House Sitting in Winthrop Harbor

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Kya B.
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Sitter Profile Image: Kya B.
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1. Kya B.

Here to give unconditional love
salem, WI, 53168
15.8 mi. away
House Sitting
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$45
per night

This is our first experience leaving Chewie home with a house/dog sitter and we were nervous. Kya instantly made us feel at ease when we met her. Her communication is A+. She is prompt, neat, friendly, and clearly loves dogs. We are now excited to do more traveling! HIGHLY recommend Kya!

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Sitter Profile Image: Amber L.
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Sitter Profile Image: Amber L.
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2. Amber L.

Rover 101
The best care for your BFF! 🐾
Kenosha, WI, 53142
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$60
per night

Amber was fabulous! This was our first time using Rover and she exceeded all expectations. She went above and beyond with our pups completely putting our kids at ease. We will definitely rebook with her in the future!

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Sitter Profile Image: Jessika H.
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Sitter Profile Image: Jessika H.
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3. Jessika H.

Star Sitter
Pets are the best sort of friend.
Pleasant Prairie, WI, 53158
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$35
per night

Jessika was great with Penny. Penny really responded and loved being with her. She sent me pics of penny while I was gone and answered when I checked in on Penny.

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Sitter Profile Image: Diamond G.
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Sitter Profile Image: Diamond G.
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4. 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
$54
per night

Diamond is great! She came and was on time. I needed her from 1 to 5 on a Saturday. She sends me pictures of the dogs. She is super responsive and responsible. She needed to let them out and feed them. She plays with them and they seem to respond well to her. I will ask for Diamond again!

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Sitter Profile Image: Tara S.
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Sitter Profile Image: Tara S.
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5. Tara S.

Star Sitter
Professional Dog Lover
Kenosha, WI, 53143
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$40
per night

From the first meeting to the first sitting, my furbaby looked very relaxed and comfortable with Tara, which is a huge compliment to Tara because my pup isn't that comfortable with strangers right off the bat. Tara seemed comfortable with her as well, and I give her credit for that because Padme' has a scary bark and is a huge dog and is intimidating to most people.

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Sitter Profile Image: Megan T.
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Sitter Profile Image: Megan T.
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6. Megan T.

Tell your dog I said hi, please!
Kenosha, WI, 53143
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$60
per night

This was the first time my husband and I had someone watch our dogs while we were out-of-state, and we absolutely adored Megan. She came to meet our dogs and they instantly loved her and just wanted to play with her and take all her attention. While away, Megan sent us pictures and updates. My husband and I will stick with Megan when it comes to our dogs. ❤️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cristina R.
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Sitter Profile Image: Cristina R.
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7. Cristina R.

Taken care of like they are my own.
Waukegan, IL, 60087
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Cristina is a very loving pet parent. She rescued five baby kitties from her backyard. She had them all neutered and nursed them all to health, and they now all live a very happy life in our home. Cristina's beagle Billy can attest to the fact that she is a great parent because he never leaves her side. He knows she'll give him a nice walk in the park, and give him a treat when he shows her his big beagle eyes.

Sitter Profile Image: Keke N.
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Sitter Profile Image: Keke N.
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8. Keke N.

Attentive caregiver your pet
Kenosh, WI, 53143
5.2 mi. away
Boarding, House Sitting, Doggy Day Care
1 review
from
$50
per night

The last thing we want to have to do when preparing for a trip or dealing with an emergency is worry about our four-legged family member. Leaving our dog with Keke is the easiest decision we have to make under those circumstances, and we are so relieved to have found someone who we know we can trust to take care of our pet the same way we do. You can tell Keke cares a lot about pets, and he is eager to earn their trust and make them feel at home. We won't ever look for another dogsitter!!

Sitter Profile Image: Aixa C.
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Sitter Profile Image: Aixa C.
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9. Aixa C.

friendly, animal-loving UWP student
Kenosha, WI, 53144
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$40
per night

Amazing! Leo was happy and my house is so clean!

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Sitter Profile Image: Ashley "Easton" S.
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Sitter Profile Image: Ashley "Easton" S.
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10. Ashley "Easton" S.

Reliable, Energetic Animal LOVER!
Waukegan, IL, 60085
7.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$30
per night

I’ve known Ashley for a very long time. I have nick-named her the Animal Wisperer! Ashley is just wonderful with animals. She is caring and compassionate (both to humans & animals). She gives 100% of her time and attention to those she’s entrusted to care for. Without hesitation, I would use Ashley’s services every time! You’re in good hands with Ashley!!

Sitter Profile Image: Joshua C.
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Sitter Profile Image: Joshua C.
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11. Joshua C.

Your Pet's Trusted Companion
Kenosha, WI, 53142
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Josh has cared for our pups several times and they are clearly loved and well cared for. He is responsible and considerate. He's our guy!

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Sitter Profile Image: Fyne L.
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Sitter Profile Image: Fyne L.
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12. Fyne L.

All Time Dog Lover With Flexible Sc
Kenosha, WI, 53143
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Fyne has been around animals his whole life, even had chickens as a kid. He loved growing up with dogs. He has a very calm and steady presence around animals and a solid character. He’d be a great choice if you’re looking for someone who you can feel safe handling your pets and trust that they’ll be cared for and loved on.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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13. Samantha R.

Passionate/Experienced Animal Lover
Beach park, IL, 60099
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$60
per night

Samantha is a loving, animal person. She loves all different types of pets, whether it be cats, dogs, gerbils, chinchillas, or reptiles. She is always friendly and happy to meet new animal pals.

Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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14. Samantha B.

Paws-itively the best pet care!!
Kenosha, WI, 53143
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$30
per night

So fabulous with my dog! He absolutely loves her and the time and energy she spends with him! Can’t recommend her enough, your pets will be in great hands!

Sitter Profile Image: Jennifer S.
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Sitter Profile Image: Jennifer S.
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15. 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

About: Hiya! My name is Jenny and I have a current dog and she's a half collie/half blue healer. She's 3 years old. I always loved having dogs. They are a real blessing and can be one's best friend. I've potty trained them all and taught them how to shake, sit, turn, stay/wait, come. My husband has a 13 year old bison and he is the most chill dog ever :) You know those people who go to parties and hang with the adults? Well you would find me with the dogs if there’s any present (hehe) I work from home 3 days out of the week and 2 in the office so I’m fairly always home. I like to be home with my dogs. I have a fenced yard. We have a good size backyard with a park nearby. With a lot of good walking areas to take them out.

Sitter Profile Image: Ethany I.
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Sitter Profile Image: Ethany I.
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16. Ethany I.

Every breed excepted.
Waukegan, IL, 60087
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$50
per night

Ethany did a great job! She was very attentive to our pets and kept me informed. Thank you!!

Sitter Profile Image: Kim K.
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Sitter Profile Image: Kim K.
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17. Kim K.

Professional fur baby lover ❤️🐶🐾
Kenosha, WI, 53143
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$50
per night

About: I’m a new grandma with three kitties. I have two children. A 22 year old and a 16 year old. I’ve had pets my whole life. Cats, dogs and caged animals. 😊 love taking dogs for walks. There’s a trail near my house to walk in. Plus I’m close to pets. Could take the dogs to walk there if permitted. We also love having dogs around the house. Brings such joy to my life. I’ve always had pets as long as I can remember and since I live in an apartment this is the next best thing. I’d love to bring some joy to your pets life. Walking, visiting, and most importantly loving your pets the way you do when your not around. I’m currently working part time for summer school as a teachers aid. I have lots of time to spend with your fur babies. I’m off Fri -Sun for everything and after 12:00pm during the week for walks or visits. I have a fenced in yard and three friendly kitties to keep your pup or kitties company. I also love going for walks. I can also crate if needed.

Sitter Profile Image: Sarah B.
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Sitter Profile Image: Sarah B.
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18. Sarah B.

Hello! If you need any help I’m her
Pleasant Prairie, WI, 53158
5.2 mi. away
House Sitting
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$30
per night

Sarah did a rely nice job with Fergus. He suffers from anxiety and when we got home from our trip he didn't even seem to have missed us. It was nice to see he was able to relax with Sarah there.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sherry G.
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Sitter Profile Image: Sherry G.
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19. 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
2 reviews
from
$30
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!

Sitter Profile Image: Tyler M.
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Sitter Profile Image: Tyler M.
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20. Tyler M.

Animal lover
Winthrop Harbor, IL, 60096
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
25 years of experience
from
$50
per night

About: I’ve been dogs my entire life. I’ve had small dogs and large dogs and I’m good with both. Walking, playing, feeding, and giving plenty of love. I currently work your typical Monday through Friday. My weekends are extremely flexible with evenings being open as well. I will do my best to accommodate with any scheduling. Let me know if there are any special requests for you or your pet. As someone just keeping an eye on your furry friend, I will match the environment that your pet is accustomed with.

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Winthrop Harbor House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winthrop Harbor are rated on average 5 out of 5 stars based on 6 reviews.

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winthrop Harbor house sitting needs. On Rover, it's easy to find a loving dog sitter in Winthrop Harbor who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winthrop Harbor house sitters near you, 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. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winthrop Harbor for your dog — people who'll treat him like family.

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