Vacation rentals in Crest Hill

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Top-rated vacation rentals in Crest Hill

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

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Guest favorite
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, 155 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 favorite
Apartment in Joliet
4.96 out of 5 average rating, 194 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.

Guest favorite
The spacious living area features light wood flooring and large windows allowing natural light to fill the room. A gray sofa with colorful cushions is placed centrally, flanked by two teal chairs. A modern coffee table sits in front, and a television is mounted on the wall.
Home in Joliet
4.93 out of 5 average rating, 40 reviews

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!

Guest favorite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 869 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Top guest favorite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 258 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Guest favorite
A cozy living room features a dark leather sofa and two armchairs positioned around a wooden coffee table. A decorative plant sits on the table, while a fireplace is centered against the wall. Natural light filters through two windows dressed in light curtains.
Home in Joliet
4.8 out of 5 average rating, 66 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.

Guest favorite
Apartment in Lockport
4.95 out of 5 average rating, 111 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!

Top guest favorite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Apartment in Warrenville
4.93 out of 5 average rating, 114 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Guest favorite
Guest suite in Joliet
4.94 out of 5 average rating, 54 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 (Hulu/Netflix) - 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 favorite
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
4.89 out of 5 average rating, 127 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 Southwest of Chicago. Minutes away from I-80, I-55, and I-355.🌿

Top guest favorite
A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.
Guest suite in Naperville
4.96 out of 5 average rating, 535 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Top guest favorite
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, 176 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.

Popular amenities for Crest Hill vacation rentals

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  2. United States
  3. Illinois
  4. Will County
  5. Crest Hill