Vacation Homes in Illinois

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Featured Vacation Homes in Illinois

Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning
Relax in this stylish living room with a grey sofa, round coffee table, and large flat-screen TV.

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
Features a sleek kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

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
Enjoy al fresco dining on the patio with a grill and pool view.

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
Stunning two-story home with a brick facade, central entrance, and covered porch.

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
Relax by the fire pit in a serene outdoor setting with marina views.

Move Over Rose

2.0 star property
Move Over Rose
Modern Luxury Amenities Near Woodfield Mall 2 Bedroom Home by RedAwning
Enjoy a serene outdoor space with a large tree, well-manicured lawn, and a charming shed.

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
Guests can enjoy a serene atmosphere around the fire pit, surrounded by a marina and residential area.

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
Enjoy a tranquil outdoor experience with a fire pit and seating for social gatherings or dining.

River Shores Cottage

2.0 star property
River Shores Cottage
Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover
Enjoy meals in the spacious kitchen with a large island, stove, and ample counter space.

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
Enjoy cooking in this well-lit kitchen with a gas range, stainless steel dishwasher, and dark wood cabinetry.

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
Sit on the porch and enjoy the serene surroundings from this cozy cabin's inviting front porch.

Nature's Retreat

3.5 star property
2.0 out of 10, (1)
Nature's Retreat
Harbor Master Villa #230
Relax by the fire pit in a serene outdoor setting surrounded by a marina and well-maintained 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
Relax on the enclosed porch with a wooden bench and single chair, offering a view of the surrounding neighborhood.

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
Relax on the covered porch with a sofa and ottoman, taking in the serene lake view.

River Retreat

3.5 star property
River Retreat
A View to a Chill
Cozy up by the fireplace in this inviting living room, featuring a large sectional sofa and flat-screen TV.

A View to a Chill

2.0 star property
A View to a Chill
Our Happy Place #2
Relax on the covered porch with a table and two chairs, surrounded by a well-maintained lawn and trees.

Our Happy Place #2

3.0 star property
Our Happy Place #2
Casa Azul
Enjoy meals with friends and family at this dining area, featuring a long table and comfortable seating for four.

Casa Azul

2.0 star property
Casa Azul
Serenity 41W
Enjoy meals in the spacious kitchen with a large island and dining area.

Serenity 41W

3.5 star property
Serenity 41W
Just a Little Longer
Relax on the covered porch with a sofa against the wall, surrounded by large windows offering a view of the outdoors.

Just a Little Longer

2.0 star property
Just a Little Longer
La Dolce Vita
Relax in comfort with a serene view of the calm body of water from the Adirondack chairs.

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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great customer service "
Renee 1-night trip
Posted 16 hours ago
Fairmont Chicago at Millennium Park