Holiday rentals with a pool in West Side

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

Feel at Home, Unwind, and Enjoy the amenities you deserve at our 3bed 2-Story Penthouse. Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅Central location near Grant Park, Soldier Field, Art Institute& Museums! ✅1 Free parking pass ✅FAST WIFI ✅En-suite Laundry ✅The Lake & Park are 2 blocks away ✅2 KING beds + 1 Queen bed ✅Private Rooftop Deck w/ stunning views ✅Amenity Floor (Gym, Pool, Lounge, Doggy Park) ✅1 block from Red "L" subway

The South Loop Suite

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.

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

Welcome to your spacious modern getaway in the heart of Chicago’s Printer’s Row neighborhood! This modern 3-bedroom, 3-bathroom unit is located in a stunning high-rise building, offering sweeping city views and access to premium amenities—perfect for families, business travelers, or groups looking to explore the best of downtown. Whether you're here for work or play, this retreat offers the perfect blend of style, comfort, and location. Book your stay today and experience Chicago like a local!

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Sky Terrace and resort-like amenities are just steps from Northwestern University, Loyola, and Kellogg and minutes from Chicago. Harmony of Evanston features granite countertops in the kitchens, 9 ft ceilings, and designer plank flooring. Enjoy luxury amenities such as a fully equipped fitness center, BBQ and picnic area and beautiful landscaping. In the warmer months, Guests can enjoy the Clark Street Beach & Lighthouse

Modern unit in Bridgeport-Chicago

Make sometiny and family-friendly place 15 minutes from Downtown Chicago and 3 blocks away from the Bridgeport Art Center and the Chicago River. 5 min to the White Sox Stadium or 10 minutes ,you can enjoy the plunge pool (June - September 9:30am/9:30pm ) We’re pets friendly, there is a $100 dollar fee. NO PARTIES ARE ALLOWED!! All guests must provide dentification at the time of booking & arrival, & will be the only ones allowed on the property. We have security cameras outside.

South Loop | Rooftop With In & Out Parking | 1

Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, two-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🔥 Rooftop Patio W/ BBQ 🏊‍♂️ Rooftop Pool 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🛏️ 2 Bedrooms | 2 Bathrooms 🛌 2 Queen Beds 🛌 1 Inflatable Airbed 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+ & Prime Included

Sentral Premium 2BR Apt South Loop Chicago

Experience a lifestyle where everything you need is right at your fingertips in the vibrant heart of Downtown Chicago. Explore the area effortlessly: ✔ Breathtaking views of Lake Michigan and the Chicago skyline ✔ Close to major business hubs and the Loop District ✔ Enjoy a walk along the scenic Lakefront Trail ✔ A lively array of world-class museums, gourmet restaurants, and iconic architecture ✔ Quick access to Millennium Park, the Art Institute of Chicago, and Grant Park

Schaumburg Oasis:Private Pool & Enchanted Garden

Welcome to our uniquely located home!- a serene escape in the heart of Schaumburg. We offer a tranquil garden adorned with fairy lights, custom mushroom decor, and a cozy pergola—perfect for evening relaxation. a short walk to a grocery store, pharmacy, café, and cleaners, everything you need is within reach. Enjoy the spacious, fully fenced backyard with a hidden garden, private swimming pool, propane fire pit, fresh herb gardens, and one-of-a-kind vintage interior design,

Now Open: Heated Pool with Entire House

Welcome to our spacious 4-bedroom home! Enjoy lounging in the airy living area or cooking in the fully equipped kitchen. With a master bedroom featuring a king bed and en-suite, a second bedroom with a king bed, a third with a queen, and an office space for the fourth bedroom, plenty of room. Plus, unwind with a game of pool on the basement's pool table. High-speed internet keeps you connected. Hot Tub open! Swimming Pool closed until May.