Hotel Cancun Rosa - Vacation Rentals in Lakeshore East

Modern 3BR City Retreat - Near Old Town From US $351
         

9.8 (11 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Sophisticated 4BR Suite - Modern and Luxurious From US $373
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Accessibility
  • Security/Safety
The Peninsula Chicago From US $803
         

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9.8 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
4BR City Retreat, Great for Business & Family From US $437
         

9.8 (6 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Spacious 4BR Near Fulton Market & Riverwalk From US $812
         

9.6 (4 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Sophisticated 4BR Suite - Walk to Shops, Dining & Transit From US $408
         

9.4 (10 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Chic 4-Bedroom with Skyline Views, Firepit and Gym From US $350
         

9.2 (5 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in Lakeshore East

Over 3953+ Luxury Places to Stay in or Near Lakeshore East
: The Wolcott : Modern Elegance at Its Finest From US $3,490
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Top-Rated Vacation Rentals with a Pool in Lakeshore East

Over 1146+ Top-Rated Vacation Rentals with a Pool in or Near Lakeshore East
Chic 1-bedroom condo in the heart of Chicago, next to Mag Mile From US $147
         

New Luxury 3 Bdr Apt in Chicago C9 From US $1,516
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
3BR Luxury Modern Apartment From US $454
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Level Chicago Old Town From US $270
         

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10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Cityview Chic - Gold Coast/River North From US $199
         

The Penthouse at Grand Plaza From US $1,149
         

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9.8 (26 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Lakeshore East

Over 1752+ Pet-Friendly Vacation Rentals in or Near Lakeshore East
Large 4BR/3BA Safe Old Town Location Walk Everywhere From US $1,467
         

10.0 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
The Talbott, Autograph Collection From US $284
         

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9.4 (127 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury House in the heart of Old Town with Parking From US $1,950
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4BR Central Apartment w/Skyline Views From US $985
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Luxury SOHO Styled Two-Level Townhouse - Old Town From US $1,087
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool From US $875
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Lakeshore East

Over 477+ Large Vacation Homes & Villas in or Near Lakeshore East
The Orleans Floor 3 Private rooftop deck From US $1,599
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
4BR Old Town Chicago Loft | Walk to Wells St From US $920
         

10.0 (122 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10 From US $309
         

New
Apartment
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  • Parking
  • Pet Friendly
Magic Factory Loft 2West From US $618
         

10.0 (200 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,217
         

Modern West Loop Gem-City Views & Prime Location 6 From US $1,014
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Wheelchair Accessible Vacation Homes in Lakeshore East

Over 2568+ Wheelchair Accessible Vacation Homes in or Near Lakeshore East
Modern River West 2BR with W&D by Zencity From US $77
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Modern West Loop Gem-City Views & Prime Location 3 From US $813
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
The Publishing House B&B From US $298
         

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9.8 (208 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Modern West Loop Gem-City Views & Prime Location 4 From US $810
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Luxury Loft Collection COMBO 01/02 | Terrace From US $1,454
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 3BR · Bronzeville/South Loop · Sleeps 8 From US $845
         

Lakeshore East Vacation Rentals and Airbnb Places to Stay Under $200

Over 1170+ Lakeshore East Vacation Rentals and Airbnb Places to Stay Under $200
Modern River West 2BR with W&D by Zencity From US $76
         

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9.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Internet
HI Chicago Hostel From US $125
         

9.0 (1308 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility

Instantly Bookable Vacation Homes in Lakeshore East

Over 2502+ Instantly Bookable Vacation Homes in or Near Lakeshore East
Twice as Nice: Chic 2BR Stay with Style & Space From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $303
         

Gorgeous 3BR River North Condo - Free Parking From US $857
         

10.0 (37 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Vibrant 3BR Pilsen Stay Free Parking Near Downtown From US $476
         

10.0 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Trendy West Town Flat - 2 bed/1.5 bath with parking From US $339
         

About Lakeshore East Vacation Rentals

With more than 722 Lakeshore East vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelcancunrosa and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Lakeshore East.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelcancunrosa Lakeshore East, 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 Lakeshore East. Places to stay near Lakeshore East are 269.95 ft² on average, with prices averaging US $455 a night.

Hotelcancunrosa makes it easy and safe to find and compare vacation rentals in Lakeshore East 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 Lakeshore East

Type Count
Hotels 722

Use these Quick Filters to Find a Vacation Rental in Lakeshore East

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

Weather in Lakeshore East

View the weather forecast for Lakeshore East before booking your Lakeshore East 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

Complexes around Lakeshore East, IL


Lakeshore East Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Lakeshore East?

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

How many vacation rentals are available in Lakeshore East?

Currently, the total number of properties listed in 2026 is over 722 in the Lakeshore East area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Lakeshore East.