Vacation Rentals in Flashy Trash, IL: Compare 10+ Sites & Save

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2002 Best Vacation Rentals in Flashy Trash (Starting from $133)

Entire Apt in Heart of Chicago
Entire Apt in Heart of Chicago
Apartment
Chicago, IL, USA
0.2k from Flashy Trash center

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

2 Bedrooms6 Guests
New to Booking
$133
Average price / night
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Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Apartment
Chicago, IL, 60657, United States
0.1k from Flashy Trash center

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

3 Bedrooms8 Guests
9.0

Fabulous

124 reviews

$336
Average price / night
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Stylish 2BR Pad with Up-to-date Comforts - Halsted rep
Stylish 2BR Pad with Up-to-date Comforts - Halsted rep
Apartment
Chicago, IL, USA
0.2k from Flashy Trash center

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

2 Bedrooms4 Guests
6.4

Good

19 reviews

$148
Average price / night
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2BR on N Halsted St: Lakeview Living
2BR on N Halsted St: Lakeview Living
Apartment
Chicago, IL, 60657, United States
0.2k from Flashy Trash center

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

2 Bedrooms4 Guests
8.4

Very Good

10 reviews

$235
Average price / night
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1 Bedroom with Rooftop and Wrigley Views
1 Bedroom with Rooftop and Wrigley Views
Apartment
Chicago, IL, USA
0.3k from Flashy Trash center

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

1 Bedroom3 Guests
8.5

Very Good

2 reviews

$302
Average price / night
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2 bedroom 1.5 in Boystown a short walk to Wrigley Field, close to everything
2 bedroom 1.5 in Boystown a short walk to Wrigley Field, close to everything
Apartment
Chicago, IL, 60657, United States
0.2k from Flashy Trash center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$605
Average price / night
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Prime Location! - 1 Min Walk to Wrigley Field - 2BR Apts Perfect for Cubs Fans!
Prime Location! - 1 Min Walk to Wrigley Field - 2BR Apts Perfect for Cubs Fans!
Apartment
IL, USA
0.3k from Flashy Trash center

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

6 Bedrooms14 Guests
8.6

Fabulous

327 reviews

$281
Average price / night
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Wrigleyville New-Build 4BR w/ Garage Parking + 1-min Walk to CTA
Wrigleyville New-Build 4BR w/ Garage Parking + 1-min Walk to CTA
Apartment
Chicago, IL, 60613, United States
0.3k from Flashy Trash center

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

4 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$920
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 Flashy Trash center

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

1 Bedroom4 Guests
New to Booking
$416
Average price / night
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Charming 6BD Retreat - Steps Away from Wrigley
Charming 6BD Retreat - Steps Away from Wrigley
Apartment
Chicago, IL, 60657, United States
0.3k from Flashy Trash center

AC, Heater, Internet, Laundry, No Smoking, Washer

6 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$1098
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 Flashy Trash center

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

1 Bedroom4 Guests
New to Booking
$411
Average price / night
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Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
Contemporary 2BR Flat Right Next to Wrigley Field & Transit ❤️ Cubs!
Apartment
Chicago, IL, 60657, United States
0.3k from Flashy Trash center

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

2 Bedrooms5 Guests
8.6

Fabulous

33 reviews

$535
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 Flashy Trash 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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❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
❤️ Modern 2BR Apt Right next to Wrigley Field & Transit
Apartment
Chicago, IL, 60657, United States
0.3k from Flashy Trash center

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

2 Bedrooms5 Guests
8.2

Very Good

12 reviews

$587
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
0.4k from Flashy Trash center

Internet, Air Conditioner, Child Friendly

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$517
Average price / night
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Wrigleyville Getaway
Wrigleyville Getaway
Apartment
Chicago, IL, 60613, United States
0.4k from Flashy Trash center

AC, Heater, Internet, Kitchen, No Smoking, TV

4 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$398
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
Flashy Trash, Chicago, Illinois, USA
0.4k from Flashy Trash center

Internet, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
7.8

Good

10 reviews

$356
Average price / night
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Ideal 1-Bedroom Stay
Ideal 1-Bedroom Stay
Apartment
Chicago, IL, 60657, United States
0.4k from Flashy Trash center

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

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$204
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
0.4k from Flashy Trash center

Internet, Child Friendly

1 Bedroom2 Guests
10.0

Exceptional

14 reviews

$256
Average price / night
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Smart & Stylish 2-Bedroom Unit
Smart & Stylish 2-Bedroom Unit
Apartment
Chicago, IL, 60657, United States
0.4k from Flashy Trash center

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

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$239
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
0.4k from Flashy Trash center

Air Conditioner, Internet, Child Friendly

3 Bedrooms6 Guests
8.0

Good

2 reviews

$1141
Average price / night
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Modern 2BR with Reliable Wi-Fi
Modern 2BR with Reliable Wi-Fi
Apartment
Chicago, IL, 60657, United States
0.4k from Flashy Trash center

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

2 Bedrooms4 Guests
9.0

Fabulous

6 reviews

$239
Average price / night
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Lakeview 3BD 2BA Penthouse near Wrigley Field!
Lakeview 3BD 2BA Penthouse near Wrigley Field!
Apartment
Chicago, IL, 60613, United States
0.4k from Flashy Trash center

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

3 Bedrooms6 Guests
New to Booking
$1006
Average price / night
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Stay near Wrigley Field! Spacious 3BD Penthouse!
Stay near Wrigley Field! Spacious 3BD Penthouse!
Apartment
Chicago, IL, 60613, United States
0.4k from Flashy Trash center

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

3 Bedrooms6 Guests
New to Booking
$823
Average price / night
Check Availability
Lakeview 6BD Group Retreat: Two Apts Side by Side
Lakeview 6BD Group Retreat: Two Apts Side by Side
Apartment
Chicago, IL, 60613, United States
0.4k from Flashy Trash center

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

6 Bedrooms12 Guests
New to Booking
$2483
Average price / night
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Northhalsted Terrace · Modern Luxury for an Unforgettable Chicago Stay
Northhalsted Terrace · Modern Luxury for an Unforgettable Chicago Stay
Apartment
Chicago, IL, 60657, United States
0.4k from Flashy Trash center

AC, Dryer, Heater, Internet, Laundry, Washer

2 Bedrooms6 Guests
New to Booking
$394
Average price / night
Check Availability
Guest Favorite Getaway in Lakeview Near Wrigley
Guest Favorite Getaway in Lakeview Near Wrigley
Apartment
Chicago, IL, 60657, United States
0.4k from Flashy Trash center

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

1 Bedroom2 Guests
10.0

Exceptional

7 reviews

$508
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 Flashy Trash.

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Flashy Trash Vacation Rentals on the Map

Frequently Asked Questions

You can explore 2002 verified vacation rentals in Flashy Trash. 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 Flashy Trash vary depending on the season, property size, and location. Rates typically start from around $133 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 Flashy Trash 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 Flashy Trash welcome pets. Currently, 47 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 Flashy Trash often include amenities such as Fireplace/Heating, Wellness Facilities, and Bedding/Linens. 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.