Holiday houses in Will County

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Top-rated holiday rentals in Will County

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

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Guest favourite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Apartment in Homewood
4.92 out of 5 average rating, 122 reviews

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.
Home in Chicago
4.88 out of 5 average rating, 184 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Guest favourite
Guest suite in New Lenox
4.87 out of 5 average rating, 23 reviews

The Blue Daisy - Charming Private Studio

Keep it simple and affordable in this peaceful and centrally-located studio apartment. Sleeps 4! Perfect for sports and business travelers. Fully functional with a queen-sized bed, plenty of closet & storage space, desk, full bathroom (shower), kitchenette, and a living space with a pull-out couch. Shared laundry. The private entrance to the space is off the home's well-lit back backyard patio. Safe & secure as the studio is locked from the main residence and security cameras are present.

Top Guest favourite
A welcoming open concept living space is portrayed, featuring a comfortable sofa with decorative pillows. A dining area with a table for six sits adjacent to a kitchen with modern appliances. A functioning fireplace adds charm, while a large TV is mounted on the wall.
Home in Manteno
4.94 out of 5 average rating, 281 reviews

Manteno Luxury Comfy Cozy home with- 2 king beds!

6 minutes from I-57 expressway. Nestled in a cul-de-sac, this open concept 2 bedroom 2 bath townhome! There is a fireplace, dining room and convenient patio with sliding glass doors that lead to the outdoor patio The home is comes with wood floors & stainless steel appliances in the kitchen. Kitchen is fully stocked for cooking. Bedrooms have a 55" Smart TV for your enjoyment! The living room has a 65" Smart TV . We also have a queen size electric airbed with extra pillows & linens.

Superhost
Home in Matteson
4.75 out of 5 average rating, 4 reviews

Creek Retreat on 1 acre | Game Room | Fire Pit

➜ Fully remodeled with stylish, modern finishes ➜ Private 1-acre lot, resort-style backyard in nature ➜ Peaceful creek with a private bridge & boardwalk ➜ Waterfall, fountain & fire pit ➜ Giant lawn checkers, & cornhole ➜ Pergola dining, multiple seating areas & gas grill ➜ Game room: pool table, foosball & board games ➜ Smart TVs in most rooms + fast Wi-Fi ➜ ~35–45 min to downtown Chicago; Metra, dining & casinos nearby ➜ A one-of-a-kind retreat to relax, reconnect & make memories

Superhost
A cozy living area is displayed with a pair of beige sofas, accented by decorative pillows. Framed wall art complements the decor. A soft rug is positioned on the wooden floor, while a lampshade on a side table adds subtle illumination.
Home in Blue Island
4.81 out of 5 average rating, 233 reviews

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

Top Guest favourite
Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.
Home in Manteno
4.97 out of 5 average rating, 263 reviews

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

Guest favourite
A cozy living area is shown, featuring a blue leather couch with decorative pillows. An artistic fish sculpture adorns the wall beside colorful, patterned wallpaper. A small dining table with stools is visible, along with a refrigerator and natural light streaming through the window.
Home in Lockport
4.9 out of 5 average rating, 135 reviews

Island Time - Murals and more

Our charming and crooked, tropical-themed house🌴 is located one block from lively historic downtown Lockport. We are two blocks from train tracks, I & M Canal, and The Public Landing Restaurant. Near to Dellwood Park, Illinois State Museum, Lewis University, Joliet Junior College, Silver Cross Hospital, Chicagoland Speedway, and 30 miles SW of Chicago. Minutes away from I-80, I-55, and I-355.🌿

Top Guest favourite
A spacious outdoor deck area features a jacuzzi surrounded by natural foliage. The A-frame cabin stands nearby, showcasing warm wooden tones and welcoming lighting. A propane grill is situated adjacent to the hot tub, creating an inviting space for relaxation and outdoor cooking.
Tiny home in Homewood
4.92 out of 5 average rating, 92 reviews

A-frame Cabin w/Jacuzzi & Pickleball Court

Get away for an outing to enjoy nature with friends/family or just yourself. Pickleball/volleyball/basketball 3-in-1 court shared if another family is booked in a separate glamping site on this property. 1 queen bed and 1 let-out-couch in cabin. 2 air mattresses in tent that has been replaced. Breakfast includes one dozen of fresh eggs and have fun feeding the chickens with snacks provided!

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, 188 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.

Guest favourite
Guest suite in Joliet
4.94 out of 5 average rating, 65 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 - 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

Guest favourite
Home in New Lenox
4.88 out of 5 average rating, 8 reviews

Relaxing Home Away From Home

Enjoy a relaxing stay with the whole family in this spacious, stylish home featuring 3 bedrooms and 4 full bathrooms. Plenty of room to spread out, plus a 2-car garage and private driveway for easy parking. Located in a quiet area just minutes from downtown New Lenox, close to shops, dining, and conveniences. Clean, comfortable, and thoughtfully designed for a stress-free stay.

Popular amenities for Will County holiday rentals