165+ Vacation Rentals Near Lakefront Trail |
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  2. Illinois
  3. Chicago
  4. Lakefront Trail

North Shore Oahu Hotels - Vacation Rentals in Lakefront Trail

Picasso Statue Tour! 2 Relaxing Units | Parking Onsite Available in Chicago From US $434
         

10.0 (4 Reviews)
Hotel
Picasso Statue Tour! 2 Relaxing Units | Parking Onsite Available
  • Air Conditioner
  • Parking
  • TV

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Hilton Vacation Club Hotel Blake Chicago in Chicago From US $269
         

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9.1 (1801 Reviews)
Hotel
Hilton Vacation Club Hotel Blake Chicago
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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SpringHill Suites by Marriott Chicago Chinatown in Chicago From US $213
         

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9.6 (1002 Reviews)
Hotel
SpringHill Suites by Marriott Chicago Chinatown
  • Air Conditioner
  • Parking
  • TV

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Experience the Heart of Chicago from a Cozy Suite in Chicago From US $280
         

10.0 (2 Reviews)
Hotel
Experience the Heart of Chicago from a Cozy Suite
  • Air Conditioner
  • Parking
  • TV

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The Buckingham Hotel in Chicago From US $301
         

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9.0 (706 Reviews)
Hotel
The Buckingham Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Canopy by Hilton Chicago Central Loop in Chicago From US $292
         

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9.4 (1474 Reviews)
Hotel
Canopy by Hilton Chicago Central Loop
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Spacious 2BR in Chicago Near McCormick Sleeps 8 in Chicago From US $197
         

10.0 (2 Reviews)
Hotel
Spacious 2BR in Chicago Near McCormick Sleeps 8
  • Air Conditioner
  • Parking
  • TV

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The LaSalle Chicago, Autograph Collection in Chicago From US $335
         

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9.0 (146 Reviews)
Hotel
The LaSalle Chicago, Autograph Collection
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming 2BR Unit Near McCormick Place & Millennium Park in Chicago From US $184
         

10.0 (2 Reviews)
Hotel
Charming 2BR Unit Near McCormick Place & Millennium Park
  • Air Conditioner
  • Parking
  • TV

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Dazzling Downtown Stay Near Riverwalk & Museums | 4 Amazing Rooms in Chicago From US $1,112
         

10.0 (1 Review)
Hotel
Dazzling Downtown Stay Near Riverwalk & Museums | 4 Amazing Rooms
  • Air Conditioner
  • Parking
  • TV

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24th Floor 2BR Luxury Skyline Grant Park in Chicago From US $430
         

10.0 (1 Review)
Hotel
24th Floor 2BR Luxury Skyline Grant Park
  • Air Conditioner
  • Parking
  • TV

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29th Floor 2BR Suite with Balcony and Gym in Chicago From US $388
         

10.0 (1 Review)
Hotel
29th Floor 2BR Suite with Balcony and Gym
  • Air Conditioner
  • Parking
  • TV

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Relaxing Chicago Stay near Cultural Center - Ideal for Tourists in Chicago From US $351
         

10.0 (1 Review)
Hotel
Relaxing Chicago Stay near Cultural Center - Ideal for Tourists
  • Air Conditioner
  • Parking
  • TV

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Skyline 2BR 2BA in South Loop Near Museums & McCormick Place in Chicago From US $308
         

10.0 (1 Review)
Hotel
Skyline 2BR 2BA in South Loop Near Museums & McCormick Place
  • Air Conditioner
  • Parking
  • TV

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Perfect Spot to Explore Downtown | Relaxing Room Perfect for Romantic Stay in Chicago From US $291
         

10.0 (1 Review)
Hotel
Perfect Spot to Explore Downtown | Relaxing Room Perfect for Romantic Stay
  • Air Conditioner
  • Parking
  • TV

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Stylish 2BR Cozy South Loop Suite Near McCormick in Chicago From US $269
         

9.6 (7 Reviews)
Hotel
Stylish 2BR Cozy South Loop Suite Near McCormick
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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McCormick South Loop 2BR Suite Near Soldier Field & Museum Campus in Chicago From US $269
         

9.4 (11 Reviews)
Hotel
McCormick South Loop 2BR Suite Near Soldier Field & Museum Campus
  • Air Conditioner
  • Parking
  • TV

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Skyline 2BR Heart of Chicago Walk to Grant Park in Chicago From US $334
         

9.4 (3 Reviews)
Hotel
Skyline 2BR Heart of Chicago Walk to Grant Park
  • Air Conditioner
  • Parking
  • TV

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Cozy Corner in Chicago’s Downtown| Walking Distance to Ohio Street Beach in Chicago From US $219
         

9.4 (3 Reviews)
Hotel
Cozy Corner in Chicago’s Downtown| Walking Distance to Ohio Street Beach
  • Air Conditioner
  • Parking
  • TV

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25th Floor 2BR Grant Park Suite with Balcony in Chicago From US $332
         

9.2 (5 Reviews)
Hotel
25th Floor 2BR Grant Park Suite with Balcony
  • Air Conditioner
  • Parking
  • TV

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Grant Park 2BR Condo with Balcony Skyline View & Gym in Chicago From US $441
         

9.0 (2 Reviews)
Hotel
Grant Park 2BR Condo with Balcony Skyline View & Gym
  • Air Conditioner
  • Parking
  • TV

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21st Floor Skyline 2BR Grant Park and Field Museum in Chicago From US $408
         

9.0 (2 Reviews)
Hotel
21st Floor Skyline 2BR Grant Park and Field Museum
  • Air Conditioner
  • Parking
  • TV

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Chic Cozy 2BR near McCormick + Museum Campus in Chicago From US $262
         

9.0 (2 Reviews)
Hotel
Chic Cozy 2BR near McCormick + Museum Campus
  • Air Conditioner
  • Parking
  • TV

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Comfort & Convenience! A Peaceful Retreat in the Heart of Downtown Chicago in Chicago From US $219
         

9.0 (2 Reviews)
Hotel
Comfort & Convenience! A Peaceful Retreat in the Heart of Downtown Chicago
  • Air Conditioner
  • Parking
  • TV

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

Weather in Lakefront Trail

View the weather forecast for Lakefront Trail before booking your Lakefront Trail 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

Top Attractions Around Lakefront Trail, IL

Northshoreoahuhotels offers a large selection of top attractions around Lakefront Trail. Research things to do on your vacation before you visit Lakefront Trail.


Soldier Field Grant Park John G. Shedd Aquarium Field Museum of Natural History Cloud Gate Aon Center Adler Planetarium and Astronomy Museum Buckingham Fountain Arie Crown Theater Harris Theater Northerly Island Park Northerly Island Burnham Park Lollapalooza Olmec Head No 8 Sundial Daley Bicentennial Plaza Copernicus Statue Margaret Burroughs Beach 41st Street Beach

Other Places to Stay Near Lakefront Trail, IL


Cloud Gate 3,755 Properties Harris Theater 3,743 Properties Aon Center 3,741 Properties Daley Bicentennial Plaza 3,646 Properties Buckingham Fountain 3,633 Properties Lollapalooza 3,621 Properties Grant Park 3,619 Properties Field Museum of Natural History 3,452 Properties Olmec Head No 8 3,414 Properties John G. Shedd Aquarium 3,401 Properties Chicago Museum Campus 3,309 Properties Burnham Park 1,140 Properties

Lakefront Trail Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Lakefront Trail?

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

How many vacation rentals are available in Lakefront Trail?

Currently, the total number of properties listed in 2026 is over 165 in the Lakefront Trail area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Lakefront Trail.