

33 reviews

$633
Average price / night
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Cozy Modern 1BR Apt, 10-min Walk to Wrigley Field - Stratford 1E 3E rep
Cozy Modern 1BR Apt, 10-min Walk to Wrigley Field - Stratford 1E 3E rep
Apartment
Chicago, IL, USA
0.3k from Temple Sholom center

Internet, Child Friendly

1 Bedroom2 Guests
10.0

Exceptional

14 reviews

$256
Average price / night
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Wrigleyville Oasis • Modern Comfort Steps from Wrigley Field
Wrigleyville Oasis • Modern Comfort Steps from Wrigley Field
Apartment
Chicago, IL, 60613, United States
1.1k from Temple Sholom center

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

1 Bedroom6 Guests
New to Booking
$321
Average price / night
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3BR Sunny and Spacious Apartment near Restaurants - Stratford 2S rep
3BR Sunny and Spacious Apartment near Restaurants - Stratford 2S rep
Apartment
Chicago, IL, USA
0.3k from Temple Sholom center

Air Conditioner, Internet, Child Friendly

3 Bedrooms6 Guests
8.0

Good

2 reviews

$1141
Average price / night
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Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
House
Chicago, IL, 60657, United States
1.1k from Temple Sholom center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

6 Bedrooms20 Guests
10.0

Exceptional

48 reviews

$872
Average price / night
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Relaxing Lakeview Escape 2BR Apartment - Roscoe 35-2N
Relaxing Lakeview Escape 2BR Apartment - Roscoe 35-2N
Apartment
Chicago, IL, USA
0.4k from Temple Sholom center

Fireplace/Heating, Air Conditioner, Security/Safety, Internet, Child Friendly

1 Bedroom4 Guests
New to Booking
$416
Average price / night
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Luxury Stay at Wrigley Field
Luxury Stay at Wrigley Field
Apartment
Chicago, IL, 60657, United States
1.2k from Temple Sholom center

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

2 Bedrooms6 Guests
New to Booking
$538
Average price / night
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Modern 2BR with Reliable Wi-Fi - Roscoe 30
Modern 2BR with Reliable Wi-Fi - Roscoe 30
Apartment
Chicago, IL, USA
0.4k from Temple Sholom center

Air Conditioner, Security/Safety, Fireplace/Heating, Internet, Child Friendly

1 Bedroom4 Guests
New to Booking
$411
Average price / night
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New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
New 3BR Residence Adjacent to Wrigley Field - Outdoor Patio - BBQ Grill
Condo
Chicago, IL, 60613, United States
1.2k from Temple Sholom center

AC, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Grill

3 Bedrooms6 Guests
9.8

Exceptional

145 reviews

$232
Average price / night
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Convenient & Newly Decorated 1BR Apartment - Roscoe 1D
Convenient & Newly Decorated 1BR Apartment - Roscoe 1D
Apartment
Chicago, IL, USA
0.4k from Temple Sholom center

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

1 Bedroom2 Guests
7.5

Good

16 reviews

$332
Average price / night
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Historic home 1-min walk to Wrigley Field
Historic home 1-min walk to Wrigley Field
House
Chicago, IL, 60613, United States
1.3k from Temple Sholom center

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

5 Bedrooms10 Guests
New to Booking
$590
Average price / night
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Indulging 2BR Apartment in Festive Boystown - Buckingham 1
Indulging 2BR Apartment in Festive Boystown - Buckingham 1
Apartment
Chicago, IL, USA
0.5k from Temple Sholom center

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

2 Bedrooms4 Guests
8.5

Very Good

4 reviews

$507
Average price / night
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Stylish Two Bedroom - A block from Wrigley Field
Stylish Two Bedroom - A block from Wrigley Field
Apartment
Chicago, IL, 60613, United States
1.3k from Temple Sholom center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

32 reviews

$533
Average price / night
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Stylish and Expansive 2BR Apt with Balcony - Buckingham 3
Stylish and Expansive 2BR Apt with Balcony - Buckingham 3
Apartment
Chicago, IL, USA
0.5k from Temple Sholom center

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

2 Bedrooms4 Guests
6.3

Good

10 reviews

$297
Average price / night
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Prime Sunny Lakeview Apartment: Walk to Wrigley and More
Prime Sunny Lakeview Apartment: Walk to Wrigley and More
Apartment
Chicago, IL, 60613, United States
1.4k from Temple Sholom center

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

2 Bedrooms4 Guests
New to Booking
$647
Average price / night
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\"Holy Cow\"!  4bed 4bath Duplex Penthouse  w/  3,000 sqft  Private Roof-Deck!
\"Holy Cow\"! 4bed 4bath Duplex Penthouse w/ 3,000 sqft Private Roof-Deck!
Apartment
Chicago, IL, 60613, United States
1.4k from Temple Sholom center

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

5 Bedrooms16 Guests
9.6

Exceptional

52 reviews

$1180
Average price / night
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Entire house w/ free parking, close to Wrigley!
Entire house w/ free parking, close to Wrigley!
House
Chicago, IL, 60657, United States
1.5k from Temple Sholom center

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

5 Bedrooms13 Guests
10.0

Exceptional

6 reviews

$1630
Average price / night
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Vintage Wrigleyville Apartment + Free Parking
Vintage Wrigleyville Apartment + Free Parking
House
Chicago, IL, 60657, United States
1.7k from Temple Sholom center

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

3 Bedrooms6 Guests
10.0

Exceptional

45 reviews

$535
Average price / night
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Wrigleyville Retreat • 1BR • Sleeps 6 • Full Kitchen
Wrigleyville Retreat • 1BR • Sleeps 6 • Full Kitchen
Apartment
Chicago, IL, 60613, United States
1.8k from Temple Sholom center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Patio

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$336
Average price / night
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Lincoln Park Charm Near Everything + On site Parking Spot Included
Lincoln Park Charm Near Everything + On site Parking Spot Included
Apartment
Chicago, IL, 60614, United States
1.8k from Temple Sholom center

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

3 Bedrooms6 Guests
10.0

Exceptional

29 reviews

$732
Average price / night
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Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Apartment
Chicago, IL, 60657, United States
1.9k from Temple Sholom center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Internet

3 Bedrooms8 Guests
9.2

Superb

5 reviews

$694
Average price / night
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Minutes to Wrigley - Games - Patio - Sleeps 12
Minutes to Wrigley - Games - Patio - Sleeps 12
Apartment
Chicago, IL, 60657, United States
1.9k from Temple Sholom center

AC, Crib, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

3 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$360
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 Temple Sholom.

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Frequently Asked Questions

You can explore 600 verified family-friendly vacation rentals in Temple Sholom. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Temple Sholom vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $139 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Temple Sholom 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 Temple Sholom 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 Temple Sholom often include amenities such as Child Friendly, Fireplace/Heating, and Internet. 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.