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Vacation rentals in Kankakee

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Top-rated vacation rentals in Kankakee

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

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A fully equipped kitchen features wooden cabinetry and a black refrigerator. Appliances include a gas stove, microwave, and toaster oven. The countertop is complemented by a dishwasher. A small dining area with a wooden table and place settings is visible nearby.
Apartment in Bourbonnais
4.87 out of 5 average rating, 415 reviews

Lyle and Taylor present-Spacious Private Apt -

Beautiful spacious apartment perfect for long term work assignments or travelers who want all the comforts of home. Sleeps up to 5; King, Queen + sofa Amenities abound: ~FREE WiFi ~2 smart TVs w/HBO, SHOWTIME, Cinemax, 144 cable channels, Netflix ready (with your account) ~Full kitchen with fridge/gas stove/dishwasher/microwave/toaster oven/Keurig ~FREE washer & dryer with basic supplies ~Bathroom w/shower/tub combo ~Non-smoking ~Complimentary weekly cleaning/linen laundry for extended stays

Guest favorite
A welcoming porch area features a green and beige exterior with a door leading into the loft. Decorative pumpkins and flowers are arranged on hay bales, complemented by a rustic chair. Surrounding trees provide a natural backdrop.
Apartment in Chebanse
4.94 out of 5 average rating, 717 reviews

Cathy's Little Farm Loft

Cathy's Little Farm loft is a 500 sq ft apartment inside a storage barn on a wooded country acre. Fully appointed two story space offers peace and quiet. It is located close to I57, Walmart, Community College, Airport, Fair Grounds, National Guard Training Center, 15 minutes from Olivet, 60 miles south of Chicago. King size bed and twin size sofa sleeper upstairs, full size sleeper sofa in living room. Well equipped full size kitchen and laundry. Large lawn, gardens, and chickens to enjoy.

Guest favorite
Apartment in Kankakee
4.94 out of 5 average rating, 189 reviews

King Bed • Luxury Boho Studio • City Chic Haven

✤City Chic Haven✤ is a luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a cozy king bed, fast Wi-Fi, free coffee/tea bar, stocked kitchen, & 55” smart TV for a relaxing or work friendly stay. ✶ Across the street from the Kankakee train station ✶ Walkable to local cafes, axe throwing & taverns ✶ 0.3 Miles to St. Mary's Hospital ✶ 1.3 Miles to Riverside Medical Center ✶ 2.9 Miles to Olivet Nazarene University ✶ 55 Miles to Midway Airport

Top guest favorite
A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Apartment in Fairbury
5 out of 5 average rating, 428 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book a week long stay and receive 40% off ❤️

Top guest favorite
A dining area features a large table set for communal meals, surrounded by dark chairs. A comfortable sofa sits in the corner. The space is illuminated by a chandelier, with light-colored walls and a view into the kitchen area through an open archway.
Townhouse in Bourbonnais
4.96 out of 5 average rating, 124 reviews

Comfortable Living With All the Necessities

One story, 2 brms, 2 full baths, attached garage! Kitchen has a breakfast bar and walk-in pantry. Vaulted ceilings in dining rm. and liv.rm that has a gas log fireplace and opens to a sunroom. Master brm w/his and her closets and master bath. Backyard is private, fenced in, and beautiful patio next to the enclosed sunroom. Quiet street next to Olivet Nazarene University, The longer you stay, the more you save. Please note there is a 3 guest maximum and no pets allowed at this property.

Guest favorite
A single-story home features a welcoming front porch with seating, surrounded by a well-maintained lawn. The exterior displays a mix of brick and light-colored siding, complemented by neatly arranged shrubs and seasonal decorations. A spacious driveway leads to a single-car garage.
Home in Bradley
4.89 out of 5 average rating, 108 reviews

Cheerful 3 Bedroom, 2.5 bath central Bradley Home

A GREAT HOME AWAY FROM HOME! Conveniently located in central Bradley's family friendly Blatt Subdivision. Home sleeps six guests. 3 bedrooms, 2 queen and 2 twin beds. 2.5 bathrooms including a tub and a walk-in shower, complete with linens, toiletries and hair dryer. Additional features include a large kitchen with cooking accessories, air fryer and some essential condiments including coffee. Fenced in yard, small patio and 2 car garage. Scan QR Code in photos for Virtual Tour.

Top guest favorite
Guest suite in Kankakee
4.95 out of 5 average rating, 42 reviews

Private Riverfront Oasis Guest Studio

Welcome to your private river front retreat! This spacious, fully equipped, private studio guest suite is tucked away on the beautiful Kankakee River (with a view!). Located less than 5 miles from I-57, this hidden gem offers convenience of location as well as peaceful beauty. Relax on the porch, take a dip in the river or chill in the hot tub to pass the time. The guest suite is attached to the main house but boasts its own private keypad entry and a completely private stay.

Guest favorite
A brick ranch-style home is presented with a well-maintained front yard featuring manicured shrubs. The property includes a concrete driveway and subtle landscaping, framed by tall trees and clear blue skies, enhancing the welcoming appearance of the residence.
Home in Bourbonnais
4.93 out of 5 average rating, 308 reviews

King-size bed with fenced in backyard!

6 minutes away from I-57 You will love this three-bedroom home There is a 65 inch Smart TV in the living room and smart tv's in the bedrooms. You will enjoy a great night sleep in the king size bed in the master bedroom with king size hotel pillows. There are queen size beds with comfy pillows in the two other bedrooms. The kitchen comes fully stocked for all your cooking & eating needs. You will enjoy the fully fenced in backyard along with bikes for children and adults.

Guest favorite
A single-story house is presented with a well-kept front yard featuring green grass and a stone pathway leading to the entrance. The exterior is clad in white siding, with black shutters framing the windows. A small bench is placed on the porch, adding to the inviting appearance.
Home in Bourbonnais
4.88 out of 5 average rating, 144 reviews

Freshly Remodeled Bourbonnais Home

Find your home away from home at this beautiful, recently remodeled Airbnb located in a quiet neighborhood on a dead-end street across from the bike trail. This property is conveniently within walking distance to Olivet Nazarene University. Also, Riverside Medical Center, Presence St. Mary's Hospital and CSL Behring are less than 5 minutes from the home. This property is veteran owned. Check out our reviews! Don't miss out on this amazing opportunity-book your stay now!

Guest favorite
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, 108 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 favorite
The living area features a spacious sectional sofa adorned with pillows, complemented by two lamps on either side. A coffee table rests on a patterned area rug, with natural light streaming through sheer curtains. A decorative plant adds a touch of greenery to the corner.
Home in Bourbonnais
4.98 out of 5 average rating, 50 reviews

The Giusto House is perfect for any family!

The house was newly renovated with new appliances and furniture. The house has 3 bedrooms, 1 bath in the heart of the Bradley/Bourbonnais area. Enjoy the convenience of a short walk to ONU, free parking, and short drive to the restaurants, breweries, wine bars, shopping and the Kankakee State Park. The house has 2 queen size beds, 1 full size bed, modern kitchen, glass shower and premium amenities. Sleep soundly with blackout shades in the bedrooms.

Top guest favorite
A cozy bedroom showcases exposed brick walls and tin ceilings. A spacious bed dressed in soft linens and decorative pillows rests against the wall. Bright yellow curtains frame two windows, infusing the space with natural light, while a small desk is positioned nearby.
Apartment in Kankakee
4.96 out of 5 average rating, 124 reviews

Boho-Chic Retreat #4

Welcome to your Boho Chic Retreat in Kankakee! This cozy studio features charming exposed brick walls and original tin ceilings, blending vintage character with modern amenities. Enjoy a fully equipped, modern kitchen and a luxurious walk-in shower. Located within walking distance to restaurants, coffee shops, bars, and entertainment, you'll have everything you need at your fingertips. Book now for a unique and stylish stay!

Popular amenities for Kankakee vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Kankakee

Guest favorite
Home in Mazon
4.93 out of 5 average rating, 14 reviews

Cozy Little Small-Town Home

Guest favorite
The exterior of a two-story historical home is depicted, featuring a welcoming front porch with multiple steps leading to the entrance. Lush greenery and landscaped gardens surround the house, adding to its charm. Clear blue skies create a bright backdrop for this inviting property.
Home in Bourbonnais
4.88 out of 5 average rating, 41 reviews

Historical home in Bourbonnais.

Top guest favorite
Apartment in Bradley
4.97 out of 5 average rating, 63 reviews

Upside Inn

Guest favorite
Home in Bourbonnais
5 out of 5 average rating, 5 reviews

Cozy Riverfront Cottage With Hot Tub

Top guest favorite
Cabin in Martinton
4.99 out of 5 average rating, 70 reviews

Cozy Cabin w/ Hot Tub • Fire Pit • Private Getaway

Guest favorite
A modern kitchen features white cabinetry and black countertops, providing a sleek and functional space. Stainless steel appliances, including a microwave and refrigerator, are included. A small island with two stools offers additional seating, and warm wood flooring enhances the setting.
Apartment in Momence
4.96 out of 5 average rating, 81 reviews

KRS Unit 2- 104 East Washington ST. Momence, IL

Top guest favorite
A charming blue house with white awnings and blue shutters is featured in the image. A welcoming walkway made of stone leads to the front door, surrounded by well-maintained flower beds. The evening sky displays soft hues of pink and purple.
Home in Kankakee
4.93 out of 5 average rating, 29 reviews

Charming Riverfront Cottage Home

Guest favorite
Home in Bourbonnais
4.9 out of 5 average rating, 20 reviews

Triple J Getaway

When is the best time to visit Kankakee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,436 GYDG$24,064 GYDG$25,319 GYDG$25,110 GYDG$26,993 GYDG$30,341 GYDG$29,086 GYDG$25,947 GYDG$23,227 GYDG$20,925 GYDG$21,343 GYDG$23,436 GYD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°C

Frequently Asked Questions

  • What are the best places to stay in Kankakee?

    Many travelers choose stays near downtown for easy access to dining, arts spaces, and parks, while riverfront areas are often appreciated for tranquil surroundings. Neighborhoods close to central amenities can be convenient.

  • What are the best things to do in Kankakee with kids?

    Family-friendly parks, interactive museums, and community playgrounds make Kankakee welcoming for kids. Seasonal festivals and the riverfront trails are frequently suggested for outdoor fun.

  • What are some of the best things to do in Kankakee?

    Explore riverfront trails, visit local history museums, and browse farmers markets in Kankakee. Cultural festivals and community parks are often recommended for a relaxed day out.

  • How is the weather in Kankakee?

    Kankakee has cold winters around 19–33°F (-7–0°C) and warm summers reaching 68–85°F (20–29°C). Spring and fall bring milder temperatures with some rainfall, so layers and a rain jacket are often recommended.

  • When is the best time to visit Kankakee?

    Late spring through early fall is often recommended as temperatures are milder, ranging from 52–85°F (11–29°C), and festivals bring added energy. The city has a welcoming atmosphere year-round with distinct seasonal landscapes.

  • What are the best places to visit in Kankakee?

    Kankakee’s riverfront, local history museums, and lively public parks are often recommended for visitors. Community markets and cultural centers round out the experience.

  • What are some hiking trails in Kankakee?

    Kankakee has riverfront trails and paths through local parks that many enjoy for walking or hiking. Some nature preserves just outside the city provide additional forested routes.

  • What are some family activities we can do in Kankakee?

    Enjoy picnic spots, playgrounds, and local museums with interactive exhibits in Kankakee. Riverfront strolls and community festivals are frequently suggested for families looking for easy-going fun.

  • What are some of the best day trip ideas from Kankakee?

    Explore nearby nature preserves, check out small-town museums, or visit local agricultural markets around Kankakee. Many travelers enjoy trips to scenic parks and regional wineries just outside the city.

  • Are there any pet friendly accommodations available in Kankakee?

    You will find pet-friendly stays in central neighborhoods and near parks in Kankakee. Many hosts welcome pets, making it possible to explore local trails and green spaces with your companion.

  • What are some local tips for visiting Kankakee?

    Check community boards for local events, explore neighborhood eateries for traditional dishes, and consider visiting markets for regional produce. Day trips to nearby nature preserves are frequently suggested.

  • What is Kankakee known for?

    Kankakee is known for its riverfront landscapes, traditional Midwestern culture, and local history reflected in museums and architecture. Community events and outdoor recreation are central to its vibe.

  • What are the best hidden gems to explore in Kankakee?

    Kankakee has quiet parks, local art galleries, and historic architecture that many travelers appreciate. The riverfront area is often suggested for peaceful walks and unique views.

  • What are the best foods to try in Kankakee?

    Kankakee has locally rooted diners serving hearty Midwestern fare, barbecue, and seasonal dishes. Many enjoy bakery treats, classic sandwiches, and farm-fresh produce at local markets.

  • What should I bring for a trip to Kankakee?

    Pack layers to adjust for changing temperatures and a rain jacket for occasional showers. Comfortable walking shoes and a reusable water bottle will help you enjoy parks and neighborhood strolls.

  • What is the nightlife in Kankakee like?

    Kankakee has laid-back bars, casual eateries, and occasional live music around downtown. The vibe tends to be relaxed, with community gatherings and neighborhood events.

  • What are the most popular events or festivals in Kankakee?

    Kankakee is known for community festivals in late spring and summer, along with local fairs and riverfront gatherings during holidays. Seasonal celebrations highlight local culture and arts.

  • Are there family friendly vacation rentals in Kankakee?

    Kankakee has a range of vacation rentals in central neighborhoods and near parks that welcome families. Look for amenities like kitchens, outdoor space, and proximity to playgrounds or museums.

Quick stats about vacation rentals in Kankakee

  • Total vacation rentals

    Explore 30 vacation rentals in Kankakee

  • Nightly prices starting at

    Kankakee vacation rentals start at G$14,647 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Kankakee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kankakee rentals

  • 4.9 Average rating

    Kankakee stays are highly rated by guests—averaging 4.9 out of 5!

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