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

Compare Vacation Rentals & Ski-in/Ski-out Homes in Montclare, 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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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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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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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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Belmont Heights Oasis
House
Belmont Heights Oasis
From US $485 per night
|
9.8 (4 Reviews)
4 Bedrooms 11 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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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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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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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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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 Casa by OHare Airport
Apartment
Cozy Casa by OHare Airport
From US $118 per night
9.2 (6 Reviews)
1 Bedroom 9 Guests
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Tranquil Portage Park Stay
Apartment
Tranquil Portage Park Stay
From US $157 per night
10.0 (3 Reviews)
1 Bedroom 2 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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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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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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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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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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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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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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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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Alluring Studio Apartment in Jefferson Park - Leland 1N
Apartment
Alluring Studio Apartment in Jefferson Park - Leland 1N
From US $209 per night
|
8.5 (2 Reviews)
1 Bedroom 2 Guests
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Chic|Comfy|Renovated1Bd1Ba Perfect for Couples
Apartment
Chic|Comfy|Renovated1Bd1Ba Perfect for Couples
From US $293 per night
10.0 (1 Review)
1 Bedroom 2 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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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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Stylish Studio Apartment in Portage Park - Pensacola 2N
Apartment
Stylish Studio Apartment in Portage Park - Pensacola 2N
From US $165 per night
7.7 (3 Reviews)
1 Bedroom 2 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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Calm & Well-Equipped 2BR Chicago Apartment - Central Cozy
Apartment
Calm & Well-Equipped 2BR Chicago Apartment - Central Cozy
From US $277 per night
|
7.0 (6 Reviews)
2 Bedrooms 4 Guests
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Chic Studio in Heart of Chicago
Apartment
Chic Studio in Heart of Chicago
From US $217 per night
10.0 (1 Review)
1 Bedroom 2 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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Harmonious 2BR Apartment
Apartment
Harmonious 2BR Apartment
From US $215 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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1BR Trendy Basement Apt with Laundry & Parking - Central Trendy
Apartment
1BR Trendy Basement Apt with Laundry & Parking - Central Trendy
From US $330 per night
|
5.7 (3 Reviews)
10 Bedrooms 2 Guests
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Homey 2BR Apt w/Parking
Apartment
Homey 2BR Apt w/Parking
From US $189 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Sunny Coach House in Historic Oak Park
Apartment
Sunny Coach House in Historic Oak Park
From US $170 per night
9.8 (61 Reviews)
1 Bedroom 3 Guests
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A quiet stay while you are away
House
A quiet stay while you are away
From US $158 per night
9.8 (32 Reviews)
2 Bedrooms 4 Guests
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Modern 2 King BR Apt, Relax in Style!
Apartment
Modern 2 King BR Apt, Relax in Style!
From US $215 per night
9.6 (44 Reviews)
2 Bedrooms 7 Guests
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Home Sweet Home
House
Home Sweet Home
From US $205 per night
9.6 (16 Reviews)
2 Bedrooms 4 Guests
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Rockin' 2BR Apartment in the Heart of Oak Park
Apartment
Rockin' 2BR Apartment in the Heart of Oak Park
From US $199 per night
9.6 (12 Reviews)
2 Bedrooms 4 Guests
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Cozy Studio in Portage Park
Apartment
Cozy Studio in Portage Park
From US $194 per night
New
2 Bedrooms 2 Guests
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3BR Apartment Cozy, Great Location & Pet-Friendly- Central Stylish
Apartment
3BR Apartment Cozy, Great Location & Pet-Friendly- Central Stylish
From US $491 per night
|
5.5 (4 Reviews)
3 Bedrooms 6 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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Spacious 2BR Apartment near Airport - Central Charming
Apartment
Spacious 2BR Apartment near Airport - Central Charming
From US $270 per night
|
5.5 (2 Reviews)
2 Bedrooms 4 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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Cozy Studio in Jefferson Park
Apartment
Cozy Studio in Jefferson Park
From US $183 per night
New
2 Bedrooms 2 Guests
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Cozy 2BR Apt - Perfect for a Seamless Stay - Montrose 1A
Apartment
Cozy 2BR Apt - Perfect for a Seamless Stay - Montrose 1A
From US $86 per night
|
1.0 (1 Review)
2 Bedrooms 4 Guests
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Steps to Shops & Eats: Apt in Portage Park!
Apartment
Steps to Shops & Eats: Apt in Portage Park!
From US $95 per night
New
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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Top Rated Condo - 65” TV | Family-friendly
Apartment
Top Rated Condo - 65” TV | Family-friendly
From US $83 per night
New
2 Bedrooms 10 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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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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Quiet Stay - Perfect for Family
Hotel
Quiet Stay - Perfect for Family
From US $242 per night
9.4 (3 Reviews)
2 Bedrooms 4 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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Quiet Area - Revamped Basement
Hotel
Quiet Area - Revamped Basement
From US $227 per night
8.8 (3 Reviews)
2 Bedrooms 6 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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Updated Forest Park 3 BR Bungalow
House
Updated Forest Park 3 BR Bungalow
From US $206 per night
10.0 (117 Reviews)
3 Bedrooms 6 Guests
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Chicago Big House
House
Chicago Big House
From US $323 per night
New
7 Bedrooms 12 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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Modern Victorian Vibes ❤️ | Character & Charm
House
Modern Victorian Vibes ❤️ | Character & Charm
From US $548 per night
10.0 (25 Reviews)
4 Bedrooms 8 Guests
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About Montclare Vacation Rentals

Explore over 259 vacation rentals in Montclare 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 Montclare 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 Montclare. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Montclare tailored to your preferences. On average, these rentals offer 1483.66 ft² of space, and are priced at an average of US $279 per night.

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

Frequently Asked Questions About Montclare?

What are the top vacation rentals in Montclare?

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

Discover the ideal vacation rental in Montclare with SunSki Resorts™. We provide an extensive selection of over 259 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Montclare.

Nearby Neighborhood (1)

Neighborhood Property Count
Dunning Vacation Rentals in Chicago, Illinois 183

There are 259 Montclare, IL Vacation Rentals

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