Waterfront holiday rentals in DuPage County

Naperville Family Fun! Pool, Pickleball, Kids 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!

Westmont,Il Duplex - Side B. In law suite 1/1

Check out video walkthrough. This is a small apt with private entrance. It is part of a larger house that is also rented. There is no stove just a hot plate and a large counter top oven. There is a kitchen sink. Living area is two chairs. There is a private deck with a beautiful view of the lake. The yard and driveway are shared. There is potential to hear people next door. Currently no control over heat or AC. We keep at reasonable temp 68-75 and give a separate heater and fan.

Tranquility Awaits You!

Cozy queen/king suite, expansive window with natural light, soaking tub and shower. Opulence nestled in a tranquility that seamlessly connects you to downtown Chicago, while enjoying splendid shops and culinary gems in the southwestern suburbs. As our cherished guest, you'll enjoy access to exterior decks, hot tub, and walk-in sauna. Don't hesitate to share any special needs or desires with us, and we'll go above and beyond to ensure your stay is nothing less than extraordinary.

Magical Forest Escape! 4br cabin w/pool - Monthly

Monthly rental Only! Welcome to our forest escape only 50 min from Chicago! Whether you are looking for corporate stay, need a relocation or just want to live in the forest you will absolutely love our place. This beautiful A-Frame home is nestled between trees and a pond, with the forest preserve behind it. You literally wake up to birds chirping and the local turkey crew doing their morning walks. Only 5-15 min from stores and restaurants. 5 minutes from Metra station.

Easy Access to Downtown| Free parking. Indoor Pool

Stay where comfort meets excitement at the newly renovated Holiday Inn Chicago Oak Brook. Perfectly positioned in Oak Brook’s buzzing shopping and dining district, just off I-88, this hotel puts you steps from Oakbrook Center Mall and minutes from Chicago’s top attractions. Dive into relaxation with a heated indoor pool, indulge at the vibrant Bar Louie, and enjoy free Wi-Fi in every room. With unmatched convenience and style, your perfect Chicago getaway starts here!

LakeHouse Stay! Hot Tub-Bar-Kayak-pool table-darts

Our beautiful home is the perfect place to gather with friends & family, relax, refresh, fish, have fun with your loved ones. It's the perfect home away from home with great views of the lake and on a quiet cul-de-sac. Stunning views of the lake while grilling or the firepit from the completely upgraded patio & the hot tub 🥂 🐶Up to 2 furry babies are allowed & they'll love the almost 1 acre fenced-in yard! (pet fee is extra & must be included at time of booking)

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Near great shopping and dining. Enjoy wonderful sunsets and quiet lake activity. Fully Stocked 20 acres lake with a neighborhood beach next door. Easy commute to downtown while enjoying the peace and quiet. Feel like you are on vacation every day. Perfect for a staycation. Cleaned to Cdc standards. This duplex is a gem in Western suburbs! Pet friendly (fee). Fire pit (bring Wood), paddleboat, kayaks. Grill and fully stocked kitchen.

Tranquil Pondview + New Kitchen + King Bed + WFH

Convenience is at your doorstep as our guest house is centrally located near all major shopping centers, highways, train stations, and restaurants. Retail therapy awaits at the nearby Oakbrook Center, where you can indulge in a gratifying shopping spree. If you're planning to explore the city or neighboring attractions, easy access to highways and train stations means you're never far from your next adventure.

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.