Book Holiday Homes in Shorewood

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Featured Holiday Homes in Shorewood

3-bedroom hillside property in woods with fireplace and lake view

3-bedroom hillside property in woods with fireplace and lake view

Lemont IL
The price is AU$377 per night from 5 Jan to 6 Jan
AU$377
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Lemont, you'll be within a 10-minute drive of The Forge: Lemont Quarries Adventure Park and Cog Hill Golf & Country ...
Opens in a new window3-bedroom hillside property in woods with fireplace and lake view
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Aurora IL
The price is AU$1,723 per night from 15 Jan to 16 Jan
AU$1,723
15 Jan - 16 Jan 2026
includes taxes & fees
When you stay at this vacation home in Aurora, you'll be within a 10-minute drive of Aurora Regional Fire Museum and Hollywood Casino Aurora.
Opens in a new windowSpacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Modern Home in Trendy Neighborhood 40 from Downtown Chicago

Modern Home in Trendy Neighborhood 40 from Downtown Chicago

Plainfield IL
Located in Shorewood, this vacation home is within a 5-minute drive of Liberty Park and Hampton Glen.
Opens in a new windowModern Home in Trendy Neighborhood 40 from Downtown Chicago
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Mokena Manor: Luxury Living - Your Elite Escape!

Mokena Manor: Luxury Living - Your Elite Escape!

2 out of 5
Mokena IL
With a stay at this vacation home in Mokena, you'll be within a 10-minute drive of Messenger Marsh Dog Park and Silver Cross Hospital.
Opens in a new windowMokena Manor: Luxury Living - Your Elite Escape!
Furnished Private home in Aurora sleeps 9 guests

Furnished Private home in Aurora sleeps 9 guests

Aurora IL
Located in Aurora, this vacation home is within a 5-minute drive of Copley Memorial Hospital and Rush-Copley Medical Center.
Opens in a new windowFurnished Private home in Aurora sleeps 9 guests
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Aurora IL
Located in Aurora, this vacation home is within a 5-minute drive of AMITA Health Mercy Medical Center Aurora and Fresenius Medical Care at Provena Mercy Center ...
Opens in a new windowCharming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious

Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious

Bolingbrook IL
A stay at this vacation home places you in the heart of Bolingbrook, a 4-minute drive from Bolingbrook Golf Club and 6 minutes from Bowlero Romeoville.
Opens in a new windowCosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious
Spread out - Renovated 5BR+Loft, Sleeps 12+

Spread out - Renovated 5BR+Loft, Sleeps 12+

Aurora IL
With a stay at this vacation home in Aurora, you'll be within a 5-minute drive of RiverEdge Park and Aurora Regional Fire Museum.
Opens in a new windowSpread out - Renovated 5BR+Loft, Sleeps 12+
Re-Designed, Cosmos Retreat, King Bed, Hot Tub, WiFi, Large TVs, Spacious & Calm

Re-Designed, Cosmos Retreat, King Bed, Hot Tub, WiFi, Large TVs, Spacious & Calm

Bolingbrook IL
Located in Bolingbrook, this vacation home is within a 5-minute drive of Naperbrook Golf Course and Bolingbrook Golf Club.
Opens in a new windowRe-Designed, Cosmos Retreat, King Bed, Hot Tub, WiFi, Large TVs, Spacious & Calm
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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.

Shorewood Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Shorewood vacation homes are the perfect way for you to wing it.

Holiday houses in Shorewood let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Shorewood in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Shorewood adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Shorewood with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Shorewood vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Shorewood Holiday Homes essential information

Accommodation
97 Holiday Homes
Lowest Price
AU$75
Highest Price
AU$1,723
Popular accommodation
3-bedroom hillside property in woods with fireplace and lake view, Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall. , Modern Home in Trendy Neighborhood 40 from Downtown Chicago, Mokena Manor: Luxury Living - Your Elite Escape!, Furnished Private home in Aurora sleeps 9 guests, Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi, Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious, Spread out - Renovated 5BR+Loft, Sleeps 12+, Re-Designed, Cosmos Retreat, King Bed, Hot Tub, WiFi, Large TVs, Spacious & Calm

Top trending hotels in Shorewood

Modern 4 Bedroom Private Vacation Home

Modern 4 Bedroom Private Vacation Home

2.5 out of 5
1634 Green Oaks Ct Shorewood IL
The price is AU$938 per night from 16 Dec to 17 Dec
AU$938
16 Dec - 17 Dec
includes taxes & fees
With a stay at this vacation home in Shorewood, you'll be within a 5-minute drive of Hampton Glen and Liberty Park.
Opens in a new windowModern 4 Bedroom Private Vacation Home
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Fully refundable
The price is AU$75 per night from 28 Dec to 29 Dec
AU$75
28 Dec - 29 Dec
includes taxes & fees
Located in Naperville, Motel 6 Naperville, IL is within a 5-minute drive of University of Chicago Hospital and Northern Illinois University - Naperville ...
Opens in a new windowMotel 6 Naperville, IL
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
The price is AU$180 per night from 22 Dec to 23 Dec
AU$180
22 Dec - 23 Dec
includes taxes & fees
Located in Willowbrook, The Champagne Lodge & Luxury Suites is a 4-minute drive from Willowbrook Community Park and 6 minutes from Waterfall Glen Forest ...
Opens in a new windowThe Champagne Lodge & Luxury Suites
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Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

3.5 out of 5
1400 Corporetum Drive Lisle IL
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 13 Jan to 14 Jan
AU$155
13 Jan - 14 Jan 2026
includes taxes & fees
When you stay at Hyatt Regency Lisle near Naperville in Lisle, you'll be in the business district, within a 5-minute drive of Lisle Station Park and Belmont ...
Opens in a new windowHyatt Regency Lisle near Naperville
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.