Holiday houses in Winfield Township

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Top-rated holiday rentals in Winfield Township

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Guest favourite

Home in Glen Ellyn

4.91 out of 5 average rating, 154 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!

Top Guest favourite

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Top Guest favourite

Guest suite in Saint Charles

5 out of 5 average rating, 292 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Top Guest favourite

Home in Batavia

4.99 out of 5 average rating, 69 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.

Top Guest favourite

Apartment in Aurora

4.99 out of 5 average rating, 156 reviews

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.

Top Guest favourite

Guest suite in Saint Charles

4.98 out of 5 average rating, 173 reviews

The Cozy Den

Welcome to our cozy little corner of the world! We are located just a few blocks east of downtown St. Charles & the gorgeous Fox River and about an hour's drive/train ride to downtown Chicago. You’ll be staying in a renovated studio basement space (which doesn’t feel like a basement at all). It’s a completely separate space with its own entrance & electronic keypad. It is our priority to create an experience for you that is cozy, comfortable, and relaxing! Hope to see you soon!

Superhost

Home in West Chicago

4.9 out of 5 average rating, 139 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!”

Guest favourite

Home in West Chicago

5 out of 5 average rating, 7 reviews

4BR Boho Oasis | Kid Haven, Library, Perf Location

Our spacious and bright 4-bedroom home blends bohemian charm with modern comforts, offering the perfect escape for families and business groups seeking relaxation and adventure. Enjoy our premium amenities, including memorable, kid-friendly items, multiple dedicated workspaces and a peaceful reading nook. Centrally located in West Chicago, IL with easy access to numerous restaurants, grocery stores, attractions, parks and the Metra train to downtown Chicago.

Guest favourite

Apartment in Warrenville

4.92 out of 5 average rating, 51 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!

Top Guest favourite

Guesthouse in Batavia

4.92 out of 5 average rating, 299 reviews

Quaint Batavia Coach House

The Coach House is located behind our house. It is a private and separate little house. It is located close to the river path and lots of restaurants. The upstairs is one big room that has 1 queen and 2 twin beds. The upstairs also has a full bath. The TV in main living area on first floor is not hooked up to cable, but you can log into all of your apps and have access to news via YouTube TV, Netflix, Prime etc.

Top Guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 435 reviews

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.

Top Guest favourite

Guest suite in Wheaton

5 out of 5 average rating, 44 reviews

Charming & Cozy Wheaton Stay- Great Location!

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, Exclusive Laundry Room, and a large open-concept Guest Suite! Located in one of Wheaton’s most charming neighborhoods – it’s less than a mile from Wheaton College and the Metra train station, and 1.5 miles from Wheaton’s delightful downtown. Host occupies the separate first floor.

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Other great holiday rentals in Winfield Township

Top Guest favourite

Private room in Batavia

4.93 out of 5 average rating, 154 reviews

Batavia - World Traveler Hideaway (Room 1)

CherylRating, 5 stars1 month ago

This is my second time staying with Nancy. She is so hospitable and accommodating, I feel at home. Her house is immaculate and the gardens exquisite. I would certainly stay on a future visit.

Guest favourite

Private room in Aurora

4.76 out of 5 average rating, 160 reviews

Cozy Room

DennisRating, 5 starstoday

Place is exactly how described. Very nice accommodations for my short stay. Excellent value. Very responsive with communication. Definitely will stay again when the need arises. Thank you.

Top Guest favourite

Private room in Naperville

5 out of 5 average rating, 72 reviews

Private room in a nice home w/pond view

BrookeRating, 5 stars5 days ago

Very nice space in a quiet neighborhood. Hosts were very kind. Cute cat☺️

Superhost

Hotel room in Bloomingdale

4.79 out of 5 average rating, 87 reviews

Renovated Comfortable Room l NO Cleaning Fee

AyeshaRating, 5 stars3 weeks ago

We stayed for 2 nights and had a great experience. The place was clean, peaceful, and very comfortable—just what we were looking for. The host was very welcoming and proactive, which made the stay even better. It would be a nice touch to include a couple of water bottles and some hand wash, but overall everything was lovely. Highly recommend!

Superhost

Private room in Bartlett

4.84 out of 5 average rating, 63 reviews

My House is Your House

EricRating, 5 stars4 weeks ago

Debbie was very nice and the place was very clean. Would stay there again.

Top Guest favourite

Private room in Aurora

5 out of 5 average rating, 37 reviews

Spacious home in beautiful quiet neighborhood

KaushikRating, 5 stars2 weeks ago

This is an excellent place for long term stay and Craig is extremely helpful and kind. The place is extremely beautiful and has all the modern amenities. There is enough parking and working from here was also. Breeze. Thank you for the support

Guest favourite

Private room in Aurora

4.82 out of 5 average rating, 28 reviews

Joyful sojourns

DouglasRating, 5 stars2 weeks ago

Victoria was very precious and we loved our hostess. Always responsive and friendly during our stay. She was a great friend who supported us in a time of need and was family to us. She’s an all around great person.

Guest favourite