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Pirate Cove Cottages - Vacation Rentals in Dearborn Homes

Urban Cottage From US $153
         

5.0 (2 Reviews)
Cottage
Urban Cottage
  • Air Conditioner
  • TV
  • Bedding/Linens

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Luxury Places to Stay in Dearborn Homes

Over 1644+ Luxury Places to Stay in or Near Dearborn Homes
LUX Dtown Penthouses 9bd/9ba Sleep 25+Parking+Pool From US $2,995
         

New
Apartment
LUX Dtown Penthouses 9bd/9ba Sleep 25+Parking+Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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South Loop 2 Bedroom Apt From US $2,671
         

New
Apartment
South Loop 2 Bedroom Apt
  • Air Conditioner
  • Parking
  • Security/Safety

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Downtown Mich Ave - 6 Penthouses, Sleep 25 From US $2,166
         

10.0 (3 Reviews)
Condo
Downtown Mich Ave - 6 Penthouses, Sleep 25
  • Air Conditioner
  • Pet Friendly
  • TV

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Pilsen Chicago 6BR Getaway with Game Room, Gym & Paid Parking Near Soldier Field & McCormick Place From US $2,110
         

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New
Apartment
Pilsen Chicago 6BR Getaway with Game Room, Gym & Paid Parking Near Soldier Field & McCormick Place
  • Air Conditioner
  • Parking
  • Pet Friendly

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Premier Penthouses and Apartment with Captivating Views of Millennium Park From US $2,015
         

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9.0 (3 Reviews)
Apartment
Premier Penthouses and Apartment with Captivating Views of Millennium Park
  • Air Conditioner
  • Parking
  • Pool

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Downtown 9bd - Sleep 18 - (4 units, same floor) From US $1,992
         

New
Condo
Downtown 9bd - Sleep 18 - (4 units, same floor)
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Sleep 25 - Huge Downtown Vintage Lofts From US $1,759
         

10.0 (1 Review)
Apartment
Sleep 25 - Huge Downtown Vintage Lofts
  • Air Conditioner
  • Pet Friendly
  • TV

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Congress Plaza Hotel Chicago From US $1,589
         

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7.4 (5519 Reviews)
Hotel
Congress Plaza Hotel Chicago
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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Top-Rated Vacation Rentals with a Pool in Dearborn Homes

Over 348+ Top-Rated Vacation Rentals with a Pool in or Near Dearborn Homes
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool From US $693
         

10.0 (13 Reviews)
Condo
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool From US $524
         

10.0 (11 Reviews)
Apartment
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Downtown Penthouse Lake Views #1|Gym, Parking+Pool From US $545
         

10.0 (4 Reviews)
Condo
Downtown Penthouse Lake Views #1|Gym, Parking+Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct From US $415
         

10.0 (4 Reviews)
Apartment
2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
  • Air Conditioner
  • Parking
  • Pool

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Spacious 1 bd sleeps 4 quiet and near Michigan Ave. free gift From US $224
         

10.0 (2 Reviews)
Apartment
Spacious 1 bd sleeps 4 quiet and near Michigan Ave. free gift
  • Air Conditioner
  • Parking
  • Pool

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South Loop Rooftop With In and Out Parking 2 From US $307
         

10.0 (1 Review)
Apartment
South Loop Rooftop With In and Out Parking 2
  • Air Conditioner
  • Pool
  • Accessibility

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Hip West Loop Studio w/Gym & Coworking, nr UIC, by Blueground From US $178
         

10.0 (1 Review)
Apartment
Hip West Loop Studio w/Gym & Coworking, nr UIC, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Stunning 3BR Penthouse in the Loop | Roof Deck From US $601
         

9.8 (36 Reviews)
Apartment
Stunning 3BR Penthouse in the Loop | Roof Deck
  • Air Conditioner
  • Pet Friendly
  • Pool

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Pet-Friendly Vacation Rentals in Dearborn Homes

Over 712+ Pet-Friendly Vacation Rentals in or Near Dearborn Homes
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba From US $363
         

10.0 (26 Reviews)
Condo
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious Stay at Modern Apartment with Self Check-in Mins Frm Downtown From US $299
         

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9.7 (18 Reviews)
Apartment
Luxurious Stay at Modern Apartment with Self Check-in Mins Frm Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Neighborhood Hotel-Little Italy From US $126
         

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9.6 (231 Reviews)
Apartment
The Neighborhood Hotel-Little Italy
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

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Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba From US $420
         

10.0 (10 Reviews)
Condo
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
  • Air Conditioner
  • Pet Friendly
  • TV

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Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area From US $830
         

10.0 (7 Reviews)
Apartment
Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
  • Air Conditioner
  • Pet Friendly
  • TV

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Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area From US $543
         

10.0 (4 Reviews)
Apartment
Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area
  • Air Conditioner
  • Pet Friendly
  • TV

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Modern & Spacious Stay by Northwestern Hospital Bronzeville From US $340
         

10.0 (3 Reviews)
Apartment
Modern & Spacious Stay by Northwestern Hospital Bronzeville
  • Air Conditioner
  • Parking
  • Pet Friendly

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Downtown 3bd Penthouse| Lake Mich VIEWS +gym From US $313
         

10.0 (3 Reviews)
Apartment
Downtown 3bd Penthouse| Lake Mich VIEWS +gym
  • Air Conditioner
  • Pet Friendly
  • TV

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Large Vacation Homes & Villas in Dearborn Homes

Over 196+ Large Vacation Homes & Villas in or Near Dearborn Homes
4 #1S - 4 Bedroom/1.5 Bath Condo near McCormick Place, Wintrust Arena From US $447
         

10.0 (22 Reviews)
Apartment
4 #1S - 4 Bedroom/1.5 Bath Condo near McCormick Place, Wintrust Arena
  • Parking
  • TV
  • Security/Safety

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Spacious 6BR Luxury Suite Perfect for Groups Near McCormick Place and Soldier Field From US $737
         

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10.0 (3 Reviews)
Apartment
Spacious 6BR Luxury Suite Perfect for Groups Near McCormick Place and Soldier Field
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10 From US $309
         

New
Apartment
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
  • Air Conditioner
  • Parking
  • Pet Friendly

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1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown From US $467
         

10.0 (15 Reviews)
Condo
1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
  • Air Conditioner
  • Parking
  • TV

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Modern West Loop Gem-City Views & Prime Location 6 From US $411
         

10.0 (13 Reviews)
Apartment
Modern West Loop Gem-City Views & Prime Location 6
  • Air Conditioner
  • TV
  • Security/Safety

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Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick From US $531
         

10.0 (6 Reviews)
House
Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
  • Air Conditioner
  • Parking
  • TV

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Modern West Loop Gem-City Views & Prime Location 4 From US $809
         

10.0 (5 Reviews)
Apartment
Modern West Loop Gem-City Views & Prime Location 4
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Modern West Loop Gem-City Views & Prime Location 3 From US $707
         

10.0 (5 Reviews)
Apartment
Modern West Loop Gem-City Views & Prime Location 3
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Wheelchair Accessible Vacation Homes in Dearborn Homes

Over 869+ Wheelchair Accessible Vacation Homes in or Near Dearborn Homes
Downtown 3bd #7 near Park+Museums From US $465
         

10.0 (6 Reviews)
Condo
Downtown 3bd #7 near Park+Museums
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Stylish 3BR Gem in Prime Location From US $441
         

|
10.0 (1 Review)
House
Stylish 3BR Gem in Prime Location
  • Air Conditioner
  • Pet Friendly
  • View

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HI Chicago Hostel From US $73
         

9.0 (1112 Reviews)
Hostel
HI Chicago Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility

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Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field From US $311
         

10.0 (5 Reviews)
Apartment
Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field
  • Air Conditioner
  • Parking
  • TV

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McCormick 3B/2Ba w optional parking/Up to 8 guests From US $513
         

10.0 (4 Reviews)
Apartment
McCormick 3B/2Ba w optional parking/Up to 8 guests
  • Air Conditioner
  • Parking
  • TV

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McCormick 6B/4Ba Luxury Suite for groups/12 guests From US $789
         

10.0 (3 Reviews)
Apartment
McCormick 6B/4Ba Luxury Suite for groups/12 guests
  • Air Conditioner
  • Parking
  • TV

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Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field From US $580
         

10.0 (3 Reviews)
Apartment
Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
  • Air Conditioner
  • Parking
  • TV

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Modern 3BR Corner Suite Near McCormick Place & Soldier Field that Sleeps 10 From US $536
         

10.0 (3 Reviews)
Apartment
Modern 3BR Corner Suite Near McCormick Place & Soldier Field that Sleeps 10
  • Air Conditioner
  • Parking
  • TV

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Dearborn Homes Varoom and Airbnb Places to Stay Under $200

Over 645+ Dearborn Homes Varoom and Airbnb Places to Stay Under $200
Perfect for a Hip and Romantic Getaway - This Chic Studio Offers the Best of the City by AllSet Turnover From US $170
         

10.0 (3 Reviews)
Apartment
Perfect for a Hip and Romantic Getaway - This Chic Studio Offers the Best of the City by AllSet Turnover
  • Air Conditioner
  • TV
  • Security/Safety

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A Stylish & Cozy Apartment near Downtown Chicago From US $150
         

|
9.0 (1 Review)
Apartment
A Stylish & Cozy Apartment near Downtown Chicago
  • Air Conditioner
  • Parking
  • Child Friendly

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Mccormick Place Guest House From US $91
         

|
8.8 (46 Reviews)
House
Mccormick Place Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Serene Loop 1BR w/Gym, Roof & Lounge, same block as L, by Blueground From US $152
         

10.0 (1 Review)
Apartment
Serene Loop 1BR w/Gym, Roof & Lounge, same block as L, by Blueground
  • Air Conditioner
  • Pet Friendly
  • TV

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Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago From US $167
         

9.8 (15 Reviews)
Apartment
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
  • Air Conditioner
  • Parking
  • TV

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Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum From US $161
         

9.6 (75 Reviews)
Apartment
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
  • Air Conditioner
  • Parking
  • TV

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Charming retreat w/fireplace From US $199
         

9.2 (7 Reviews)
Apartment
Charming retreat w/fireplace
  • Air Conditioner
  • Parking
  • TV

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Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown From US $159
         

9.0 (11 Reviews)
House
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Dearborn Homes

Over 1000+ Instantly Bookable Vacation Homes in or Near Dearborn Homes
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC From US $308
         

10.0 (329 Reviews)
Apartment
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
  • Air Conditioner
  • Parking
  • TV

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Spacious 5BR Chicago Suite Near McCormick Place & Soldier Field From US $548
         

8.0 (1 Review)
Apartment
Spacious 5BR Chicago Suite Near McCormick Place & Soldier Field
  • Air Conditioner
  • Parking
  • TV

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3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place From US $321
         

10.0 (275 Reviews)
Apartment
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
  • Air Conditioner
  • Parking
  • TV

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Dubois Guest House Room 201 From US $292
         

7.4 (3 Reviews)
Bed & Breakfast
Dubois Guest House Room 201
  • Air Conditioner
  • Parking
  • TV

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1F Chicago's Little italy Graystone nearDowntown From US $284
         

10.0 (169 Reviews)
Apartment
1F Chicago's Little italy Graystone nearDowntown
  • Air Conditioner
  • Parking
  • TV

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Cozy Pilsen Depa From US $283
         

10.0 (30 Reviews)
Apartment
Cozy Pilsen Depa
  • Air Conditioner
  • Parking
  • TV

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Luxury Modern home minutes from Downtown Chicago From US $504
         

10.0 (19 Reviews)
House
Luxury Modern home minutes from Downtown Chicago
  • Air Conditioner
  • Parking
  • TV

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Penthouse, Lux stay near Downtown, McComick & Lake From US $263
         

10.0 (18 Reviews)
Apartment
Penthouse, Lux stay near Downtown, McComick & Lake
  • Air Conditioner
  • Parking
  • TV

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About Dearborn Homes Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Dearborn Homes, 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 Dearborn Homes. Places to stay near Dearborn Homes with prices averaging $153 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in Dearborn Homes 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 Dearborn Homes

Type Count
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Dearborn Homes

★ 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 Dearborn Homes.

Weather in Dearborn Homes

View the weather forecast for Dearborn Homes before booking your Dearborn Homes 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