Holiday Homes in Illinois

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19 Sep - 21 Sep
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26 Sep - 28 Sep
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10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Featured Holiday Homes in Illinois

Charming Contemporary Family Home 3 Bedroom Home by RedAwning
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, electric kettle

Charming Contemporary Family Home 3 Bedroom Home by RedAwning

3.5 star property
Charming Contemporary Family Home 3 Bedroom Home by RedAwning
6 Bed Whole House In Chicagolands Trendy Berwyn 6 Bedroom Home by AllSet Turnover
House, 6 Bedrooms | Living area

6 Bed Whole House In Chicagolands Trendy Berwyn 6 Bedroom Home by AllSet Turnover

3.0 star property
6 Bed Whole House In Chicagolands Trendy Berwyn 6 Bedroom Home by AllSet Turnover
Modern Retreat With Private Pool & Yard 3 Bedroom Home
House, 3 Bedrooms | Private kitchen | Fridge, coffee/tea maker, toaster

Modern Retreat With Private Pool & Yard 3 Bedroom Home

3.0 star property
Modern Retreat With Private Pool & Yard 3 Bedroom Home
Spacious Tranquility With Private Pool 4 Bedroom Home by RedAwning
House, 4 Bedrooms | Outdoor dining

Spacious Tranquility With Private Pool 4 Bedroom Home by RedAwning

3.0 star property
Spacious Tranquility With Private Pool 4 Bedroom Home by RedAwning
Modern Luxury Amenities Near Woodfield Mall 2 Bedroom Home by RedAwning
House, 2 Bedrooms | Exterior

Modern Luxury Amenities Near Woodfield Mall 2 Bedroom Home by RedAwning

3.5 star property
Modern Luxury Amenities Near Woodfield Mall 2 Bedroom Home by RedAwning
Serene & Charming 5br Des Plaines Getaway 5 Bedroom Home by RedAwning
House, 5 Bedrooms | Exterior

Serene & Charming 5br Des Plaines Getaway 5 Bedroom Home by RedAwning

3.0 star property
Serene & Charming 5br Des Plaines Getaway 5 Bedroom Home by RedAwning
Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning
House, 4 Bedrooms | Living area | Smart TV, streaming services

Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning

3.5 star property
10.0 out of 10, Exceptional, (1)
"Everything was great!! "
Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning
River Shores Cottage
House, 1 Queen Bed (River Shores Cottage) | Property grounds

River Shores Cottage

2.0 star property
River Shores Cottage
Aphrodite
House, 1 Queen Bed (Aphrodite) | Property grounds

Aphrodite

2.0 star property
8.0 out of 10, Very good, (1)
"We loved being right on the water and watching the bardges go by. The bed wasn't the most comfortable and 1 of the TV's didn't work. But having a kitchenette meant we could make our breakfasts and snadwiches before going for hikes. We've already talked about staying again, but maybe a different cottage. "
Aphrodite
Move Over Rose
House, Multiple Beds (Move Over Rose) | Property grounds

Move Over Rose

2.0 star property
Move Over Rose
Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover

3.0 star property
Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover
Belleville Beauty - Luxury Stay For Work Or Stay For Play Either Way This Is The Perfect Property For You! 4 Bedroom Residence by RedAwning
Villa, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker

Belleville Beauty - Luxury Stay For Work Or Stay For Play Either Way This Is The Perfect Property For You! 4 Bedroom Residence by RedAwning

3.5 star property
10.0 out of 10, Exceptional, (1)
"Home was nice it was older but redone. Definitely a diy job and it was noticeable. Perfect for what we needed. Every comfortable. Area was okay. Not the nicest area but also not the worst. Very good for the price. Beds were comfortable and showers were nice and hot. No coffee but there was a coffee it and Keurig. "
Belleville Beauty - Luxury Stay For Work Or Stay For Play Either Way This Is The Perfect Property For You! 4 Bedroom Residence by RedAwning
Nature's Retreat
Exterior

Nature's Retreat

3.5 star property
2.0 out of 10, (1)
Nature's Retreat
House on Settler Lane
House, 2 Bedrooms | 1 bedroom, desk, free WiFi

House on Settler Lane

3.5 star property
10.0 out of 10, Exceptional, (9)
"Great place! Great location! Great stay!"
House on Settler Lane
Olive Tree Rentals
House, Private Bathroom (Olive Tree Rentals) | Shared kitchen

Olive Tree Rentals

Olive Tree Rentals
Harbor Master Villa #230
House, 1 Queen Bed (Harbor Master Villa) | Property grounds

Harbor Master Villa #230

3.5 star property
10.0 out of 10, Exceptional, (3)
"Very cute, nice view of harbor. Plenty of parks for hiking close by."
Harbor Master Villa #230
Casa Azul
House, 2 Queen Beds (Casa Azul) | Dining

Casa Azul

2.0 star property
Casa Azul
Just a Little Longer
House, Multiple Beds (Just a Little Longer) | Property grounds

Just a Little Longer

2.0 star property
Just a Little Longer
La Dolce Vita
House, Multiple Beds (La Dolce Vita) | Beach/ocean view

La Dolce Vita

2.0 star property
La Dolce Vita
Bunkies-basecamp
Cabin, Multiple Beds (Bunkies-Basecamp) | Property grounds

Bunkies-basecamp

3.5 star property
Bunkies-basecamp
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Illinois Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"The staff from the start were very nice and helpful. The hotel was clean loved the location of the hotel. Will definitely try booking ag this hotel next year "
Alexander 4-night trip
Posted 6 days ago
Hotel Felix River North/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The staff were so welcoming! They knew it was our anniversary and we got showered with little nice surprises. Thank you so much for making our stay so memorable and meaningful. Our room was perfect, the lobby and the bar/lounge were beautiful and again the staff were great. Location is within 15 minute walk to every thing. We will definitely be back! "
Janean 4-night trip
Posted 8 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Illinois

Find out more about Illinois

Illinois Holiday Homes information

Number of reviews
Accommodation
96 Holiday Homes
Lowest Price
Highest Price