Holiday houses in Shorewood

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Top-rated holiday rentals in Shorewood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Joliet
4.93 out of 5 average rating, 255 reviews

*The Belltower Haven*Large*Family Friendly*Wi-Fi

Our remodeled spacious apartment is located on Plainfield Road, minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Train Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball and St. Joe's Hospital, New Lenox Sports Complex Minutes away from: Chicagoland Speedway, Hollywood Casino, Lewis University and Silver Cross Hospital. 30 minutes from Chicago 3 br (3 Queens beds 1 queen sleeper sofa, queen air mattress), 1 full bath

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Guest favourite
A spacious bedroom features a king-size bed adorned with a colorful quilt and accent pillows. A wall mural of large ferns creates a vibrant backdrop. A full-size futon is positioned alongside, with a lamp and window allowing natural light to brighten the area.
Home in Joliet
4.92 out of 5 average rating, 253 reviews

The Garden House - Murals and more

Our garden-themed house🌿 located on busy Plainfield Road is minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Joliet Union Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball & St.Joe's Hospital. Minutes from: Chicagoland Speedway, Hollywood Casino, Lewis University & Silver Cross Hospital. 30 miles SW of Chicago. 🏡Entire house: 2 Bdr (2 Bd & 1 Futon), Bathroom (new shower), Living Room, Kitchen, Front Deck

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Top Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 277 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.

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Guest favourite
A historic cottage is presented with a red exterior and white trim. Large windows with white curtains are positioned on either side of the front door. Lush green landscaping surrounds the home, enhancing its charm. A pathway leads to the entrance, with grass visible in the foreground.
Home in Plainfield
4.9 out of 5 average rating, 39 reviews

Historic Pioneer House

Relive the early days of Plainfield by staying at the historic Pioneer House! Charming cottage built in 1834 has tons of character. 2 bedrooms, 1 bath, kitchen, living room, dining room, laundry facilities, and outdoor living. Parking off street for 2 cars. Mature landscaping with outdoor seating. Walking distance to downtown Plainfield, loaded with coffee shops, boutiques and restaurants. Stay in a quiet, safe neighborhood with easy access to all that Chicago has to offer.

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Top Guest favourite
Home in Morris
4.95 out of 5 average rating, 42 reviews

*Charming Canal-Port Cottage* ~ No Cleaning fees~

Escape to our **Cozy Canal Port Cottage**, where nature meets relaxation. Nestled on the historic I&M Canal and minutes from downtown Morris, this charming 2-bedroom retreat offers peace, comfort, and wildlife views. Enjoy a fully equipped kitchen, grilling area, comfy beds, and a serene setting near Starved Rock and Buffalo Rock. Perfect for couples or small families to unwind, explore, and recharge. We can not wait for you to stay with us.

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Top 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.
Apartment in Warrenville
4.94 out of 5 average rating, 132 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!

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Guest favourite
Home in Plainfield
5 out of 5 average rating, 12 reviews

Spacious 4BR, 2 Living Rooms Family & Pet Friendly

😴 A calm, spacious retreat where families truly sleep well. 🛏️ 4 private bedrooms (2 King, 2 Queen) with extra-comfy, plush furniture. ✨ Spotless & pristine, top to bottom. 🛋️ 2 living areas—room for grandparents to relax while kids play. 🌳 Peaceful, tree-lined street, just 45 min to Chicago. 🐾 Pet-friendly w/ private yard. 🔑 Effortless self check-in. 🚗 Free parking. Your restful home base awaits!

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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, 559 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.

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Top Guest favourite
A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.
Home in Lockport
4.96 out of 5 average rating, 189 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! Can accommodate up to 6 guests.

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Superhost
A modern dining area features a glass table surrounded by six blue upholstered chairs with decorative detailing. Above, sleek chrome pendant lights provide illumination. A large window allows natural light to fill the space, complementing the blue wall and area rug beneath.
Home in Plainfield
4.83 out of 5 average rating, 59 reviews

Modern Comfort, Ideal for Business or Family Trips

Relax in this stylish, spacious, and peaceful home, perfect for families, small groups, or extended stays. Enjoy bright living areas, a fully equipped kitchen, and clean modern bathrooms. Conveniently located near shopping, dining, and parks, this calm, welcoming home is designed for comfort, privacy, and a stress-free stay.

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Guest favourite
A spacious bedroom features a king-size bed adorned with a patterned quilt in warm tones. Two windows allow natural light to enhance the room, while a dresser and a bedside lamp provide functionality. A mirror reflects the cozy ambiance.
Apartment in Joliet
4.95 out of 5 average rating, 40 reviews

Comfy 1-bedroom apartment in Joliet

This cozy apartment in the Cathedral Area of Joliet offers modern amenities like a walk-in shower, king-size bed, and fiber internet. You'll also appreciate the historic neighborhood and gorgeous sunsets from the front stoop.

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Guest favourite
A wooden deck is framed by lush greenery, offering a view of the serene river and grassy bank beyond. The railing adds a touch of warmth, inviting moments of relaxation in nature.
Guesthouse in Wilmington
4.85 out of 5 average rating, 113 reviews

Engler’s Escape- Catfish cabin

Take a break and unwind at this peaceful oasis. Enjoy the natural beauty and sounds that surround this little getaway. Relax riverside and recharge.

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Popular amenities for Shorewood holiday rentals