Dog Boarding in Winthrop Harbor

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Sitter Profile Image: Martha G.
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Sitter Profile Image: Martha G.
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1. Martha G.

Love at first sight
Waukegan, IL, 60087
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
51 reviews
24 repeat clients
from
$45
per night

Martha excellent, exceptional, outstanding caregiver for our precious “Cookie”. I felt so comfortable being out of state and the care updates Martha shared with me everyday. Highly recommend Martha for dog sitting.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer A.
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Sitter Profile Image: Jennifer A.
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2. Jennifer A.

Rover 101
Loving family to love your pet
Waukegan, IL, 60085
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
51 reviews
21 repeat clients
from
$45
per night

Jennifer was AMAZING with our pup Junie! This was the first time we have utilized Rover.com and we were anxious about leaving Junie with someone we didn't know. Jennifer communicated with me weeks in advance and answered all of my questions. Junie immediately felt comfortable and Jennifer texted me pictures and updates throughout the day, which I LOVED. I highly recommend Jennifer to anyone who needs a super responsible and sweet dog-sitter!!

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Sitter Profile Image: Sunshine L.
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Sitter Profile Image: Sunshine L.
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3. Sunshine L.

Fur Mama with lots of love to give
Kenosha, WI, 53143
6.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
38 reviews
12 repeat clients
from
$40
per night

I had a full day of plans which would mean puppy crated all day long—Sunshine to the rescue again! When Milo is at her house I know he’s having fun and getting too-notch care. I love getting photos and seeing him enjoying his time. Thank you again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brianna E.
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Sitter Profile Image: Brianna E.
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4. Brianna E.

Animal Lover
Kenosha, WI, 53143
6.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
157 reviews
31 repeat clients
from
$50
per night

Brianna was fantastic! She took Theo somewhat last minute over the holiday weekend and I couldn’t have found a better sitter. I had never left Theo overnight before and was incredibly anxious. She sent pictures and updates regularly and eased all my concerns throughout the stay. Will definitely be using her in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kim F.
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Sitter Profile Image: Kim F.
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5. Kim F.

Rover 101
Compassionate and experienced care!
Kenosha, WI, 53142
8.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
289 reviews
144 repeat clients
from
$54
per night

Our 2yr old wirehaired pointing griffon stayed with Kim. She was very accommodating on short notice and Banjo had a very nice time at Kim’s home. We’d recommend Kim to anyone looking for an experienced and skilled dog sitter who enjoys what she does.

Sitter Profile Image: Dee S.
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Sitter Profile Image: Dee S.
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6. Dee S.

Everyone calls me Grandma Dee
Waukegan, IL, 60085
6.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
47 reviews
21 repeat clients
from
$50
per night

Dee was awesome with our dog. She sent several photos of him throughout the day with updates about his feeding and potty status. We will definitely book with her again .

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Abi & Angela S.
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Sitter Profile Image: Abi & Angela S.
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7. Abi & Angela S.

Be the person ur dog thinks u are
Zion, IL, 60099
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$33
per night

I was scared & apprehensive about using a App to find a Caregiver for Our Furry Baby ( Benji). However, I have to say Abi & Angela did a Great job, Caring for Our Furry Baby Benji. I received Pics and updates about Benji without asking, which I truly appreciated. I will definitely be using their services again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sherry G.
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Sitter Profile Image: Sherry G.
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8. Sherry G.

Reliable & loving sitter & walker
Winthrop Harbor, IL, 60096
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night

Sherry is the most loving, kind, and generous dog walker and pet sitter we’ve ever had! She treated all of our animals (2 dogs and 2 cats) as if they were her own. Always going above and beyond with treats and extra time with them. She helped us get the animals comfortable with babies and little kids and we couldn’t be happier as we are welcoming our own little one into our lives this summer. She will be deeply missed as she moves further away from us!

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Sitter Profile Image: Kim K.
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Sitter Profile Image: Kim K.
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9. Kim K.

Kim's Canine Castle
Gurnee, IL, 60031
10.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
38 reviews
18 repeat clients
from
$42
per night

Kim is always great with our little dog Winston. She provided walks, a large yard for him to run around in, and lots of pictures and updates. Winston loves being spoiled there.

Sitter Profile Image: Donna P.
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Sitter Profile Image: Donna P.
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10. Donna P.

Our pets are our joy!!
Kenosha Wi, WI, 53144
9.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
7 repeat clients
from
$40
per night

My pup has gone to Donna now multiple times and has had a blast! She’s well taken care of and loved like no other during her stays. I wouldn’t trust anyone else with my pup, especially for an extended period of time.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Diamond G.
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Sitter Profile Image: Diamond G.
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11. Diamond G.

RoverGO
Your pup’s new BFF ❤️☺️
Kenosha, WI, 53140
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
14 repeat clients
from
$40
per night

Diamond was a life saver. This was my first time using rover and it was a last minute need! She scheduled a meet and greet and then took Gunter the next day for the weekend. She sent pictures of him throughout the weekend so I knew he was in safe hands. I will definitely recommend and use her services again in the future.

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Sitter Profile Image: Jordan G.
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Sitter Profile Image: Jordan G.
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12. Jordan G.

Pets are family❤️WFH, PROUD dog mom
Gurnee, IL, 60031
8.1 mi. away
Boarding
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$50
per night

Jordan is wonderful! She is so nice to work and I will definitely use her again. Our Luna was super excited to see her after staying with her once before - which is really a comfort when leaving her. Knowing we'll use her again says it all!

Sitter Profile Image: Jennifer S.
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Sitter Profile Image: Jennifer S.
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13. Jennifer S.

Dogs are not just pets but family(:
Beach Park, IL, 60099
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$45
per night

John and Jen are the nicest people. They treated Louie Louie like he was their own dog. He felt right at home with them. They even sent us pictures of him which helped us know that he was a happy pup, I would highly recommend them. If you want your dog to be boarded by caring and loving people, select them to be your home away from home.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel F.
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Sitter Profile Image: Daniel F.
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14. Daniel F.

Rover 101
WIFE IS CERTIFIED DOG GROOMER
Kenosha, WI, 53142
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
22 repeat clients
from
$35
per night

Daniel and Abby did such a great job to take care of my dog coconut! Abby sent pictures of coconut every day, coconut looks so happy to stay there. This gave us Peace of mind while we were out of town. Abby also give coconut a haircut and for the first time painted her nail too. Coconut looks so different and cute! We love it! I am glad to find her to take care of our dog. Thanks!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jaileen G.
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Sitter Profile Image: Jaileen G.
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15. Jaileen G.

I love taking care of any pets! <3
Kenosha, WI, 53144
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per night

Jaileen was very professional and nice! She made me feel very comfortable leaving my pup in her care for the first time. She made sure to keep me in the loop at all times and even sent pictures! I will definitely be a returning customer .

Sitter Profile Image: Mathew B.
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Sitter Profile Image: Mathew B.
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16. Mathew B.

Two Decades of Expertise: Unleashed
Gurnee, IL, 60031
6.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$40
per night

Words cannot describe how happy I am with Matthew’s care of my puppy. While I was away, he kept me informed by sending pictures and videos throughout the two days that I was gone. I highly recommend him for everyone that wants their puppy in loving and caring hands.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lucy S.
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Sitter Profile Image: Lucy S.
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17. Lucy S.

Rover 101
Total Attention & Fun Stuff To Do
Winthrop Harbor, IL, 60096
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
1 repeat client
from
$85
per night

Lucy is a very pleasant person and took good care of my two dogs. She even took them in Christmas Day since we were leaving early the day after.

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Sitter Profile Image: Jose Rolando M.
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Sitter Profile Image: Jose Rolando M.
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18. Jose Rolando M.

Lifetime Animal Lover
Kenosha, WI, 53142
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$29
per night

About: I have nurtured animals all my life. Numerous dogs on my family's ranch along with horses, cows and chickens were my playmates growing up. Our most recent dog was a wonderful Golden Retriever who lived to be 17. We cherished every day with him. We recently sold our business and my wife works from home. We have our nieces here in the morning and evening during the school week. I am available pretty much any time. In the summer I do work in our orchard but that can be scheduled around the pet care. We have a large orchard where we can take your dog for walks. The house is a large ranch and your pet can have the run of the house. If I am coming to your house, I will be happy to feed, walk and play with your pet(s).

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Sitter Profile Image: Tabitha H.
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Sitter Profile Image: Tabitha H.
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19. Tabitha H.

No dog too big or too small.
Kenosha, WI, 53143
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$35
per night

Tabitha was wonderful with our boy Tucker! She really took time to get to know him and help him feel comfortable in her home. She kept us updated on how he was doing and he settled in with her family well. We will definitely use Tabitha again when we go out of town.

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Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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20. Amanda C.

Your pet will be in great hands!
Antioch, IL, 60002
10.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$40
per night

This is the third time Charlie has stayed with Amanda. He is always so loved, happy, and well cared for here that it’s easy for us to enjoy our trips and not have to worry. Will be future repeat customers!

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Winthrop Harbor Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Winthrop Harbor are rated on average 5 out of 5 stars based on 23 reviews.


Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winthrop Harbor, IL dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winthrop Harbor, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The price of dog boarding in Winthrop Harbor, IL might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

In short, when you book Winthrop Harbor dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

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