Private Holiday Homes in Illinois

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In two weeks
19 Sept - 21 Sept
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Featured Private Holiday Homes in Illinois

Our top choices for Illinois holiday homes

Charming Contemporary Family Home 3 Bedroom Home by RedAwning
Private kitchen

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
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
Private kitchen

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
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
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
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
Living area

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
Property grounds

River Shores Cottage

2.0 star property
River Shores Cottage
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
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
Private kitchen

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
Private kitchen

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
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
Shared kitchen

Olive Tree Rentals

Olive Tree Rentals
Harbor Master Villa #230
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
Dining

Casa Azul

2.0 star property
Casa Azul
Just a Little Longer
Property grounds

Just a Little Longer

2.0 star property
Just a Little Longer
La Dolce Vita
Beach/ocean view

La Dolce Vita

2.0 star property
La Dolce Vita
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

Find out more about Illinois

Find out more about Illinois

Illinois Private Holiday Homes information

Number of reviews
Accommodation
96 Private Holiday Homes
Lowest Price
Highest Price