
Holiday rentals with beach access in The Loop
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in The Loop
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Bright & Modern Apt | Steps to Lake, Train, Food
This is the ideal location for your trip to Chicago! Steps from the Red Line Train, Foster Beach, Lake Shore Drive, Lake Front Trail, amazing Restaurants & a quality grocery store. You'll enjoy a clean & spacious 2 bedrooms apartment w/ friendly neighbors, flawless check-in & reserved parking. This place is safe & provides a beautiful & stocked apartment to relax after a busy day in the city. Short walk to Andersonville & Asia on Argyle for wonderful food options. The Riv &Aragon for concerts

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!

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 TVs, 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 to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & 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 • Onsite 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.

Cozy 2 bdrm near McCormick Place & Wintrust Arena
Come enjoy Chicago via our cozy apartment in the quiet yet friendly Historical Bronzeville community. We are nestled between Hyde Park and South Loop, where you will find plenty of restaurants, theaters, and nightlife. Only minutes away from McCormick Place, 10-15 min drive from downtown and 3-12 miles from all the sports arenas and airports. You can bike or walk to the nearest grocery store, park, gym, and beach. The nearest bus and/or train is 2-3 blocks away for your convenience as well.

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)

Travelers Retreat in Old Town Chicago
Our garden unit is decorated with treasured souvenirs, maps, art, and decor that we’ve collected from all over the world to create a travel inspired retreat for Airbnb guests. Located in Old Town, a walkable neighborhood with famed architecture, stellar dining, stand-up/sketch comedy, and local shopping. Walking distance to Brown (Sedgwick) and Red (North/Clybourn) line trains. Centrally located between Downtown/River North and Lakeview/Wrigleyville. Adjacent to Gold Coast & Lincoln Park.

Spacious 4BR Home + Private Basement Apt |3.5 Bth
This beauty is centrally located to everything! Drives: 5 minutes to the beach, 6 minutes from the White Sox stadium, 5 minutes from McCormick place, 7 mins from downtown, 10 minutes to Hyde park, & close to many restaurants, night clubs, etc. I almost forgot to mention, it’s located in beautiful Bronzeville with a huge park that is walking distance. You’ll love the neighborhood!!! The unit is equipped with everything you need, and we’re always just a message/phone call away. Free parking!

2BD/2BA MAG MILE MASTERPIECE (+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 - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

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 $10/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

Free Parking| King Bed |Private Balcony |Sleeps 8
Your stylish city escape—unwind, explore, and experience Chicago like never before. Our modern, spacious condo is perfect for families, groups, and business travelers looking for a comfortable, stylish, and well-located stay. Whether you're in town for a concert, conference, sightseeing, or a weekend getaway, you'll find everything you need for a relaxing stay. ONE SECURE INDOOR PARKING SPOT IS INCLUDED❗❗❗ ✨ Book your stay today & experience Chicago in comfort and style! ✨

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 one flight of stairs. Light sleepers should bring earplugs as there are noises typical of a big city.
Popular amenities for rentals with beach access in The Loop
Apartment rentals with beach access

Tones' Comfort Stay. Near UofChgo/15min frm Dntown

Andersonville's Secret Garden: 2 beds, 1 bath

The Loyola Garden Flat: Huge 2BR Near Lake

Convenient Location Near Loyola/Northwestern

Elegant 2-bed/2-bath in the heart of Uptown

Spacious 3 bdrm apt. near NU + Chicago + lake.

Cozy Bedroom in Wrigleyville (Entire Apt)

Quiet city getaway by beach in fun neighborhood
House rentals with beach access

Bronzeville 42: Minutes to Downtown

Amazing historic campus mansion!

House 5BED/3BATH/1PARKING close to Downtown & Lake

CasaNova Modern City Living

Historic Old Town, Fabulous 4 Bedroom Home

Sleepy sanctuary

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

Private Downtown Retreat with Rooftop Oasis
Apartment rentals with beach access

Entire condo steps from lake, dining + shopping

Studio flat in the heart of Chicago's Gold Coast

2 BR condo in the heart of Old Town

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

Cozy 3BR on Chicago's North Side & Free Parking

The ModernFarmhouse Chicago-Near Downtown Chicago

FreeParking/Laundry/BigSpace!/FamilyFun!/GameRoom!

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £118 | £111 | £135 | £152 | £160 | £154 | £160 | £160 | £146 | £145 | £154 | £142 |
| 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 |
Quick stats about holiday rentals with beach access in The Loop

Total holiday rentals
Explore 40 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of The Loop holiday rentals include wifi access

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

4.9 Average rating
The Loop stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
The Loop’s top spots include Millennium Park, Shedd Aquarium and Willis Tower
Destinations to explore
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- Rentals with beach access Chicago
- Rentals with beach access Cook County
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- Rentals with beach access United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- University of Chicago
- Things to do Chicago Loop
- Things to do Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Art and culture Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Sports activities Chicago
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