Pet Boarding Winthrop Harbor
Find a loving Winthrop Harbor pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 34 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.
“Deidre was able to take our labradoodle on short notice, on a holiday weekend, and then was able to extend his stay when we needed it. Very friendly, very flexible, very acommodating. thank you!”
“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.”
About: I’ve taken care of many dogs large and small. I worked at a veterinarian throughout college for 5 years. I provide unique care, a warm heart and a genuine love for dogs. Your pets will soon feel like my own. I know how stressful it is to leave your pets while you are away or busy. Rest assured your pets will not only be safe but also happy! I provide updates as much as you would like and want your pup to feel comfortable while you are away. I work for home 3 days a week and will be available to spend time with your dog as much or as little as you would like. I have a large yard for your dog to play and a nice neighborhood for daily walks. I do not have any pets of my own but will be happy to take your dog out to play. Your pet becomes my pet for their short stay. Just share with me your rules and we will be good to go!
About: I’ve been around and caring for dogs for over 15 years and genuinely love being around them. I also went to dog grooming school and am certified in dog CPR, so I have experience safely handling all different breeds, sizes, ages, and personalities. I’m comfortable with everything from big energetic dogs to little ones and seniors who need some extra patience. I’ll always treat your dog like I would my own and make sure they’re safe, happy, and getting plenty of attention! I currently have a flexible schedule and plenty of availability throughout the week. I love being active and spending time with animals, so pet care fits naturally into my routine. I’m happy to work around your pets normal schedule whenever possible. Making sure your pet feels safe and comfortable is always my first priority. My training at Midwest School of Dog Grooming taught me proper handling and safety techniques for dogs of all sizes and personalities. I’ve also attended dog safety seminars and am dog CPR certified. I’ll respect your pets routine, your home, and any specific instructions you leave for me
“At my first meeting with Jill, she was organized, professional and caring about meeting our needs. It eased my concerns about leaving my dog with a stranger. From the photos Jill texted me throughout our trip, it was obvious that Zoey was having the time of her life playing with the other dogs! Jill clearly pampered and enjoyed Zoey, and I highly recommend Jill as a dog sitter.”
“We were last minute, and new customer for her. She handled us, and our pups perfectly! Plenty of pics/updates on how they were doing. We’ve been through a few sitters on here, and Alicia ranks right up there with the best. Thank you.”
“We hired Judith to watch my 12 year old dog in her home. My dog seemed to really enjoy her stay and I felt very comfortable leaving my dog with her. Judith provided twice a day updates which I really enjoyed! She verified with me before I left that twice a day updates would be appropriate which I appreciated too. I would definitely recommend Judith! You can really tell she genuinely cares about dogs. :)”
“JoAnne was fantastic! One of my dogs had to see the vet while we were gone. JoAnne took her and administered medication without a second thought! My dogs had a fantastic time and we will definitely use her again!!”
“Monica watched our little Nico for 6 days. Everything ran smoothly and she was great about sending pics and updates. Will use Monica again in the future and recommend her to others as well.”
“We needed a sitter for Coco and was able to connect with Shari very easily and quickly. Easy meet up to meet Coco and a few days later we were off. Very communicative during our trip and even sent pictures and videos of the fun we were having!! Coco had a blast and it was super easy and comfortable with Shari!! Thanks!”
“Our dogs had a great time with Jill. We are so happy with how well Jill cared for our two dogs and genuinely loved having them at her home. Jill was very communicative and friendly along with sending us frequent pics while we were able. We couldn’t be more appreciative to have felt so ease while we were away and could tell our dogs were in good hands.”
About: I’ve owned and taken care of dogs for over 30 years. Currently am a dog dad of a sweetheart 3 year old tri-color pitbull named Seven. We love to go on longboard skateboard rides on the lake bluff bike bath everyday. I currently work full time driving. Which allows me to get home multiple times a times per day and night to provide the best care Animals are very important to me and I always give my dog the best care and exercise possible. From multiple walks/skateboard rides per day, to always having water available and feeding at the proper time. I have even started using alcohol free wipes on dog paws before coming back inside
“Ewa doesn’t disappoint! Olive loved her stay and feels so at home with Ewa. She loves the big fenced yard and all the attention and playtime, and I love getting all the updates, photos and videos. Ewa was flexible in allowing me to extend Olive’s stay as I was recovering from surgery. I really appreciated that. I’m so blessed and thankful to have such a wonderful environment and sitter for Olive!”
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.
How to book pet boarding
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 Pet Boarding - Winthrop Harbor
Frequently asked questions about Rover
The average cost of Pet Boarding in Winthrop Harbor is $68 per night as of November 2026. Most bookings cost between $33 and $101 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 1,645 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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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