Search Vacation Homes in Winthrop Harbor

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Compare 262 Vacation Homes in Winthrop Harbor with updated reviews, rates, and availability.

2bed /1bath TH - 7min Six Flags, 14min Navy Base

10.0 out of 10, Exceptional, (8)
"We stayed here for my daughter's navy graduation. This property was clean, comfortable, and stocked with essentials. I highly recommend. "
2bed /1bath TH - 7min Six Flags, 14min Navy Base

Entire 3 Bedroom Cozy Unit

9.4 out of 10, Exceptional, (14)
"We traveled from STL for a concert at the Genesee Theatre and stayed for the night. We had some beers at a local tavern, ubered easily to and from the theatre, and had an authentic Mexican breakfast down the street. We prepared a late night snack in the equipped kitchen, slept late in our comfy beds, and were cozy warm. "
Entire 3 Bedroom Cozy Unit

Charming 3-bedroom townhome with AC and WiFi in Waukegan.

9.6 out of 10, Exceptional, (4)
"Very happy with this stay. Clean and everything was as described. Bed was comfy. I would definatly recommend and stay again if needed. "
The price is AED 680
AED 1,330 total
includes taxes & fees
2 Jun - 3 Jun
Charming 3-bedroom townhome with AC and WiFi in Waukegan.

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (30)
"Had fun"
The price is AED 496
AED 907 total
includes taxes & fees
2 Jun - 3 Jun
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

great home in Waukegan for navy graduate families close distance to navy base!!

9.6 out of 10, Exceptional, (24)
"We arrived 8-7-2024 to such a clean & perfect property for our family. Our sailor had plenty of room to chill out & relax. When my sailor found out he had an additional day of leave, it worked out for the host & adding a day was not a problem. I highly recommend this property. "
great home in Waukegan for navy graduate families close distance to navy base!!

New Humble Home! - Near Six Flags & Naval Base!!

8.2 out of 10, Very Good, (32)
"The owner of the property was easy to communicate with and very helpful. Our family has stayed at two houses from the owner and each house is beautiful and well taken care of. Two graduations from Navy boot camp and two pleasant stays! I would recommend this house or any other of the owners properties."
New Humble Home! - Near Six Flags & Naval Base!!

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (26)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

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

9.6 out of 10, Exceptional, (21)
"I got a great deal on a 2 bedroom and I'm looking forward to coming back during the summer since it is a great location next to lake and beach. "
The price is AED 441
AED 901 total
includes taxes & fees
17 Jun - 18 Jun
3-bedroom vacation home just a short walk to Lake Michigan

Near Lake 4BR w/ Hot Tub & Games | LCP Collection

10.0 out of 10, Exceptional, (9)
"This house had everything we needed and could have wanted! We had a wonderful stay. "
The price is AED 1,146
AED 2,393 total
includes taxes & fees
2 Jun - 3 Jun
Near Lake 4BR w/ Hot Tub & Games | LCP Collection

Chic Oasis/Game Room/Near Base/5 Bedroom

2.0 star property
10.0 out of 10, Exceptional, (2)
"Came into town for a bridal shower, house was very clean and very comfortable loving space. Excellent amenities, more than we needed. Kitchen was very well equipped which we appreciated as we did a lot of cooking. Games were definitely utilized!"
Chic Oasis/Game Room/Near Base/5 Bedroom

Boat, Fish & Swim: Waterfront Fox Lake Gem!

9.8 out of 10, Exceptional, (6)
"In town for a conference, the stay was absolutely what we were looking for and more. All of the restaurants nearby are delicious, the bathrooms were spotless, a nice large kitchen, and each bed was so comfortable. The easy to use self grinding coffee machine was a plus!"
Boat, Fish & Swim: Waterfront Fox Lake Gem!

Adorable 2-bedroom home near downtown Grayslake!

10.0 out of 10, Exceptional, (27)
"We stayed here for my son’s graduation from Navy boot camp. It was perfect and in such a great location! Although it is about 25 minutes from the Great Lakes Naval Academy, it was worth it for the beautiful neighborhood and quiet location. The restaurants they had just a few minutes away in Grayslake were wonderful. Jon was a great host and texted right at check-in time. The house is adorable, well stocked with amenities and the beds are comfy. I would definitely recommend to anyone! "
Adorable 2-bedroom home near downtown Grayslake!

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.2 out of 10, Wonderful, (25)
"Great stay for our Navy Sailor’s graduation, minutes away from the base."
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Large Group Retreat w/ secluded party room and private pool

8.4 out of 10, Very Good, (16)
"Great for large groups! Even in the winter! Just as much fun on the inside as it is on the outside!"
Large Group Retreat w/ secluded party room and private pool

Entire Beautiful Grove Home

9.0 out of 10, Wonderful, (10)
"It was an absolute delight. It is a beautiful home. Wonderful for Navy bootcamp famlies at graduation, 3 minutes from base!"
Entire Beautiful Grove Home

Charming 3-bedroom house in Grayslake

10.0 out of 10, Exceptional, (6)
The price is AED 735
AED 1,506 total
includes taxes & fees
4 Jun - 5 Jun
Charming 3-bedroom house in Grayslake

Windjammer, Lakefront Home-Away-From-Home!!!

10.0 out of 10, Exceptional, (12)
"We had a great time, house was great, communication was wonderful! I do plan on coming back :)"
Windjammer, Lakefront Home-Away-From-Home!!!

IVP Manor House Close to Lake, Beach & Naval Base

9.6 out of 10, Exceptional, (54)
"The Best"
IVP Manor House Close to Lake, Beach & Naval Base

Harbor Clubhouse 3-Bed 3.5-Bath Modern Waterfront with Hot Tub & Pet Friendly

2.0 star property
10.0 out of 10, Exceptional, (1)
"We came to this area to attend my grandson's graduation from Navy Bootcamp. The house is modern with all the conveniences in the kitchen to make home cooked meals for our Navy sailor. All of the beds were super comfy. We loved all of the smart TVs and the roominess of the living room and bedrooms. The towels and bed linens were of high quality and added to the comfort. Some geese were swimming on the canal and provided extra entertainment. The owners checked on us frequently and were a joy to...
Harbor Clubhouse 3-Bed 3.5-Bath Modern Waterfront with Hot Tub & Pet Friendly

Historic house on tree lined red brick street of historic homes.

10.0 out of 10, Exceptional, (26)
"Family of 4 (all adults) had a very nice stay. House is decorated nicely and was very comfortable for all of us. Would definitely stay again!"
Historic house on tree lined red brick street of historic homes.
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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