Holiday Rentals in Illinois

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Illinois holiday rentals
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27210 Holiday rentals and Airbnb in Illinois

Best family friendly Illinois holiday rentals

Among the 27210 accommodations in Illinois, here are the 4 best family friendly rentals

Woodlawn Oasis...10 Minutes To Dining & Downtown - Illinois
9.6 157 reviews
Illinois
03/07 – 06/07
576 €/nighttotal: 1728 € (3 )

Woodlawn Oasis...10 Minutes To Dining & Downtown

3 12
apartment , Chicago
This spacious three-bedroom house is ideally located near the University of Chicago and a beach, approximately 8-24 km from Hyde Park, downtown Chicago, and Soldier Field.
The property boasts a basement entertainment area with a pool table and table tennis, a large private garden with BBQ facilities, and sleeps up to 12 guests, offering a fully equipped kitchen and numerous modern amenities.
Skip The Hotel! Relax Here! - Illinois
9.8 116 reviews
Illinois
17/07 – 19/07
218 €/nighttotal: 436 € (2 )

Skip The Hotel! Relax Here!

1 4
apartment , Boulder Hill
This three-bedroom Boulder Hill ranch-style house, part of the 'Skip The Hotel! Relax Here!' offer, is situated approximately 0.8 km from the Fox River Trail, 1.3 km from Aurora town centre, and 1.1 km from Oswego town centre.
Sleeping up to eight guests, the single-storey property boasts a private sunroom, patio, large garden, ample parking for four cars, and a jacuzzi; a dedicated workspace is available on request.
Chicago Coach Casa - Illinois
Illinois
27/06 – 04/07
124 €/nighttotal: 868 € (7 )

Chicago Coach Casa

1 2
apartment , Chicago
This Chicago Coach Casa flat is located in a district offering convenient access to key city attractions, with the United Centre just 4.16 kilometres away and major landmarks like Union Station and Willis Tower within a 6.76-kilometre radius.
This 60 square metre, 1-bedroom flat accommodates up to 7 guests and includes a kitchen with a fridge and microwave, air conditioning, Wi-Fi, and parking, with an in-unit washing machine for added convenience.
Lakehouse Available For Rent, Rest And Relaxation - Illinois
9.6 158 reviews
Illinois
10/09 – 13/09
731 €/nighttotal: 2193 € (3 )

Lakehouse Available For Rent, Rest And Relaxation

5 14
cabin , Coleta
This luxurious lakeside retreat near Coleta, Illinois, is situated on a secluded 41-acre property, approximately 1.5 hours (240 km) from Chicago city centre, 10 minutes from a bird hunting preserve, and 25 minutes (40 km) from Lake Carroll Golf Course.
Sleeping up to 15 guests, this two-house property boasts five bedrooms, three bathrooms, a game room with pool and ping-pong tables, a private six-acre lake with a boat dock and canoe, an outdoor kitchen, fire pit, playground, and extensive walking trails, offering a range of on-site activities including fishing, hunting (four deer stands available), and canoeing.

Top cities

Best pet friendly Illinois holiday rentals

Among the 27210 accommodations in Illinois, here are the 4 best pet friendly rentals

Mema’s Hummingbird - Illinois
9.0 2 reviews
Illinois
26/06 – 19/07
86 €/nighttotal: 1978 € (23 )

Mema’s Hummingbird

1 1
apartment , Robinson
This apartment is located in a peaceful district of Robinson, offering a tranquil retreat with easy access to local attractions.
This 2-person flat features a unique lofted bedroom accessed by a spiral staircase, air conditioning, internet, and a full kitchen, making it ideal for couples or solo travellers seeking a comfortable stay with a home-away-from-home feel.
The Farmhouse Loft "Greene County's Guesthouse" - Illinois
9.7 244 reviews
Illinois
17/07 – 19/07
126 €/nighttotal: 252 € (2 )

The Farmhouse Loft "Greene County's Guesthouse"

2 4
apartment , Carrollton
This family-friendly apartment is located just under a kilometre from Thomas H Boyd Memorial Hospital in Carrollton, within a 25 kilometre radius of several attractions, including the American Legion Fairgrounds, McCully Heritage Project, Cheney Mansion, and Jerseyville Historic District. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This two-bedroom apartment offers 93 square metres of living space, comfortably accommodating up to six guests. The apartment comes equipped with a modern kitchen, a washing machine, a fitness centre, and a coffee/tea maker, ensuring a comfortable and convenient stay.
Getaway Cabin W/loft & Firepit @The Rustic Retreat - Illinois
9.8 72 reviews
Illinois
21/06 – 24/06
169 €/nighttotal: 507 € (3 )

Getaway Cabin W/loft & Firepit @The Rustic Retreat

1 4
cabin , Pearl City
This Pearl City, Illinois lodge is situated in a rural area, offering a tranquil retreat from city life.
The two-bedroom, one-bathroom property sleeps four guests and features a queen bedroom, a loft with twin beds, a lower-level recreation room with bar, a full kitchen with fridge, freezer and microwave, air conditioning, a garden, parking, and outdoor grilling facilities.
Jade Junction - Newly Remodeled 3 Br/1 Ba - Illinois
Illinois
27/06 – 04/07
152 €/nighttotal: 1064 € (7 )

Jade Junction - Newly Remodeled 3 Br/1 Ba

3 5
apartment , Olney
This Olney flat is situated near the East Fork Par-3 Golf Course and Homestead Vineyards, with Red Hills State Park and Bower Park also within easy reach.
This 3-bedroom property accommodates up to 6 guests and offers amenities including air conditioning, Wi-Fi, a microwave, and a dishwasher, with parking available and pets welcome.

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, housing an impressive collection. Heading outside the city, 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 another must-see, perfect for hiking and enjoying nature.
  • What are the best Airbnb and holiday rentals in Illinois?

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

    While Illinois might not be known for dramatic geological features, the state has its own natural wonders. The Shawnee National Forest in southern Illinois offers unique sandstone formations and diverse ecosystems. Starved Rock State Park's canyons and waterfalls, carved by glacial meltwater, are a remarkable natural phenomenon. The numerous caves across the state, such as the Cave-in-Rock State Park, offer a glimpse into Illinois's geological history.
  • What are the most popular Airbnbs in Illinois?

  • What essentials should you bring along for a trip 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. In summer, pack light clothing, sunscreen, and insect repellent. In winter, pack warm clothes, including a hat, gloves, and scarf. Don't forget a reusable water bottle to stay hydrated.
  • 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 Taste of Chicago is a large food festival showcasing the city's culinary scene. Smaller, local festivals occur throughout the state, celebrating everything from agriculture to art, depending on the season and location. Check local event listings closer to your travel dates for specific events.
  • 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 of Chicago, exploring local farmers' markets and smaller restaurants will offer regional specialities. Illinois is known for its farm-to-table cuisine, so try seasonal dishes featuring locally sourced ingredients.
  • 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?

    Beyond the well-known spots, Illinois offers hidden gems. The Cahokia Mounds State Historic Site, near Collinsville, reveals the remains of a significant pre-Columbian settlement. The Illinois Railway Museum in Union provides a nostalgic journey through railway history. Many smaller towns and villages across the state offer unique charm and local experiences.
  • What are the best activities for engaging with locals and understanding their culture in Illinois, United States?

    Attending local festivals and events is a great way to interact with residents. Visiting farmers' markets allows you to sample local produce and chat with vendors. Exploring smaller towns and villages offers a more intimate experience, allowing for interactions with the local community. Simply striking up conversations with people you meet can often lead to interesting cultural exchanges.
  • What unique natural landscapes and terrain features can travellers explore in Illinois, United States?

    Illinois's landscape is surprisingly varied. The Shawnee National Forest offers rugged hills, canyons, and forests. The northern part of the state features flatter plains and glacial landscapes. Starved Rock State Park's dramatic canyons and waterfalls are a unique feature. The state also boasts extensive prairies and wetlands, providing diverse habitats for wildlife.
  • How many days are ideal for a trip to Illinois, United States, and what are some itinerary suggestions?

    The ideal trip length depends on your interests. A long weekend (3-4 days) could focus on Chicago. A week allows for exploring Chicago and one or two other regions. Two weeks provides ample time for a more comprehensive exploration of the state, including Chicago, Springfield, and southern Illinois. Possible itineraries could focus on a Chicago-centric trip, a historical tour encompassing Springfield and other sites, or a nature-focused trip exploring state parks.

Nearby regions

Best Illinois holiday rentals with a pool

Among the 27210 accommodations in Illinois, here are the 4 best rentals with a pool

The Linden; New Construction Galena Retreat W/ Hot Tub & Pool Table - Illinois
10 26 reviews
Illinois
20/07 – 21/07
1195 €/nightfor 1 night

The Linden; New Construction Galena Retreat W/ Hot Tub & Pool Table

6 2
apartment , The Galena Territory
This six-bedroom Galena Territory golf villa is situated 3.5km from Eagle Ridge Resort Golf and within 14.5km of Grant Home and Grant Park, offering convenient access to championship courses and historical sites.
This 279 square metre property boasts a fully equipped kitchen, private patio, swimming pool, jacuzzi, fitness centre, and tennis court, accommodating up to 14 guests.
‘The Dixon Pool House’ - Illinois
9.6 9 reviews
Illinois
27/06 – 04/07
213 €/nighttotal: 1491 € (7 )

‘The Dixon Pool House’

1 7
apartment , Dixon
This spacious house is situated in a family-friendly district of Dixon, offering convenient access to local amenities.
This property accommodates up to 12 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, an on-site swimming pool, and a garden for a comfortable and enjoyable stay.
Panoramic Views Of The Illinois Waterway - Illinois
9.6 26 reviews
Illinois
26/06 – 28/06
363 €/nighttotal: 726 € (2 )

Panoramic Views Of The Illinois Waterway

2 2
apartment , Ottawa
This charming house is situated just 4.7 km from OSF Saint Elizabeth Medical Center, and within 10 km of Washington Square Park and the Appellate Court, offering a peaceful retreat close to Ottawa's attractions. The property has received excellent user and cleanliness ratings, and a very good location rating, ensuring a comfortable and enjoyable stay.
This 93 square metre house features one bedroom and one bathroom. It comes equipped with a range of amenities including a fully equipped kitchen, a BBQ grill, a private patio, and a swimming pool, making it ideal for families and groups looking for a relaxing and enjoyable vacation.
On The Golf Course, Outdoor Kitchen, Hot Tub And So Much More! - Illinois
10 156 reviews
Illinois
10/09 – 13/09
1496 €/nighttotal: 4488 € (3 )

On The Golf Course, Outdoor Kitchen, Hot Tub And So Much More!

6 14
apartment , The Galena Territory
This family-friendly six-bedroom house is located in Galena, just 2.1 kilometres from Eagle Ridge Resort and within 14.5 kilometres of Grant Park and West Street Sculpture Park. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 297 square metre house can comfortably accommodate up to 14 guests. The house provides a range of amenities, including a swimming pool, jacuzzi, spa, fitness centre, tennis court, barbecue grills, a fireplace, and a jetted tub, ensuring a relaxing and enjoyable stay.

Neighborhoods and points of interest in Illinois

Best Illinois holiday rentals with parking

Waterfront 3-bed Retreat | Near St. Louis & Route 66 | Feels Like Country - Illinois
9.6 97 reviews
Illinois
03/07 – 06/07
574 €/nighttotal: 1722 € (3 )

Waterfront 3-bed Retreat | Near St. Louis & Route 66 | Feels Like Country

4 12
apartment , Caseyville
This Caseyville house is conveniently located just 3 kilometres from the World's Largest Catsup Bottle, Far Oaks Golf Course, and Kruta Bakery, making it a great base for exploring the area. It has an excellent user rating, indicating a high level of satisfaction from previous guests.
The property offers 3 bedrooms and 2 bathrooms across 149 square metres, comfortably accommodating up to 12 guests. Enjoy modern comforts like air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a spa, and parking, as well as a fully equipped kitchen and free Wi-Fi.
Stylish 4-bed Home | Near Navy Base - Illinois
9.7 35 reviews
Illinois
27/06 – 04/07
267 €/nighttotal: 1869 € (7 )

Stylish 4-bed Home | Near Navy Base

1 7
apartment , Waukegan
This Waukegan apartment, sleeping nine guests, is ideally located in [Insert District Name if known, otherwise remove this phrase and the comma] and requires further information regarding its proximity to Waukegan's lakefront, beaches, and the Waukegan National Fish Hatchery.
The four-bedroom, two-bathroom dwelling boasts a stylish design and offers parking, internet access, and air conditioning; further details on the property's size, specific amenities, and nearby activities are needed for a complete description.
Lakeside Shady Rest Home Away From Home Blocks From Rend Lake And I57/i64 - Illinois
9.8 25 reviews
Illinois
15/07 – 29/07
105 €/nighttotal: 1470 € (14 )

Lakeside Shady Rest Home Away From Home Blocks From Rend Lake And I57/i64

2 5
apartment , Ina
This two-bedroom house is located in Ina, just 1.8km from Rend Lake and 4.2km from Rend Lake College, offering a peaceful retreat near the lake. It has received excellent user ratings, making it a popular choice for travellers.
The property can accommodate up to six guests and comes with a modern kitchen, a garden, and a terrace. You can enjoy a barbecue, relax in the peaceful garden, or take advantage of the free Wi-Fi.
Charming 2br/1b Cabin - Winetrail, Siu, Shawnee Forest, Giant City, Cedar Lake - Illinois
9.6 5 reviews
Illinois
22/06 – 22/08
76 €/nighttotal: 4636 € (61 )

Charming 2br/1b Cabin - Winetrail, Siu, Shawnee Forest, Giant City, Cedar Lake

2 1
cabin , Makanda
This rural Makanda holiday home is located a 5-minute walk from Shawnee National Forest and a 9-minute drive from Giant City State Park.
This 93 square metre cottage accommodates up to six guests across two bedrooms and one bathroom, offering Wi-Fi, air conditioning, and is situated conveniently for wildlife viewing and birdwatching.
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