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.
“Mary and Norman were wonderful. They sent photo updates each day and let me know how things were going. I could tell that my dog was very comfortable with them and will definitely use them again!”
“I can’t say enough good things about Jennifer! She took wonderful care of my dog, treating them like family. I received regular updates and photos, which gave me peace of mind while I was away. My pup came home happy, relaxed, and clearly well-loved. It’s hard to find someone you can truly trust with your fur baby, but Jennifer went above and beyond. I will definitely be booking again and highly recommend her to anyone looking for a reliable and caring dog sitter!”
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 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.”
“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!”
“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😊”
“You want a second review? I already told you she was great with my dog, he had a fun time with her dogs and since he was recently adopted I was worried how he would do. He was fine when I picked him up!”
“My pup has gone to Donna now multiple times and has had a blast! She’s well taken care of and loved like no other during her stays. I wouldn’t trust anyone else with my pup, especially for an extended period of time.”
“Absolutely lovely working with Angela on taking care of our pup, Izzy. She was super helpful in meeting before our first time leaving Izzy with her and giving her time to get used to her place and other dogs. Butterscotch and Lucky are super sweet and I think Izzy really loved having some buddies to spend time with! Would definitely recommend.”
“Valeria is a wonderful dog sitter! She picked up my dog from my cousin’s house nearby and had him while we were traveling overseas. She sent photos of him inside, on walks, and playing. At least 3 a day. She had very specific questions about him and asked permission for types of treats. She was always available to message back and forth about my dog and was very clear about how he spent his days. My dog looked very happy and very well cared-for at her house. I definitely recommend Valeria and will absolutely re-book with her!”
“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”
“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.”
“Diamond was a life saver. This was my first time using rover and it was a last minute need! She scheduled a meet and greet and then took Gunter the next day for the weekend. She sent pictures of him throughout the weekend so I knew he was in safe hands. I will definitely recommend and use her services again in the future.”
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!
“Sammy and Rico had a great time and felt at home! Id highly recommend boarding your dog or dogs with Stella. She gave regular updates with pics. Of the boys. Greatly appreciated that! Thank you”
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
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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 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.
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