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In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Cottages in Winthrop Harbor

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Dining

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (84)
"Was here for a funeral. Good place to stay and relaxing."
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
A Diamond in the Rough
Outdoor dining

A Diamond in the Rough

9.4 out of 10, Exceptional, (89)
"I will be staying here again in the future. Great place at a great location."
A Diamond in the Rough
New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4
Property grounds

New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4

10.0 out of 10, Exceptional, (4)
"We were there for a horse show and it was the perfect place after a long day at the show. "
New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
TV, fireplace, books

6 Mi to Naval Base: Spacious Waukegan Home w/ Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Waterfront 2BR Nautical Cottage on Grass Lake - Hot Tub, Firepit & Year-Round Fun
Fridge, microwave, oven, stovetop

Waterfront 2BR Nautical Cottage on Grass Lake - Hot Tub, Firepit & Year-Round Fun

Waterfront 2BR Nautical Cottage on Grass Lake - Hot Tub, Firepit & Year-Round Fun
Lakefront Cottage with Gorgeous Sunsets
Exterior

Lakefront Cottage with Gorgeous Sunsets

9.4 out of 10, Exceptional, (6)
"Easy weekend getaway. Cottage is no frills and the porch is a perfect spot to catch a sunset."
Lakefront Cottage with Gorgeous Sunsets
Lakefront Home w/ Game Room, Theater & Dock!
House (5 Bedrooms) | Front of property

Lakefront Home w/ Game Room, Theater & Dock!

3.0 star property
"Fisherman’s paradise, we caught numerous sizable fish on the dock. Also great for large families or hosting, the house is very well appointed with amenities and entertainment options. Would definitely recommend!"
Lakefront Home w/ Game Room, Theater & Dock!
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Property grounds

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

9.6 out of 10, Exceptional, (20)
"Had everything we needed"
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Lakefront Antioch Home w/ Dock, Kayaks & Game Room
House (2 Bedrooms) | Interior

Lakefront Antioch Home w/ Dock, Kayaks & Game Room

3.0 star property
Lakefront Antioch Home w/ Dock, Kayaks & Game Room
Salem Vacation Home w/ Dock: Steps to Paddock Lake
House (4 Bedrooms) | Interior

Salem Vacation Home w/ Dock: Steps to Paddock Lake

3.0 star property
$637 nightly
The price is $670
Aug 27 - Aug 28
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Driftwood, Cozy Waterfront Cottage, Separate Unit
Beach nearby

Driftwood, Cozy Waterfront Cottage, Separate Unit

10.0 out of 10, Exceptional, (3)
"Great location. Girls enjoyed the Country Thunder Festival abut 20 minutes away!! I recommend this rental!!"
Driftwood, Cozy Waterfront Cottage, Separate Unit
The Lodge, Sweet Waterfront Cottage, Separate Unit
Beach nearby

The Lodge, Sweet Waterfront Cottage, Separate Unit

9.0 out of 10, Wonderful, (6)
"This house is super cute and has a cute, creative layout for a big or small group! My family, friends, and I really enjoyed this rental property. The property manager was very helpful from beginning to end and even left a nice birthday note and some birthday treats, which was above and beyond kind! We would definitely stay here again!"
The Lodge, Sweet Waterfront Cottage, Separate Unit
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Terrace/patio

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (10)
"We enjoyed every minute of our stay! The cottage is very comfortable with awesome views and comfort from both decks. We had a great time fishing, making s’mores and playing games!"
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
House (3 Bedrooms) | Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Wisconsin Vacation Rental Retreat w/ Deck
House (2 Bedrooms) | Interior

Wisconsin Vacation Rental Retreat w/ Deck

3.0 star property
Wisconsin Vacation Rental Retreat w/ Deck
Lakefront cottage with gorgeous sunset views
Property grounds

Lakefront cottage with gorgeous sunset views

Lakefront cottage with gorgeous sunset views
Lake Michigan Vacation Rental w/ Private Beach!
House (5 Bedrooms) | Interior

Lake Michigan Vacation Rental w/ Private Beach!

3.0 star property
Lake Michigan Vacation Rental w/ Private Beach!
Lakefront Oasis w/ Boat Dock, Fire Pit, Grill
House (5 Bedrooms) | Interior

Lakefront Oasis w/ Boat Dock, Fire Pit, Grill

3.0 star property
Lakefront Oasis w/ Boat Dock, Fire Pit, Grill
Lakefront Burlington Vacation Rental: Dock + Beach
House (3 Bedrooms) | Interior

Lakefront Burlington Vacation Rental: Dock + Beach

3.0 star property
Lakefront Burlington Vacation Rental: Dock + Beach
Charming Racine Home - Walk to Lake Michigan!
Terrace/patio

Charming Racine Home - Walk to Lake Michigan!

3.0 star property
Charming Racine Home - Walk to Lake Michigan!
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 Winthrop Harbor Hotel Reviews

Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

10/10 Excellent
"Very quiet, very nice area around it, wasn’t very happy that the pool was unavailable.."
Robert H 3-night trip
Posted 23 hours ago
Hotel Indigo Chicago-Vernon Hills by IHG