Pet Boarding Winthrop Harbor
Find a loving Winthrop Harbor pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 31 pet parents in Winthrop Harbor have booked pet boarding
Winthrop Harbor, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“They were absolutely amazing! I was nervous to leave my dog because he is big and has a lot of energy but he did such a good job, and they stayed in constant communication with me and sent me pictures which eased my nervousness! They are super friendly and love dogs!”
“I just picked my dog up at Norma’s and I couldn’t be any happier!! Norma sent me several pictures and videos during the week and I could tell my dog was so happy and well cared for. I was relaxed during my week away knowing my dog was in good hands! Thank you again! ????”
“My pet had spent the fantastic days in her house because I felt he didn’t want to go back home with me. I appreciated about what I could get good travel due to her care.”
“We greatly appreciated Mary & Norman. This is our first time using Rover for our friendly and energetic husky. We liked how our husky was the only dog during his stay. We did a meet and greet with Mary and Norman and knew right away that they were the perfect place for our dog. They took our husky on 4-6 walks each day and he had so much fun. We were communicated daily with updates. We had zero worries or issues with the stay and with arranging times that mutually worked for us for drop off and pick up. We can’t wait for the next visit!”
“Angela is a phenomenal pet sitter! I left Kirby in her care for two weeks while I traveled for my wedding and honeymoon and never once did I feel worried about Kirby not being loved on or well cared for. Angela sent tons of pictures of her and her family snuggling with him, playing with him, walking him, and more! I was completely at ease and will absolutely use her again should I have a need for pet care. She is truly exceptional!”
“Kelly was absolutely amazing with our dog, Quincy! Quincy has an eye condition that requires an eyedrop every night before bed, and Kelly not only administered it every night but also messaged us afterward to let us know it was done, which gave us so much peace of mind. Throughout his stay, we received plenty of photos and videos, and Quincy got to play with Kelly’s dog, Maggie, every day. Maggie is truly the sweetest little host! We would absolutely send Quincy back to Kelly’s house in the future and would highly recommend her to anyone looking for a caring, trustworthy, and attentive dog sitter!”
“Thanks to Rusty, I was at ease traveling for a few days with the dogs in his care. Rusty has a dog-friendly space indoors and out and was attentive to the dogs’ individual personality traits and needs. This was the first time I’ve left them with a sitter and both dogs responded well and appeared comfortable. It’s a huge relief to know that Rusty is available to care for my dogs if I need to be away.”
“Alyssa is amazing. She LOVES pups and takes care of them like they were her own. She cuddles them, plays with them, walks them, and does whatever you ask her to do. She is a delight to deal with, so positive and loving. I received photos, videos and puppy updates periodically every day. I highly recommend Alyssa. You’d be lucky to have her caring for your pup!”
About: My whole life I've grown up with dogs and other animals. I truly care about pets and their well being. I'm pursuing a degree in animal behavior and welfare. I also have watched family pets growing up. I'm currently without a job so I'm available to watch your animal(s) full-time, part-time, or over night if need be. I do live an apartment, but I have plenty of walking space outside, cat toys and trees for anyone with cats. I'm willing to work on a schedule if you need strict walking times or for feeding. I'm willing to train for free using reward-based training techniques and I'm willing to bathe for free if you'd like.
“Milo's stay at Stella's was great! I appreciated her honesty as he has some treat aggression. He was great with her dog Buddy and liked one of the other dogs staying but not the labradoodle. I'm grateful she was able to keep him a little later too, as our flight got back late. She sent pictures regularly and I loved seeing Milo in motion! Thank you for taking such great care of my little pup!”
“Anna, took really great care of our Golden Retriever, Beau! I was pleased the find her taking him for a walk when I called to pick him up early. We appreciate her flexibility and love for dogs!”
About: I have 4 of my own fur babies all under 20lbs. I have a fenced yard and love watching them run around and play. I live in a safe neighborhood where walks are easy and fulfilling. I have recently helped neighbors with their dogs and realized how much I enjoy playing with other dogs. I know how much it means to me when my dog sitter really pays attention to my dogs while I'm away and hope to bring that comfort to your fur baby when your away too! I'm self employed so I have a wide variety scheduling freedom. I am best with last minute or day before day care or pop in visit. Even if you just need a couple hours or quick potty pop in. A days notice is probably best for me since my schedule can change from day to day. I have a fenced in yard and 4 pups ready for play time! I have had dogs with dietary needs and medications. I enjoy playing games and teaching tricks or just cuddling.
About: As a lifelong dog lover, I’ve had the joy of raising two dogs from puppies, giving me firsthand experience with everything from potty training and basic training to the high energy and patience that young dogs require. I have been dog sitting for friends & family in Michigan & Illinois for 3 years now. In my professional life, I’m an Occupational Therapist who works with older adults. I regularly help residents safely care for and enjoy time with their beloved pets, so I’m experienced in recognizing changes in behavior, adapting to individual needs, and providing calm, attentive care. I’m also comfortable with senior dogs who may need a slower pace. Because I’m young and active, I love getting outside for walks, playtime, and adventures that help energetic dogs stay happy and engaged. Whether your pup wants a long walk, a game of fetch, or just lots of cuddles and companionship, I’ll tailor my care to their personality and routine. My goal is to treat every dog as if they were my own, so you can feel confident they’re safe, loved, and having a great time while you’re away! I work a normal 9-5 Monday-Friday. Therefore I prefer to do Friday afternoon-Sunday evening stays! This way I am available 24/7 for the pet. I have a fenced in yard (that is also dig proof). I currently have one very friendly dog who would be eager to any pups companion. My dog is allowed on furniture/in beds. We have a lot of sidewalks & trails within our neighborhood for walks. I have multiple security cameras.
“My baby boi loves going to see Tony's family and has been several times. What I love is that Thompson gets excited when we pull up as he wants to go play with his friends. I'll continue to rebook and only great things to say!”
About: As a teenager, I took care of 10 dogs, 3 cats, 4 Guinea Pigs, and a bunch of farm animals. I am in the Army and love exercise. I can take your animals on long walks and trips to the parks and getting them tired for your return home. I am timely and will never be late. I am now 27 and currently have a spoiled border collie who is ready to make some friends. I mostly have availability from Friday afternoon at 4:00 PM - Monday morning around 7:00 AM. Aside from those times, I do have lunch from 11:30 AM - 1:00 PM every day and get out of work at 3:00 PM, so I am available in the evenings and nights every night of the week. I have a fenced in yard and a friendly border collie in my back yard. I am also able to crate my dog if needed to allow your pet the freedom to roam around. I also allow the pets inside, so they will not be exposed to extreme weather unless they are going potty.
“Lorena is absolutely WONDERFUL! She will be my first choice from now on. I could tell she really loved my girl Fiona while I was away and did everything to make Fiona happy. Fiona came home happy, healthy, safe, and with a new friend. I can't thank you enough!”
“Diana was great with my retriever Penny. Wasn't sure how it would go since Penny is a rescue with separation anxiety and I've only left her once with a sitter, in my house. But Diana was super understanding and patient with her. Good sized back yard that Penny loved to run around in and play catch, and Penny seemed quite comfortable with them when I picked her up. Would absolutely board with her again.”
The median cost per night for pet boarding in Winthrop Harbor is $50
Pet parents share their Rover experiences - Winthrop Harbor
Cynthia was a great fur baby Momma; she loved on Bear more that I could have asked for; she sent updates daily with pictures or video, played with him, daily walks, etc. Five stars is not enough to say the least! Thank you Cynthia for watching Bear while on vacation and making us feel at ease!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for pet boarding - Winthrop Harbor
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winthrop Harbor average 12 repeat pet boarding clients
FAQs for Pet Boarding - Winthrop Harbor
Frequently asked questions about Rover
The average cost for Pet Boarding in Winthrop Harbor on Rover is $63.28 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 1,663 sitters on Rover for Pet Boarding in Winthrop Harbor. About 92% of Winthrop Harbor sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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