Kauai Ohana Vacation Rentals - Vacation Rentals in The Loop

52nd Floor MagMile Penthouse Views Fireplace Pool From US $324
         

10.0 (408 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
New Luxury 3 Bdr Apt in Chicago C9 From US $1,516
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
HI Chicago Hostel From US $73
         

9.0 (1112 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
51st Floor MagMile Penthouse Views Balcony Pool From US $305
         

10.0 (227 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
55th Floor Penthouse with Award-Winning Views From US $1,139
         

10.0 (301 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
53 Floor MagMile Penthouse Views, Balcony, Pool From US $284
         

10.0 (244 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
2-Story Penthouse Views, Fireplace, Pool, Gym From US $769
         

10.0 (212 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in The Loop

Over 1092+ Luxury Places to Stay in or Near The Loop
LUX Dtown Penthouses 9bd/9ba Sleep 25+Parking+Pool From US $2,995
         

Downtown Mich Ave - 6 Penthouses, Sleep 25 From US $2,166
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Downtown 9bd - Sleep 18 - (4 units, same floor) From US $1,992
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Sleep 25 - Huge Downtown Vintage Lofts From US $1,759
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Congress Plaza Hotel Chicago From US $1,589
         

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7.4 (5519 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Lux Apts with Lake Views and Top Amenities From US $1,582
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Downtown Chicago Stay with Free In & Out Parking 1
New
From US $1,577
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Top-Rated Vacation Rentals with a Pool in The Loop

Over 434+ Top-Rated Vacation Rentals with a Pool in or Near The Loop
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym From US $234
         

10.0 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool From US $693
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool From US $524
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Two-Story Penthouse, City Views, Pool, Gym From US $658
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
50th Floor Mag Mile Views, Balcony, Pool, Gym From US $263
         

Downtown Penthouse Lake Views #1|Gym, Parking+Pool From US $545
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 1 bd sleeps 4 quiet and near Michigan Ave. free gift From US $224
         

Pet-Friendly Vacation Rentals in The Loop

Over 526+ Pet-Friendly Vacation Rentals in or Near The Loop
Modern, Luxe, House 20mins to Downtown, Private Rooftop, 2car Garage From US $762
         

UrbanEden Loft Apartment From US $103
         

9.4 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Kasa South Loop Chicago From US $186
         

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9.4 (394 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown 3bd Penthouse| Lake Mich VIEWS +gym From US $313
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Downtown Penthouse Huge Patio with Great View From US $1,491
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
1 Mi to Blue Line: Pet-Friendly Unit in Chicago! From US $242
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Cozy 1-Bedroom Apartment From US $171
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
See More Pet-Friendly Vacation Rentals in The Loop on PetFriendly.io

Large Vacation Homes & Villas in The Loop

Over 67+ Large Vacation Homes & Villas in or Near The Loop
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow From US $368
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Perfect Location Across from Park & Train Station From US $734
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
DTown Penthouse - 4bd/4ba (+Parking + Gym + Pool) From US $1,354
         

9.8 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious/New Home - 8BD/4BTH - Sleeps 16 + Garage! From US $1,006
         

8.8 (11 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Wheelchair Accessible Vacation Homes in The Loop

Over 784+ Wheelchair Accessible Vacation Homes in or Near The Loop
Downtown 3bd #7 near Park+Museums From US $465
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
2B 2BA Luxury Suite with Balcony and Wi-Fi, PAID IN and OUT PARKING IN BLDG From US $135
         

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8.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly
The Langham, Chicago From US $511
         

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9.8 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Downtown 2bd #4 - Near Grant Park, Museums, Lake From US $358
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Downtown 2bd #6 +Gym near Park, Lake, Museums From US $291
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Downtown Chicago Stay with Free In & Out Parking 3 From US $891
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Downtown 2bd #5 +Gym near Park, Lake, Museums From US $346
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

The Loop Varoom and Airbnb Places to Stay Under $200

Over 470+ The Loop Varoom and Airbnb Places to Stay Under $200
Trendy & Comfy Studio Unit From US $195
         

9.6 (5 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
ENVITAE 3BR Luxury Corner Loft with Navy Pier Views From US $180
         

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9.2 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Avenue Inn From US $116
         

7.0 (101 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Homey 2BR Apt w/Parking From US $191
         

9.4 (9 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
Lovely 2BR with Parking Near United Center & Wrigley From US $196
         

9.2 (5 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Entire 2 bedroom with Office & Deck! From US $196
         

8.8 (16 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Portage Park 1BR Retreat From US $168
         

8.8 (3 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Cozy 2BR Apt for a Seamless Stay From US $193
         

8.0 (1 Review)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in The Loop

Over 685+ Instantly Bookable Vacation Homes in or Near The Loop
Boho Chic 2BR Condo, Queen Bed With Free Parking From US $260
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Superb townhome with Near Lake in vibrant Chicago From US $223
         

2-Story Penthouse -Views, Fireplace, Pool, Gym From US $791
         

9.8 (196 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
52nd Floor MagMile Penthouse Views Fireplace Pool From US $278
         

9.8 (158 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool From US $524
         

9.8 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
River North Private Deck With In and Out Parking From US $1,146
         

Spacious Downtwn Penthouse|Vintage 3bd-GYM+Balcony From US $309
         

9.6 (17 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

About The Loop Vacation Rentals

With more than 1101 The Loop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Kauaiohanavacationrentals 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 The Loop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Kauaiohanavacationrentals The Loop, 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 The Loop. Places to stay near The Loop are 585.31 ft² on average, with prices averaging $362 a night.

Kauaiohanavacationrentals makes it easy and safe to find and compare vacation rentals in The Loop 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 The Loop

Type Count
Holiday Apartments 655
Hotels with Suites 284
Vacation Homes 117
Resorts 8
Hostels 2
B&B 1
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in The Loop

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

Weather in The Loop

View the weather forecast for The Loop before booking your The Loop 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