Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

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Top guest favorite
A spacious outdoor area features a circular firepit surrounded by seating and bordered by an ivy-covered garden. Large trees frame the setting, with well-maintained grass and a wooden fence enhancing the private yard atmosphere.
Home in Winfield
4.91 out of 5 average rating, 78 reviews

Spacious open concept home w/ game room + firepit

Relax and play in this treetop garden inspired home with an elevated deck overlooking the beautiful spacious yard with large old trees and lots of green. This large open concept home features an outdoor firepit, deck with a dining table + gas grill. The outdoor space is magical at night with string lights strung over the deck. The space is newly renovated with high end finishes, luxurious appliances + quartz. The lower level has a game room with a foosball table, basketball game + board games.

Top guest favorite
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, 303 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 favorite
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.
Apartment in Warrenville
5 out of 5 average rating, 11 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!

Top guest favorite
A bedroom features hand-painted floral murals on the walls, complemented by light-colored curtains framing a window. A spacious bed with white linens is centered on a patterned floor. A cozy sitting area with a dark wicker chair adds to the comfort of the space.
Home in Geneva
4.95 out of 5 average rating, 131 reviews

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

Top guest favorite
A cozy living room is furnished with multiple seating options, including wicker chairs and a plush couch decorated with assorted cushions. A round coffee table sits at the center, accompanied by a basket and a small side table. A softly glowing lamp provides warm light, and an electric fireplace is positioned against the wall.
Guest suite in Wheaton
5 out of 5 average rating, 39 reviews

The Garden Flat

Discover comfort and charm in this fully renovated LL garden flat, 2 blocks from Wheaton College. Walk to downtown Wheaton and the train. This delightful bungalow, tucked away in a peaceful neighborhood, offers a private driveway parking space and lovely fenced backyard with patio. The adorable back porch is the perfect spot to enjoy your morning coffee, unwind with a glass of wine, or curl up with a good book. Everything you need is waiting for you at The Garden Flat in Wheaton.

Guest favorite
The living room features a spacious sectional sofa and a round wooden coffee table, surrounded by natural light from large windows. Two accent chairs complement the seating area, while framed artwork adorns the walls, adding a touch of style.
Home in Wheaton
5 out of 5 average rating, 11 reviews

Hazelton's Wheaton Gem | Walk2 Starbucks & Target

Try this… UPDATE: Per city ordinance, 30+ day reservations only. Questions welcome—apologies for any inconvenience. Your family will be close to all amenities at this centrally-located, fully renovated retreat just minutes from Downtown Wheaton. Near restaurants, public transport, shopping, and entertainment—perfect for Wheaton College visits or a relaxing suburban escape. Enjoy the beautiful backyard and deck for outdoor lounging & dining. A true gem in Wheaton!

Guest favorite
The exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.
Apartment in Elgin
4.8 out of 5 average rating, 184 reviews

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

Guest favorite
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.
Apartment in Warrenville
4.93 out of 5 average rating, 95 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 favorite
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.
Guesthouse in Batavia
4.92 out of 5 average rating, 309 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 favorite
A spacious living area features two comfortable leather sofas and a wooden coffee table. A dining area with a small table and four chairs is visible, along with a bookshelf displaying various items. Soft lighting and neutral walls contribute to an inviting ambiance.
Guest suite in Wheaton
4.88 out of 5 average rating, 120 reviews

Guest Suite by Wheaton College

Come and enjoy visiting your Wheaton College student while staying a short walk from campus. Our apartment has two bedrooms, a well-equipped kitchenette, laundry, bathroom, and living room. The apartment is in the basement our family home with a private entrance and both bedrooms have large windows with lots of natural light. This apartment is not equipped or suitable for children.

Top guest favorite
The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.
Guest suite in Wheaton
5 out of 5 average rating, 63 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.

Top guest favorite
A dining area offers a large table surrounded by six grey upholstered chairs. A contemporary chandelier illuminates the space, complemented by a decorative wall clock. Large windows provide natural light, framed by sheer white curtains, enhancing the room's openness.
Home in Winfield
4.98 out of 5 average rating, 185 reviews

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.

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