Book Holiday Homes in Winthrop Harbor

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Featured Holiday Homes in Winthrop Harbor

Lake/Beach Getaway (Remodeled)

Lake/Beach Getaway (Remodeled)

Round Lake Beach IL
When you stay at this vacation home in Round Lake Beach, you'll be within a 10-minute drive of College of Lake County and Jones Island Beach.
Opens in a new windowLake/Beach Getaway (Remodeled)
Large Group Retreat w/ secluded party room and private pool

Large Group Retreat w/ secluded party room and private pool

Fox Lake IL
Located in Fox Lake, this vacation home is a 3-minute drive from Jet Funn and 9 minutes from Thomas Memorial County Park.
Opens in a new windowLarge Group Retreat w/ secluded party room and private pool
Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

Beach Park IL
Located in Zion, this vacation home is within a 15-minute drive of Lake Michigan and Naval Base Great Lakes.
Opens in a new windowBeach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake
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Stunning views and amazing sunsets at the lake!

Stunning views and amazing sunsets at the lake!

Fox Lake IL
Located in Fox Lake, this vacation home is on the waterfront, a 3-minute drive from Jet Funn and 9 minutes from Thomas Memorial County Park.
Opens in a new windowStunning views and amazing sunsets at the lake!
IVP Manor House Close to Lake, Beach & Naval Base

IVP Manor House Close to Lake, Beach & Naval Base

Grayslake IL
With a stay at this vacation home in Grayslake (Gages Lake), you'll be within a 15-minute drive of Six Flags Great America and Naval Base Great Lakes.
Opens in a new windowIVP Manor House Close to Lake, Beach & Naval Base
Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Fox Lake IL
Located in Fox Lake, this vacation home is on the waterfront, a 2-minute drive from Jet Funn and 8 minutes from Thomas Memorial County Park.
Opens in a new windowEnjoy Spectacular Sunset Views ☀️ On True Lakefront
3-Bedrooms, 2 Bathrooms, Full Kitchen, and Full Basement

3-Bedrooms, 2 Bathrooms, Full Kitchen, and Full Basement

Antioch IL
Located in Antioch, this vacation home is on a lake, a 4-minute drive from Bluff Lake and 8 minutes from Lake Tranquility.
Opens in a new window3-Bedrooms, 2 Bathrooms, Full Kitchen, and Full Basement
Serene Lakefront House on Fox Lake waterfront private firepit ,BBQ, outdoor deck

Serene Lakefront House on Fox Lake waterfront private firepit ,BBQ, outdoor deck

Fox Lake IL
Located in Fox Lake, this vacation home is on the waterfront, a 2-minute drive from Jet Funn and 9 minutes from Thomas Memorial County Park.
Opens in a new windowSerene Lakefront House on Fox Lake waterfront private firepit ,BBQ, outdoor deck
3-bedroom vacation home just a short walk to Lake Michigan

3-bedroom vacation home just a short walk to Lake Michigan

Racine WI
The price is AU$389 per night from 13 Apr to 14 Apr
AU$389
13 Apr - 14 Apr
includes taxes & fees
With a stay at this vacation home in Racine, you'll be within a 10-minute walk of Lake Michigan and North Beach Park.
Opens in a new window3-bedroom vacation home just a short walk to Lake Michigan
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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.

Winthrop Harbor 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 Winthrop Harbor vacation homes are the perfect way for you to wing it.

Holiday houses in Winthrop Harbor 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 Winthrop Harbor 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 Winthrop Harbor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winthrop Harbor 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 Winthrop Harbor 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.

Winthrop Harbor Holiday Homes essential information

Accommodation
254 Holiday Homes
Lowest Price
AU$95
Highest Price
AU$389
Popular accommodation
Lake/Beach Getaway (Remodeled), Large Group Retreat w/ secluded party room and private pool, Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake, Stunning views and amazing sunsets at the lake!, IVP Manor House Close to Lake, Beach & Naval Base, Enjoy Spectacular Sunset Views ☀️ On True Lakefront, 3-Bedrooms, 2 Bathrooms, Full Kitchen, and Full Basement, Serene Lakefront House on Fox Lake waterfront private firepit ,BBQ, outdoor deck, 3-bedroom vacation home just a short walk to Lake Michigan

Top trending hotels in Winthrop Harbor

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 13 Apr to 14 Apr
AU$193
13 Apr - 14 Apr
includes taxes & fees
With a stay at Great Wolf Lodge Illinois in Gurnee, you'll be within a 15-minute drive of Six Flags Great America and Naval Base Great Lakes.
Opens in a new windowGreat Wolf Lodge Illinois
Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant

2 out of 5
13340 Hospitality Ct Mount Pleasant WI
Fully refundableReserve now, pay when you stay
The price is AU$95 per night from 5 Apr to 6 Apr
AU$95
5 Apr - 6 Apr
includes taxes & fees
Located in Mount Pleasant, Days Inn by Wyndham Sturtevant / Racine / Mount Pleasant is in the suburbs, a 4-minute drive from Ascension Wisconsin Health Center ...
Opens in a new windowDays Inn by Wyndham Sturtevant / Racine / Mount Pleasant
Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

2.5 out of 5
7220 122nd Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 29 Mar to 30 Mar
AU$152
29 Mar - 30 Mar
includes taxes & fees
With a stay at Best Western Executive Inn Kenosha/Pleasant Prairie in Kenosha, you'll be within a 10-minute walk of America's Action Territory Family Fun Park ...
Opens in a new windowBest Western Executive Inn Kenosha/Pleasant Prairie
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Days Inn by Wyndham Waukegan

Days Inn by Wyndham Waukegan

2 out of 5
630 N Green Bay Road Waukegan IL
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 12 Apr to 13 Apr
AU$112
12 Apr - 13 Apr
includes taxes & fees
With a stay at Days Inn by Wyndham Waukegan, you'll be centrally located in Waukegan, within a 10-minute drive of Lake Michigan and Six Flags Great America.
Opens in a new windowDays Inn by Wyndham Waukegan
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.