
Holiday rentals with lake access in West Side
Find and book unique lake access rentals on Airbnb
Top-rated rentals with lake access in West Side
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.

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

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!

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Archways at the Lincoln Park Zoo 2bed/2ba
Nestled in a historic 1920s renovated hotel, this apartment retains charming Art Deco arches that add a touch of history to its modern comforts. Featuring warm timber floors that connect two cozy bedrooms with queen beds to a contemporary kitchen. Each room has a TV, and the kitchen is fully stocked for your convenience. With two full bathrooms and barrier-free one-floor access, this space combines old-world charm with modern living in the vibrant heart of Lincoln Park, close to the Lakefront.

Wrigleyville Condo 2 Blks from Lake & Train
I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

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

Old Town/Lincoln Park Luxury Home Garage & Rooftop
Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

Downtown Park #11 - Mich Ave PH | 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 Queen 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!

Modern Corner 2BR in Streeterville | Roof Deck | L
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!

Spacious and Newly Renovated 1BR Next to the Beach
1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. Enjoy our cozy 1BR/1BA apartment near Lake Michigan in Evanston. Features a fully equipped kitchen, a comfortable bedroom with a queen bed, and a clean bathroom. Walk to beaches, the lakefront, and vibrant downtown with shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable stay!
Popular amenities for lake access rentals in West Side
Lake access house rentals

Spacious Two Story Luxurious Home w/Outdoor Deck!

Amazing Location! Spacious Duplex Getaway

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

Amazing historic campus mansion!

CasaNova Modern City Living

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

Private Downtown Retreat with Rooftop Oasis

Luxury Home - Pool Tbl/Bar/Patio
Apartment rentals with lake access

Charming, Sunny Apartment with Backyard Garden

Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D

The Posh Apt. Mins to Downtown & Hyde Park

Executive Apartment on Lake Michigan with parking

Old Town Tranquility (+parking)

Andersonville Living

Cannabis Condo 4BR

Midcentury Modern Lakeview 2 Bedroom Apartment
Other holiday rentals with lake access

13 mins DT | 4 mins Lake | Artistic Loft Rooftop

Upscale High-Rise Apt · Rooftop Pool + Views

Huge Boho Luxury Condo | Parking + Balcony

East Lakeview townhome near lake

Washington Estate minutes from University of CHI

Luxury Designer Apartment 803| Gold Coast/Old Town

Stylish Hyde Park/Kenwood Brownstone Garden Apt

Cozy Lincoln Park Studio Apartment
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with breakfast West Side
- Waterfront rentals West Side
- Serviced apartment rentals West Side
- Rentals with an accessible-height bed West Side
- Private suite rentals West Side
- Rentals with a fireplace West Side
- Rentals with a balcony West Side
- Rentals with beach access West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Rentals with a hot tub West Side
- Townhouse rentals West Side
- Flat rentals West Side
- Rentals with a firepit West Side
- Loft rentals West Side
- Fitness-friendly rentals West Side
- Rentals with a cinema West Side
- Apartment rentals West Side
- Rentals with outdoor seating West Side
- Guest house rentals West Side
- Rentals with a washing machine and dryer West Side
- Bed and breakfasts West Side
- Rentals with pools West Side
- Rentals with a patio West Side
- House rentals West Side
- Family-friendly rentals West Side
- Hotel rooms West Side
- Rentals with lake access Chicago
- Rentals with lake access Cook County
- Rentals with lake access Illinois
- Rentals with lake access United States
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Donald E Stephens Convention Center
- Beachwalk Vacation Rentals
- Garfield Park Conservatory
- Washington Park Zoo
- Illinois Beach State Park
- Things to do West Side
- Food and drink West Side
- Art and culture West Side
- Tours West Side
- Nature and outdoors West Side
- Things to do Chicago
- Tours Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Art and culture Chicago
- Nature and outdoors 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
- Tours Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States





