
Holiday rentals with lake access in The Loop
Find and book unique lake access rentals on Airbnb
Quick stats about holiday rentals with lake access in The Loop

Total holiday rentals
Explore 110 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 4,480 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
110 of The Loop holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Loop rentals

4.8 Average rating
The Loop stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
The Loop’s top spots include Millennium Park, Shedd Aquarium and Willis Tower
Top-rated rentals with lake access in The Loop
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit
Located in the heart of Lincoln Park's Armitage/Halsted shopping district, one of Chicago's most desirable and walkable neighborhoods, steps from boutiques, cafés and public transit are all within a short walk. This is an urban, pedestrian friendly neighborhood where many visitors choose to explore on foot. Complimentary daily parking permits included. Please note that the apartment does not have an in-unit washer/dryer. For longer stays, laundry credit is provided for wash and fold service.

HUGE 4BR Townhouse FultonMarket/WestLoop!
Stay in a spacious 4-story townhouse in Chicago's vibrant West Loop/Fulton Market, just steps from Restaurant Row, award-winning restaurants, nightlife, coffee shops, parks, and grocery stores. Enjoy the excitement of the neighborhood while staying on a quiet, treelined street for a peaceful night's sleep.Features include a private rooftop terrace with skyline views, an attached garage (1 regular vehicle fits), and easy access to public transit for O'Hare, downtown, Navy Pier, Mag Mile and more.

The Lakefront Lookout (Rooftop Deck • Gym)
Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

Private Downtown Retreat with Rooftop Oasis
Welcome to your exclusive retreat in the heart of the city, where urban sophistication meets unparalleled comfort. Nestled in between Magnificent Mile and Gold Coast, this luxurious Airbnb offers a haven of style and tranquility amidst the hustle and bustle. The rooftop patio offers incredible views of the city skyline, with touches of lush greenery. The spacious living areas boast oversized windows that flood the space with natural light. Each bedroom is a sanctuary where luxury meets comfort.

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Studio flat in the heart of Chicago's Gold Coast
Come stay in our one-bedroom studio apartment with a fully equipped kitchen and bathroom. Take in the perks of our central location with easy access to the Gold Coast beach and public transportation. Gibsons and the Original Pancake House are also a stone’s throw away. The property is the perfect refuge after a long day in the Windy City or sunbathing on the beach. After working hard and playing hard, a comfy bed with high-quality linens ensures you’ll be rested and ready for the next day.

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot
HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $20/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

Gold Coast Pristine 3BD|2BR| Patio |Parking| Beach
FREE GARAGE PARKING! Garage Clearance 6ft. Step into luxury in this modern loft with 3 bedrooms, 2 bathrooms and a private patio with breathtaking views. Experience the feeling of being at home in a bright and spacious haven amidst Chicago's most sought-after neighborhood "Gold Coast" This centrally located gem is situated within walking distance of much of Chicago Downtown's exquisite dining, upscale boutiques, popular tourist destinations, and just a stone throw away from Oak Beach.

Downtown Mich Ave #10 | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Double bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Chic Corner 2BR in Streeterville | Roof Deck
Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!

*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations steps from world-class shopping and restaurants, Oak St. beach, and public transportation (L trains, express bus). Includes A/C, washer-dryer, super-fast wi-fi, smart TV, and workspace. Hourly rate garage parking next door. Note: Guests must walk up two flights of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.

Your Chicago Retreat
Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!
Popular amenities for lake access rentals in The Loop
Lake access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!

B42: Spacious w/ Modern Art/Decor Mins to DWTN

Amazing historic campus mansion!

CasaNova Modern City Living

Historic Old Town, Fabulous 4 Bedroom Home

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

The Spa of Downtown Whiting

*New* Luxury Wrigley Penthouse, Free Parking
Apartment rentals with lake access

Evanston 2BR 2Bth 1 Blk to Beach

Charming, Sunny Apartment with Backyard Garden

The Posh Apt. Mins to Downtown & Hyde Park

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

Lakeview Charmer -with parking!

Guest Favorite Escape Next to the Beach

Executive Apartment on Lake Michigan with parking

Andersonville Living
Other holiday rentals with lake access

13 mins DT | 4 mins Lake | Regal Style Loft Rooftop

Upscale High-Rise Apt · Rooftop Pool + Views

Large Minimalist Garden Studio: Centrally Located

The ModernFarmhouse Chicago-Near Downtown Chicago

Luxury Designer Loft 202 | River North

49th Fl Luxury Retreat + Stunning Lake Views

Modern 2BR South Loop Apt, McCormick & Wintrust

Secluded 2BR APT in Chinatown by McCormick/DWTN
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €153 | €150 | €177 | €148 | €185 | €183 | €229 | €198 | €180 | €196 | €179 | €168 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Destinations to explore
- Rentals with a fireplace Chicago Loop
- Hotel rooms Chicago Loop
- Loft rentals Chicago Loop
- Boutique hotels Chicago Loop
- Rentals with beach access Chicago Loop
- Luxury rentals Chicago Loop
- Serviced apartment rentals Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washing machine and dryer Chicago Loop
- Rentals with an EV charger Chicago Loop
- Rentals with a patio Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Rentals with an accessible-height bed Chicago Loop
- Rentals with a cinema Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Rentals with a sauna Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a hot tub Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with pools Chicago Loop
- Waterfront rentals Chicago Loop
- Flat rentals Chicago Loop
- Rentals with a firepit Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with lake access Chicago
- Rentals with lake access Cook County
- Rentals with lake access Illinois
- Rentals with lake access United States
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Union Park
- Washington Park Zoo
- Garfield Park Conservatory
- Things to do Chicago Loop
- Things to do Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Art and culture Chicago
- Things to do Cook County
- Nature and outdoors Cook County
- Sports activities Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Sightseeing Illinois
- Tours Illinois
- Entertainment Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States





