Vacation Rentals in Illinois

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Illinois holiday rentals
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39510 Holiday rentals and Airbnb in Illinois

Best family friendly Illinois holiday rentals

Among the 39510 accommodations in Illinois, here are the 4 best family friendly rentals

Vibrant Getaway In The Windy City Of Chicago - Illinois
No reviews

Vibrant Getaway In The Windy City Of Chicago

apartment, Chicago
This three-bedroom flat in Chicago's East Garfield Park offers a residential base with a 12-minute commute to the city centre, providing convenient access to Millennium Park, Grant Park, the Field Museum of Natural History, and the Museum of Science and Industry.
This family-friendly dwelling accommodates up to six guests and features a kitchen with a fridge and microwave, air conditioning, Wi-Fi, a balcony, and parking, with opportunities for kayaking and swimming nearby, and hosts available for local advice.
Rustic Apt /Near Hosp/ 25mins To Ord/mdw/dt/free Parking & Wifi - Illinois
9.0 18 reviews

Rustic Apt /Near Hosp/ 25mins To Ord/mdw/dt/free Parking & Wifi

apartment, Berwyn
This one-bedroom flat in Berwyn is ideally located just a two-minute walk from restaurants and local entertainment, and a five-minute walk from the BNSF Metra station. It has received excellent ratings from previous guests.
The apartment can accommodate up to four guests and includes a fully equipped kitchen, a comfortable queen-size bed, and a 50-inch TV with streaming services. Guests can enjoy free parking and Wi-Fi, as well as access to a spa and other amenities.
The Vault-19th Century Bank
Downtown Fairfield Il - Illinois
9.9 259 reviews

The Vault-19th Century Bank Downtown Fairfield Il

castle, Fairfield
This Fairfield Airbnb, formerly a 19th-century bank on Main Street, offers a unique stay in a restored building with an original bank vault converted into a bedroom.
The property, boasting original marble floors and a 'replica Speakeasy' within the vault, sleeps five guests and includes a kitchen with fridge, freezer, and microwave, plus air conditioning, parking, and Wi-Fi; a second unit, 'The Citadel', is available for larger groups.
Goose Island Cabin -Secluded Riverside Eco-retreat - Illinois
9.9 204 reviews

Goose Island Cabin -Secluded Riverside Eco-retreat

cabin, Lost Nation
This charming cottage is situated in the Lost Nation district, just 10 kilometres from the town of Oregon and close to Lowden-Miller State Forest and Castle Rock State Park, offering a secluded escape in a tranquil oak forest setting. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The cosy cabin has one bedroom and one bathroom, comfortably accommodating up to eight guests. It comes equipped with a fully equipped kitchen, a fireplace, a large dining table, and a porch for relaxing, as well as canoes/kayaks for exploring the nearby river, hammocks for lounging, and grills for outdoor cooking.

Top cities

Best pet friendly Illinois holiday rentals

Among the 39510 accommodations in Illinois, here are the 4 best pet friendly rentals

Cozy King Bed,nsmk|kitchen|studio 6 Chicago - Illinois
10 27 reviews

Cozy King Bed,nsmk|kitchen|studio 6 Chicago

studio, Lisle
This studio flat in Lisle is located by a lake, 27 kilometres from Midway International Airport and 37 kilometres from Chicago's downtown landmarks including the United Centre and Willis Tower.
This 28 square metre studio apartment accommodates two guests and features a kitchen with a fridge and microwave, air conditioning, complimentary WiFi, on-site parking, and allows pets, with nearby access to golf courses and nature preserves for outdoor activities.
5 Acre Paradise-shawnee Wine Trail, Pool, Pond, Firepit, Pet Friendly - Illinois
10 37 reviews

5 Acre Paradise-shawnee Wine Trail, Pool, Pond, Firepit, Pet Friendly

apartment, Goreville
This Goreville holiday home is situated near Shawnee National Forest, less than 14.5km from Lake of Egypt and within 19km of Goreville City Hall and City Park.
This two-bedroom, one-bathroom dwelling sleeps six guests and boasts a private pool, barbecue grills, a fully equipped kitchen including a fridge and microwave, plus a Smart TV and washing machine; enjoy hiking trails and watersports nearby.
Studio 6 Vernon Hills Ada Queen Bed Ri Shower Nsmk  Kitchen - Illinois
9.8 15 reviews

Studio 6 Vernon Hills Ada Queen Bed Ri Shower Nsmk Kitchen

apartment, Vernon Hills
This Mettawa flat is conveniently located 27 kilometres from Chicago O'Hare International Airport and within 20 kilometres of Six Flags Great America.
This accessible ground-floor studio apartment offers 28 square metres of living space for up to two guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and private on-site parking.
Luxury Retreat In Normal, Il - Movie Theater, Game Room & Hot Tub - Illinois
No reviews

Luxury Retreat In Normal, Il - Movie Theater, Game Room & Hot Tub

apartment, Normal
This family-friendly residence in Normal is situated in a peaceful neighbourhood directly opposite Shepard Park, offering easy access to local attractions and Illinois State University.
This 214 square metre apartment, accommodating up to 16 guests across 4 bedrooms and 3 bathrooms, boasts a private hot tub, a games room with pool and arcade machines, a theatre room with a massage chair, and a large, enclosed garden with a children's play area and axe throwing.

Frequently asked questions about holiday rentals in Illinois

  • What are the must-see sights in Illinois, United States?

    Illinois boasts a diverse range of attractions. In Chicago, you absolutely have to see Millennium Park with its iconic Cloud Gate ('The Bean'), and the Art Institute of Chicago, home to a world-renowned collection. Further afield, the Abraham Lincoln Presidential Library and Museum in Springfield offers a fascinating glimpse into the life of the 16th US President. Starved Rock State Park, with its stunning canyons and waterfalls, is a must for nature lovers.
  • What are the best Airbnb and holiday rentals in Illinois?

  • Are there any unique natural phenomena in Illinois, United States?

    While not as dramatic as some other locations, Illinois has its own natural wonders. The Shawnee National Forest in southern Illinois offers unique geological formations and diverse ecosystems. The canyons and waterfalls of Starved Rock State Park are also a noteworthy natural feature. The state also has several significant caves, such as the Ferne Clyffe State Park caves.
  • What are the most popular Airbnbs in Illinois?

  • What essentials should you bring to Illinois, United States?

    Packing for Illinois depends on the time of year. Comfortable walking shoes are a must, especially for exploring Chicago. Layers of clothing are recommended as the weather can be unpredictable, particularly in spring and autumn. Sunscreen and a hat are vital during the summer months. Don't forget a reusable water bottle, as staying hydrated is important, especially when exploring outdoors.
  • What are the best holiday rentals with a pool in Illinois?

  • What famous events or festivals are happening in Illinois, United States?

    Illinois hosts many events throughout the year. Chicago's Lollapalooza is a massive music festival attracting international acts. The Chicago Air and Water Show is a spectacular free event. Smaller, regional events are numerous, but specific dates vary year to year, so checking local listings closer to your travel dates is advisable.
  • What are the best rentals for families and kids in Illinois?

  • Where can you find the best restaurants serving local dishes in Illinois, United States, and what are the must-try specialties?

    Chicago's restaurant scene is incredibly diverse. For deep-dish pizza, Lou Malnati's Pizzeria and Pequod's Pizza are popular choices. For Chicago-style hot dogs, try Portillo's Hot Dogs. Outside Chicago, exploring local farmers' markets will offer opportunities to sample regional produce and specialties. Illinois is known for its farm-to-table cuisine.
  • What are the best rentals or Airbnbs with a jacuzzi in Illinois?

  • What are some less-famous attractions in Illinois, United States that are worth a visit?

    Many charming towns and villages dot the Illinois landscape. Galena, a historic town in the northwest, offers beautiful architecture and a quaint atmosphere. The Cahokia Mounds State Historic Site near Collinsville showcases impressive pre-Columbian earthworks. These offer a different perspective on Illinois' history and culture.
  • What are the best activities for engaging with locals and understanding their culture in Illinois, United States?

    Visiting local farmers' markets is a great way to interact with people and experience the local food culture. Attending community events or festivals can also provide opportunities to meet locals. Exploring smaller towns and villages, rather than just focusing on major cities, can offer more authentic cultural experiences. Striking up conversations in local pubs and eateries can also be rewarding.
  • What unique natural landscapes and terrain features can travellers explore in Illinois, United States?

    Illinois offers a surprising variety of landscapes. The Shawnee National Forest in southern Illinois features rugged hills, forests, and the Ohio River. The northern part of the state has flatter terrain with prairies and farmland. Starved Rock State Park's canyons and waterfalls provide a dramatic contrast to the state's more typical landscapes.
  • How many days are ideal for a trip to Illinois, United States, and what are some itinerary suggestions?

    A week is a good amount of time to explore Illinois, allowing you to experience both Chicago and some of the state's other attractions. A possible itinerary could include three days in Chicago, a day trip to Starved Rock State Park, and a day or two exploring a smaller town like Galena or Springfield. You could easily spend longer, depending on your interests.

Nearby regions

Best Illinois holiday rentals with a pool

Among the 39510 accommodations in Illinois, here are the 4 best rentals with a pool

3 Prime 2br Units + Ideal Business Retreat - Illinois
No reviews

3 Prime 2br Units + Ideal Business Retreat

apartment, Chicago
This six-bedroom, six-bathroom serviced apartment in Chicago's financial district offers direct access to Millennium Park, placing you within a 1.3-kilometre walk of the Art Institute and a 1-kilometre walk of Skydeck Chicago.
Accommodating up to fifteen guests, this property features three separate two-bedroom units, each with a chef's kitchen and Smart TV, and provides access to extensive building amenities including an outdoor swimming pool, 24-hour fitness centre, and BBQ area.
Detached, Private Guest House!

A Ms - Illinois
9.9 448 reviews

Detached, Private Guest House! A Ms

apartment, Ottawa
This charming guest house is situated near Ottawa, within easy reach of restaurants, shops, and popular attractions like Starved Rock and the Vermillion River. It consistently receives excellent ratings for user experience, location, and cleanliness.
The property features two bedrooms and one bathroom, comfortably accommodating up to four guests. It offers a range of amenities, including a private swimming pool, hot tub, BBQ, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.
Amazing Golf Views, Fireplace & Pool Access! - Illinois
9.6 447 reviews

Amazing Golf Views, Fireplace & Pool Access!

house, The Galena Territory
This waterfront villa is situated in The Galena Territory, just 5km from Eagle Ridge Resort and within 14km of Grant Park, West Street Sculpture Park, Horseshoe Mound, and Grant Home. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The villa offers 93 square metres of living space, with one bedroom and two bathrooms, comfortably accommodating up to four guests. The villa provides a wide range of amenities for a relaxing stay, including a swimming pool, a jacuzzi, a fitness centre, a tennis court, and a garden.
Log Home Luxury, Comfort Defined And Moonbeam Views! Access To Owners' Club Fun! - Illinois
10 3 reviews

Log Home Luxury, Comfort Defined And Moonbeam Views! Access To Owners' Club Fun!

apartment, The Galena Territory
This luxury log cabin holiday home is located in The Galena Territory, offering easy access to natural sites such as Horseshoe Mound and Casper Bluff Land and Water Reserve, and attractions like Linmar Gardens and Aqua Park.
Spanning 294 square meters, this four-bedroom, four-bathroom lodge accommodates up to ten guests and features a fully equipped kitchen, a recreation room with a pool table and bar, a screened porch, and a large garden with a fire table lounge.

Neighborhoods and points of interest in Illinois

Best Illinois holiday rentals with parking

Grand Victorian Carlinville Home On Rt. 66. - Illinois
9.9 298 reviews

Grand Victorian Carlinville Home On Rt. 66.

apartment, Carlinville
This charming bed and breakfast is located on historic Route 66 in Carlinville, just a short drive from the town square and the Macoupin County Historical Society Museum. It has received excellent ratings for location, cleanliness, and overall experience.
The property offers four bedrooms within a 248 square metre Victorian home. Guests can enjoy a spacious backyard, a kitchen, living and dining rooms, and a laundry space in the basement. They can also relax on the veranda or in the garden, or take advantage of the fitness centre and parking.
Peaceful Meadows - Illinois
9.5 2 reviews

Peaceful Meadows

house, Flat Rock
This detached house is located in the Peaceful Meadows area, 113 kilometres from Evansville Regional Airport.
This accommodation offers four bedrooms, two bathrooms, and a fully equipped kitchen with a dishwasher and microwave, sleeping up to 23 guests with air conditioning and WiFi provided.
Hip West Loop 2br W/ Gym, Pool, Near Fulton Market, By Blueground - Illinois
9.5 9 reviews

Hip West Loop 2br W/ Gym, Pool, Near Fulton Market, By Blueground

apartment, Chicago
This studio apartment is located in the West Loop, just a short walk from the Chicago River and within 5 km of Millennium Park and the Art Institute of Chicago. It has received excellent ratings for its location, cleanliness and overall user experience.
The apartment offers a fully equipped kitchen with a fridge, microwave oven and dishwasher. Guests can enjoy a range of amenities, including a gym, swimming pool, lounge, BBQ area, rooftop BBQ, and a garden.
Cozy Apartment Close To Downtown And Hospitals. - Illinois
9.1 69 reviews

Cozy Apartment Close To Downtown And Hospitals.

apartment, Bloomington
This one-bedroom flat is ideally situated just east of Bloomington's city centre, within easy reach of OSF, BroMenn hospitals and State Farm, making it a convenient choice for both business and leisure travellers. The property has consistently received excellent ratings for its location, cleanliness and overall experience, ensuring a comfortable and enjoyable stay.
The flat comfortably accommodates two guests and features a well-equipped kitchen, a living area with a smart TV and high-speed internet, allowing guests to relax and unwind after a day of exploring. Guests also benefit from secure off-street parking, access to the Constitution Trail for scenic walks or bike rides, and the convenience of self check-in.
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