Vacation Rentals in Sheridan Park, IL: Compare 10+ Sites & Save

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1904 Best Vacation Rentals in Sheridan Park (Starting from $57)

Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered apts
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered apts
Apartment
Sheridan Park, Chicago, Illinois, USA
0.4k from Sheridan Park center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$593
Average price / night
Check Availability
Music-Inspired 2BR Garden Flat in Historic Uptown Near Legendary Music Venues
Music-Inspired 2BR Garden Flat in Historic Uptown Near Legendary Music Venues
Apartment
Chicago, IL, 60640, United States
0.4k from Sheridan Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$330
Average price / night
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Sunny Modern Loft Montrose Beach Rooftop WFH Gym
Sunny Modern Loft Montrose Beach Rooftop WFH Gym
Apartment
Chicago, IL, USA
0.7k from Sheridan Park center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$910
Average price / night
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PET FRIENDLY! Desirable Sheridan Park is a Safe, Vibrant, and Welcoming Area you are Sure to Love by AllSet Turnover
PET FRIENDLY! Desirable Sheridan Park is a Safe, Vibrant, and Welcoming Area you are Sure to Love by AllSet Turnover
Apartment
Chicago, IL, 60640, United States
0.4k from Sheridan Park center

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

3 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$497
Average price / night
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Uptown Gem
Uptown Gem
Apartment
Chicago, IL, USA
0.7k from Sheridan Park center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

12 reviews

$117
Average price / night
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Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Apartment
Chicago, IL, 60640, United States
0.4k from Sheridan Park center

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

3 Bedrooms6 Guests
9.0

Fabulous

14 reviews

$587
Average price / night
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City Charm Studio Apt close to Shops - Ashland 04
City Charm Studio Apt close to Shops - Ashland 04
Apartment
Chicago, IL, USA
0.7k from Sheridan Park center

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

1 Bedroom2 Guests
New to Booking
$239
Average price / night
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Delightful 1BR Apt in Ravenswood
Delightful 1BR Apt in Ravenswood
Apartment
Chicago, IL, 60640, United States
0.5k from Sheridan Park center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
8.0

Good

5 reviews

$206
Average price / night
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Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway condo
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway condo
Apartment
Sheridan Park, Chicago, Illinois, USA
0.8k from Sheridan Park center

Apartments, Accommodations, Lodgings, Places to stay, Condos

2 Bedrooms4 Guests
New to Booking
$385
Average price / night
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Toad Hall near Wrigley
Toad Hall near Wrigley
Apartment
Chicago, IL, 60640, United States
0.5k from Sheridan Park center

AC, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking, TV, Washer

New to Booking
$328
Average price / night
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Cozy Studio Apt with In-Unit Laundry and Wi-Fi! - Montrose 111
Cozy Studio Apt with In-Unit Laundry and Wi-Fi! - Montrose 111
Apartment
Chicago, IL, USA
1.0k from Sheridan Park center

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

1 Bedroom2 Guests
7.7

Good

3 reviews

$218
Average price / night
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The Shingle Life near Wrigley
The Shingle Life near Wrigley
Apartment
Chicago, IL, 60640, United States
0.5k from Sheridan Park center

AC, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$322
Average price / night
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The Bright Retreat in Andersonville
The Bright Retreat in Andersonville
Apartment
Chicago, IL, USA
1.1k from Sheridan Park center

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

1 Bedroom4 Guests
8.0

Good

1 reviews

$214
Average price / night
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A Hand-some Place Near Wrigley
A Hand-some Place Near Wrigley
Apartment
Chicago, IL, 60640, United States
0.5k from Sheridan Park center

AC, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$311
Average price / night
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FRONTDESK 1 BR Apt with City View in Ravenswood
FRONTDESK 1 BR Apt with City View in Ravenswood
Apartment
Chicago, IL, USA
1.2k from Sheridan Park center

Wheelchair Accessible, Air Conditioner, Internet

1 Bedroom2 Guests
7.2

Good

9 reviews

$60
Average price / night
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Artistic Loft Rooftop  | 13 mins DT | 4 mins Lake
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen

1 Bedroom2 Guests
10.0

Exceptional

52 reviews

$277
Average price / night
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FRONTDESK Classic 1 BR Apt in Ravenswood
FRONTDESK Classic 1 BR Apt in Ravenswood
Apartment
Chicago, IL, USA
1.2k from Sheridan Park center

Wheelchair Accessible, Air Conditioner, Internet

1 Bedroom2 Guests
8.2

Very Good

6 reviews

$57
Average price / night
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Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.0

Fabulous

20 reviews

$326
Average price / night
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Uptown Bright & Modern Apt - Steps to Lake, Train, Amazing Food & Free Parking
Uptown Bright & Modern Apt - Steps to Lake, Train, Amazing Food & Free Parking
Apartment
Chicago, IL, USA
1.3k from Sheridan Park center

Air Conditioner, Internet, Parking, Security/Safety, Child Friendly

2 Bedrooms6 Guests
New to Booking
$347
Average price / night
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Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

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

1 Bedroom2 Guests
9.6

Exceptional

14 reviews

$556
Average price / night
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Chic Chicago Apartment about 1 Mi to Wrigley Field!
Chic Chicago Apartment about 1 Mi to Wrigley Field!
Apartment
Chicago, IL, USA
1.3k from Sheridan Park center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Flats, Places to stay, Family

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$133
Average price / night
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Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
8.0

Good

7 reviews

$236
Average price / night
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Elegant 2BR Apartment w/ In-Unit Laundry
Elegant 2BR Apartment w/ In-Unit Laundry
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
8.8

Fabulous

15 reviews

$235
Average price / night
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Sunny Studio in Heart of Ravenswood
Sunny Studio in Heart of Ravenswood
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom2 Guests
9.4

Superb

6 reviews

$183
Average price / night
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3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
3 Bedroom/ 2 Bathroom Luxury Suite in Vibrant Andersonville
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms6 Guests
10.0

Exceptional

24 reviews

$819
Average price / night
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Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

1 Bedroom3 Guests
10.0

Exceptional

13 reviews

$594
Average price / night
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❤️ Spacious and Airy Apartment With Parking On Site!
❤️ Spacious and Airy Apartment With Parking On Site!
Apartment
Chicago, IL, 60640, United States
0.7k from Sheridan Park center

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

3 Bedrooms4 Guests
10.0

Exceptional

59 reviews

$557
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 Vacation Rentals in Sheridan Park.

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Frequently Asked Questions

You can explore 1904 verified vacation rentals in Sheridan Park. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Sheridan Park vary depending on the season, property size, and location. Rates typically start from around $57 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Sheridan Park include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Sheridan Park welcome pets. Currently, 46 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Sheridan Park often include amenities such as Fireplace/Heating, Wellness Facilities, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.