Winthrop Harbor Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Browse Select Winthrop Harbor Vacation Homes
Our top choices for Winthrop Harbor vacation homes

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
9.6 out of 10, Exceptional, (4)

Charming 3-bedroom house in Grayslake
Charming 3-bedroom house in Grayslake
9.8 out of 10, Exceptional, (15)
The price is CA $409
CA $744 total
includes taxes & fees
Aug 25 - Aug 26

Adorable 2-bedroom home near downtown Grayslake!
Adorable 2-bedroom home near downtown Grayslake!
10.0 out of 10, Exceptional, (34)

Entire 3 Bedroom Cozy Unit
Entire 3 Bedroom Cozy Unit
9.6 out of 10, Exceptional, (19)

Beautiful Spacious Escape On The Chain O'Lakes
Beautiful Spacious Escape On The Chain O'Lakes
9.2 out of 10, Wonderful, (61)

Family frndly TwnHm by navy base
Family frndly TwnHm by navy base
9.6 out of 10, Exceptional, (19)

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
10.0 out of 10, Exceptional, (35)

Beautiful and spacious lakefront home! Close to everything!
Beautiful and spacious lakefront home! Close to everything!
9.6 out of 10, Exceptional, (48)
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Winthrop Harbor Hotel Reviews

Courtyard Chicago Waukegan Gurnee
10/10 Excellent
Find out more about Winthrop Harbor
Find out more about Winthrop Harbor
Winthrop Harbor Vacation Homes information
Number of reviews | 595 |
---|---|
Accommodation | 261 Vacation Homes |
Lowest Price | CA $237 |
Highest Price | CA $892 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Vacation Homes in Other Destinations
More Accommodation Types in Winthrop Harbor
- Apartments in Winthrop Harbor
- Cottages in Winthrop Harbor
- Motels in Winthrop Harbor
- Cabin Rentals in Winthrop Harbor
- Condo Rentals in Winthrop Harbor
- Aparthotels in Winthrop Harbor
- Guest Houses in Winthrop Harbor
- Resorts in Winthrop Harbor
- Houseboats in Winthrop Harbor
- Inns in Winthrop Harbor
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
Flights