House Sitting in Winthrop Harbor
Find a loving house sitter to watch over your pets and your home.

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Top rated Winthrop Harbor house sitters

“I highly recommend Josh to stay with your pet! He stayed with my dog Diesel over this past weekend at my house. When I returned home Diesel was very happy and my home was in perfect shape. While I was away Josh sent several pictures of them taking walks together and playing together. They had lots of fun and Josh really focused on Diesel. I will definitely book him again when I need to be out of town.”


“Brittany took care of my 2 senior dogs while we were away for 3 days. One of our dogs requires meds 3 times a day, and she is an over reactive dog. Brittany handled a situation with another dog that was off leash very effectively! My dog does not like other dogs, and she picked up my dog to avoid a potentially dangerous situation. Overall she took very good care of their needs, even walking them a couple times a day when she could have just let them in the fenced yard. I would definitely recommend Brittany to watch over your pets and give them the best of care.”


“Stacey responded right away to out dog sitting request. We needed someone to come to our home for a few hours. Stacey arrived on time, walked our dog, gave him snuggles, and made sure he got his meds on time. Will definitely request Stacey again.”


“As always, Tabitha took care of Duke like he was her own, and I was able to have a stress free mini vacation knowing my old man was in good hands! Thank you for the pictures, updates, and care you always give Duke!”


About: I’m a grandma with three little kitties. I have two children. A 24 year old and a 18 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. 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 unemployed working on getting certified to run a daycare at my house so I have lots of time to spend with your fur babies. 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.

“Diamond is amazing. We left our 6 Mos puppy and our older pup at home. We were worried about the puppy but Diamond was so attentive. I received many pictures and loved them. I will use Diamond again. It's a great relief to know your puppies are well taken care of if you need to travel”


“Ariana was AWESOME! She literally saved our weekend vacation after our original scheduled house/dog sitter no-showed on the morning we were supposed to leave. Ariana was able to come over a few hours after confirming, she asked appropriate questions and was attentive. I felt awful because we have two geriatric dogs. It turned out not to be as smooth of a weekend for Ariana, as we thought it would be. What has always presented to us as food eccentricities and separation anxiety in our 15 yr old Shih Tzu, may be end- of- life symptoms, as he refused to eat, drink, and had explosive diarrhea in the middle of the night and was spitting up on the last night we were away. Ariana handled everything in the most professional and respectful manner she could. She called me at 3:30 am (which I appreciate more than anything) and advised me Mushu had explosive diarrhea, he was spitting up, and wasn't eating, and asked what I wanted her to do. I appreciated this so much because I know my dog better than anyone, and have dealt with him "being Mushu" for 15 years, and I knew we would be leaving the following morning to come home. We got home yesterday. I called his vet and we made a plan to monitor him overnight to see if he returned to previous perkiness and started drinking/eating. Again, Ariana was very professional and used great instincts to overcome a difficult weekend.”


About: I've always had an animal in the house from fish to rabbits to dogs and more. Whenever a family member needs a pet sitter, I'm their first call and I'd love to be yours as well! I'm available between 10 am-2 pm Monday, Wednesday & Thursday, between 6:30 pm-9 pm Mon.-Fri. and between 8 am-10 pm, Saturday & Sunday. I'm a school bus driver therefore these hours are firm. ☺️ I am comfortable giving medications and bottles if needed, along with crating. I love going for walks with my furry friends and am always up for some extra training and cuddles!

About: I am a firm believer that our pets are our family, and each individual pet deserves individual care, respect and love! I am meticulous with details and ensure that a beloved pet’s routine is kept as consistent as possible under my care. I’ve owned cats since I was 8yrs old, and also had hermit crabs, Leopard geckos, and tarantulas. My family never had space for a dog, so I walked and played with my neighbors dogs while growing up. Once I reached my 20s, I’ve volunteered for years at no-kill shelters back in TN, trained on how to clean, socialize and care for dogs. I have just moved to Northern Illinois and wasn’t able to transfer my job up here. So I want to make my job caring for your family! I am available Saturday - Wednesday. I am very detail oriented and respect every pet owner’s instructions and wishes to the letter. Pets deserve consistency with their established routines! In the absence of instructions or an emergency, I have years of hands-on pet care to fall back on and use reliable judgement so your pet will always receive the best care possible.

“Sydney was a huge help for my family as we needed a sitter for Easter weekend. She visited my girls multiple times and ensured that they were fed. She made sure that they got plenty of time to play and eat treats and provided clear communication to us. I would like to note that I would have appreciated if she wiped the paws of the pups after coming from outside due to the odor. When we came home after the weekend there was a noticeable stench from this. Other than that great job Sydney. Thank you very much.”


“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.”


About: I absolutely love dog/cat sitting for friends and family. I look forward to spending quality time with animals of all kinds. I treat my fur babies at home like they’re my children and I can do the same for your pets. I am very responsible, respectful, and detail-oriented. However long the list of responsibilities is, I am up for the challenge. I work 9am-6pm Monday-Friday and until 1pm on Saturdays. I am available after 7pm on weekdays and after 2pm Saturday. All day Sunday. I am open to extended stays. I feed my cats wet food, top their food with vitamins, and play with them every day. I am always searching for new toys to ensure they are stimulated. I clean their litter boxes daily and keep my house tidy and clean for them. I clean their water bowls every day as well.

“Isabella was an amazing house sitter. She was very conscientious and can tell she definitely loved on my two dogs. In addition to going above and beyond with the pups, she left my apartment better than when I left. I would recommend her to anyone, she was truly great and I will be using her again!”


“I truly cannot say enough good things about Karie and the attention and care she gave our furbabies. I have never been comfortable leaving our dogs with anyone (they can be a handful) I had daily updates with pictures and knew our dogs were being carried for. I never worried about them during the 6 days we were gone. I would highly, highly recommend Karie to anyone!”


About: I understand the importance of being a trusted, punctual, loving caregiver. Pets are family, and you want the best for your family. I have many years of pet care & pet sitting. I am entrusted with the care of sick cats and dogs, administering medicines and assisting the owner with vet visits. I've been taking care of Buster, a lab, for 10 years. He goes camping with us and is a loving part of my family. My own cat Charlie who passed at 17 in 2024 was a super senior who I cared for 24/7 until his passing. Please know your pets will be safe and spoiled with love. Being retired (but still young and active..lol). I have an abundance of time and love for animals, and the flexibility to fit seamlessly into your schedule. Being mindful of the fact that I am in someone's home, the home and pet(s) will be treated with respect and lots of love while following the client's instructions for care, and providing the client with updates.

“Ellie is a gem! Our scheduled dog sitter became a no show when we were out of town. Ellie stepped up and saved our trip! Fortunately she was available and we are so lucky to have found her. She is an excellent and trustworthy person. She took great care of our dogs. Our older dog is a finicky eater especially when we are not around. Ellie, being the amazing caregiver to our dogs, was so terrific with them that our older dog ate regularly while we were traveling which is amazing! Both our dogs were very happy and it’s a honor to have a great person like Ellie take care of our dogs. If you are looking for an amazing, responsible and trustworthy dog person then Ellie is that person! We Highly highly recommend Ellie!!!”

Loving house sitters in your neighborhood
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Joshua C.

“I highly recommend Josh to stay with your pet! He stayed with my dog Diesel over this past weekend at my house. When I returned home Diesel was very happy and my home was in perfect shape. While I was away Josh sent several pictures of them taking walks together and playing together. They had lots of fun and Josh really focused on Diesel. I will definitely book him again when I need to be out of town.”


Brittany E.Star Sitter

“Brittany took care of my 2 senior dogs while we were away for 3 days. One of our dogs requires meds 3 times a day, and she is an over reactive dog. Brittany handled a situation with another dog that was off leash very effectively! My dog does not like other dogs, and she picked up my dog to avoid a potentially dangerous situation. Overall she took very good care of their needs, even walking them a couple times a day when she could have just let them in the fenced yard. I would definitely recommend Brittany to watch over your pets and give them the best of care.”


Ayla W.

“Ayla was awesome, sweet, and very attentive. I appreciate her sending me pictures and updates and she followed all of my instructions. Would love to book her again.”


Stacey E.

“Stacey responded right away to out dog sitting request. We needed someone to come to our home for a few hours. Stacey arrived on time, walked our dog, gave him snuggles, and made sure he got his meds on time. Will definitely request Stacey again.”


Tabitha H.

“As always, Tabitha took care of Duke like he was her own, and I was able to have a stress free mini vacation knowing my old man was in good hands! Thank you for the pictures, updates, and care you always give Duke!”


Kim K.Star Sitter
About: I’m a grandma with three little kitties. I have two children. A 24 year old and a 18 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. 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 unemployed working on getting certified to run a daycare at my house so I have lots of time to spend with your fur babies. 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.


Diamond G.

“Diamond is amazing. We left our 6 Mos puppy and our older pup at home. We were worried about the puppy but Diamond was so attentive. I received many pictures and loved them. I will use Diamond again. It's a great relief to know your puppies are well taken care of if you need to travel”


Derek S.

“Our dog Cali loved having Derek here. Cali loved just hanging out with him plus the extra outside time Derek provided was a real treat”


Ariana Y.

“Ariana was AWESOME! She literally saved our weekend vacation after our original scheduled house/dog sitter no-showed on the morning we were supposed to leave. Ariana was able to come over a few hours after confirming, she asked appropriate questions and was attentive. I felt awful because we have two geriatric dogs. It turned out not to be as smooth of a weekend for Ariana, as we thought it would be. What has always presented to us as food eccentricities and separation anxiety in our 15 yr old Shih Tzu, may be end- of- life symptoms, as he refused to eat, drink, and had explosive diarrhea in the middle of the night and was spitting up on the last night we were away. Ariana handled everything in the most professional and respectful manner she could. She called me at 3:30 am (which I appreciate more than anything) and advised me Mushu had explosive diarrhea, he was spitting up, and wasn't eating, and asked what I wanted her to do. I appreciated this so much because I know my dog better than anyone, and have dealt with him "being Mushu" for 15 years, and I knew we would be leaving the following morning to come home. We got home yesterday. I called his vet and we made a plan to monitor him overnight to see if he returned to previous perkiness and started drinking/eating. Again, Ariana was very professional and used great instincts to overcome a difficult weekend.”


Sierra B.
“Sierra has watched my pets for me on multiple occasions and I will forever trust her to do so! She treats my cats and dogs as her own. Not only that but my dog is big on on people/other animals respecting his space. She did so and showed him that she is trust worthy so she is one of my dogs favorite people. She has always been more than willing to do whatever the animal needs to gain their trust no matter how long it takes. My pets and I both love her!”


Angel L.
“Angel is a wonderful pet sitter! She has looked after my cat regularly for over a year and never disappoints. Our friends’ pets and neighbors’ pets find her very approachable and calming and she herself has had pets of her own for decades, all whom have lived long and happy lives. Her top priorities are your pet’s health, safety, and engagement.”


Chasity A.

“Chasity took such great care of our dogs when we had to go out of town for the weekend. The perfect amount of check ins and photos left us certain they were in excellent hands.”


Sydney P.

“Sydney was a huge help for my family as we needed a sitter for Easter weekend. She visited my girls multiple times and ensured that they were fed. She made sure that they got plenty of time to play and eat treats and provided clear communication to us. I would like to note that I would have appreciated if she wiped the paws of the pups after coming from outside due to the odor. When we came home after the weekend there was a noticeable stench from this. Other than that great job Sydney. Thank you very much.”


Sarah B.

“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.”


Elizabeth C.
About: I absolutely love dog/cat sitting for friends and family. I look forward to spending quality time with animals of all kinds. I treat my fur babies at home like they’re my children and I can do the same for your pets. I am very responsible, respectful, and detail-oriented. However long the list of responsibilities is, I am up for the challenge. I work 9am-6pm Monday-Friday and until 1pm on Saturdays. I am available after 7pm on weekdays and after 2pm Saturday. All day Sunday. I am open to extended stays. I feed my cats wet food, top their food with vitamins, and play with them every day. I am always searching for new toys to ensure they are stimulated. I clean their litter boxes daily and keep my house tidy and clean for them. I clean their water bowls every day as well.


Isabella T.

“Isabella was an amazing house sitter. She was very conscientious and can tell she definitely loved on my two dogs. In addition to going above and beyond with the pups, she left my apartment better than when I left. I would recommend her to anyone, she was truly great and I will be using her again!”


Karie M.

“I truly cannot say enough good things about Karie and the attention and care she gave our furbabies. I have never been comfortable leaving our dogs with anyone (they can be a handful) I had daily updates with pictures and knew our dogs were being carried for. I never worried about them during the 6 days we were gone. I would highly, highly recommend Karie to anyone!”


Trina R.
“We met Trina 10 years ago, she is very friendly, reliable and trustworthy. Buster gets so excited when he sees her, we all Love her”


Veronique S.

“Amazing! She cared for my animals like they were her own! She would give daily updates and hang around with them for a few hours!”


Ellie A.

“Ellie is a gem! Our scheduled dog sitter became a no show when we were out of town. Ellie stepped up and saved our trip! Fortunately she was available and we are so lucky to have found her. She is an excellent and trustworthy person. She took great care of our dogs. Our older dog is a finicky eater especially when we are not around. Ellie, being the amazing caregiver to our dogs, was so terrific with them that our older dog ate regularly while we were traveling which is amazing! Both our dogs were very happy and it’s a honor to have a great person like Ellie take care of our dogs. If you are looking for an amazing, responsible and trustworthy dog person then Ellie is that person! We Highly highly recommend Ellie!!!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. 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 house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winthrop Harbor on Rover as of Aug 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 829 house sitters in Winthrop Harbor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Winthrop Harbor house sitters respond in under an hour.
House sitters in Winthrop Harbor have an average of 18 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winthrop Harbor.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winthrop Harbor house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
