
Home rentals with a pool near Millennium Park
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Millennium Park
Guests agree: these stays are highly rated for location, cleanliness, and more.

Whole Flat in Private Club. Walk to L, Dining & Shows
Find unrivaled amenities in the newly restored Lawrence House, a Deco gem lauded a “unique architectural treasure” by the Chicago Architecture Foundation. Bask in an over-sized double lounger on the roof-top deck with 360-degree skyline views. Detox in the state-of-the-art fitness center with boxing gym. Soak in the 50-foot mosaic-tiled pool. Come home to a sunny, open-layout flat, with a cozy private bedroom, spa-like bathroom, fully-equipped kitchen, and free washer/dryer. Work or play in the terrazzo-floored Grand Lobby with club seating, adjoining cafe, craft cocktail bar and restaurant. Newly restored, sunny and spacious, immaculate, hotel-styled one-bedroom apartment with all new fixtures and appliances. Cozy bedroom with comfortable queen bed, flat screen TV, and large closet. Living room with couch that pulls out to a full-sized bed, club chair, large flat screen TV, and drop-leaf table for working. Stocked kitchen with everything you need to cook full meals, a new Smeg fridge, granite counters, and bar-stool seating. A queen-sized Serta air mattress allows up to 5 people to sleep comfortably. Central heat and air conditioning. Free washer/dryer in unit. Just-restored Art Deco building, called a "unique architectural treasure" by the Chicago Architecture Foundation. Unrivaled, private-club styled amenities. State of the art fitness center. Mosaic-tiled 50-foot pool. Roof-top lounge and deck with 360-degree skyline views, and tons of over-sized double loungers. Garden patio with fire pit, grills and picnic tables. Grand Lobby with cafe and craft cocktail bar, club seating, striking stained-glass skylight, ornate plaster moldings and terrazzo floor. Privacy guaranteed. The entire apartment is yours. You may also use the building's gorgeous amenities: fitness center, pool, roof-top lounge and deck, and garden patio. We have a self check-in and check-out system to provide you the most flexibility. However, we are always available to answer any questions, address any concerns, and provide recommendations. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train, which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood” One block to Red Line 'L' station. Free street parking with permits provided. Pets may live in the building but there are no pets allowed in this unit. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train [temporarily 3 blocks while my station is rebuilt], which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood guide”
4.9 out of 5 average rating, 600 reviews
The Metropolitan Retreat (Fitness Center • Sauna)
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, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.
4.93 out of 5 average rating, 122 reviews
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Winter/Spring 2027. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day]. This corner apartment is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, tall ceilings, and oversized windows, this spacious unit is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two
4.77 out of 5 average rating, 230 reviews
Luxury Designer Penthouse 3801 | Pool | Gold Coast
NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center of nightlife, restaurants, and shopping. Sitting 38 stories in the sky, your 3 bedroom/2 bathroom penthouse offers some of the best views in all of Chicago. The highly secure building includes elevator, rooftop pool, full gym, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!
4.81 out of 5 average rating, 80 reviews
Upscale High-Rise Apt · Rooftop Pool + Views
Stay in this brand-new 2025 apartment with luxury amenities. Perfect for work or leisure, it offers everything you need for a comfortable stay. Building Amenities: - 24/7 concierge & secure entry - Rooftop pool & gym with skyline views - Rooftop lounge with a fireplace - Steps from grocery stores & restaurants Unit Highlights: - Stunning views of the city - Black-out curtains & roller shades - Work from home space - In-unit washer & dryer - Fully equipped kitchen - Fast WiFi - Modern design
4.91 out of 5 average rating, 46 reviews
Fun & cozy getaway w/POOL/game room/FREE parking
Enjoy our Pool & Play Getaway in hot Logan Square! Thoughtful upscale touches throughout. Conveniently located on a tree-lined Chicago Cul-de-Sac, just a 5 min walk to the L Blue Line. Relax in our extended outdoor living space, spend an afternoon lounging in the pool, al fresco grilling & dining on the deck or toast smores over the firepit in the yard. We're steps from all the hot restaurants and nightlife, including Chicago's #1 farmer's market. Free permit street parking for our guests.
4.98 out of 5 average rating, 172 reviews
Luxury South Loop Apt
Brand-new 1BR plus DEN in Chicago’s South Loop, just steps from Grant Park. Bright, modern living with floor-to-ceiling windows, plush queen bed, full kitchen, fast Wi‑Fi, smart TV, in-unit laundry, and a dedicated workspace. Walk to Millennium Park, Museum Campus, and top dining. Central heat/cool, fresh linens, essentials, 24/7 support. Five-star amenities: indoor hot tub, outdoor pool, grilling, full gym, and lounge areas. Ideal for any length of stay.
5.0 out of 5 average rating, 9 reviews
Level ◆ Brand New Luxe One Bedroom
Designed with you in mind, our One Bedroom Suites range from 560 – 698 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life.
4.79 out of 5 average rating, 163 reviews
50th Floor Mag Mile Views, Balcony, Pool, Gym
The Penthouses at Grand Plaza PH#12: Towering 50 stories above Downtown Chicago, this luxury unit features floor-to-ceiling windows and breathtaking skyline views. Enjoy sunsets, unmatched location, and true urban living. Walk Score of 100 with a grocery store in the building. Amenities include a fitness center, outdoor pool, kitchens, and business center. The city is at your feet—experience Chicago in style.
4.9 out of 5 average rating, 140 reviews
Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
Space to live, space to play, space to call home. Our spectacular Two Bedroom Suites boast 1,080 – 1,170 sq ft of modern living space and feature a fully-equipped kitchen, open concept living and dining area, two spa-inspired bathrooms, bedrooms with king beds and an open-air balcony. All suites also feature in-suite laundry, premium appliances, flat-screen TV, complimentary WiFi and local calling.
4.87 out of 5 average rating, 168 reviews
"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 2 roll-out beds welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.
4.96 out of 5 average rating, 139 reviews
Loop 1BR | Steps to Millennium Park & Bean
Steps from Millennium Park in downtown Chicago. Modern 1BR with queen bed, full kitchen, in-unit washer/dryer, WiFi, and workspace. Building offers heated pool, gym, and 24-hour concierge. Walk to The Bean (3min), Riverwalk (2min), Art Institute (5min). CTA Red Line across the street connects you everywhere. Perfect for couples or solo travelers seeking an unbeatable Loop location.
5.0 out of 5 average rating, 15 reviewsPopular amenities for rentals with a pool near Millennium Park
House rentals with a pool

PRIME 2BD Designer Retreat & Pool |Parking| Patio
4.88 out of 5 average rating, 33 reviews
1/2 mile to NU, 5min walk to Lake, Swim Spa Pool
5.0 out of 5 average rating, 15 reviews
Luxury fenced in modern ranch
4.83 out of 5 average rating, 6 reviews
Rosemont 4BD2BA house with Pool
5.0 out of 5 average rating, 27 reviews
Luxury Loft with Private Pool and Movie Theater
4.84 out of 5 average rating, 73 reviews
The Gathering House & Cinema
4.83 out of 5 average rating, 6 reviews
Bedford Palace
4.38 out of 5 average rating, 8 reviews
Spacious 2BR in The Loop Downtown Resort Amenities
4.88 out of 5 average rating, 85 reviewsCondo rentals with a pool

Just remodeled apartment close to airport and mall
4.92 out of 5 average rating, 124 reviews
Red Door
5.0 out of 5 average rating, 9 reviews
Best view and luxury style, Located in Downtown

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym
4.96 out of 5 average rating, 146 reviews
"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
4.96 out of 5 average rating, 122 reviews
"Heart of Evanston" 2br +1Bath-0.6miles to NU
4.93 out of 5 average rating, 147 reviews
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
4.96 out of 5 average rating, 121 reviews
Iconic Style, Charming Lake View
Other vacation rentals with a pool

South Loop | Rooftop With In & Out Parking | 3
4.8 out of 5 average rating, 94 reviews
Skyline Oasis: City & Lake Views
4.98 out of 5 average rating, 40 reviews
3BR Luxury Suite w/Gym and Balcony
4.83 out of 5 average rating, 46 reviews
Long term rental-1 b pool house-no pool parties!
5.0 out of 5 average rating, 17 reviews
Spectacular 2BR Penthouse in the Loop | Roof Deck
4.81 out of 5 average rating, 355 reviews
Downtown 2BR Oasis: Skyline Views + Prime Location
4.88 out of 5 average rating, 128 reviews
33rd-Floor Penthouse with Breathtaking Views
4.83 out of 5 average rating, 145 reviews
Stunning 3BR Penthouse in the Loop | Roof Deck
4.75 out of 5 average rating, 303 reviewsQuick stats about rentals with a pool near Millennium Park

Total vacation rentals
Explore 440 vacation rentals in Millennium Park

Nightly prices starting at
Millennium Park vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 5,630 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
440 of Millennium Park vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Millennium Park rentals

4.6 Average rating
Millennium Park stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with breakfast Millennium Park
- Rentals with a sauna Millennium Park
- Pet-friendly rentals Millennium Park
- Rentals with a hot tub Millennium Park
- Rentals with an accessible height bed Millennium Park
- Waterfront rentals Millennium Park
- Apartment rentals Millennium Park
- Condo rentals Millennium Park
- Serviced apartment rentals Millennium Park
- Rentals with lake access Millennium Park
- Hotel rooms Millennium Park
- Rentals with beach access Millennium Park
- Family-friendly rentals Millennium Park
- Rentals with pools Chicago
- Rentals with pools Cook County
- Rentals with pools Illinois
- Rentals with pools United States
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo
- Garfield Park Conservatory





