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.
“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!”

“Norm and Mary watched our golden retriever over the weekend and really made us feel comfortable with his first Rover experience. If we need someone to watch him again they are our first choice! Made the transition from our home to theirs seamless as possible for Kobe. Thanks!”

“Absolutely awesome! They obviously love animals. My girls had a wonderful time visiting Francine and Bob. This was the first time I left them at a sitter’s house. They sent photos of my girls having fun. That put my mind at ease. I definitely will use them again!”

“Megan took wonderful care of my 8‑month‑old golden retriever during his very first 5‑day boarding stay. She kept me updated every day with pictures and videos, which gave me so much peace of mind while I was away. He was clearly happy, safe, and well cared for. I’m very happy with her service and will definitely recommend her and book with her again.”

“River watched my dog for the day while I had an event to go to! She did phenomenal with Luna and always kept me up to date on what was happening. Such the cutest pictures of my bean. Highly recommend and will make sure to be coming back 💕”

“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.”

About: I have cared for dogs from shelters as well as senior dogs. Now I have a puppy who is 2 years old! I am pretty consistent with giving walks, play time, bathroom breaks, and meals. I also offer transportation services! I have quite a lot of free time as a full time nursing student! I’m outside everyday with my dog! I would love to find some doggy friends for my pup! I have a fenced back yard and a playful friendly dog to keep them company. The house is also dog proof! Dogs are absolutely welcomed indoors! I also have access to a number of outdoor fields for the dogs to play, a beach, dog play areas and more!

“Angela and Dave took great care of our girl Ivy! The updates and videos were really helpful knowing that she adjusted well and was having a great time playing with Honey. Highly recommend!”

“I highly recommend Rusty. Benny stayed with him while I was away, and I couldn’t have been happier with the care he provided. He sent me pictures and updates every day, which gave me a lot of peace of mind. I was especially nervous because Benny has a history of resource guarding, but he handled him very well and everything went smoothly. Benny was well cared for, safe, and happy during his stay. I would def trust him to watch Benny again.”

“We only needed to book one night with Christy, but she still sent an update with a pic...and took our Temo for a little car ride! We appreciated her flexibility with drop-off/pick-up. We would recommend her, and would utilize her services again.”
About: Hi there! My name is Jamie and I am a very active dog lover!! I love taking dogs for walks and runs, playing fetch, playing tug-of-war, and playing any other kinds of games that your dog may enjoy! I have 3 years of paid experience in caring for both dogs and cats. I love spending time with furry friends and will make sure that I take care of your pet as if it were my own! My husband and I have two English Cream Retrievers and we love them more than anything in the world! I know that puppies, dogs, and all other animals require a lot of time and attention, and I am more than willing to provide the care that they need! My husband and I are both Firefighter/Paramedics, and know first-hand how difficult and anxiety provoking finding a reliable pet sitter can be. I am committed to walking your furry friend when needed, dropping in to visit them while you are away for the day, and we are open to hosting your furry friend in our home if you need extended care. We have a small, fenced in backyard where your furry friends can play with ours, and we live near the lake so extended walks are always available!! I look forward to hearing from you and meeting you and your fur-babies!! I am a Firefighter/Paramedic and work a rotating schedule. I know my schedule in advance, so scheduling should not be an issue! If we are boarding your dog in our home, someone is almost always home between my husband and I! We also walk our own dogs daily, so we are used to daily walks and exercise! If your fur-baby is spending time at my house, I have two very loving and playful doggos that can keep your dog company! I live near the lake, so there are plenty of places to walk and explore! I am also willing to take your dog to the dog park at Pets Park if that is something your dog would like! I am very active, so long walks/runs are not an issue!

“Heidi was great! She took good care of our pup while we were on vacation and would not hesitate to use her services again. Great communications while we were away along with photos every day to show us how things were going. If you need a reliable home from home for your dog be sure to contact Heidi, you will be glad you did!”

“Kelsey treated our Pug Millie with so much care and attention daily. Sent photos of their daily adventures together and pampered her with cozy blanket laden sofa resting after her long walks. Amazing care”


“Tony was great with Archie. He sent photos and videos which I really liked to see. Archie looked like he really enjoyed himself. Would highly recommend Tony. Thanks again for having Archie in your home”

“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!”

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 Rover works
1. Search
Browse profiles of sitters near you who offer pet boarding2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winthrop Harbor sitters!Sitters in Winthrop Harbor average 12 repeat pet boarding clients
FAQs for Dog 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 July 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 1,713 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.





