
Holiday rentals in Shorewood
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Top-rated holiday rentals in Shorewood
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6 bedroom! Pool Table, Gaming Area, Firepit & More
Welcome to your perfect getaway! This cozy home is located just minutes away from vibrant local shops, cafes & cultural attractions. With spacious bedrooms, a bright living area, it’s perfect for couples, families, or solo travelers. Highlights: • Comfortable Accommodations • Modern Amenities • Fully Equipped Kitchen • Private Backyard • Convenient Location Whether you’re here for a weekend getaway or an extended stay, our home is the ideal base for your adventures. We can’t wait to host you!
4.92 out of 5 average rating, 25 reviews
Pool, 30 mins to CHI, 3 Kings, Outdoor Space, BBQ
Discover the Farmhouse on Main! Where character meets comfort. Soak up the sun by the in-ground pool with loungers, or enjoy a firepit for cozy nights. Fire up the BBQ grill or sip drinks at the granite bar. Inside, relax in the cozy seating areas, gather around the large dining table, and enjoy the spacious, fully equipped kitchen. ★ 5 minutes to downtown Plainfield ★ 20 min drive to Naperville ★ Just a 30-minute drive into Chicago (Pool is open seasonally) Come enjoy Plainfield with us!
4.81 out of 5 average rating, 63 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 southwest of Chicago. 🏡Entire house: 2 Bdr (2 Bd & 1 Futon), Bathroom (new shower), Living Room, Kitchen, Front Deck
4.92 out of 5 average rating, 264 reviews
*The Historic Hideaway*/King Bed/Remodeled/Wi-Fi
Our Spacious apartment is located on Plainfield Road, 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 and St. Joe's Hospital. Minutes away from: Chicagoland Speedway, Hollywood Casino, Lewis University and Silver Cross Hospital. 30 minutes SW of Chicago. 3 bedroom (1 King, 2 Queens. 1 queen sleeper sofa) Rooms are tastefully decorated with unique artwork.
4.95 out of 5 average rating, 209 reviews
Peaceful Cozy Corner Home
Enjoy a soothing stay at this newly remodeled 3-bedroom home in Morris/ Minooka near Brisbin Rd / I-80. Features a king, queen, and full bed, ensuring a wonderful night's sleep for all guests. With amenities like a washer/dryer, WiFi, AC and large closets your stay will be stress-free. The deck is perfect for relaxing on a warm summer evening and there are large shade trees to enjoy. Kickback, relax & enjoy everything Morris, Channahon & Minooka and our corner house has to offer. Dog friendly
5.0 out of 5 average rating, 13 reviews
*Charming Canal-Port Cottage* ~ No Cleaning fees~
Escape to our Cozy Canal Port Cottage, a family-owned cottage dating back to the 1930s. We’re a husband-and-wife small business, not corporate-owned, who have lovingly worked hard to update this little cottage while keeping its charm and character to share with our guests! Nestled along the historic I&M Canal, enjoy a cozy 2-bedroom retreat, wildlife views, comfortable beds, a fully equipped kitchen, and easy access to Morris, Starved Rock and Buffalo Rock. We can’t wait to share it with you!
4.93 out of 5 average rating, 56 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.
4.88 out of 5 average rating, 41 reviews
Private Cottage in Cathedral District
Our cozy, 1920's home is located in the Cathedral district in Joliet. 3 minutes away from the Haley Mansion and 6 minutes away from the Jacob Henry Mansion. You get the whole main floor for yourself and your guest(s) with your own entrance through the front door that has a keypad door lock. I, along with my two mini dachshund puppies, stay in the basement. We have our own entrance through the back. You can park right outside on the street. So there is plenty of parking.
4.81 out of 5 average rating, 75 reviews
Lockport Farmhouse: Private Entry+Parking By Door
Welcome to our charming Airbnb retreat in Lockport, Illinois! Enjoy the convenience of a full kitchen equipped with sleek stainless steel appliances. Kick back and relax in the cozy living room with a 55-inch smart TV featuring Roku for your entertainment needs. Convenience meets comfort with access to our on-site laundry room. Experience the perfect blend of modern amenities and rustic charm during your stay in Lockport. Book now for a delightful getaway!
4.94 out of 5 average rating, 122 reviews
2 Bedroom w/ King Suite, Large Space, Pet Friendly
Welcome to your peaceful Joliet retreat — a bright, comfortable 2-bedroom apartment, just 3 minutes from downtown Joliet and close to major shopping and dining. 2 bedrooms and extra sleeping: futon and pull-out couch — sleeps up to 6. Open living area with comfy seating and smart TV, plus a dining/work table. Fully equipped kitchen Ideal for Families, friends, business travelers, and weekend getaways who want quiet acreage with fast city access.
5.0 out of 5 average rating, 16 reviews
Spacious 5BR. Pool Table · Air Hockey · Pet Ok
Spacious 5-bedroom Joliet home, perfect for group getaways, families, or race/casino weekends. Comfortably sleeps 9 with a modern interior & a fantastic great room featuring pool, air hockey. Enjoy a fully equipped kitchen, private patio with BBQ, high-speed Wi-Fi, & dedicated workspace. Close to Chicagoland Speedway, Hollywood & Harrah's Casinos, and major highways. Your ultimate entertainment hub in Joliet!
5.0 out of 5 average rating, 6 reviews
Lakeside Channel Hideaway – 4BR/2BA, Sleeps 10
Escape to Lakeside Channel Hideaway, a peaceful 4BR, 2BA waterfront retreat in Goose Lake Township near Morris, IL. Enjoy tranquil views, a gazebo, grill, and private fishing dock on a spacious half-acre lot. Relax indoors with modern comforts and nature all around. House rules: quiet hours 10p-8a, no parties, max 10 guests/4 cars, and renters must be 25+. Thank you for respecting our neighborhood.
4.9 out of 5 average rating, 40 reviewsPopular amenities for Shorewood holiday rentals
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5.0 out of 5 average rating, 11 reviews
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4.9 out of 5 average rating, 10 reviews
Evergreen Retreat
4.99 out of 5 average rating, 70 reviewsDestinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- 875 North Michigan Avenue
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Matthiessen State Park
- Garfield Park Conservatory
- Chicago Theatre
- University of Illinois At Chicago
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