Holiday houses in Shorewood

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Top-rated holiday rentals in Shorewood

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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, 157 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! 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. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

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
4.81 out of 5 average rating, 47 reviews

Plainfield Home near Harrah’s Casino & Restaurants

This Newly Remodeled Modern Home is great for family vacations, stay cations and traveling professionals. 4 BD and 2.5 BA plus Loft Gaming Area. Top High speed wifi, and Smart Tv Contactless Entry with self check-in and check out 2 car parking on the premises and street parking across from the property as well. 🛏Sleeps 8 comfortably . 20min drive to Harrahs Casino. Easy access to Shopping and Restaurants near by 5 minutes from I-55 highway. The community is very family friendly and quiet.

Guest favourite
The spacious living area features light wood flooring and large windows allowing natural light to fill the room. A gray sofa with colorful cushions is placed centrally, flanked by two teal chairs. A modern coffee table sits in front, and a television is mounted on the wall.
Home in Joliet
5 out of 5 average rating, 25 reviews

Retro Home

Enjoy this stylish retro home that is perfect for a weekend getaway or business trip. You'll find everything you need in this cozy home without the hustle and bustle of the city. Soak up the groovy furniture and retro decor as you become familiar with the similar atmosphere of living in the 50s. This amazing one-story home can accommodate up to 4 adults and 2 children with its two full bedrooms (queen size bed) and a den (twin-size sofa and blow-up mattress) for additional space. Book now!

Guest favourite
A welcoming living area features a comfortable brown sofa adorned with colorful throw pillows. Two dark wooden side tables frame the sofa, while a central coffee table holds decorative items. Natural light filters through large windows, accentuated by blue patterned curtains.
Apartment in Cathedral Area
4.95 out of 5 average rating, 231 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

Guest favourite
Apartment in Oak Park
4.84 out of 5 average rating, 232 reviews

Betty BnB

Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

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.
Apartment in Warrenville
5 out of 5 average rating, 10 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 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
4.99 out of 5 average rating, 205 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.

Guest favourite
A comfortable living room features floral-patterned sofas and a wooden coffee table. Soft lighting from floor lamps creates a warm environment. Two windows are dressed with light curtains, allowing natural light in. A decorative painting hangs on the wall, complemented by a potted plant.
Apartment in Cathedral Area
4.82 out of 5 average rating, 88 reviews

2BR 1Bath flat nestled btw St Francis & Cathedral

CONS -- Street parking, unit not well soundproofed from the lower level unit (co-host and family live there), older house that needs a few updates. PROS-- safe location, very close to University of St Francis & the Cathedral of St Raymond. 5 min from the Rialto, Harrah's Casino., 15 min from Route 66 Speedway, 14 miles to Forge. washer/dryer, full kitchen and full bathroom, fenced in backyard. flexible and responsive hosts (two live in lower unit). Priced for those on a budget

Guest favourite
A spacious bedroom features a modern black metal bed with crisp white linens and decorative pillows. Soft, neutral colors enhance the space, complemented by a large mirror and a small desk. Natural light enters through a window covered with light curtains, creating a calm atmosphere.
Apartment in Lockport
5 out of 5 average rating, 21 reviews

Bright Lockport Farmhouse: King Bed + Yard View

Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

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, 31 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.

Top Guest favourite
An open-concept living space is shown, featuring a circular wooden dining table set for a meal. Comfortable seating arrangements include cozy chairs and a sofa. Natural light floods the room through large windows, enhancing the inviting atmosphere.
Home in Minooka
5 out of 5 average rating, 15 reviews

Family&Pet Friendly-No Stairs-Kingbeds-Peaceful.

Modern home, King beds, Fenced yard, No Stairs, Stocked kitchen, Family and Pet Friendly Retreat. ★ King bed + ensuite ★ open concept kitchens ★ 3 large Smart TVs ★ Dedicated Office Space+Desk + Monitor ★ 2 Door Garage LOCATION **** LOCATION***LOCATION ★ Rock Run Collection - 10 minutes ★Starved Rock State Park - 1 hour Located within 15-20 minutes of: ★Haley Mansion ★Joliet Junior College ★Harrah’s Casino ★Downtown Plainfield ★Rialto Square Theater

Guest favourite
Guest suite in Joliet
4.95 out of 5 average rating, 42 reviews

Home Sweet Home

Quiet, Fully Finished Basement Apartment—Ideal for Business Travel - 2 bedrooms with full-size beds & 32" smart TVs - Living room with 55" smart TV (Hulu/Netflix) - Full kitchen for meal prep or extended stays - Bathroom with soaker tub & shower - Private back patio & front porch - No guests under 16 - Quiet hours & respectful use of shared spaces - Home uses well/septic—do not flush hygiene products

Popular amenities for Shorewood holiday rentals

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  3. Illinois
  4. Will County
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