Vacation rentals in Winfield Township

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

The Orchard House/King Bed/Privacy/Walking Trail

Escape to this secluded 1-acre ranch retreat where privacy, open space, and peaceful views surround you. Enjoy a morning run on a long walking path across the street. Then relax on the patio with a cup of coffee or kick back in multiple bright living rooms filled with natural light. Cook with ease in the high-end galley kitchen featuring KitchenAid appliances, designed for groups of any size. At the end of the day you are ready to retire to our comfy beds. This rare gem fills up fast!

Cozy Family Getaway

Visit West Chicago with your whole family in this newly renovated home. Toys, books, and games will keep the little ones occupied. Or relax in front of the fireplace and watch a movie (TV has Disney+). Outdoor amenities include an EV charger (free for guests), fenced backyard, 3 parking spaces, deck, and grill. We are within walking distance to the Metra train station, coffee shops, and restaurants. Comfortably fits four, but can accommodate up to six with the floor mattress.

The Train Conductor's Cottage

Enjoy your stay at the Train Conductor’s Cottage! Welcome to our charming home in a family neighborhood, just a couple of blocks away from the Metra train to Chicago & from West Chicago's authentic Mexican restaurants. We are close to Wheaton College, North Central College, Dupage Airport, and Central Dupage Hospital. Rest and relax in a queen bed, full bed, two twin beds, two full bathrooms, spacious children's play area. Amazon Fire stick, WiFi, TV. “All aboard!”

“The Warrenville Grove”

This bright 2-bedroom home is designed for comfort, with a modern living space, fully equipped kitchen, washer & dryer and a cozy yard to unwind in. Perfect for small groups or families, you’ll be close to local dining, parks, and just a short drive from Naperville and downtown Chicago. We are less than a mile away from the expressway I-88. Whether you’re here for work or leisure, this spot makes it easy to relax, recharge, and explore.

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

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.

Beautiful Redone Townhome Next to Wheaton College

This townhome is steps across from the Wheaton College Soccer and Football fields. Fully updated with new floors, paint, bathrooms, and furniture. Lots of space to spread out and many working areas. Close to both downtown Wheaton and Downtown Glen Ellyn where wonderful restaurants abound. 2 parking passes included for parking vehicles.

Center St. Retreat

Welcome to our charming 3-bedroom, 1.5-bath Geneva retreat – the perfect home away from home for your next getaway! Nestled on a quiet street in the heart of downtown Geneva, IL this cozy and stylish retreat offers a serene escape while being just moments away from the city's vibrant attractions.

Cozy, Clean & Well-Stocked Home!

CLEAN AND WELL-OUTFITTED HOME. Great for families, a staycation, or a work-from-home-alternative. Superfast wifi (200mb), laptop-friendly workspace, parking on premises, contactless entry, accessible-height beds, crib for babies and toddlers, self check-in, and kid friendly home. Sleeps 6 guests.