Surfside Vacation Rental - Vacation Rentals in Magnificent Mile

4BR Old Town Chicago Loft | Walk to Wells St From US $920
         

10.0 (122 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Chicago Parthenon Hostel From US $170
         

8.2 (475 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $303
         

Magic Factory Loft 2West From US $618
         

10.0 (200 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Large 4BR/3BA Safe Old Town Location Walk Everywhere From US $1,467
         

10.0 (75 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Magnificent Mile

Over 4253+ Luxury Places to Stay in or Near Magnificent Mile
: 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 Magnificent Mile

Over 1150+ Top-Rated Vacation Rentals with a Pool in or Near Magnificent Mile
Two-Story Penthouse, City Views, Pool, Gym From US $1,014
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Luxury Designer Penthouse 3803 | Pool | Gold Coast From US $1,070
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Designer Penthouse Combo West | Gold Coast From US $1,954
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Magnificent Mile

Over 1855+ Pet-Friendly Vacation Rentals in or Near Magnificent Mile
Luxury House in the heart of Old Town with Parking From US $1,950
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sentral Michigan Avenue From US $234
         

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9.2 (1195 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots From US $988
         

10.0 (49 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Ukrainian Village 3BR/3BA Private Patio, Parking From US $756
         

10.0 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 703 - Terrace - River North From US $1,378
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Loft Collection 02 - Terrace - River North From US $1,333
         

10.0 (23 Reviews)
Apartment
  • 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

Large Vacation Homes & Villas in Magnificent Mile

Over 520+ Large Vacation Homes & Villas in or Near Magnificent Mile
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,217
         

Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10 From US $309
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern West Loop Gem-City Views & Prime Location 6 From US $1,014
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Fantastic Home in Wicker Park From US $1,281
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Magnificent Mile

Over 2589+ Wheelchair Accessible Vacation Homes in or Near Magnificent Mile
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool From US $875
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
New Luxury 3 Bdr Apt in Chicago C9 From US $1,516
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Penthouse at Grand Plaza From US $1,149
         

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9.8 (26 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cozy Downtown MICH AVE #7 | gym+rooftop From US $624
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba From US $649
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Dtown Penthouse 11+Parking, Gym, Pvt Patio From US $778
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Cornerstone - Designer 4BR Flat in Bucktown/WP From US $668
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Luxury Loft Collection 903 - Terrace - River North From US $1,016
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Magnificent Mile Vacation Rentals and Airbnb Places to Stay Under $200

Over 1258+ Magnificent Mile Vacation Rentals and Airbnb Places to Stay Under $200
Chicago Cityview Chic - Gold Coast/River North From US $199
         

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
Hilton Garden Inn Chicago Downtown Riverwalk From US $175
         

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9.0 (1970 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Serene Loop 1BR w/Gym, Roof & Lounge, same block as L, by Blueground From US $96
         

Stunning 3 BR in prime Chicago location From US $179
         

Instantly Bookable Vacation Homes in Magnificent Mile

Over 2683+ Instantly Bookable Vacation Homes in or Near Magnificent Mile
Twice as Nice: Chic 2BR Stay with Style & Space From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Brilliant Downtown Chicago 3-Bedroom Condominium From US $804
         

10.0 (53 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Gorgeous 3BR River North Condo - Free Parking From US $857
         

10.0 (37 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Trendy West Town Flat - 2 bed/1.5 bath with parking From US $339
         

Spacious loft in the heart of West Town, Noble Square Chicago From US $220
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About Magnificent Mile Vacation Rentals

With more than 4262 Magnificent Mile vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surfsidevacationrental 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 Magnificent Mile.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Surfsidevacationrental Magnificent Mile, 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 Magnificent Mile. Places to stay near Magnificent Mile are 767.84 ft² on average, with prices averaging US $474 a night.

Surfsidevacationrental makes it easy and safe to find and compare vacation rentals in Magnificent Mile 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 Magnificent Mile

Type Count
Holiday Apartments 2788
Hotels 739
Vacation Homes 468
B&B 9
Resorts 9
Hostels 7
Villas 4
Others 2
Cabin Rentals 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Magnificent Mile

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

Weather in Magnificent Mile

View the weather forecast for Magnificent Mile before booking your Magnificent Mile 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 Magnificent Mile, IL


Magnificent Mile Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Magnificent Mile?
How many vacation rentals are available in Magnificent Mile?

Currently, the total number of properties listed in 2026 is over 4262 in the Magnificent Mile area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Magnificent Mile.