Near East Side Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Near East Side, Chicago, Illinois, USA

New Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
Apartment
Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
From US $347 per night
New
2 Bedrooms 4 Guests
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Lux Apts with Lake Views and Top Amenities
Apartment
Lux Apts with Lake Views and Top Amenities
From US $1,582 per night
|
10.0 (3 Reviews)
13 Bedrooms 32 Guests
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Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Apartment
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
From US $309 per night
New
3 Bedrooms 10 Guests
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New Blueground | West Town, pets allowed, nr Park
Apartment
Blueground | West Town, pets allowed, nr Park
From US $158 per night
New
1 Bedroom 2 Guests
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The Sono Chicago
Bed & Breakfast
The Sono Chicago
From US $266 per night
|
10.0 (465 Reviews)
1 Bedroom 2 Guests
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New Blueground | West Town, washer, nr Chicago River
Apartment
Blueground | West Town, washer, nr Chicago River
From US $111 per night
New
1 Bedroom 2 Guests
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The Publishing House B&B
Bed & Breakfast
The Publishing House B&B
From US $239 per night
|
9.8 (181 Reviews)
1 Bedroom 2 Guests
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New Blueground | West Town, washer, nr Chicago River
Apartment
Blueground | West Town, washer, nr Chicago River
From US $106 per night
New
1 Bedroom 2 Guests
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The Village Inn by Dakota Gal Digs
House
The Village Inn by Dakota Gal Digs
From US $710 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
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New City Studio Escape Bright, Sleek & Modern
House
City Studio Escape Bright, Sleek & Modern
From US $289 per night
New
1 Bedroom 4 Guests
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New Chicago Citrus Charm 2BR WestTown
Apartment
Chicago Citrus Charm 2BR WestTown
From US $249 per night
New
2 Bedrooms 6 Guests
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Freshly Minted 2BR - Elegance & Comfort in Central Chicago
Apartment
Freshly Minted 2BR - Elegance & Comfort in Central Chicago
From US $349 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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New Cozy Garden Apartment in Chicago
Apartment
Cozy Garden Apartment in Chicago
From US $177 per night
New
2 Bedrooms 4 Guests
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Gold coast villa with free parking garage sleeps 10
Villa
Gold coast villa with free parking garage sleeps 10
From US $1,676 per night
|
10.0 (1 Review)
4 Bedrooms 10 Guests
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52nd Floor MagMile Penthouse VIEWS Fireplace Pool
Apartment
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
From US $354 per night
10.0 (398 Reviews)
1 Bedroom 4 Guests
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53 Floor MagMile Penthouse Views, Balcony, Pool
Apartment
53 Floor MagMile Penthouse Views, Balcony, Pool
From US $420 per night
10.0 (236 Reviews)
2 Bedrooms 6 Guests
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51st Floor MagMile Penthouse Views Balcony Pool
Apartment
51st Floor MagMile Penthouse Views Balcony Pool
From US $375 per night
10.0 (224 Reviews)
1 Bedroom 4 Guests
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Luxury 2BD-2BA View-Gym-Rooftop
Apartment
Luxury 2BD-2BA View-Gym-Rooftop
From US $590 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
Apartment
53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
From US $901 per night
10.0 (203 Reviews)
2 Bedrooms 8 Guests
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51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
Apartment
51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
From US $837 per night
10.0 (187 Reviews)
2 Bedrooms 7 Guests
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52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
Apartment
52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
From US $375 per night
10.0 (61 Reviews)
1 Bedroom 4 Guests
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Spacious & private! Free parking! Great location!
Apartment
Spacious & private! Free parking! Great location!
From US $169 per night
10.0 (25 Reviews)
2 Bedrooms 2 Guests
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50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Apartment
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
From US $296 per night
10.0 (24 Reviews)
1 Bedroom 2 Guests
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MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Condo
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
From US $354 per night
10.0 (23 Reviews)
2 Bedrooms 6 Guests
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Trendy West Town Flat - 2 bed/1.5 bath with parking
Condo
Trendy West Town Flat - 2 bed/1.5 bath with parking
From US $331 per night
10.0 (23 Reviews)
2 Bedrooms 5 Guests
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Downtown Guild #3 | Mag Mile Gold Coast The Lake!
Condo
Downtown Guild #3 | Mag Mile Gold Coast The Lake!
From US $312 per night
10.0 (19 Reviews)
1 Bedroom 4 Guests
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West Loop Luxe 2BR: Balcony, Skyline Views
Apartment
West Loop Luxe 2BR: Balcony, Skyline Views
From US $538 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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MTM Fully Furnished Rental in Old Town - 2 beds
Apartment
MTM Fully Furnished Rental in Old Town - 2 beds
From US $90 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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Villa D' Citta
Bed & Breakfast
Villa D' Citta
From US $336 per night
|
9.4 (103 Reviews)
1 Bedroom 2 Guests
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Relaxing Studio with Private Patio Downtown Chicago
Apartment
Relaxing Studio with Private Patio Downtown Chicago
From US $526 per night
10.0 (2 Reviews)
1 Bedroom 4 Guests
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Modern River West 2BR with W&D by Zencity
Apartment
Modern River West 2BR with W&D by Zencity
From US $77 per night
|
10.0 (1 Review)
2 Bedrooms 3 Guests
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4BR Corporate Suite Central and Modern
Hotel
4BR Corporate Suite Central and Modern
From US $486 per night
10.0 (3 Reviews)
4 Bedrooms 10 Guests
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1 Garage Parking/Skyline Rooftop/PingPong/Balcony
Apartment
1 Garage Parking/Skyline Rooftop/PingPong/Balcony
From US $485 per night
10.0 (2 Reviews)
2 Bedrooms 8 Guests
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New Luxury 3 Bdr Apt in Chicago C9
Apartment
New Luxury 3 Bdr Apt in Chicago C9
From US $1,516 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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Art Villa
Apartment
Art Villa
From US $1,240 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Urban Comfort 2BR in West Town
Apartment
Urban Comfort 2BR in West Town
From US $329 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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2 Bedroom Home near West Loop with Parking
Apartment
2 Bedroom Home near West Loop with Parking
From US $352 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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River North | Private Balcony With In&Out Parking
Apartment
River North | Private Balcony With In&Out Parking
From US $313 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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Spacious and Modern 3BD 2BA Home- Garage Parking!
Apartment
Spacious and Modern 3BD 2BA Home- Garage Parking!
From US $299 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
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Heart of Lincoln park
Apartment
Heart of Lincoln park
From US $305 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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1F Cozy Home in Little Italy near Downtown West Loop United Center
Apartment
1F Cozy Home in Little Italy near Downtown West Loop United Center
From US $172 per night
|
9.9 (74 Reviews)
3 Bedrooms 6 Guests
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Your Chicago get Away
Apartment
Your Chicago get Away
From US $292 per night
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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Historic luxury Townhouse in Downtown Chicago
House
Historic luxury Townhouse in Downtown Chicago
From US $1,961 per night
|
9.8 (7 Reviews)
5 Bedrooms 10 Guests
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Spacious 2 Bedroom unit with a Free Parking Spot
Apartment
Spacious 2 Bedroom unit with a Free Parking Spot
From US $564 per night
|
10.0 (1 Review)
2 Bedrooms 6 Guests
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Avenir West Loop Penthouses with Iconic City Views
Apartment
Avenir West Loop Penthouses with Iconic City Views
From US $1,192 per night
|
9.8 (6 Reviews)
10 Bedrooms 24 Guests
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Lincoln Park Oasis: Safe Stay, Balcony Views
Apartment
Lincoln Park Oasis: Safe Stay, Balcony Views
From US $578 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Sage Modern Apartments Near Union Park in West Loop
Apartment
Sage Modern Apartments Near Union Park in West Loop
From US $336 per night
|
9.7 (14 Reviews)
6 Bedrooms 15 Guests
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West Loop High-End 2BR: Walkable, City Views
Apartment
West Loop High-End 2BR: Walkable, City Views
From US $541 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
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Lincoln Park Light-Filled Loft
Apartment
Lincoln Park Light-Filled Loft
From US $257 per night
9.7 (9 Reviews)
1 Bedroom 4 Guests
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Riverwalk Apt: Best Location, Modern Luxury
Apartment
Riverwalk Apt: Best Location, Modern Luxury
From US $400 per night
10.0 (1 Review)
1 Bedroom 3 Guests
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Entire Apartment in heart of Lincoln Park & Lake Sea and beach
Apartment
Entire Apartment in heart of Lincoln Park & Lake Sea and beach
From US $181 per night
9.7 (3 Reviews)
1 Bedroom 4 Guests
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About Near East Side Vacation Rentals

Explore over 3408 vacation rentals in Near East Side 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 Near East Side 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 Near East Side. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Near East Side tailored to your preferences. On average, these rentals offer 768.42 ft² of space, and are priced at an average of US $442 per night.

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

Other Places to Stay in Near East Side, IL


MetroGolf Illinois Center 4,012 Properties
Lakeshore East 735 Properties

Frequently Asked Questions About Near East Side?

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Discover the ideal vacation rental in Near East Side with SunSki Resorts™. We provide an extensive selection of over 3408 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Near East Side.

Nearby Neighborhood (5)

Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1794
Near North Side Vacation Rentals in Chicago, Illinois 818
The Loop Vacation Rentals in Chicago, Illinois 776
Streeterville Vacation Rentals in Chicago, Illinois 201
Lakeshore East Vacation Rentals in Chicago, Illinois 735

There are 3408 Near East Side, IL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Near East Side