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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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
4.96 out of 5 average rating, 54 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
Guest suite in New Lenox
4.88 out of 5 average rating, 26 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.

Guest favourite
A spacious living area is furnished with a large gray sectional sofa, accented by a black ottoman in the center. Natural light filters through the vertical blinds of two windows, while a round mirror adds a decorative touch to the wall.
Home in Tinley Park
4.91 out of 5 average rating, 33 reviews

Luxury Townhome in Tinley Park Near Shops & Train

Welcome to your luxury retreat in Tinley Park! This 3-level townhome features 3 spacious bedrooms, including a primary suite with en-suite, 2.5 bathrooms, a fully stocked kitchen, a large dining area, and an in-unit washer/dryer. Perfectly located near shops, restaurants, the Credit Union 1 Amphitheater, and just a short Metra train ride to downtown Chicago. Ideal for relaxation, business, or adventure—this space offers the perfect blend of comfort and convenience. Book your stay today!

Top guest favourite
The living room features a spacious brown sectional sofa facing a coffee table, with a wall-mounted artwork above. A ceiling fan and natural light enhance the open space, which transitions to a dining area visible in the background, creating a welcoming and cozy atmosphere.
Home in Manteno
4.97 out of 5 average rating, 333 reviews

Two king beds with 3 bedroom 2 bath

4 minutes from I-57 expressway. This is a three bedroom two full bath townhome with a 2 car attached garage. King bed & 55' smart tv in the master bedroom. The Master bedroom also has a full bathroom with complimentary body wash, shampoo & conditioner. 2nd bedroom has a king size bed with king size hotel pillows. 3rd bedroom has queen bed with 55" smart tv. In closet you will find a deluxe queen size air bed with extra pillows & linens. Patio has table & chairs & charcoal grill.

Guest favourite
Home in Matteson
4.8 out of 5 average rating, 5 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

Top guest favourite
A spacious dining area features a large wooden table with comfortable upholstered chairs, accommodating multiple guests. An elegant light fixture hangs above, providing soft illumination. The room connects seamlessly to the living area and kitchen, enhancing the open-concept design.
Bungalow in Beverly
4.96 out of 5 average rating, 45 reviews

Beverly Hills of Chicago Luxury Guest Favorite

Escape to luxury in this beautifully designed 5 bedroom, 3.5-bath home in Chicago's prestigious Beverly Hills neighborhood. Spacious living and high-end finishes, full finished basement have fun with air hockey, pool table, and video gaming, this entertainment space is for guests of all ages. Unwind on the private deck or enclosed front porch. explore retail shops and upscale dining. Metra train station provides a quick 15 minute downtown Chicago area. Close to downtown Chicago!

Top guest favourite
Home in Manteno
5.0 out of 5 average rating, 28 reviews

Lakeview Estate

Welcome to Lakeview Estate, a charming 3BR, 2.5BA home on Manteno’s Little Lake with stunning lakefront views and direct water access. Enjoy a cozy loft for games or movies, a firepit for s’mores under the stars, and a kayak launch for lake adventures. Just a short walk to downtown for dining, cafés, ice cream, and fun for all ages. Perfect for families, an adult getaway, remote workers, or solo travelers looking to unwind. We can't wait to welcome you to your home away from home!

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
4.96 out of 5 average rating, 272 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 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, 190 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
Home in Naperville
5.0 out of 5 average rating, 9 reviews

Spacious 4BR Tudor with Patio near Downtown

Settle into a spacious four-bedroom Tudor on a half-acre wooded lot in South Naperville. With three full bathrooms, bright vaulted living spaces, a dedicated office, and generous indoor-outdoor gathering areas, the home offers plenty of room for groups of up to 10 guests. Downtown Naperville, the Riverwalk, restaurants, shopping, and the Metra station are approximately 10 minutes away by car.

Guest favourite
Home in New Lenox
4.89 out of 5 average rating, 9 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.

Top guest favourite
A ranch-style home is showcased with a welcoming facade of brick and siding. Large windows provide ample natural light, while a well-maintained garden features a variety of colorful flowers. A manicured lawn and sidewalk lead to the entryway, enhancing the inviting exterior.
Home in Worth
4.94 out of 5 average rating, 120 reviews

Worth It! 3 bedroom ranch home

Relax with the whole family at this peaceful place to stay. Just minutes from walking parks, outdoor concert venue, golfing, and down town! Comfy and inviting Ranch style home offers 3 bedrooms, a fully equipped kitchen, flat screen TVs, and large windows. The private backyard has a patio, and bbq grill. A real home away from home, we look forward to your new booking.

Popular amenities for Will County holiday rentals