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

Luxury Executive Home, Fully Furnished & Amenities

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

Stylish 2BR | Pool, Pickleball, Gym, 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, Pond View, Washer Dryer, Non Smoking

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.

Family-Friendly Suburban Getaway Near Chicago

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 will be closed starting on October 1st.

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.

Luxury Home w/ Heated Pool (Still Open!); Hot Tub

**Heated Saltwater Pool Open through mid to late October; Hot Tub Open All Year** Discover the ultimate luxury getaway at this newly renovated, professionally designed 6BR, 3BA estate on 1.25 private acres in charming Glen Ellyn—just 30 minutes from downtown Chicago. With spacious interiors, upscale amenities, and a private heated saltwater pool and hot tub, it’s the perfect retreat for family vacations, reunions, or a memorable escape with friends.

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!

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

✨ Beautiful & Spacious Home with Pool ✨ Perfect for families and groups, this home offers 3 bedrooms and 1 bath on the main floor, plus a luxurious master suite upstairs with a walk-in shower, huge closet, and laundry room. Enjoy the open-concept living room, fully equipped kitchen, and a stunning backyard with a pool the ideal spot for relaxation and fun during your stay!

Pardizes Suites

Pardizes Suites is truly a wonderful sanctuary! It's not just a place to live; it's a space that reflects comfort and warmth. Every corner of your home tells a story, from the inviting living room that beckons for cozy gatherings to the beautiful outdoor area that offers the perfect retreat for relaxation.