Pet Boarding Winthrop Harbor
Find a loving Winthrop Harbor pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 30 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.
“This was Finley’s first night away from us, and I was nervous, but Jennifer made me feel he would be very well cared for. She sent pictures showing him playing with the other dogs, and her daughter. I will definitely take Finley to Jennifer again.”
“Pepe came home soooo happy! He had a great time with Angela. He can't wait to go back in 3 weeks! This is the first time I've left him that he wasn't upset when he came home. Angela made me feel relieved and not worried about him being ignored or abused. Highly recommended! ⭐⭐⭐⭐⭐”
“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!”
“Churro stayed with Jordan for 9 days and she did an incredible job taking care of him. She kept us updated every day with texts, pictures and videos. Churro is only 4.5 months old and we were nervous about leaving him for so long but Jordan’s professionalism and communication eased our minds and we couldn’t be happier. Churro was very happy being with her and loves her dog, Benji. Highly recommend Jordan - she is the best!!”
“This was our first time leaving our two dogs with Jacob and Murphy and we couldn’t be happier! Jacob’s communication is always super fast and the photos he sent daily are hilarious. They even got to attend a dog birthday party while they were there, so they were able to make lots of new people friends and dog friends that afternoon. It gave us great peace of mind to know they were happy and safe and living their best lives while we were on vacation. A++ Thank you Jacob!!”
“I’m not one to write reviews but I know how important they were when I choose Debbie and her family to care for my dog. I had so many reservations and worries but after reading great reviews and then after our meet and greet I knew I had chosen the right person. Not only did Debbie and her family care for my dog but it was clear in the pictures I received daily that he was also given so much love to the point I wondered will he want to come back home lol. In addition to caring for our dog I told them due to a back injury Chanze was never leash trained and they took the time to leash train him as they went for daily walks. In every part of his care they went above and beyond what was expected. I will definitely be using Debbie and her family for our next trip. If you have any hesitation with using a complete stranger/an app to choose someone to watch your pet know your worries will quickly go away as this a wonderful family who will shower your pet with nothing but love.”
“Koka took very good care of Joy and all her needs. Joy got along well with Koka’s dogs and loved her son. I appreciated the daily feedback and pictures on how Joy was doing. I would definitely book with Koka again!”
“We wanted to express our sincere appreciation for your exceptional care of my anxious dog while we were on vacation. It was a relief knowing you kept him comfortable and safe, especially with his anxiety. We also really appreciated you keeping him separate from your cat due to my daughter's allergies – it showed a real dedication to his well-being and consideration for my family. The updates and photos you sent were so reassuring. Thanks again for going above and beyond! Will definitely take Cody back on our next vacation😊”
“April did a great job caring for my 2 chiweenies. She kept me updated with messages and pictures and was responsive to questions etc. I could tell that my dogs had a good time with her and I will definitely reach out again if I need a place for them to go in the future.”
“Our dog came home a tired and happy dog. The pictures and updates were appreciated, and made me more comfortable knowing that our dog was having a good time. We would book again at Deanne's house.”
“Our dog had another wonderful stay — truly like a little vacation! We received daily photos showing our dog happy, relaxed, and clearly enjoying her “vacation.” The communication was excellent, the home environment is warm and safe, and our dog comes back calm and content every time. We’re grateful to have found such a reliable and caring sitter.”
“Christy communicated really well. I had a family emergency at the end of Kali's stay and needed to extend her stay. Christy accommodated and wished us well. She even let me pick up Kali for a "sleep over one night since I was going through Kali withdrawal. It meant she had to get up an hour early the next day so I could drop her off again on my way back to the hospital. AMAZING team her and her daughters.”
“Highly recommend Rusty. On our meet & greet, he carefully introduced Kali to Banjo both outside and then inside to ensure no personality clashes. He asked many questions to ensure he knew Kali and her needs. On our drop off date, she immediately greated Rusty as an old friend. He took great care of Kali, sending messages & videos daily. His house and fenced yard are perfect for dogs. Kalid came home clean (even tho it rained a lot), happy, and tired! He responded quicky to our frequent txt updates on drop off & pickup times, due to traffic issues. Will book again and recommend him for your doggy care.”
“We were very happy to find Joanne and her family to care for our dog Tipper. They were very friendly and very complimentary of Tipper when we had our meet and greet. Tipper is a high energy pup and got along well with their dog Honey. Joanne sent daily updates with pictures which we appreciated. When we picked Tipper up she had all her things packed up and ready to go. We appreciated that because we were tired from our trip. We were also pleased that Tipper was tired too. This tells us she was given lots of attention and activity during her stay at Joanne’s. Tipper spent the afternoon and evening napping as we did too. We have already mentioned to Joanne that we’d like to use her again this summer. We highly recommend her as a great dog sitter!”
“Ashley and family once again made Rocco feel at home. He was spoiled with attention, and always looked happy in the regular pictures we received. Rocco tends to be anxious, but always seems comfortable in Ashley’s home.”
“Anna was fantastic with our labradoodle Ollie! She is attentive and kind. Ollie seemed so relaxed and happy to spend the weekend. We will book her again very soon!”
The median cost per night for pet boarding in Winthrop Harbor is $50
Pet parents share their Rover experiences - Winthrop Harbor
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
It's that easy! All payments are processed through Rover's secured platform
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 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 August 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 1,685 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.
Connect anywhere with the Rover app
