Pet Boarding Winthrop Harbor
Find a loving Winthrop Harbor pet sitter to watch your cat or dog overnight at your sitter’s home.

Over 33 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.
“We were really happy with our decision to have Monica care for our two dogs during a weekend away. She was super responsive, flexible, and accommodating and it was obvious she loves animals and took very good care of them. Her house is very clean with lots of places for the dogs to relax, and her fenced backyard was perfect for playtime. Highly recommend!”


About: My husband I both grew up with golden retrievers and have a soft spot for them. When I was first out on my own and bought my first home, I rescued a pit bull and she was with me until she passed. My husband, sons and I are all dog lovers and would love to welcome your dog into our home. My husband is home full time and I work from home and we are anxious to care for your pet! We have 2 sons - ages 6 and 10, so kid-friendly dogs are a must. We are available any day of the week at any time, unless we have something specific planned (which is not often). Please feel free to ask about specific dates and times and I will be sure to add you to my calendar! My husband is home full time and I work from home so we have ample amounts of time to care for your pet. My 2 sons LOVE dogs and love to play and take dogs on walks. Our yard is unfenced, per our HOA rules so your pet will always be on a leash for potty breaks and walks around the neighborhood. Pets are free to explore the entire home and will not be crated or gated, unless a crate is provided and requested.
“Melissa was absolutely amazing!! She always kept us updated. Max and Olive had the best time! She treated ours like they were her own! Definitely using again in the future! We had peace of mind being away knowing that our babies were in good hands!!”

“Tommy and Julie were great. They watched my two dogs for six days and provided me with updates and videos multiple times per day. It was clear my boys were safe, happy, and loved while there. Will definitely be working with Tommy and Julie in the future when I have to leave town!”

About: I’m the most patient person when it comes to animals! I have two dogs of my own, Luna my Pug & Chopper my German Shepherd/Husky! I also have a bunny, Twix. I love training them to do new tricks as well as spending every possible second with them whether it’s blowing bubbles for them or cuddling on the couch watching Bluey! I currently do not work so I’m able to watch dogs all day, everyday! I love spending all the time in the world with my animals. I have a fenced yard as well as two super sweet babies to keep your pup company! I also have many toys and activities to do with the dogs.
“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.”

“Judy was incredible! She sent pictures everyday. We have never left our dog with anyone but family so we were super nervous. She did a wonderful job taking care of our dog. We will be sure to use her again if needed!”

“Michael took great care of our sweet 11-yo dog, Jenny! This was our first time using Rover and Michael made it a great experience. Jenny was happy and we received many photos while we were gone. Thank you!”

“Miranda was SUCH a godsend! As soon as I met her, I knew my pooch was in good hands. She was wonderful about communication and also sent me updates which really helped me not to worry. I would 1000% go with Miranda again to take care of my dog!”

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 have over 15 years of experience caring for dogs from a variety of backgrounds, and I’m excited to bring that experience to Rover. I provide loving, personalized in-home daycare and boarding in Spring Grove, IL. I only care for one family’s dog(s) at a time, so your pup gets my full attention, plenty of love, and a comfortable home environment. I have a large fenced in backyard. I currently own a 4 month old golden retriever and a 15 year old beagle mix. I can provide care to puppies and medically complicated dogs as well. ❤️ I currently own a 4-month-old female Golden Retriever and a 15-year-old Beagle mix. I also have 3 children and work from home, so I am home throughout the day and able to provide plenty of attention, supervision, and care. I have a large, fully fenced-in backyard where dogs can safely play and explore. I also have a large indoor pen available if needed, along with plenty of toys and chews. I only care for one family's dog(s) at a time, allowing me to provide more personalized attention and supervision.

“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.”

“This is our second time having Monica dog-sit & we will absolutely be returning customers! My dog has severe separation anxiety/ cant be left alone & Monica has been so accommodating & awesome about it!”

“Danielle was perfect! She was great with communications from the initial request up to pickup time. We were confident our pup was in great hands! We highly recommend Danielle and look forward to working with her again!”

“Melody was fabulous. Can’t say enough great things about her. She sent multiple pics and kept us updated. Our pup was very happy and quite thrilled to stay with her! Would recommend to anyone:)”
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 on Rover is $67 per night as of October 2026. Most bookings cost between $33 and $101 per night. 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 1,644 sitters on Rover for Pet Boarding in Winthrop Harbor. About 91% 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 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 , 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 .
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 .
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.
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, means our team will work with you to find a suitable replacement as quickly as possible.





