Holiday rentals with a pool in DuPage County

Spacious 4 Bed/3.5 Bath Sleeps 8+

Just 30 minutes from downtown Chicago! You will love this gorgeous 4-bedroom home perfect for a vacation, staycation or business travel! Walking distance to the playground & walking trails, restaurants and even the local gym! Home has free parking, 3.5 baths, fully finished basement equipped with work-out room! May-Sept you can enjoy the deck, gazebo, outdoor gas grill & heated 27’ pool! Home is pet free and smoke free. Wi-Fi to enjoy your programs on the Smart TV inthrough your personal apps

Peaceful backyard oasis. Unique!

Minutes from Naperville, 30 minutes to Chicago yet you feel like you are in the country in the backyard. The home backs up to wooded lands. Sipping coffee in the backyard you’ll have many choices of where to hang out. You’ll see Blue Jays, Cardinals, yellow finches, woodpeckers, hummingbirds among many other water birds and high flyers. You may even see a coyote or two roaming. In the evening you’ll see many deer and beautiful skies at sunset. Pool, pool table and fire pit. Large rooms.

Modern Lake-View | King Bed | Work-Friendly

Unwind in this calm, stylish lake-view condo in Lisle—perfect for couples, professionals, or a relaxing getaway. Enjoy peaceful mornings on your private patio overlooking the water, and cozy nights on a luxury king bed with a high-end mattress. The fully equipped kitchen includes a Nespresso machine for café-style mornings, while Smart TVs in the living room and primary bedroom make it easy to relax after a long day. Close to I-88, Metra, corporate offices, and dining—comfort, convenience.

Elegant Executive Residence, Hot Tub & Pool

Escape to your own private retreat, modern charm meets cozy comfort in this beautifully designed space. Unwind with luxe bedding, a full kitchen, fast Wi-Fi, and a serene outdoor deck perfect for morning coffee or stargazing. Quick drive to local shops in Geneva or Elgins downtown, dining, and trails. Ideal for families, couples, or remote work getaways. Your peaceful, picture-perfect stay awaits! Leave your worries at the door, house for all to enjoy! 35 min to O’Hare and 45 to Chicago

2BR Family Escape! Pool, Pickleball, Play Room

A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, kids play room, courtyard w/ firepits, fitness center, pool table, and sauna - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

Balcony • In-Unit Laundry • Free Parking

Smoke free 1BR apartment in a quiet Lombard location. Perfect for business travel, medical visits, or long-term stays. Enjoy your own private balcony, in-unit washer/dryer, fast WiFi, Smart TV, and free parking. The bedroom features a comfortable queen bed, blackout curtains, and large closet. The kitchen is fully stocked for cooking, and the living room offers a cozy space to relax or work. Close to Yorktown Mall, Oakbrook, grocery stores, dining, coffee shops, and major highways.

Balcony, Pond View, Washer Dryer, Smoke Free

Welcome to our cozy retreat! Fully furnished for affordability and convenience, our prime location near Downers Grove, Wheaton, Oakbrook, and Downtown Chicago ensures the perfect base for your stay. Enjoy free parking, washer-dryer, dishwasher, and amenities like linens, dishes, cookware, cable, wireless internet, queen-size beds, smart TV, and Hulu access. Little touches make guests feel truly at home, creating a delightful and memorable stay, whether for business or leisure.

Cozy & Relax Escape

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, and a large open-concept Guest Suite! Located in one of West Chicago incorporated quiet neighborhoods. Host occupies the separate 1st floor. You’ve your own private entrance & space. No SHARING!! Why Share if you can have your own private space for a reasonable rate. Pool is available during pool season. Inground heated pool with deep & shallow end. Pool size 16x22.

Lovely 2-Bdrm unit with pool. Home away from home.

Come relax, enjoy, and make yourself at home in this stylish 2 bedroom/2 bath in the heart of Naperville. Located near the Naperville Riverwalk, Fox Valley Mall, Top Golf, and a ton of restaurants. Just to name a few a fun things you can do. The space Entire unit Free Parking TV in each room Washer/ Dryer in unit Free Wi-Fi Balcony Central air Microwave Toaster Keurig Per Covid Regulations: Unit is cleaned and sanitized after each guest

7 Min From Downtown Naperville!

✨ Modern 1BR Business Retreat – 7 min to Downtown Naperville ✨ Fully furnished & freshly updated first floor unit, ideal for traveling nurses or long business stays. 🛋 In-unit washer/dryer, 💻 fast Wi-Fi and Ethernet line into router. Enjoy 🏋️ full gym, 🏊 two pools, 🔥 fire pits & a 🌊 pond view with fountain from your private patio. 🚗 Easy access to highways & Metra. Two night minimum, new management & stylish comfort throughout!

Cloud 9: 4BR, Fully Fenced, 2 Story

This inviting two-story home is designed for comfort, entertainment, and relaxation. Kids love this place—there’s a sandbox, water table, and swings to keep them busy for hours. Enjoy the open-concept layout, a loft for work or reading, and a fun lower-level game room with a pool table. Outside, soak up the sun with outdoor dining, lounge chairs, and plenty of space to unwind. This 4 bedroom home is perfect for your stay!

Lombard Corporate Apartment 2B

"Located in Lombard, this corporate apartment at Apex 41 combines modern style with ultimate convenience. The space includes contemporary furnishings, a fully equipped kitchen, and large, light-filled windows. Residents enjoy access to top-tier amenities like a fitness center, outdoor areas, and proximity to local dining and shopping, making it ideal for both work and leisure stays."