
Holiday rentals with beach access in West Side
Find and book unique accommodation with beach access on Airbnb
Top-rated Accommodation with Beach Access in West Side
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

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.

Hidden Gem:Artsy Speakeasy in Historic Bronzeville
Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TV, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles), Navy Pier, Obama Library, Millennium Park, Beach (1 mile), Museum, & Sports arenas.

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
• 1,750ft² / 162m² . My home is on the first floor of a four flat Itallian Brick Building . You have 1 flight of stairs to climb to enter. • Walk Score 95 (walk to cafes, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Free street parking with pass included • in Unit Washer + Dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport Note: fireplace is not operational.

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!

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.

Andersonville 2 bed with modern kitchen + bath
Hi, we're Mike and Lora. Our beautiful Mission-style three-flat is located about 100 ft. from Clark St. in Andersonville, with great bars, restaurants, and shopping just outside our door. Half a mile east is the Red Line, which gets you right downtown, and just past that is beautiful Foster Beach. We live upstairs and are happy to offer recommendations. We love it here! The apartment was rehabbed in 2019 and features a large kitchen with tons of counter space, in-unit laundry, and queen beds.

Wicker Park Historic, Art-Filled, Urban Oasis #2
Entire 2 bedroom apartment in art filled,wicker park building 5 min from downtown Chicago. Quick walk to shops,restaurants,public transportation,parks,night life,etc. Space includes -Nice bathroom,walk in shower -1 bdrm w/ queen size bed,tv,desk,large closet -1 bdrm w/ single bed & closet -1 sleeper couch w/ full size pullout bed & mattress pad -1 foldable twin bed -1 queen size blow up air mattress -Fully equipped kitchen -Beautiful garden -1 parking space included + parking passes available

LAVISH LINCOLN PARK Home w/ Patio +attached garage
Escape into this Lincoln Park Hidden Gem! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Gorgeous master en-suite with marble bath + walkout patio! - Fast WiFi (1000 mbps) - Very comfy beds! - Attached, private garage is huge bonus! - Red line (North/Clybourn) station 0.2 miles away (3-5 minute walk)

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.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
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

Spacious 2 Bedroom in the heart of Lakeview!
Come enjoy this warm and spacious 2br/1ba vintage apartment in the heart of Lakeview! 10 Minute walk to Wrigley Field and steps away from many dining and shopping options. Fully stocked kitchen, dining room (seats six), decorative fireplace, TV w/ Fire Stick, two bedrooms with queen beds, office space for working remote, and large private deck with gas grill. Very close to Lake Shore Drive, short walk to the Belmont L, and easy access to many buses. Two night minimum stay.

Blue Brick Apartment in Bridgeport - Park for Free
• Free street parking • Trains to Downtown!! • Fully stocked kitchen • Walk to dining & bars! • Free parking pad in rear • Noise monitoring equipment • Walk score 93! Bike Score 92! • 600 sq ft apartment | 1st floor | Patio • Safe, working class neighborhood! • Commute to Downtown: 15min (drive) • 28min (transit/train) | 22min(bike) • Building video surveillance alarm system • Washer | Dryer | Dishwasher are included • Rideshare (Uber/Lyft) | Bikeshares(Divvy)
Popular amenities for West Side Accommodation with Beach Access
Apartment rentals with beach access

Andersonville Garden Living

3 BR Evanston Apt near Chicago

Spacious and Newly Renovated 1BR Next to the Beach

Spacious Garden Apartment with Sauna and Fireplace

Bright & Modern Apt | Steps to Lake, Train, Food

Cozy Bedroom in Wrigleyville (Entire Apt)

Quiet city getaway by beach in fun neighborhood

“La Maison Verte” Andersonville
Holiday House Rentals with beach access

Private Downtown Retreat with Rooftop Oasis

The Spa of Downtown Whiting

House 3BED/2BATH/1PARKING close to Downtown & Lake

Spacious 4BR Home + Private Basement Apt |3.5 Bth

Huge Downtown Gem *Yard *Parking *Fireplace

Cheryl's on Sheffield! 3 bedroom in Lincoln Park.

CasaNova Modern City Living

Oakwood Beach Lake & SkylineViews+CuldeSac+Parking
Holiday condos with beach access

Studio flat in the heart of Chicago's Gold Coast

A Stones Throw from U Chicago South Campus!

Spacious Evanston Unit - Walk to Northwestern U

1910 Beautiful Restoration! Walk to Beach!

Brand New Luxury space + roof deck!

2 BR condo in the heart of Old Town

The ModernFarmhouse Chicago-Near Downtown Chicago

Bronzeville Tribe Palace Loft
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
- House rentals West Side
- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Family-friendly rentals West Side
- Rentals with breakfast West Side
- Hotel rooms West Side
- Waterfront rentals West Side
- Serviced apartment rentals West Side
- Rentals with an accessible height bed West Side
- Rentals with a fireplace West Side
- Private suite rentals West Side
- Rentals with a balcony West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Rentals with a hot tub West Side
- Rentals with lake access West Side
- Townhouse rentals West Side
- Apartment rentals West Side
- Rentals with a fire pit West Side
- Loft rentals West Side
- Fitness-friendly rentals West Side
- Rentals with a home theatre West Side
- Rentals with outdoor seating West Side
- Guesthouse rentals West Side
- Condo 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
- Rentals with beach access Chicago
- Rentals with beach access Cook County
- Rentals with beach access Illinois
- Rentals with beach 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
- Chicago River Walk
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Wilmot Mountain Ski Resort
- Beachwalk Vacation Rentals
- Things to do West Side
- Art and culture West Side
- Tours West Side
- Nature and outdoors West Side
- Food and drink West Side
- Things to do Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Art and culture Chicago
- Things to do Cook County
- Sports activities Cook County
- Tours Cook County
- Nature and outdoors Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Tours Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Things to do United States
- Food and drink United States
- Nature and outdoors United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States





