Holiday Rentals in Illinois

27210 available vacation rental offers

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Illinois holiday rentals
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Best Holiday rentals and Airbnb offers in Illinois

Best family friendly Illinois holiday rentals

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

Getaway Cabin W/loft & Firepit @The Rustic Retreat - Illinois
9.8 72 reviews
Illinois
21/06 – 24/06
SG$251/nighttotal: SG$753 (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.
Peaceful, Cozy Home W/ Club Amenities In Galena. - Illinois
9.9 268 reviews
Illinois
29/06 – 03/07
SG$279/nighttotal: SG$1116 (4 )

Peaceful, Cozy Home W/ Club Amenities In Galena.

1 6
apartment , The Galena Territory
This apartment is located in The Galena Territories, offering convenient access to the Owner's Club amenities and Lake Galena, with the lake just 1.5 kilometres away.
This family-friendly accommodation sleeps up to eight guests and boasts three bedrooms, two bathrooms, two living areas with fireplaces, a fully equipped kitchen, a private yard, and exclusive access to the Owner's Club facilities including pools and a fitness centre.
Spacious 6 Br Sleeps 16 Birthday Anniversary - Illinois
9.9 48 reviews
Illinois
03/07 – 06/07
SG$947/nighttotal: SG$2841 (3 )

Spacious 6 Br Sleeps 16 Birthday Anniversary

1 12
apartment , Dunning
This six-bedroom house in Dunning, Chicago, offers ample space for large groups, conveniently located near local attractions within the Dunning neighbourhood.
Sleeping up to 16 guests, the property boasts a gourmet kitchen, three bathrooms, a private garden, a two-car garage, and a unique basement acoustic room ideal for events of up to 20 people.
Skip The Hotel! Relax Here! - Illinois
9.8 116 reviews
Illinois
17/07 – 19/07
SG$323/nighttotal: SG$646 (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.

Top cities

Best pet friendly Illinois holiday rentals

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

Pet Friendly! Countryside Couples Stay In Illinois - Illinois
8.0 1 review
Illinois
27/06 – 04/07
SG$210/nighttotal: SG$1470 (7 )

Pet Friendly! Countryside Couples Stay In Illinois

1 2
cabin , Carbondale
This Blue Line Resort lodge is located in the Southern Illinois countryside, approximately 6 kilometres south of Murphysboro, offering pond views and waterfront access to the Mississippi River and Shawnee National Forest.
This 140 square metre retreat accommodates up to four guests, featuring one bedroom, one bathroom, a kitchenette with a fridge and microwave, complimentary WiFi, and access to communal amenities including a firepit and laundry facilities, with the Shawnee Wine Trail just 5 kilometres away.
Breezy Vista By Naval Base - Illinois
9.8 53 reviews
Illinois
27/06 – 04/07
SG$347/nighttotal: SG$2429 (7 )

Breezy Vista By Naval Base

1 5
apartment , Waukegan
This Waukegan apartment, ideally located near the Genesee Theatre, Six Flags Great America, and Great Lakes Naval Base, offers easy access to Michigan and Waukegan's downtown area.
Sleeping up to seven guests, this three-bedroom, one-bathroom property boasts amenities including Wi-Fi, parking, and air conditioning, perfect for families or groups exploring the Waukegan area.
Tiny House Of Paul - Center For Lost Arts - Illinois
9.9 127 reviews
Illinois
23/07 – 25/07
SG$197/nighttotal: SG$394 (2 )

Tiny House Of Paul - Center For Lost Arts

1 2
cabin , Cobden
This charming tiny house is located just under 1.6 kilometres from Cobden, offering easy access to local trails, restaurants, markets, and orchards, as well as a wine trail, bike trails, rock climbing, and more. It has received excellent ratings for its cleanliness, location, and overall experience.
The house has one bedroom and one bathroom, comfortably accommodating two guests. It features a full kitchen, a screened-in porch, a deck, and a spacious loft, perfect for enjoying the surrounding nature and engaging in mindfulness retreats.
Morgan Manor - Your Home Away From Home! - Illinois
9.4 44 reviews
Illinois
29/06 – 03/07
SG$280/nighttotal: SG$1120 (4 )

Morgan Manor - Your Home Away From Home!

3 6
apartment , Olney
This Olney holiday home is centrally located, within easy walking distance of Olney's Senior Citizens Park and Carnegie Museum, and less than a kilometre from Olney Town Hall and Olney Township Town Hall.
The 126 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, free Wi-Fi, a patio, and barbecue facilities.

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 Crown Fountain, explore Navy Pier, and visit the Art Institute of Chicago. Outside Chicago, Springfield, the state capital, is home to the Abraham Lincoln Presidential Library and Museum. Starved Rock State Park offers stunning canyons and waterfalls.
  • What are the best Airbnb and vacation rentals in Illinois?

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

    While not as dramatic as some other states, Illinois has its own natural wonders. The Shawnee National Forest in southern Illinois features unique rock formations and diverse ecosystems. The Cache River State Natural Area is a significant wetland ecosystem. Starved Rock State Park's canyons, carved by glacial meltwater, are a noteworthy geological feature.
  • What are the most popular Airbnbs in Illinois?

  • What essentials should you bring along for a trip to Illinois, United States?

    Pack comfortable shoes for exploring cities and parks. Layers of clothing are recommended, as the weather can be variable. Don't forget sunscreen, particularly during summer months. A reusable water bottle is a must, especially when exploring outdoors. An umbrella or raincoat is also advisable, depending on the season.
  • What are the best vacation rentals with a pool in Illinois?

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

    The Chicago Blues Festival is a major international event. The Taste of Chicago, a massive food festival, attracts huge crowds. Many smaller towns and cities across Illinois host their own unique festivals throughout the year, celebrating local culture and produce. Specific dates vary, so checking local event 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 of Chicago, trying local farm-to-table restaurants is a great way to experience Illinois cuisine. Stews and hearty dishes are common, reflecting the state's agricultural heritage.
  • 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?

    The Cahokia Mounds State Historic Site, near Collinsville, is a fascinating archaeological site showcasing the remains of a pre-Columbian Native American city. Matthiessen State Park offers beautiful hiking trails and scenic overlooks. The Illinois Railway Museum in Union provides a glimpse into the history of railroading in the state.
  • 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 sample regional produce. Attending smaller, local festivals provides opportunities to engage with the community. Exploring neighbourhoods outside the main tourist areas offers a more authentic experience. Simply striking up conversations with people you meet can lead to interesting interactions.
  • What unique natural landscapes and terrain features can travellers explore in Illinois, United States?

    Illinois offers a variety of landscapes. The northern part of the state features flatter terrain, while the southern part includes the Shawnee Hills, offering more rolling hills and bluffs. The state also has extensive prairie lands and significant wetland areas, like the Cache River.
  • How many days are ideal for a trip to Illinois, United States, and what are some itinerary suggestions?

    A long weekend (3-4 days) is sufficient for a focused visit to Chicago. A week allows for exploring Chicago and one or two other regions. Ten days or more allows for a more comprehensive tour of the state, allowing you to explore Chicago, Springfield, and some of the state's natural 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

3 Bedroom, 3 Bath Townhouse In The Galena Territory - Illinois
9.8 72 reviews
Illinois
26/06 – 28/06
SG$539/nighttotal: SG$1078 (2 )

3 Bedroom, 3 Bath Townhouse In The Galena Territory

3 2
apartment , The Galena Territory
This holiday home is located in The Galena Territory, just 14.5 kilometres from Eagle Ridge Resort, Grant Home, and Grant Park, offering a peaceful escape close to popular attractions. The property has received excellent user and location ratings, and a very good cleanliness rating.
This spacious three-bedroom property comfortably accommodates up to six guests. The house features a fully equipped kitchen, a patio with barbecue grills, a fireplace, and a DVD player for entertainment, ensuring a comfortable and enjoyable stay.
2 Bedroom Townhouse W/soaking Tub + Rain Shower - Illinois
10 65 reviews
Illinois
27/06 – 29/06
SG$454/nighttotal: SG$908 (2 )

2 Bedroom Townhouse W/soaking Tub + Rain Shower

2 2
apartment , The Galena Territory
This holiday home is located in The Galena Territory, just 3.8 kilometres from Eagle Ridge Resort and within 14.5 kilometres of Grant Home, Grant Park, Washburne House Historic Site, and Belvedere Mansion. The property has received excellent user ratings, making it a popular choice for travellers.
This two-bedroom dwelling, spanning 96 square metres, comfortably accommodates up to six guests. The home features a range of amenities including a swimming pool, spa, fitness centre, tennis court, and barbecue grills, offering a fantastic choice of activities for all.
Luxe Stay @ Trillium Oasis - Golf Sim, Hot Tub, Panoramic General Views - Illinois
9.8 15 reviews
Illinois
03/07 – 06/07
SG$2763/nighttotal: SG$8289 (3 )

Luxe Stay @ Trillium Oasis - Golf Sim, Hot Tub, Panoramic General Views

6 12
apartment , The Galena Territory
This luxurious six-bedroom holiday home in The Galena Territory is a 6-minute drive (approx. 3.6 km) from the Owner's Club and 13 minutes (approx. 8 km) from Galena's town centre, offering easy access to Eagle Ridge Golf Club's three courses.
The 279-square-metre property boasts eight bathrooms, sleeps fourteen guests, includes a private golf simulator, and is close to outdoor pursuits such as skiing and attractions like Horseshoe Mound and the Casper Bluff Land and Water Reserve.
Beautiful Cozy Getaway W/access To Lake And Pools! Wifi - Illinois
9.7 145 reviews
Illinois
10/07 – 12/07
SG$373/nighttotal: SG$746 (2 )

Beautiful Cozy Getaway W/access To Lake And Pools! Wifi

2 3
apartment , The Galena Territory
This two-bedroom house is located in The Galena Territory, just 5 kilometres from Eagle Ridge Resort and within 10 kilometres of several historical attractions, including Grant Home, Grant Park, Washburne House Historic Site, and Belvedere Mansion. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The property features two bathrooms and can accommodate up to four guests. Amenities include a fitness centre, swimming pool, tennis court, garden, and a fully equipped kitchen with a fridge, microwave, and dishwasher.

Neighborhoods and points of interest in Illinois

Best Illinois holiday rentals with parking

Charming 2-bedroom Barn-style Home Nestled On 6 Acres In Delightful Vienna - Illinois
10 6 reviews
Illinois
27/06 – 04/07
SG$182/nighttotal: SG$1274 (7 )

Charming 2-bedroom Barn-style Home Nestled On 6 Acres In Delightful Vienna

2 5
apartment , Vienna
This two-bedroom barn conversion is situated in Vienna, Illinois, on a six-acre plot near Hogg Hollow Winery, the Super Museum, Shawnee National Forest, and Dixon Springs State Park, distances to these attractions unspecified.
The property offers Wi-Fi, air conditioning, and sleeps five guests, with amenities including towels, toilet paper, a hairdryer, a dryer, and an ironing board; nearby attractions include The Chocolate Factory and the Henry N. Barkhausen Cache River Wetlands Centre.
College Town Cottage - Illinois
10 23 reviews
Illinois
27/06 – 04/07
SG$246/nighttotal: SG$1722 (7 )

College Town Cottage

1 5
apartment , Champaign
College Town Cottage, a three-bedroom house in a quiet Champaign neighbourhood, is located approximately 1.6 kilometres from the city centre and a short drive from the University of Illinois Urbana-Champaign campus.
This family-friendly property sleeps six, boasting a full basement games room with wet bar, a large backyard, keyless entry, and a partnership with a local spa offering a welcome gift and discount; it also includes kitchen appliances (fridge, freezer, microwave, dishwasher), air conditioning, and Wi-Fi.
Big Sky Cabin! ! On The Wine Trail! Fire Pit! Pool Table! Large Deck!\n - Illinois
9.8 182 reviews
Illinois
17/07 – 19/07
SG$1389/nighttotal: SG$2778 (2 )

Big Sky Cabin! ! On The Wine Trail! Fire Pit! Pool Table! Large Deck!\n

4 14
cabin , Alto Pass
This family-friendly lodge is located just 0.1 miles from Shawnee National Forest, near Alto Pass, and within a 6-mile radius of Peachbarn Winery and Pomona Winery. It has received excellent user ratings and is a popular choice for travellers seeking a peaceful escape into nature.
The property offers four bedrooms and two bathrooms, spanning 279 square metres, and can accommodate up to 20 guests. Amenities include a fully equipped kitchen, a spa tub, an arcade/game room, a garden, barbecue grills, free Wi-Fi, and a DVD player, making it ideal for families and groups looking for a comfortable and entertaining stay.
Whitetail Acres - Illinois
10 5 reviews
Illinois
27/06 – 04/07
SG$181/nighttotal: SG$1267 (7 )

Whitetail Acres

1 5
apartment , Brownstown
This family-friendly flat in Brownstown offers a serene natural environment, located 13 kilometres from historical Vandalia and 5 kilometres from Interstate 70.
This apartment, suitable for up to six guests, boasts a garden, parking, and a kitchen equipped with a fridge, microwave, and dishwasher, with Buckstop Archery across the road and a fishing pond 50 metres away.
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