Search Vacation Homes in Winthrop Harbor

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 240 Vacation Homes in Winthrop Harbor with updated reviews, rates, and availability.

Unique and Charming Private Quarters
Front exterior
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (35)
"This home far exceeded my expectations. Not only was it comfortable, it is beautifully furnished. it was also a very relaxing place to stay and Sandra could not have been a better hostess."
The price is SAR 206
SAR 403 total
includes taxes & fees
11 Jum. II - 12 Jum. II
Unique and Charming Private Quarters
Pistakee Marina Boat House
Pistakee Marina Boat House
10.0 out of 10, Exceptional, (3)
"We brought our boat to the chain o lakes with family. This house was perfect for us. We were able to use the fire pit and gas grill. The house was on the water so we were able to have access to the boat the entire stay. There is a restaurant next door to the house as well. Very quiet neighborhood too. Will stay here again!!"
Pistakee Marina Boat House
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Living room: 55” tv w/roku Air mattress Sectional Chase
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is SAR 544
SAR 986 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Roxan Corner
Room
Roxan Corner
9.0 out of 10, Wonderful, (18)
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
Jun 29 Fireworks now available! Stunning Lake Views, Relaxing at the lake!
Perfect sunsets...
Jun 29 Fireworks now available! Stunning Lake Views, Relaxing at the lake!
9.8 out of 10, Exceptional, (44)
"Everything was perfect. Large open space, beautiful view and clean. All necessary condiments and cookware was available. We will definitely stay again!"
Jun 29 Fireworks now available! Stunning Lake Views, Relaxing at the lake!
Modern Lakeside Villa
IMG_3356-2.jpg
Modern Lakeside Villa
10.0 out of 10, Exceptional, (11)
"We (wife and I) spent 2 nights here as a get-away/Christmas gift to each other, and it was beyond expectations! The location is in a quiet area and close to Kenosha for the shops and restaurants. The views are stunning, and we spent most of our time watching the waves and enjoying “unplugged” time. The house is beautifully decorated and spacious for two people."
Modern Lakeside Villa
Beautiful and spacious lakefront home! Close to everything!
Room to spread out, relax, and unwind.
Beautiful and spacious lakefront home! Close to everything!
9.8 out of 10, Exceptional, (26)
"Great stay in Antioch! Hope to visit again!"
Beautiful and spacious lakefront home! Close to everything!
The Beach Life!— Newly Renovated Beach Home awaits you!
Enjoy the waves from the sun room or porch!
The Beach Life!— Newly Renovated Beach Home awaits you!
10.0 out of 10, Exceptional, (15)
"The house is very nice.it is located on a corner lot half a block away from the lake. It is exactly as it looks in the pictures. A big TV in every room. .."
The Beach Life!— Newly Renovated Beach Home awaits you!
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
Private kitchen
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
10.0 out of 10, Exceptional, (3)
"The house was excellent and had lots of room. Very nice area."
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Room
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
9.6 out of 10, Exceptional, (72)
"I felt the accommodations were just as I expected and met my needs for an overnight trip to Kenosha. I did get a little cold at night and would have appreciated another blanket, but otherwise found the accommodations comfortable. The WiFi info I was provided did not work for me, but I didn’t need it so it wasn’t a big deal. I was grateful for the solitude and clean place to rest for the night!"
The price is SAR 255
SAR 417 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
9.8 out of 10, Exceptional, (99)
"This was our first time using vrbo. As a family of 5, hotels are not a great fit. We end up needing 2 rooms which is next to impossible to find conjoining rooms, and is quite expensive! We decided to rent this beautiful 3 bedroom house. Not only was it clean, it was clearly well cared for. Location was great as we did not want to be in the “big city” of Chicago but close enough we can make a day trip to the city and surrounding areas. We did not have much communication with the host, but that...
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit
Welcome to the barn! Country living w/ city amenities. Sits on 5 secluded acres.
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Room
New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.4 out of 10, Exceptional, (11)
"We really enjoyed the house, its very confortable, clean and the rooms are big. The house is very close to the base. Thanks."
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
Unit with Queen bed
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
4.0 out of 10, (1)
"I left early to get another hotel."
The price is SAR 360
SAR 475 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
Remote Get-away on five acres of private property
Room
Remote Get-away on five acres of private property
7.2 out of 10, Good, (7)
"The property is beautiful. It can use some landscaping and TLC. The host was very accommodating with any issue. He always responded immediately. I vacationed with my husband and 2 grandchildren. The house is spacious and the pool was enjoyable."
Remote Get-away on five acres of private property
Pet Friendly Huge Lake Front Home with Stunning Views
Pet Friendly Huge Lake Front Home with Stunning Views
9.8 out of 10, Exceptional, (40)
"Our stay was quiet and cozy for our new Navy graduate fresh from bootcamp. It was important to her to have a nice low key stay without a lot of activity surrounding her. We were even able to extend one more day to be able to spend extra time with her."
Pet Friendly Huge Lake Front Home with Stunning Views
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
10.0 out of 10, Exceptional, (1)
"This was a beautiful house with great service and response time. Thank you for making our board retreat special :)"
The price is SAR 2,562
SAR 4,468 total
includes taxes & fees
17 Jum. II - 18 Jum. II
Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
Historic house on tree lined red brick street of historic homes.
Exterior
Historic house on tree lined red brick street of historic homes.
10.0 out of 10, Exceptional, (19)
"The house is well situated, just minutes from the lake and Main Street. We felt completely at home; the owners have decorated and appointed the house beautifully - every detail has been considered and implemented. Communication was easy and they solved issues (i.e. getting the drive shovelled in a snow storm) before we could even ask about them. The back porch and yard are wonderful for relaxing. We loved the house and the neighbourhood and found it difficult to leave!"
Historic house on tree lined red brick street of historic homes.
Lakefront Home w/ Game Room, Theater & Dock!
Fox Lake Vacation Rental | 5BR | 4BA | 3 Stories | Stairs Required | 2,800 Sq Ft
Lakefront Home w/ Game Room, Theater & Dock!
9.8 out of 10, Exceptional, (15)
"Christmas family getaway was everything we expected. The house is beautiful. Perfect set up so our littel one could go to bed and we could play games in the game room. Looking forward to returning during the summer and being able to use all the outside amenities. Property manager was a delight and extremely helpful with everything."
Lakefront Home w/ Game Room, Theater & Dock!
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
Dining
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
5 min to Naval station Great Lake, Great lakes Commissary, RFU Medical School.
Don't see what you're looking for?
See all available properties in Winthrop Harbor
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.

Other property types in Winthrop Harbor

Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
Exterior
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
6.8 out of 10, (3)
"The home is very cute, nice location, and overall was fine for what we needed. We were in town for a wedding and needed a dog friendly place where he could hang while we were gone, and basically just a place to crash. The host was very responsive and let us check in early which was so helpful. The fenced in yard was great! But, it wasn’t the cleanest place I’ve ever stayed. The tub had bugs in it and was definitely dirty. Thankfully we didn’t need to use it but if we had, I would’ve had to clean...
The price is SAR 638
SAR 1,288 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Living room: 55” tv w/roku Air mattress Sectional Chase
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is SAR 544
SAR 986 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
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, (41)
"We loved our stay at Cora Cottage. Everything was so beautifully decorated and clean. My husband and I appreciated all the small touches that welcomed us during our stay. We will definitely be coming back"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
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.

Recent reviews of Winthrop Harbor hotels
Expedia verified reviews

Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI

Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI

5/5 Excellent
"Good hot breakfast, courteous front desk "
A verified traveler stayed at Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI
Posted 21 hours ago
Country Inn & Suites by Radisson, Mt. Pleasant-Racine West, WI