
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!

*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.

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

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!

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

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.

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.

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.

*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.

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!

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.

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 - 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
Other great holiday rentals in Shorewood

2 br 1 ba apt 2nd floor 55 min to downtown Chicago

Spacious 4BR Tudor with Patio near Downtown

Comfy 1-bedroom apartment in Joliet

Cozy Clean -Washer/Dryer-Pet Friendly-Sleeps 3

Lakeside Channel Hideaway – 4BR/2BA, Sleeps 10

Around the Block

Chapin Cottage

Joliet Retreat: Walk-in Shower + Self Check-in
Destinations 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
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Matthiessen State Park
- Byline Bank Aragon Ballroom
- Garfield Park Conservatory
- Oak Street Beach
- University of Illinois At Chicago
- Museum of Science and Industry





