Winthrop Harbor Holiday Rentals, Illinois: Private House Rentals

A sandy beach with waves and a flock of birds.

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Go beyond your typical stay in Winthrop Harbor

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Our top choices for Winthrop Harbor hotels

A courtyard with a lawn, a building with large windows, and a paved area with chairs.

A room with a patterned carpet, a green armchair, a brown sofa, a wooden table, and a vending machine.

A hotel room with two beds, a nightstand with a lamp, a clock on the wall, and a window with curtains.

A marina with several boats docked, calm water, and a rocky shoreline.

1. Motel Sun Inn

Winthrop Harbor

john

฿1,997

฿2,316 total

includes taxes & fees

1 Nov - 2 Nov

A building entrance with a glass door marked "1401 OFFICE" and a vending machine to the left.

A bathroom with a large bathtub, a mirror, a telephone, and a towel rack.

A bedroom with a large bed, two bedside tables with lamps, and floral artwork on the walls.

A motel office with a parking lot and a sign for La La Motel.

2. LA VILLA MOTEL

Winthrop Harbor

Christopher

฿2,061

฿2,390 total

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with a stone fireplace, leather sofas, and a modern chandelier.

A modern kitchen with a bar area, featuring a stone backsplash, bar stools, and a large window with curtains.

A modern hotel room with a large bed, a seating area with a chair, a small table, a vanity with a mirror, and a bathtub.

A spacious lobby with a fireplace, seating area, and a reception desk.

3. The Inn on Sheridan

Zion

khristina

฿2,463

฿2,733 total

includes taxes & fees

3 Nov - 4 Nov

A Holiday Inn Express with a large parking lot and a covered area for check-in.

A large indoor swimming pool with a wooden ceiling, lifeguard chairs, and safety signs.

A reception desk with a modern design, a blue and white geometric wall behind it, and a sign indicating it's a Holiday Inn Express Suites location.

A hotel room with a blue sofa, a wooden coffee table, a desk with a chair, a large mirror, and a view of the sea through the door.

4. Holiday Inn Express & Suites Zion by IHG

Zion

Robert

฿2,927

฿3,249 total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel with multiple floors, large glass windows, and a spacious outdoor area with grass and trees.

The Illinois Beach Hotel lobby with a reception desk, seating area, and a large window.

A hotel room with a bed, a desk with a computer, a TV, a sofa, and a chair.

5. Illinois Beach Hotel

Zion

Patricia

฿3,043

฿3,377 total

includes taxes & fees

8 Nov - 9 Nov

A Fairfield Inn & Suites by Wyndham hotel with a modern design, featuring a stone pillar entrance, multiple floors, and a clear sky.

An indoor swimming pool with clear water, a blue chair, and a wooden wall.

A modern living room with a stone accent wall, a flat-screen TV, and a round coffee table.

A restaurant with a green booth seating area, wooden tables, and chairs.

6. Fairfield Inn & Suites Kenosha Pleasant Prairie

Pleasant Prairie

debra

฿3,556

฿4,036 total

includes taxes & fees

25 Oct - 26 Oct

A bar area with multiple seating options, a television screen, and a variety of bottles and glasses on shelves.

A large banquet hall with multiple round tables and chairs, ornate chandeliers, and large windows.

A spacious living room with a large window, a chandelier, and a fireplace.

A hotel room with a large bed, two bedside tables with lamps, a wall-mounted air conditioning unit, and a decorative wall piece.

7. The Stella Hotel & Ballroom

Downtown Kenosha

Leslie

฿2,961

฿3,361 total

includes taxes & fees

12 Oct - 13 Oct

An interior with wooden floors, ceiling fans, and large windows.

A hotel with a sign for DoubleTree by Hilton and Shelby Campbell's eatery & bar.

A spacious living area with a large sofa, a dining table with chairs, and a fireplace.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

8. Doubletree by Hilton Pleasant Prairie Kenosha

Pleasant Prairie

garry

฿3,642

฿4,133 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear views through large windows, tiled flooring, and a few lounge chairs.

A modern living room with a sofa, two armchairs, a coffee table, and a flat-screen TV.

A modern reception desk with a computer, keyboard, and mouse. There are cushioned seating areas and a decorative wall in the background.

A hotel room with two beds, a desk, a chair, and a large window offering a view.

9. Wyndham Garden Kenosha Harborside

Downtown Kenosha

David

฿3,298

฿3,743 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a bed, a sofa, a desk, and a television.

A restaurant with a counter, chairs, a trash can, and a coffee machine.

A multi-story Wingate by Wyndham hotel with a central entrance, parking lot, and well-maintained landscaping.

A reception desk with a modern design, a flat-screen TV, and a decorative wall piece.

10. Wingate by Wyndham Gurnee

Gurnee

Cynthia

฿2,831

฿3,170 total

includes taxes & fees

15 Oct - 16 Oct

A hotel room with a large cityscape painting above the bed, two bedside tables with lamps, and a wooden headboard.

A modern living room with leather sofas, a flat-screen TV, a fireplace, and a reception desk.

11. Days Inn by Wyndham Waukegan

Waukegan

Jaime R.

฿2,715

฿3,040 total

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a large bed, a smaller bed, a desk with a chair, a bathroom with a mirror, and a window with curtains.

A hotel room with a wooden desk, a flat-screen TV, a sofa, and a large window with curtains.

A gym with exercise equipment, a television, and a large window.

A modern hotel lobby with a blue sofa, wooden tables, and chairs, a reception desk, and a patterned carpet.

12. Hampton Inn Chicago - Gurnee

Gurnee

Jose

฿3,418

฿3,828 total

includes taxes & fees

6 Nov - 7 Nov

A Country Inn & Suites by Radisson building with a covered entrance, brick facade, and flagpole.

An indoor swimming pool with wooden ceiling beams, tiled flooring, and a covered bench.

A hotel room with a desk, chair, TV, artwork, and a bathroom with a shower and toilet.

A gym with exercise equipment, a water dispenser, and a mirror.

13. Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Kenosha

Holly

฿2,829

฿3,211 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a desk, an orange chair, a bed, a TV, and a painting on the wall.

A Holiday Inn Express & Suites building with a visible entrance and signage.

A hotel lobby with a tiled floor, two armchairs, a small table with a lamp, a potted plant, and a door with a sign indicating a meeting room.

A laundry area with two front-loading washers, a coin-operated dryer, and a metal utility table.

14. Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Pleasant Prairie

maureen

฿3,465

฿3,933 total

includes taxes & fees

8 Nov - 9 Nov

A modern reception area with a flat-screen TV, a reception desk, and a herringbone-patterned floor.

A modern living room with a herringbone wooden floor, a blue sofa, and a television on a wooden shelf.

A hotel room with a large bed, two bedside tables, and three wall-mounted lamps.

A modern restaurant with marble-topped tables and chairs, a coffee station, and a refrigerator with beverages.

15. Days Inn by Wyndham Pleasant Prairie Kenosha

Pleasant Prairie

Michael

฿1,866

฿2,118 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with a hot tub, surrounded by seating areas and a tiled floor.

A hotel entrance with a covered area, a building number '7220', and a well-lit driveway.

A self-service breakfast station with juice dispensers, a coffee maker, and a variety of food options.

A bar area with a football-themed ceiling and a variety of liquor bottles.

16. Best Western Executive Inn Kenosha/Pleasant Prairie

Kenosha

Rebecca

฿2,428

฿2,924 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with a stone fireplace, seating area, and a view of the sky at dusk.

A reception area with a curved wooden desk, a digital screen, and a wall with a geometric pattern.

A swimming pool area with lounge chairs and a view of the outside.

17. SpringHill Suites by Marriott Chicago Waukegan/Gurnee

Waukegan

Wardell

฿3,967

฿4,442 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with clear glass walls, a covered roof, and lounge chairs around the pool area.

A hotel room with a large bed, two wall-mounted lamps, a sofa, and abstract paintings on the walls.

A hotel lobby with a reception desk, patterned armchairs, a small table with a lamp, and a framed picture on the wall.

A La Quinta Inn & Suites building with a modern design, featuring a prominent entrance and a parking lot.

18. La Quinta Inn & Suites by Wyndham Chicago Gurnee

Gurnee

Scott

฿2,143

฿2,400 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a bar area, seating arrangements, and a large abstract artwork on the wall.

An indoor swimming pool with clear blue water, surrounded by chairs and a lifeguard stand.

An outdoor patio with seating arrangements, including tables and chairs, and large umbrellas providing shade.

A hotel reception desk with a red wall displaying "WELCOME TO THE PRAIRIE STATE" and a sign for Hilton Honors.

19. Hampton Inn & Suites Chicago Waukegan

Waukegan

Misty

฿3,556

฿3,982 total

includes taxes & fees

18 Oct - 19 Oct

A Courtyard by Marriott hotel entrance with a landscaped garden and a sign.

A modern hotel lobby with a fireplace, seating area, and a Starbucks sign.

A courtyard with a fire pit surrounded by wicker furniture, a building with multiple balconies, and a well-maintained lawn.

A modern hotel lobby with a seating area, a bar, and a Starbucks counter.

20. Courtyard Chicago Waukegan Gurnee

Waukegan

Lauren

฿4,261

฿4,772 total

includes taxes & fees

16 Oct - 17 Oct

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Stay near popular Winthrop Harbor attractions

North Point Marina

Explore the waterfront in Winthrop Harbor with a trip to North Point Marina. While you're in the area, stroll along the beaches.

See properties

Winthrop Harbor Village Hall

After visiting Winthrop Harbor Village Hall, make a plan to see the other sights and activities in Winthrop Harbor. While you're in the area, stroll along the beaches.

See properties

Spring Bluff Forest Preserve

You can take time to visit Spring Bluff Forest Preserve during your travels to Winthrop Harbor. While you're in the area, stroll along the beaches.

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North Point Marina Beach

Why not spend a lazy afternoon at North Point Marina Beach during your trip to Winthrop Harbor? While you're in the area, stroll along the beaches.

See properties

Learn more about Winthrop Harbor

North Point Marina offers the largest recreational harbour on Lake Michigan with sailing excursions and waterfront dining. Visitors can enjoy fishing charters, beach picnics, and scenic trails at the adjacent Illinois Beach State Park.

See all hotels in Winthrop Harbor

A sunset over a calm sea with a rocky foreground and a row of poles in the distance.

Top Winthrop Harbor Hotel Reviews

Comfort Suites Grayslake near Libertyville North

10/10 Excellent

"As soon as I walked in I was welcomed and not just hey are you checking in but asked how my day was and things to do around the city I loved the pool and hot tub. The room was top tier. I also locked myself out of my room and the staff were quick to assist without any hesitation. I will be back"

Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent

"I have stayed at this hotel three times, each time for five days. It’s always been clean, the staff is always been amazing and responsive, and it’s in a great location. Highly recommend."

Best Western Executive Inn Kenosha/Pleasant Prairie

8/10 Good

"The room was clean, workers were great, and it was not noisy. Only reason it isn’t a 5 star ranking is that the beds were a bit too firm and made my back hurt. Breakfast was excellent. Overall this is a great deal for the price!"

Great Wolf Lodge Illinois

10/10 Excellent

"Kids had a blast! So did the adults."

Hampton Inn Chicago - Gurnee

10/10 Excellent

"Room was clean and stocked well. Very helpful and accommodating with doing late check in as we stayed late at Six Flags."

Motel Sun Inn

10/10 Excellent

"Very quickly and I love the nature feel around the property with all the beautiful flowers"

More cheap stays in Winthrop Harbor

Clarion Pointe Racine - Mount Pleasant

1154 Prairie Dr Mount Pleasant WI

฿2,365

฿2,685 total

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Red Roof Inn Gurnee - Waukegan

3031 Belvidere Rd Waukegan IL

฿2,498

฿2,797 total

1 Nov - 2 Nov

includes taxes & fees

Best Western Executive Inn Kenosha/Pleasant Prairie

7220 122nd Ave Kenosha WI

฿2,428

฿2,924 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,079 reviews)

Motel 6 Libertyville, IL

1809 N Milwaukee Ave Libertyville IL

฿2,723

฿3,022 total

12 Oct - 13 Oct

includes taxes & fees

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

7011 122nd Ave Kenosha WI

฿2,829

฿3,211 total

18 Oct - 19 Oct

includes taxes & fees

Comfort Suites Grayslake near Libertyville North

1775 East Belvidere Road Grayslake IL

฿2,998

฿3,327 total

1 Nov - 2 Nov

includes taxes & fees

8.4/10 Very good! (1,004 reviews)

Frequently asked questions

What's the best place for a stay in Winthrop Harbor?

Based on Expedia's traveller preferences, LA VILLA MOTEL is a top place to stay in Winthrop Harbor. Motel Sun Inn is another good option for your stay. See all available top hotels, or vacation rentals in Winthrop Harbor.

If I need to cancel my hotel reservation in Winthrop Harbor, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winthrop Harbor.

What are some accommodation options with pools in Winthrop Harbor?

DoubleTree by Hilton Libertyville - Mundelein: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Great Wolf Lodge Illinois and La Quinta Inn & Suites by Wyndham Chicago Gurnee are a couple of other choices with an on-site pool. View all hotels with pools in Winthrop Harbor.

How is it to stay in Winthrop Harbor?

Visitors can enjoy all that Winthrop Harbor has to offer, including the beaches and restaurants. This city also attracts tourists with its welcoming locals. A top sight in the city is Lake Michigan. In Winthrop Harbor, there are 4 hotels and other accommodation options to choose from. Find out more about Winthrop Harbor.

What should I see while I'm in Winthrop Harbor?

The picturesque setting of Lake Michigan and North Point Marina Beach exemplify the area's natural beauty. Additionally, you'll find Six Flags Great America in the area. Take a look at what more there is to see and do in Expedia's Winthrop Harbor guide.

How should I get around Winthrop Harbor?

To venture out into the surrounding area, take a train from Winthrop Harbor Station. If you want to venture out around the area, you may want a rental car in Winthrop Harbor for your journey.

What's the seasonal weather like in Winthrop Harbor?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. Average annual precipitation for Winthrop Harbor is 1045 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Winthrop Harbor on Expedia.com

Find hotels in Winthrop Harbor, IL from ฿2,118

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winthrop Harbor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winthrop Harbor hotels

1. Motel Sun Inn

2. LA VILLA MOTEL

3. The Inn on Sheridan

4. Holiday Inn Express & Suites Zion by IHG

5. Illinois Beach Hotel

6. Fairfield Inn & Suites Kenosha Pleasant Prairie

7. The Stella Hotel & Ballroom

8. Doubletree by Hilton Pleasant Prairie Kenosha

9. Wyndham Garden Kenosha Harborside

10. Wingate by Wyndham Gurnee

11. Days Inn by Wyndham Waukegan

12. Hampton Inn Chicago - Gurnee

13. Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

14. Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

15. Days Inn by Wyndham Pleasant Prairie Kenosha

16. Best Western Executive Inn Kenosha/Pleasant Prairie

17. SpringHill Suites by Marriott Chicago Waukegan/Gurnee

18. La Quinta Inn & Suites by Wyndham Chicago Gurnee

19. Hampton Inn & Suites Chicago Waukegan

20. Courtyard Chicago Waukegan Gurnee

Stay near popular Winthrop Harbor attractions

North Point Marina

Winthrop Harbor Village Hall

Spring Bluff Forest Preserve

North Point Marina Beach

Learn more about Winthrop Harbor

Top Winthrop Harbor Hotel Reviews

Comfort Suites Grayslake near Libertyville North

Sonesta ES Suites Chicago Waukegan Gurnee

Best Western Executive Inn Kenosha/Pleasant Prairie

Great Wolf Lodge Illinois

Hampton Inn Chicago - Gurnee

Motel Sun Inn

More cheap stays in Winthrop Harbor

Clarion Pointe Racine - Mount Pleasant

Red Roof Inn Gurnee - Waukegan

Best Western Executive Inn Kenosha/Pleasant Prairie

Motel 6 Libertyville, IL

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Comfort Suites Grayslake near Libertyville North

Frequently asked questions

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