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
“Michelle is our go-to pet sitter. She’s responsible, communicative and caring. We’re grateful for the peace-of-mind we have when we leave our pup and our home in her care.”
“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.”
“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.”
“Emily is a stellar sitter! She took care of my two dogs, fish and plants and left the house in great shape. She even cleaned! I can’t say enough good things about her, and I’m very grateful for her help!”
“Neil provided updates when requested and left home tidy upon departure. Animals were in good care during the stay. ☻”
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 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!”
“She was easy going and super easy to communicate with. We received pictures and updates throughout our trip. The whole experience was great and I'm so happy my pets were able to stay in the comfort of their own home with someone who cared for them. I look forward to booking again with Ariana!”
“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.”
“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.”
“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!”
About: My name is Sydney! I began pet sitting at 10 years old. I have had multiple dogs my whole life and still do. I currently have two big dogs that I love and cherish. I grew up watching my neighbors, family, and friend’s pets. As time has went on I progressed including over night stays for weekends at a time. This involves feeding, walking ,and playing, and providing the most care to the pets. I have most experience with dogs. I do also have experience with cats and bunnies! I would love to help take care of your pets and I have a passion in being a caring and loving pet sitter:)! I work as a teachers assistant / SPED ESP at an elementary school. Currently I have summers off so I am very much available anytime! My pets at home are my pride and joy I take them on regular walks, play toys, give them a lot of affection and provide required needs. I love them so much. When I am in other clients home I first take in how the client expects me to take care of there animals. I will always create a trustworthy, safe, caring, and loving environment for any animal I am caretaking for!
“Linsey was awesome as always! Super easy to work with and great with our big dog - she is our reliable go to when we need a sitter.”
“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!”
About: I grew up on a farm and love animals. I love by the beach and enjoy taking pets there to enjoy the outdoors and fresh air. I work from home which gives me a great opportunity to be flexible to take care of your loved ones and be able to take care of them as needed. I am available and have experience in health and safety. I will work to ensure that your pets are well cared for and loved until you return.
About: I have a deep love for dogs of all breeds and would be thrilled to care for your furry friend while you’re away. With a lifetime of experience as a dog owner, I currently have three Airedales. Over the years, I’ve completed numerous obedience classes with my dogs, and I’m skilled at applying that knowledge to provide quality care. I’m experienced in raising puppies, including training basic commands, potty training, and leash walking. My one-year-old is even competing in dock diving and barn hunting, which highlights my commitment to providing enriching experiences for dogs. I also have extensive experience caring for senior dogs, as my 11-year-old pup requires regular medical attention. In addition, I’m skilled in bathing and grooming, having always groomed my own dogs. I even have a grooming table, so your dog will receive top-notch care if required. As a stay-at-home mom with older adult kids and a flexible schedule, I have plenty of time to walk, play with, or house-sit for your pups with all the attention they deserve. For your peace of mind, I’ll always walk your dog on a leash. If you have a fenced yard, we can enjoy a fun game of fetch. And if your pup needs to be crated when I leave, rest assured they’ll be content and happily exhausted after all the playtime!
“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!!!”
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.
About: Welcome! My name is Darien. I have dog walking experience since 2015. I have a doggie of my own, Dobie which is poodle mixed. I will be home when you need me to check up, visit, or walk your dog. I will treat your dog like if it’s my own. I will listen to all the rules and regulations that you give me when it comes to your dog visit, walks, runs or play time. As any dog owner knows, there are few activities that excite a dog more than the chance to go on a nice, long stroll. I enjoy playing fetch, tug of war, sunbathing with the dogs or just hanging going for a run. I also love taking long walks exploring the neighborhoods. I hope your dog enjoys their time with me! My evening and weekend openings could be perfect for clients who need help after work or while they’re away or if you just need to study for school or work In Clients’ Homes: • Basic Care: Feeding, refilling water bowls, and cleaning pet areas. • Dog Walking: Taking dogs out for walks during or after cleaning sessions. • Litter Box & Cage Cleaning: Regular maintenance to keep pet areas fresh. • Companionship Visits: Spending time with pets if owners are away. • Pet-Safe Cleaning: Using non-toxic products to keep homes safe for animals. In Your Home (if you decide to offer boarding/sitting): • Overnight Stays: Hosting pets while clients travel. • Daycare Services: Keeping pets entertained while owners work. • Grooming Assistance: Brushing, light bathing, or nail trimming if comfortable.
About: Hi! While your gone away you can be sure your dog will get the love and care of a full family, we are up at 7am for a health breakfast and by 9 we’re out to hike a 1.5 mile trail full of wild life and beautiful views for your pup to see and experience. By 11 we’re back home for a bit of rest before lunch. Then comes nap time! The long walk usually tires the doggies out. After a few hrs they are up again for more playtime, usually hands on with the family, games like tug and fetch. This leads us to dinner around 6 and a bit more attention before our 8:30 bed time. Every day your pup is with us is an adventure they will be sure to enjoy just as much as the vacation your taking! My wife works from home and I walk dogs and manage the boarding 24/7. It’s always been a dream job if mine to be able to spend all day taking care of dogs and now I’m finally living that dream! I have a huge fenced in yard but the dogs will only be out there to use the bathroom. Maybe later in the day for some fetch but mostly the dogs will be inside with us. Also our morning walk is about 1-2 hrs long and that take a lot out of the dogs leaving them easy to manage most of the rest of the day.
Loving house sitters in your neighborhood
Search Results
Michelle Z.Star Sitter
“Michelle is our go-to pet sitter. She’s responsible, communicative and caring. We’re grateful for the peace-of-mind we have when we leave our pup and our home in her care.”
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.”
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.”
Emily J.
“Emily is a stellar sitter! She took care of my two dogs, fish and plants and left the house in great shape. She even cleaned! I can’t say enough good things about her, and I’m very grateful for her help!”
Suneil A.
“Neil provided updates when requested and left home tidy upon departure. Animals were in good care during the stay. ☻”
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 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!”
Ariana Y.
“She was easy going and super easy to communicate with. We received pictures and updates throughout our trip. The whole experience was great and I'm so happy my pets were able to stay in the comfort of their own home with someone who cared for them. I look forward to booking again with Ariana!”
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.”
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.”
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!”
Sydney A.
“Sydney has owned dogs since a very young age, from puppy to old age. She has also helped out family members caring for their pets when needed. She wants to connect and care for pets the moment she meets them. If you’re going to be spending time away from your furry family member(s) she is a great person to trust to get the job done.”
Linsey H.
“Linsey was awesome as always! Super easy to work with and great with our big dog - she is our reliable go to when we need a sitter.”
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!”
Susan W.
“Susan is definitely the best pet sitter available. She is an animal lover who is responsible, careful, loving and caring for all types of animals. Susan also has worked with vets and not only understands your pet needs, but can also respond appropriately in an emergency. I highly recommend her for any pet care needs. Dr. Patricia Delarosa”
Karie M.
“Absolutely thrilled with the dog-sitting experience Karie provided! Lim, our 170 lb Russian Terrier, and Putin, our 90 lb Lab, were in the best hands possible. Lim can be a gentle giant and like a big puppy, while Putin is friendly but can be a handful with his energy and he likes to steal food off any countertop or pantry. However, Karie handled them both effortlessly, making sure they were well cared for, happy, and comfortable. The communication was great throughout, and we loved getting regular updates with pictures and videos. Both dogs were treated like family—Lim had his walks and playtime, while Putin enjoyed his exercise and snuggles. We really appreciated how the sitter paid attention to their individual personalities and needs, ensuring they were both well cared for, despite their size and differing temperaments. Returning home, it was clear our dogs were relaxed and had been treated with so much love. I highly recommend this sitter to anyone looking for someone who is attentive, responsible, and loving toward dogs of all sizes. We will absolutely be using her again!”
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!!!”
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”
Darien L.
“Darien is a very reliable person who is always on time. He’s very loving and caring especially when it comes down to animals. Hes a dog whisperer, they seem to just LOVE him. He definitely will nit disappoint you.”
Nicholaus G.
“Hiring Nick was one of the best decisions I’ve made for my dog—and for my peace of mind. From day one, Nick showed an incredible level of professionalism, kindness, and genuine care for my pup. He didn’t just walk my dog, he connected with him, learned his quirks, and made every outing an adventure. He is always on time, communicates clearly, and sends updates and photos that always put a smile on my face. He’s gone above and beyond more than once such as staying a little extra when my dog seemed anxious, or bringing in a package when I was out. If you’re looking for someone who treats your dog like family, who is dependable, trustworthy, and truly loves what he does, you don’t need to look any further. Nick is hands-down the best dog walker I’ve ever had.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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 away
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 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 Jul 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 Jul 2025, there are 827 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, 86% of Winthrop Harbor house sitters respond in under an hour.
House sitters in Winthrop Harbor have an average of 19 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.
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