Galewood Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Galewood, Chicago, Illinois, USA

Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant
Apartment
Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant
From US $107 per night
|
10.0 (10 Reviews)
3 Bedrooms 10 Guests
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The Oak Park Loft
Apartment
The Oak Park Loft
From US $353 per night
10.0 (5 Reviews)
1 Bedroom 2 Guests
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Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!
Apartment
Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!
From US $215 per night
10.0 (93 Reviews)
2 Bedrooms 5 Guests
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Historic Oakpark Home
Apartment
Historic Oakpark Home
From US $268 per night
|
10.0 (6 Reviews)
3 Bedrooms 8 Guests
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Historic Oak Park Home
Apartment
Historic Oak Park Home
From US $337 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
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8 MILES FROM DOWNTOWN CHICAGO!
Apartment
8 MILES FROM DOWNTOWN CHICAGO!
From US $238 per night
10.0 (35 Reviews)
2 Bedrooms 4 Guests
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Harvey House Bed & Breakfast
Bed & Breakfast
Harvey House Bed & Breakfast
From US $300 per night
|
9.8 (112 Reviews)
1 Bedroom 2 Guests
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Clean and Comfy Updated Apt in Convenient Location
Apartment
Clean and Comfy Updated Apt in Convenient Location
From US $158 per night
10.0 (30 Reviews)
2 Bedrooms 4 Guests
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Harvey House Bed & Breakfast
Bed & Breakfast
Harvey House Bed & Breakfast
From US $307 per night
|
9.8 (39 Reviews)
5 Bedrooms 10 Guests
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Large, modern 2 bedroom in the heart of Forest Park
Apartment
Large, modern 2 bedroom in the heart of Forest Park
From US $178 per night
10.0 (14 Reviews)
2 Bedrooms 6 Guests
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Belmont Heights Oasis
House
Belmont Heights Oasis
From US $485 per night
|
9.8 (4 Reviews)
4 Bedrooms 11 Guests
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Spacious, lovely 2bed 1bath with free parking
Apartment
Spacious, lovely 2bed 1bath with free parking
From US $366 per night
10.0 (11 Reviews)
2 Bedrooms 4 Guests
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The Oak Park Loft
Apartment
The Oak Park Loft
From US $250 per night
|
9.6 (10 Reviews)
2 Bedrooms 4 Guests
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Enjoy Chicago/suburbs 2BR townhouse fully equipped
House
Enjoy Chicago/suburbs 2BR townhouse fully equipped
From US $259 per night
10.0 (10 Reviews)
2 Bedrooms 6 Guests
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New Modern 3BR, Gym, Workspace, Quiet Location
House
New Modern 3BR, Gym, Workspace, Quiet Location
From US $314 per night
|
9.3 (3 Reviews)
3 Bedrooms 8 Guests
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The Oak Park Loft, Including Garage
Apartment
The Oak Park Loft, Including Garage
From US $397 per night
10.0 (6 Reviews)
2 Bedrooms 4 Guests
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Historic Oak Park Residence
Apartment
Historic Oak Park Residence
From US $187 per night
|
9.2 (5 Reviews)
4 Bedrooms 8 Guests
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Bright and Spacious 2BR 2BA Apt., FREE PARKING, Walk to Train
Apartment
Bright and Spacious 2BR 2BA Apt., FREE PARKING, Walk to Train
From US $181 per night
10.0 (6 Reviews)
2 Bedrooms 4 Guests
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Spacious Chicago Condo with Deck Less Than 9 Mi to Downtown!
Apartment
Spacious Chicago Condo with Deck Less Than 9 Mi to Downtown!
From US $267 per night
|
9.0 (3 Reviews)
4 Bedrooms 12 Guests
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2 Mi to Logan Square: Pet-Friendly Unit w/Yard!
Apartment
2 Mi to Logan Square: Pet-Friendly Unit w/Yard!
From US $220 per night
10.0 (4 Reviews)
2 Bedrooms 4 Guests
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Historic Oak Park Home for 6/Hemingway District
Apartment
Historic Oak Park Home for 6/Hemingway District
From US $193 per night
|
8.8 (25 Reviews)
3 Bedrooms 6 Guests
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Charming apartment king bed with AC, WiFi
House
Charming apartment king bed with AC, WiFi
From US $213 per night
10.0 (3 Reviews)
1 Bedroom 3 Guests
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Cozy Two Bedroom Apartment in Downtown Forest Park
House
Cozy Two Bedroom Apartment in Downtown Forest Park
From US $160 per night
10.0 (3 Reviews)
2 Bedrooms 4 Guests
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Classic Oak Park Home, 11 Mi to Downtown Chicago!
House
Classic Oak Park Home, 11 Mi to Downtown Chicago!
From US $350 per night
|
8.8 (5 Reviews)
4 Bedrooms 8 Guests
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Newly Built, Bright Garden Studio in Oak Park.
Apartment
Newly Built, Bright Garden Studio in Oak Park.
From US $176 per night
10.0 (2 Reviews)
1 Bedroom 4 Guests
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Spacious Oak Park Home, 11 Mi to Downtown Chicago!
House
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
From US $361 per night
|
8.7 (4 Reviews)
3 Bedrooms 6 Guests
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Comfy 2-bedroom apartment with AC, WiFi in Oak Park
Apartment
Comfy 2-bedroom apartment with AC, WiFi in Oak Park
From US $282 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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Historic Townhome in Oak Park with Backyard!
House
Historic Townhome in Oak Park with Backyard!
From US $192 per night
|
8.7 (3 Reviews)
2 Bedrooms 5 Guests
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A Hidden Gem, approx 15 mins to downtown Chicago!
House
A Hidden Gem, approx 15 mins to downtown Chicago!
From US $95 per night
7.8 (25 Reviews)
1 Bedroom 2 Guests
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Chic Retreat, 2 Queen Beds, FREE PARKING, Walk to Train
Apartment
Chic Retreat, 2 Queen Beds, FREE PARKING, Walk to Train
From US $186 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Modern 2 BDRM Apartment in Chicago
Apartment
Modern 2 BDRM Apartment in Chicago
From US $104 per night
|
7.7 (12 Reviews)
2 Bedrooms 4 Guests
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Two Bedroom - Tranquil Retreat
Apartment
Two Bedroom - Tranquil Retreat
From US $243 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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8 Mi to Chicago Oak Park Home with Fenced Backyard!
House
8 Mi to Chicago Oak Park Home with Fenced Backyard!
From US $195 per night
|
7.7 (3 Reviews)
3 Bedrooms 9 Guests
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Between downtown and O’hare
Apartment
Between downtown and O’hare
From US $227 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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1BR Airy Apartment with Wi-Fi - Barry 2
Apartment
1BR Airy Apartment with Wi-Fi - Barry 2
From US $203 per night
7.0 (1 Review)
1 Bedroom 2 Guests
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Top Rated Condo -King Bed | Safe Historic Location
Apartment
Top Rated Condo -King Bed | Safe Historic Location
From US $82 per night
10.0 (1 Review)
2 Bedrooms 10 Guests
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Modern Victorian With Old World Charm
Apartment
Modern Victorian With Old World Charm
From US $2,569 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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2BR, Sleeps7 Coffee Station, Backyard w/Grill
Apartment
2BR, Sleeps7 Coffee Station, Backyard w/Grill
From US $395 per night
10.0 (1 Review)
2 Bedrooms 7 Guests
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Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)
Apartment
Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)
From US $259 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Quiet, family getaway. Puppers welcome!
House
Quiet, family getaway. Puppers welcome!
From US $233 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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2BR w/Workspace + Coffee Bar Near Transit
Apartment
2BR w/Workspace + Coffee Bar Near Transit
From US $177 per night
6.0 (2 Reviews)
2 Bedrooms 5 Guests
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Game Room, Firepit, Playground, Gym, Billiard
House
Game Room, Firepit, Playground, Gym, Billiard
From US $1,399 per night
|
New
4 Bedrooms 16 Guests
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At Home in Oak Park
Apartment
At Home in Oak Park
From US $364 per night
|
9.8 (6 Reviews)
1 Bedroom 2 Guests
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3BR Gym Workspace Chicago Condo
House
3BR Gym Workspace Chicago Condo
From US $523 per night
|
New
3 Bedrooms 9 Guests
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Historic Oak Park Residence
Apartment
Historic Oak Park Residence
From US $326 per night
9.6 (11 Reviews)
1 Bedroom 2 Guests
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Mins to DT & Frank Lloyd Wright
Apartment
Mins to DT & Frank Lloyd Wright
From US $238 per night
New
1 Bedroom 3 Guests
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Oak Park 5bd 2bth sleeps 11 with 3 private parking
House
Oak Park 5bd 2bth sleeps 11 with 3 private parking
From US $445 per night
|
New
5 Bedrooms 11 Guests
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King Sleep Number Bed | Historic Safe Location
Apartment
King Sleep Number Bed | Historic Safe Location
From US $123 per night
New
2 Bedrooms 7 Guests
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2BR w Workspace and Coffee Bar Near Transit
Apartment
2BR w Workspace and Coffee Bar Near Transit
From US $296 per night
|
New
2 Bedrooms 5 Guests
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2BR Travelers Favorite Modern
House
2BR Travelers Favorite Modern
From US $280 per night
|
New
2 Bedrooms 5 Guests
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90s Condo| King Bed | 65” Smart TV | Arcade Game
Apartment
90s Condo| King Bed | 65” Smart TV | Arcade Game
From US $105 per night
New
2 Bedrooms 10 Guests
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King Bed | Smart TV | Historic Location
Apartment
King Bed | Smart TV | Historic Location
From US $91 per night
New
2 Bedrooms 13 Guests
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Sleeps 18 6BR Gym, Game Room and Theater
House
Sleeps 18 6BR Gym, Game Room and Theater
From US $2,194 per night
New
7 Bedrooms 21 Guests
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2BR Traveler's Favorite, Modern and Clean
House
2BR Traveler's Favorite, Modern and Clean
From US $384 per night
New
2 Bedrooms 5 Guests
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1BR 1BA Windy City Hideout - Lockwood rep
Apartment
1BR 1BA Windy City Hideout - Lockwood rep
From US $221 per night
New
2 Bedrooms 2 Guests
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Wonderful and cozy Chicago Top unit Apartment
Apartment
Wonderful and cozy Chicago Top unit Apartment
From US $190 per night
New
2 Bedrooms 4 Guests
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Charming Oak Park Retreat
Apartment
Charming Oak Park Retreat
From US $228 per night
New
2 Bedrooms 6 Guests
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About Galewood Vacation Rentals

Explore over 340 vacation rentals in Galewood with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Galewood for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Galewood. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Galewood tailored to your preferences. On average, these rentals offer 1212.55 ft² of space, and are priced at an average of US $299 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Galewood at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Frequently Asked Questions About Galewood?

What are the top vacation rentals in Galewood?

How many SunSkiResorts vacation rentals or resorts are available in Galewood?

Discover the ideal vacation rental in Galewood with SunSki Resorts™. We provide an extensive selection of over 340 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Galewood.

Nearby Neighborhood (2)

Neighborhood Property Count
Austin Vacation Rentals in Chicago, Illinois 159
North Austin Vacation Rentals in Chicago, Illinois 456

There are 340 Galewood, IL Vacation Rentals

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