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Frontier Cabin Rentals - Vacation Rentals in Cuyler

Lincoln Square Newly Remolded Unit w/Central HVAC From US $199
         

New
Cabin
Lincoln Square Newly Remolded Unit w/Central HVAC
  • Child Friendly

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Luxury Places to Stay in Cuyler

Over 1647+ Luxury Places to Stay in or Near Cuyler
Wrigley 4BR Home, Sleeps 10 From US $3,786
         

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New
House
Wrigley 4BR Home, Sleeps 10
  • Parking
  • Security/Safety
  • Child Friendly

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Expertly designed 9BR Art Deco manor with garage included. From US $2,363
         

7.4 (3 Reviews)
House
Expertly designed 9BR Art Deco manor with garage included.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious Four-Level Home with Personal Touches Everywhere From US $2,178
         

10.0 (59 Reviews)
House
Luxurious Four-Level Home with Personal Touches Everywhere
  • Air Conditioner
  • Parking
  • TV

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Vacation home just 2 minutes drive to Wrigley Field From US $2,129
         

10.0 (2 Reviews)
House
Vacation home just 2 minutes drive to Wrigley Field
  • Air Conditioner
  • Parking
  • TV

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Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location! From US $1,958
         

9.8 (57 Reviews)
House
Unique And Amazing Gigantic Sunlit Loft ~ One Of A Kind ~ Excellent Location!
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Twin Lions: Bespoke Travel Lodge w/Speakeasy* From US $1,918
         

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9.0 (23 Reviews)
Apartment
The Twin Lions: Bespoke Travel Lodge w/Speakeasy*
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10 From US $1,867
         

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10.0 (2 Reviews)
Apartment
The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10
  • Air Conditioner
  • Parking
  • Security/Safety

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PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES! From US $1,828
         

10.0 (62 Reviews)
House
PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
  • Air Conditioner
  • Parking
  • TV

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Top-Rated Vacation Rentals with a Pool in Cuyler

Over 54+ Top-Rated Vacation Rentals with a Pool in or Near Cuyler
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking From US $304
         

10.0 (14 Reviews)
Apartment
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
  • Air Conditioner
  • Parking
  • Pool

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Uptown Gem From US $117
         

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10.0 (12 Reviews)
Apartment
Uptown Gem
  • Air Conditioner
  • Parking
  • Pool

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Unique Chicago Penthouse Loft - Amazing Deal & Location From US $430
         

9.8 (103 Reviews)
Bed & Breakfast
Unique Chicago Penthouse Loft - Amazing Deal & Location
  • Air Conditioner
  • Pool
  • TV

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The Neighborhood Hotel - Lincoln Park 202 - One Bedroom w/Patio From US $363
         

9.6 (7 Reviews)
Hotel
The Neighborhood Hotel - Lincoln Park 202 - One Bedroom w/Patio
  • Air Conditioner
  • Pool
  • TV

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The Robey, Chicago, a Member of Design Hotels From US $313
         

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9.2 (1003 Reviews)
Hotel
The Robey, Chicago, a Member of Design Hotels
  • Air Conditioner
  • Parking
  • Pool

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House 5863 - Chicago Bed and Breakfast From US $216
         

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9.2 (509 Reviews)
Bed & Breakfast
House 5863 - Chicago Bed and Breakfast
  • Air Conditioner
  • Parking
  • Pool

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The Hotel at Midtown From US $415
         

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9.0 (879 Reviews)
Hotel
The Hotel at Midtown
  • Air Conditioner
  • Parking
  • Pool

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The Hotel & Athletic Club at Midtown From US $440
         

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8.9 (166 Reviews)
Resort
The Hotel & Athletic Club at Midtown
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Cuyler

Over 654+ Pet-Friendly Vacation Rentals in or Near Cuyler
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood From US $410
         

10.0 (174 Reviews)
Apartment
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
  • Air Conditioner
  • Parking
  • Pet Friendly

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

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New
Apartment
Bright and Cozy 1BR Apartment in Logan Square!
  • Air Conditioner
  • Pet Friendly
  • Child Friendly

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The Villa Toscana From US $223
         

8.0 (659 Reviews)
Bed & Breakfast
The Villa Toscana
  • Parking
  • Pet Friendly
  • Security/Safety

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LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld! From US $248
         

10.0 (38 Reviews)
House
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field From US $420
         

10.0 (125 Reviews)
Condo
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern Logan Square Luxury: 5 bedroom - sleeps 16! From US $643
         

9.8 (54 Reviews)
House
Modern Logan Square Luxury: 5 bedroom - sleeps 16!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6 From US $339
         

10.0 (99 Reviews)
Apartment
Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Avondale Lower Level From US $264
         

9.6 (61 Reviews)
Apartment
The Avondale Lower Level
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Cuyler

Over 218+ Large Vacation Homes & Villas in or Near Cuyler
Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE From US $956
         

10.0 (113 Reviews)
Apartment
Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
  • Air Conditioner
  • Parking
  • TV

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Bootlegger House Sleeps 10-20 Free TV & Parking From US $922
         

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10.0 (4 Reviews)
Apartment
Bootlegger House Sleeps 10-20 Free TV & Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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5 Bedroom Wrigleyville experience right by stadium From US $1,067
         

10.0 (65 Reviews)
Apartment
5 Bedroom Wrigleyville experience right by stadium
  • Air Conditioner
  • Parking
  • TV

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Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley From US $346
         

10.0 (54 Reviews)
Apartment
Stone Mansion Sleeps 10-20 Free Parking Near Lake, Red Line and Wrigley
  • Air Conditioner
  • Parking
  • TV

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Chicago Bootlegger House Sleeps 11-22 with 3 parking spots From US $687
         

10.0 (51 Reviews)
House
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lincoln Park 3BR Townhome Rooftop King Suite Sleeps 10 From US $651
         

10.0 (37 Reviews)
House
Lincoln Park 3BR Townhome Rooftop King Suite Sleeps 10
  • Air Conditioner
  • Parking
  • TV

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Inspiring Stone Grotto Sleeps 10-20 & Free Parking From US $350
         

10.0 (33 Reviews)
House
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront From US $346
         

10.0 (27 Reviews)
Apartment
Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Cuyler

Over 202+ Wheelchair Accessible Vacation Homes in or Near Cuyler
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake From US $295
         

10.0 (57 Reviews)
Apartment
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
  • Air Conditioner
  • Pet Friendly
  • TV

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Ray's Bucktown Bed and Breakfast From US $271
         

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9.5 (161 Reviews)
Bed & Breakfast
Ray's Bucktown Bed and Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly

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Villa D' Citta From US $350
         

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9.4 (121 Reviews)
Bed & Breakfast
Villa D' Citta
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $581
         

10.0 (11 Reviews)
Apartment
The Cornerstone - Designer 4BR Flat in Bucktown/WP
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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3BR Art Deco retreat with garage. From US $927
         

10.0 (9 Reviews)
Apartment
3BR Art Deco retreat with garage.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Edgewater Gem by the Lake! 2BR with Parking & Gym From US $256
         

10.0 (3 Reviews)
Apartment
Edgewater Gem by the Lake! 2BR with Parking & Gym
  • Air Conditioner
  • Parking
  • TV

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Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake From US $328
         

9.2 (23 Reviews)
Apartment
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
  • Air Conditioner
  • Pet Friendly
  • TV

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Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake From US $143
         

9.2 (17 Reviews)
Apartment
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
  • Air Conditioner
  • Pet Friendly
  • TV

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Cuyler Vacation Rentals and Airbnb Places to Stay Under $200

Over 558+ Cuyler Vacation Rentals and Airbnb Places to Stay Under $200
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness. From US $189
         

10.0 (61 Reviews)
Apartment
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
  • Air Conditioner
  • Parking
  • TV

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1 GB Wi-Fi 1 Reserved Parking Space Sleeps 4 From US $171
         

10.0 (1 Review)
Apartment
1 GB Wi-Fi 1 Reserved Parking Space Sleeps 4
  • Air Conditioner
  • Parking
  • Accessibility

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Dorothy's From US $163
         

8.6 (154 Reviews)
Bed & Breakfast
Dorothy's
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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BF - Bright and Cozy 1BR Apartment in Logan Square! From US $168
         

10.0 (53 Reviews)
Apartment
BF - Bright and Cozy 1BR Apartment in Logan Square!
  • Air Conditioner
  • Parking
  • TV

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Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness. From US $189
         

10.0 (47 Reviews)
Apartment
Peaceful Oasis in Top Chicago Neighborhood. Low Traffic, Pristine Cleanliness.
  • Air Conditioner
  • Parking
  • TV

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Retro-Chic Urban Oasis From US $165
         

10.0 (16 Reviews)
Apartment
Retro-Chic Urban Oasis
  • Air Conditioner
  • Parking
  • TV

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Sacramento - Stylish 2BR Apt in Irving Park From US $196
         

10.0 (13 Reviews)
Apartment
Sacramento - Stylish 2BR Apt in Irving Park
  • Air Conditioner
  • TV
  • Security/Safety

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Tranquil Library near Brown Line 2 bed 1 bath vintage private unit @ Solar Lodge From US $123
         

10.0 (10 Reviews)
Apartment
Tranquil Library near Brown Line 2 bed 1 bath vintage private unit @ Solar Lodge
  • Air Conditioner
  • Parking
  • Pet Friendly

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Instantly Bookable Vacation Homes in Cuyler

Over 906+ Instantly Bookable Vacation Homes in or Near Cuyler
Wrigley Field Home Run 4 Bedroom, 2 Bathroom From US $1,086
         

9.6 (20 Reviews)
Condo
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
  • Balcony/Terrace
  • Security/Safety
  • Fireplace/Heating

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1BR Well-Equipped Apartment From US $186
         

New
Apartment
1BR Well-Equipped Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

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The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique. From US $562
         

10.0 (119 Reviews)
Apartment
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
  • Air Conditioner
  • Parking
  • TV

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Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms From US $1,093
         

9.0 (15 Reviews)
Condo
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
  • Balcony/Terrace
  • Security/Safety
  • Child Friendly

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Wrigley Field All Star Suite 3 Bedrooms 2 Bath From US $953
         

9.4 (25 Reviews)
Condo
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
  • Air Conditioner
  • TV
  • Security/Safety

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Great Location-Beautiful Friendly Andersonville Neighborhood From US $290
         

10.0 (207 Reviews)
Apartment
Great Location-Beautiful Friendly Andersonville Neighborhood
  • Air Conditioner
  • Parking
  • TV

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North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment From US $231
         

10.0 (141 Reviews)
Apartment
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
  • Air Conditioner
  • Parking
  • TV

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1F - ❤️ Trendy 2BR Apartment in Logan Square! From US $206
         

10.0 (100 Reviews)
Apartment
1F - ❤️ Trendy 2BR Apartment in Logan Square!
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Cuyler Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Frontiercabinrentals Cuyler, 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 Cuyler. Places to stay near Cuyler with prices averaging US $199 a night.

Frontiercabinrentals makes it easy and safe to find and compare vacation rentals in Cuyler 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 Cuyler

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Cuyler

★ Pro Tip: Frontiercabinrentals makes it easy to compare the best listings on Frontiercabinrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Frontiercabinrentals 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 Cuyler.

Weather in Cuyler

View the weather forecast for Cuyler before booking your Cuyler 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

Top Attractions Around Cuyler, IL

Frontiercabinrentals offers a large selection of top attractions around Cuyler. Research things to do on your vacation before you visit Cuyler.


Navy Pier Wrigley Field McCormick Place Millennium Park Union Station Soldier Field Willis Tower Art Institute of Chicago United Center Grant Park John G. Shedd Aquarium Chicago Museum of Science and Industry Chicago Theatre Chicago Riverwalk Field Museum of Natural History University of Chicago Brookfield Zoo Northwestern University John Hancock Center Allstate Arena

Cuyler Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cuyler?

There are a lot of options in Cuyler. If you plan on staying in the Cuyler area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cuyler:

How many vacation rentals are available in Cuyler?

Currently, the total number of properties listed in 2026 is over 1 in the Cuyler area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cuyler.