Holiday Homes in Illinois

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Next weekend
15 Aug - 17 Aug
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22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Illinois

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
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
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
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
Move Over Rose
House, Multiple Beds (Move Over Rose) | Property grounds

Move Over Rose

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

River Shores Cottage

2.0 star property
River Shores Cottage
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
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
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
River Retreat
House, 2 Queen Beds (River Retreat) | Balcony

River Retreat

3.5 star property
River Retreat
A View to a Chill
Townhome, Multiple Beds (A View to a Chill) | Living area

A View to a Chill

2.0 star property
A View to a Chill
Our Happy Place #2
House, 1 Queen Bed (Our Happy Place On The River) | Property grounds

Our Happy Place #2

3.0 star property
Our Happy Place #2
Casa Azul
House, 2 Queen Beds (Casa Azul) | Dining

Casa Azul

2.0 star property
Casa Azul
Serenity 41W
House, Multiple Beds (Serendipity) | Private kitchen | Fridge, microwave, dishwasher, coffee/tea maker

Serenity 41W

3.5 star property
Serenity 41W
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
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

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"Would love to stay here again!"
scarlet 3-night trip
Posted 6 hours ago
citizenM Chicago Downtown