Family-Friendly Vacation Rentals in Sinai Health System, IL: Compare 10+ Sites & Save

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  6.  Sinai Health System

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797 Best Family Vacation Rentals in Sinai Health System (Starting from $160)

Charming Shared Condo in Prime Chicago Location, 1 Bedroom and 1 Bathroom
Charming Shared Condo in Prime Chicago Location, 1 Bedroom and 1 Bathroom
House
Chicago, IL, USA
0.7k from Sinai Health System center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Condos

3 Bedrooms6 Guests
1.0

Review score

1 reviews

$160
Average price / night
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10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
Apartment
Chicago, IL, 60623, United States
1.4k from Sinai Health System center

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

4 Bedrooms12 Guests
8.8

Fabulous

3 reviews

$371
Average price / night
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Urban Coach Penthouse - Near Train, Medical District, and Downtown
Urban Coach Penthouse - Near Train, Medical District, and Downtown
Apartment
Chicago, IL, USA
0.8k from Sinai Health System center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom4 Guests
6.0

Review score

1 reviews

$251
Average price / night
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Chic Modern Loft near United Center, UIC/IMD & Downtown W/ Parking
Chic Modern Loft near United Center, UIC/IMD & Downtown W/ Parking
Condo
Chicago, IL, 60612, United States
1.4k from Sinai Health System center

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

2 Bedrooms10 Guests
9.0

Fabulous

4 reviews

$358
Average price / night
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Urban Coach Casa - Medical District- 10 to Downtown
Urban Coach Casa - Medical District- 10 to Downtown
Apartment
Chicago, IL, USA
0.8k from Sinai Health System center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
7.0

Good

1 reviews

$231
Average price / night
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3-bedroom apartment in Chicago Medical District, 5 mins from United Center
3-bedroom apartment in Chicago Medical District, 5 mins from United Center
Apartment
Chicago, IL, 60612, United States
1.4k from Sinai Health System center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$303
Average price / night
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Charming Chicago Apt
Charming Chicago Apt
Apartment
Chicago, IL, USA
1.1k from Sinai Health System center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.7

Exceptional

3 reviews

$353
Average price / night
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Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train
Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train
Apartment
Chicago, IL, 60623, United States
1.4k from Sinai Health System center

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

3 Bedrooms12 Guests
New to Booking
$275
Average price / night
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Modern Comfort in Tri-Taylor
Modern Comfort in Tri-Taylor
Apartment
Chicago, IL, USA
1.2k from Sinai Health System center

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

3 Bedrooms8 Guests
New to Booking
$276
Average price / night
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LUX CONDO NEAR DOWNTOWN and now offering car rental service.
LUX CONDO NEAR DOWNTOWN and now offering car rental service.
Apartment
Chicago, IL, 60612, United States
1.5k from Sinai Health System center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, TV

3 Bedrooms6 Guests
8.8

Fabulous

19 reviews

$326
Average price / night
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Perfect place to enjoy the city or just relax
Perfect place to enjoy the city or just relax
Apartment
Chicago, IL, USA
1.2k from Sinai Health System center

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

1 Bedroom4 Guests
8.5

Very Good

164 reviews

$180
Average price / night
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Cozy 2BR haus inn Pilsen with patio and fire pit 🔥
Cozy 2BR haus inn Pilsen with patio and fire pit 🔥
Apartment
Chicago, IL, 60608, United States
2.0k from Sinai Health System center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, Outdoor Space, Patio

3 Bedrooms6 Guests
9.4

Superb

29 reviews

$215
Average price / night
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Adorable 2 bedroom with free street parking
Adorable 2 bedroom with free street parking
Apartment
Chicago, IL, USA
1.2k from Sinai Health System center

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

2 Bedrooms4 Guests
8.6

Fabulous

110 reviews

$220
Average price / night
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Spacious 5 BR / King Size Beds + Private Parking!
Spacious 5 BR / King Size Beds + Private Parking!
House
Chicago, IL, 60612, United States
2.1k from Sinai Health System center

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

5 Bedrooms12 Guests
9.6

Exceptional

16 reviews

$776
Average price / night
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Newly Updated Vintage 6 Bedroom Single Family Home home
Newly Updated Vintage 6 Bedroom Single Family Home home
House
Chicago, IL, USA
1.3k from Sinai Health System center

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

6 Bedrooms12 Guests
New to Booking
$535
Average price / night
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31+Day Stay.15min Dr to Med Dist;20min Dr to Fulton Mkt, Museums & Midway Airprt
31+Day Stay.15min Dr to Med Dist;20min Dr to Fulton Mkt, Museums & Midway Airprt
Apartment
Chicago, IL, 60623, United States
2.4k from Sinai Health System center

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

2 Bedrooms4 Guests
New to Booking
$203
Average price / night
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Modern, Spacious 3br Apt Minutes To Downtown!
Modern, Spacious 3br Apt Minutes To Downtown!
Apartment
Chicago, IL, USA
1.3k from Sinai Health System center

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

3 Bedrooms6 Guests
New to Booking
$226
Average price / night
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Victorian Mansion in Garfield Park
Victorian Mansion in Garfield Park
House
Chicago, IL, 60624-2913, United States
2.5k from Sinai Health System center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
9.8

Exceptional

11 reviews

$299
Average price / night
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The Haven, Great Location near Downtown, Medical District and United Center
The Haven, Great Location near Downtown, Medical District and United Center
Apartment
Chicago, IL, USA
1.5k from Sinai Health System center

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

3 Bedrooms6 Guests
9.7

Exceptional

8 reviews

$314
Average price / night
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Charming retreat w/fireplace
Charming retreat w/fireplace
Apartment
Chicago, IL, 60608, United States
2.5k from Sinai Health System center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom8 Guests
9.2

Superb

7 reviews

$200
Average price / night
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United Center Compound w/Rooftop, Hot Tub, Sauna
United Center Compound w/Rooftop, Hot Tub, Sauna
House
Chicago, IL, 60612, United States
2.7k from Sinai Health System center

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

4 Bedrooms18 Guests
10.0

Exceptional

5 reviews

$1702
Average price / night
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Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Apartment
Chicago, IL, 60607, United States
2.7k from Sinai Health System center

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

3 Bedrooms6 Guests
10.0

Exceptional

338 reviews

$277
Average price / night
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1F Chicago's Little italy Graystone nearDowntown
1F Chicago's Little italy Graystone nearDowntown
Apartment
Chicago, IL, 60607, United States
2.7k from Sinai Health System center

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

3 Bedrooms6 Guests
10.0

Exceptional

175 reviews

$349
Average price / night
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3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Apartment
Chicago, IL, 60607, United States
2.7k from Sinai Health System center

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

4 Bedrooms8 Guests
10.0

Exceptional

286 reviews

$340
Average price / night
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Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Apartment
Chicago, IL, 60608, United States
2.9k from Sinai Health System center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms10 Guests
New to Booking
$282
Average price / night
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5 Mins to Downtown CHI Sleeps 10 - Parking + Games
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
Apartment
Chicago, IL, 60608, United States
2.9k from Sinai Health System center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$354
Average price / night
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Luxury Modern home minutes from Downtown Chicago
Luxury Modern home minutes from Downtown Chicago
House
Chicago, IL, 60608, United States
2.9k from Sinai Health System center

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

3 Bedrooms5 Guests
10.0

Exceptional

20 reviews

$524
Average price / night
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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 Sinai Health System.

Where to stay in Sinai Health System? Best neighborhoods & areas

Sinai Health System Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 797 verified family-friendly vacation rentals in Sinai Health System. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Sinai Health System vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $160 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Sinai Health System 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 Sinai Health System 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 Sinai Health System often include amenities such as Child Friendly, Fireplace/Heating, 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.