Holiday rentals in Winfield Township

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Top-rated holiday rentals in Winfield Township

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Top guest favourite
The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.
Private room in Geneva
4.99 out of 5 average rating, 699 reviews

Room within a Cozy Cottage

Private room in cozy basement. Bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, electric kettle 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 staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the Airbnb area. By "shared space" it is the host rarely passing through living room when noone is there for laudary.

Top guest favourite
A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.
Guest suite in Saint Charles
5 out of 5 average rating, 301 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.

Guest favourite
The living area features a modern couch adorned with yellow and white pillows, accompanied by two accent chairs. A dining table with blue chairs is set on a cozy area rug. Natural light enters through sliding glass doors, leading to a small balcony.
Flat in Warrenville
5 out of 5 average rating, 9 reviews

Luxury 2BR - Pool, Pickleball, Gym, Sauna & More!

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, courtyard w/ firepits, a fitness center, pool table, sauna, and in-unit laundry - 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!

Guest favourite
The exterior of a two-story house is shown, covered in fresh snow. The front features a clean façade with dark and light siding. Snow-laden shrubs frame the entrance, which is highlighted by a small porch. A garage door is visible to the right.
Home in Aurora
4.84 out of 5 average rating, 67 reviews

Cozy Home 3BD 2 BA: Central; I-88/Outlet Mall/Park

You're invited to your future stay, 3-bedroom, 2.5-bath available Airbnb! Nestled in a serene neighborhood, our full home provides the perfect escape for your getaway. Situated just a short drive away, you'll find shopping a thrill at the outlet malls, offering a plethora of options for fashion, home goods, and more – all within a convenient 5-minute drive. Additionally, easy access to the I88 expressway ensures seamless travel, making it a breeze to explore nearby attractions and beyond

A well-appointed bedroom features a spacious bed adorned with dark bedding and gold accents. Nightstands with lamps flank either side, and artwork depicting trees is hung on the dark walls. The room displays carpeted flooring, contributing to a cozy ambiance.
Flat in West Chicago
5 out of 5 average rating, 3 reviews

Private Garden In Law Suite 2+Acres Acres Dogs OK

Our dog friendly garden unit guest apartment is located in West Chicago, central to some of the most amazing downtowns in the Illinois suburbs. We have 2.5 fully fenced acres & a dog b&b on site. There is a sink, fridge, microwave & hot plate-NO STOVE. Private entrance, private space with queen bedroom, bathroom with shower, living room, dining room and kitchenette. We do have dogs on site and prefer to bring them in when you're arriving/leaving. We do not prefer to co-mingle dogs.

Top guest favourite
A queen-sized bed is adorned with a floral-patterned comforter and a fluffy white pillow. A light-colored wooden headboard provides a rustic touch, while a decorative star sits atop it. Adjacent to the bed, a calming blue vase and small table create a serene ambiance.
Private room in Wheaton
4.98 out of 5 average rating, 143 reviews

Close To Downtown For Business & Family visits!

One block from Wheaton college, the Prairie path, metra train station, and a 5 minute walk from updated downtown Wheaton, my 1930 Cape Cod home has gorgeous gardens for coffee or evening cocktails. You’ll receive a passcode before arriving to gain entry into the house as well as your room. Coffee, water and soda are available along with various snacks and pastries. THESE ARE INCLUDED in your price, plus toiletries. The bathroom is exclusive for your use only during your stay

Top guest favourite
A welcoming living room features deep green walls and a large chandelier overhead. A round coffee table is surrounded by a cozy couch and seating, while shelves are lined with books and decorative items. Natural light streams through the large windows adorned with dark blinds.
Private room in West Chicago
4.9 out of 5 average rating, 125 reviews

Clean & Cozy Magnolia Room - Super Close to Train!

Hello! My name is Hannah. I'm eager to pay off my home so I rent out my rooms. You'll likely be sharing this space with me and maybe another guest. This renovated farmhouse is for the traveler who cherishes cozy spaces and a relaxing, care-free time. Ideally located in the SUBURBS of Chicago, this well-decorated farmhouse room is ready to accommodate person. This cozy room was beautifully decorated by my best friend and it rocks that Joanna Gaines / Magnolia vibe.

Guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Flat in Warrenville
4.92 out of 5 average rating, 92 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
The exterior of the Coach House features white siding and a covered entry, framed by greenery. Two doors are visible, leading into the house, while a decorative wall piece is positioned above the entrance. A pathway lined with plants guides the way to the front steps.
Guest house in Batavia
4.92 out of 5 average rating, 308 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
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 477 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.

Guest favourite
A cozy living area is presented, featuring a comfortable sofa with decorative cushions and a matching ottoman. Two lamps provide soft lighting, and a large mirror reflects the space. A textured area rug defines the seating arrangement, with stair access visible in the background.
Flat in Downtown Naperville
4.87 out of 5 average rating, 181 reviews

Comforts of home in downtown Naperville

Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.

Guest favourite
Flat in Saint Charles
4.85 out of 5 average rating, 143 reviews

Charming Private 2BD| River Trail, Forest Preserve

This space is nestled in the northern outskirts of Saint Charles, one block from a large gorgeous park (River Bend Community Park), and the Fox River Bike Trail. This is a 750 SF apartment, and is one of two in a duplex building (both units are on airbnb). There are no shared indoor spaces and the apartment has its own exterior entrance.

Popular amenities for Winfield Township holiday rentals