Holiday rentals 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 well-lit sleeping area features a cozy bed with soft linens and decorative pillows. Natural light filters through two windows, complemented by light-colored curtains. A wooden bench and a small desk enhance the space, while a stylish area rug adds warmth to the hardwood floor.
Flat in Lockport
4.93 out of 5 average rating, 100 reviews

Fully Equipped Studio w/ Kitchen & Laundry Access

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Top guest favourite
A modern living room features a brown, tufted sofa and two blue armchairs set around a decorative area rug. Natural light enters through a large window adorned with light curtains and a door nearby leads outside. Framed wall art decorates one side of the room.
Home in Frankfort
4.98 out of 5 average rating, 46 reviews

House in Frankfort quiet family neighborhood

Thank you so much for considering to stay at our home. My husband and I take extreme pride in being great hosts and providing a clean and comfortable home to stay in. We make sure to have everything you need to keep you comfortable so you can relax in your home away from home. I am extremely responsive so if you happen to have any questions, please do not hesitate to reach out. Relax with the whole family at this peaceful place to stay. 3 bedroom home newly remodeled and all new furnishings 2024

Guest favourite
A spacious living area features a comfortable brown sofa, accented by light-colored pillows. A decorative coffee table sits in front, and a dining space is visible in the background, furnished with white chairs surrounding a light wood table. Natural light brightens the room.
Home in Manteno
4.96 out of 5 average rating, 313 reviews

King-size beds ! All the luxeries of home!

4 minutes from I-57 You will love this 3-bedroom 2 full bathroom home. In the living room there is a 65in Smart TV for your enjoyment. In the Mater & 2nd bedrooms you will enjoy comfy King size beds with king size hotel pillows & 55" smart tv's. In the 3rd bedroom is a comfy queen size bed with comfy pillows & a 55" smart tv. In the 3rd bedroom closet you will find a deluxe queen air bed. We supply bikes for children & adults along with patio table & chairs with outdoor grill with charcoal

Superhost
A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.
Home in Bolingbrook
4.92 out of 5 average rating, 153 reviews

Spacious Bolingbrook Retreat w/ Garage & Yard

Relax with the whole family at this peaceful and spacious 3-bedroom ranch home conveniently located near I-55 & I-355. Walking distance to Promenade Mall, restaurants, bars, shopping, Bass Pro Shop. Enjoy self check-in with smart lock, private attached 2-car garage, large backyard, patio, and grill. Perfect for families, work trips, or weekend getaways. Clean, safe, and only 30 minutes from downtown Chicago and major attractions. Self check-in Free parking Fast Wi-Fi Washer/dryer Backyard/patio

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
4.93 out of 5 average rating, 236 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 min. southwest of Chicago. 🏡Entire house: 2 Bdr (2 Bd & 1 Futon), Bathroom (new shower), Living Room, Kitchen, Front Deck

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.
Flat in Homewood
4.92 out of 5 average rating, 112 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.

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, 173 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"! *Note: Pricing is based on "Double Occupancy". Can accommodate up to 6 guests. Extra charges per person apply after 2 guests.

Top guest favourite
A sitting room features a beige sofa and a cream-colored armchair, positioned near a wooden desk. Two lamps provide soft lighting, while several framed photographs and artwork adorn the walls. Large windows allow natural light to fill the space, complemented by neutral-colored carpeting.
Guest suite in Orland Park
4.98 out of 5 average rating, 122 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Guest favourite
An inviting living room is presented with a comfortable sofa and an armchair, accented by decorative elements on the walls. A wooden TV stand holds a television, while natural light enters through a front door and large windows, enhancing the cozy atmosphere.
Home in Wilmington
4.92 out of 5 average rating, 107 reviews

Cheerful 2 bedroom home near Rt. 66

Soak up the hometown charm with a relaxing and tranquil stay in historic Wilmington near the Kankakee River. You won't be living in a van down on the river during this stay. You'll enjoy a warm, cozy home that's near shopping, flavorful restaurants and picturesque sunsets on the Kankakee River. This two bedroom home can accommodate up to six people. The kitchen and living room feature an open concept for more intimate or a night with close friends.

Top guest favourite
Home in Joliet
4.98 out of 5 average rating, 147 reviews

*The Heron House*/King Bed/Spacious/Remodeled/

Newly remodeled, Spacious Craftsman Style Home in prime location! Quiet neighborhood near major highways: I55 and I80. 30 Mins SW of Chicago, Free Wi-Fi (800+Mbps) and private parking for 4 cars. Walking distance to restaurants and shops! Minutes from: The Rialto Theatre, Univ. of St. Francis, St. Joe's Hospital, Harrah's and Empress Casinos, Haley Mansion, Lewis Univ., Silver Cross Hospital, Chicagoland Speedway, Autobahn CC, and much more!

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
4.98 out of 5 average rating, 245 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

Top guest favourite
A spacious living area is highlighted by a sectional sofa and a coffee table, featuring large windows that bring in natural light. The open design allows for a view of the kitchen, equipped with modern appliances. Textured accents and artwork add a touch of style.
Home in Custer Park
4.94 out of 5 average rating, 130 reviews

Modern River Cabin

Kick back and relax in this calm, stylish space that we call the Modern River Cabin. Located waterfront on the Kankakee River with a small private loading dock perfect for bringing your kayaks, John boats or yourself down to the river. Waking up earlier enough to see the sun rise will give you a view like no other.

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