
Vacation rentals in Winfield Township
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Top-rated vacation rentals in Winfield Township
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Lake House Escape •Hot Tub, Bar, Fishing, Firepit
Visiting Chicago this holiday season? Stay somewhere that truly feels like home. We’re opening our personal lake home to guests & would love to welcome u! Tucked awayi n a peaceful neighborhood- the perfect place to gather w/ family, relax & enjoy beautiful lake views. Spend mornings w/ coffee on the deck, afternoons fishing, grilling & evenings soaking in the hot tub or sitting by the firepit. 1-acre fenced yard to enjoy-pets welcome Come settle in, make memories & enjoy our home as your own. ♡
4.92 out of 5 average rating, 128 reviews
Outdoor Oasis • Fire Pit • EV Charger • Near Town
Private office, high speed internet. EV Charger. Spacious,King Bed.Great outdoor space, fire pit, Indoor fireplace. Close to towns. Great weekend getaway. Great rate. Close to two beautiful parks, huge soccer field, water splash park, slide and swing and etc. Mins away from to the fox river trail. Less than 2 miles away from beautiful downtown Geneva, historic shopping district with over 160 specialty shops and restaurants. Less than 3 miles away from another beautiful downtown of St. Charles.
5.0 out of 5 average rating, 119 reviews
Home in Glen Ellyn
Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!
4.89 out of 5 average rating, 224 reviews
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!
4.85 out of 5 average rating, 188 reviews
Bliss in Batavia near the Fox River
Beautifully renovated house with and open floor plan, gourmet fully stocked kitchen, 4 bedrooms, 2.5 bathrooms and smart tv's in all the bedrooms and quick reliable wifi for all to enjoy. Home has large lot with amazing deck and 4 season room that also doubles as a separate work space as well as a smaller second workspace as . House also has a fully finished basement with 2 of the bedrooms, a full bathroom and a large theater room with a sectional sleeper sofa if more space is needed.
4.97 out of 5 average rating, 109 reviews
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!”
4.9 out of 5 average rating, 187 reviews
Downtown Batavia Musician's Escape
Coming into town to visit family, friends, or just looking for a place to escape to (or possibly quarantine at) in charming Batavia? Welcome to our brand new 2 bedroom apartment with 2 King size beds, a Queen futon bed, and 2 full bathrooms located in the heart of Downtown Batavia on popular River Street! Located just steps away from several shops, bars, restaurants, and farmers market this is the perfect getaway for any musician or music enthusiast or nightlife lover.
4.86 out of 5 average rating, 200 reviews
Little House on the Prairiepath by Wheaton College
Little House on the Prairie Path Cozy, gemütlich, hygge cottage in quiet unincorporated Wheaton, close to Lincoln Marsh, on the Prairie Path. International traveler decorated. This house offers extreme coziness. Very kid and pet friendly. Large back yard with fire pit overlooks pond with ducks, egrets, herons. Close to Central DuPage Hospital, Wheaton College, Metra train to Chicago. Perfect for family gatherings. Kitchen is fully equipped for cooking real meals!
4.92 out of 5 average rating, 99 reviews
Spacious 4BR Modern Home—Walk to Downtown Geneva!
Spacious 4BR/3BA modern home (2,082 sq ft) in Geneva—ideal for families, groups, and pets! Main-floor king suite perfect for mobility needs. Enjoy smart TVs in every bedroom, NEW dual zone HVAC Aug 2025, fast Wi-Fi, dedicated workspace, full kitchen with granite counters, washer/dryer, kid gear, and game options. Relax in the fenced backyard with fire pit and ample seating. Free driveway & street parking. Walk to downtown shops, Fox River Trail, wine bars, and more!
4.97 out of 5 average rating, 110 reviews
“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!
4.94 out of 5 average rating, 143 reviews
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.
4.96 out of 5 average rating, 141 reviews
New Modern Log Home Retreat in the Heart of Geneva
Located minutes from bustling downtown Geneva, this authentic log home is nestled on a quiet residential street on a nature filled half acre. Built in 2007, this home will be yours to use as a homebase for downtime or as you explore the many sights, eateries, and shopping of Geneva and the surrounding area.
4.93 out of 5 average rating, 132 reviewsPopular amenities for Winfield Township vacation rentals
Other great vacation rentals in Winfield Township

Penthouse In The Historic Hobbs
4.97 out of 5 average rating, 292 reviews
The Orchard House/King Bed/Privacy/Walking Trail
5.0 out of 5 average rating, 7 reviews
Cozy Family Getaway
4.94 out of 5 average rating, 32 reviews
4BR Chicago Oasis | Workspaces, Kids Room, Library
5.0 out of 5 average rating, 19 reviews
Luxury Meets Cozy
4.98 out of 5 average rating, 60 reviews
6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace
4.93 out of 5 average rating, 91 reviews
Evergreen Retreat
4.99 out of 5 average rating, 70 reviews
Monarch House in Saint Charles close to downtown
4.91 out of 5 average rating, 33 reviewsDestinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Illinois Beach State Park





