Pirate Cove Cottages - Vacation Rentals in Roscoe Village

Private Cozy Cottage House in Lincoln Park w/Porch From US $157
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace
Classic Workers Cottage in Vibrant Bucktown Chicago. From US $235
         

Luxury Places to Stay in Roscoe Village

Over 1863+ Luxury Places to Stay in or Near Roscoe Village
Wrigley 4BR Home, Sleeps 10 From US $4,986
         

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House
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  • Child Friendly
: The Wolcott : Modern Elegance at Its Finest From US $3,165
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Golden Arm From US $1,996
         

8.6 (56 Reviews)
Hotel
  • Air Conditioner
  • View
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Roscoe Village

Over 66+ Top-Rated Vacation Rentals with a Pool in or Near Roscoe Village
Uptown Gem From US $117
         

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10.0 (12 Reviews)
Apartment
  • Air Conditioner
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  • Pool
Lincoln Park Getaway: Skyline Views & Luxury From US $757
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Prime Lincoln Park Views + Modern Amenities Await From US $663
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Unique Chicago Penthouse Loft - Amazing Deal & Location From US $418
         

Historic 1920s Private Bungalow Near Logan Square! From US $394
         

9.8 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ! From US $245
         

9.8 (40 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Roscoe Village

Over 721+ Pet-Friendly Vacation Rentals in or Near Roscoe Village
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood From US $222
         

Bright and Cozy 1BR Apartment in Logan Square! From US $112
         

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New
Apartment
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The Villa Toscana From US $95
         

7.8 (629 Reviews)
Bed & Breakfast
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  • Pet Friendly
  • Security/Safety
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field From US $595
         

10.0 (111 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6 From US $305
         

10.0 (96 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Avondale Lower Level From US $155
         

9.6 (56 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Wrigley Field/Lakeview -Entire Home- Large Groups! From US $792
         

10.0 (87 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW LUXURY PENTHOUSE CONDO From US $422
         

10.0 (202 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Roscoe Village

Over 260+ Large Vacation Homes & Villas in or Near Roscoe Village
Magic Factory Loft 2East 4 Bd/3 Ba Families Groups From US $913
         

10.0 (119 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Logandale: HUGE Mid-Century Home, sleeps 15 From US $484
         

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10.0 (4 Reviews)
House
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  • Parking
  • Balcony/Terrace
Magic Factory Loft 3East 4 Bd/4 Ba Families Groups From US $1,177
         

10.0 (106 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
5 Bedroom Wrigleyville experience right by stadium From US $811
         

10.0 (61 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots From US $730
         

10.0 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Roscoe Village

Over 249+ Wheelchair Accessible Vacation Homes in or Near Roscoe Village
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake From US $235
         

10.0 (49 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Ray's Bucktown Bed and Breakfast From US $271
         

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9.3 (172 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa D' Citta From US $242
         

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9.4 (114 Reviews)
Bed & Breakfast
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  • Parking
  • TV
Chic apartment in marvelous Chicago with WiFi, AC From US $201
         

10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern & Bright Chicago City Escape From US $214
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Spacious 4BR Central Apartment w/Skyline Views From US $260
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Game Day Stay Steps to Wrigley + Garage From US $580
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
New Built Apartment, Sleeps 12! From US $355
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Roscoe Village Varoom and Airbnb Places to Stay Under $200

Over 719+ Roscoe Village Varoom and Airbnb Places to Stay Under $200
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Ray's Bucktown B&B From US $162
         

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9.8 (386 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Stylish, Inviting 2-BR near Logan Square and Wrigley Field From US $188
         

10.0 (69 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Boystown Chic 2BR Escape From US $180
         

10.0 (13 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Perfect Stay - Modern 2BR Unit From US $192
         

10.0 (6 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Roscoe Village

Over 1002+ Instantly Bookable Vacation Homes in or Near Roscoe Village
1BR Well-Equipped Apartment From US $186
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Wrigley Field Home Run 4 Bedroom, 2 Bathroom From US $1,083
         

9.6 (19 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Fireplace/Heating
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms From US $1,095
         

9.0 (14 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Child Friendly
Wrigley Field All Star Suite 3 Bedrooms 2 Bath From US $945
         

9.4 (22 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Great Location-Beautiful Friendly Andersonville Neighborhood From US $217
         

About Roscoe Village Vacation Rentals

With more than 2 Roscoe Village vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Roscoe Village.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Roscoe Village, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Roscoe Village. Places to stay near Roscoe Village with prices averaging $196 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in Roscoe Village with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Roscoe Village

Type Count
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Roscoe Village

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Roscoe Village.

Weather in Roscoe Village

View the weather forecast for Roscoe Village before booking your Roscoe Village Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F