Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 514 pet parents in Winnetka have booked dog boarding
Winnetka, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Patricia was extremely attentive and caring for my dog Toffee as if she was her own. I usually don’t travel because of my senior dog and her needs but Patricia really put all of that to ease. Highly recommend her and would definitely re-book!”
“Marcella is awesome she is a very caring and nurturing individual! She is really great with animals. I will definitely be using her in the future for all my animals! Thank you so much Marcella! 😊”
“My senior dog was really well taken care of by Alexis and Melisa. I loved that they sent me photos several times a day and kept us updated with meals and daily activities.”
“When I picked my dog up, he was happy, relaxed, and clearly well cared for. I would absolutely trust them again and highly recommend their services to anyone looking for a reliable and loving pet sitter.”
“This was my pup’s first stay with Ori but I know it won’t be the last. She came home tired and happy. Ori has such a nice set-up for the dogs, lots of stimulation and engagement! And she sent sweet updates and photos while I was away. Lyric says “thank-you!””
“Our dogs stayed with Annabelle & Ben for one night as a trial before our longer, upcoming trip. Everything went really smoothly and we appreciated their communication with frequent updates and pictures on how they were doing.”
“Our dog was happy, so we were happy to see our pet satisfied! Thank you so much, Sonia. Hope to see soon! Definitely I will advise to choose Sonia as a sitter for your pet!”
“My dog literally jumped into his arms the moment they met. He's a natural. He was patient and understanding with my fears of leaving my boy with someone new. I was able to see his yard and where he would play and Cosmo had a great time. He was also kind enough to send pictures and videos. I will feel safe with leaving Cosmo in his care in the future”
“Monica is just great, and maintenance excellent communication with regular photo updates. This is the second time we leave our beagle pup with her, this time for a full week and she took such great care of him. She even got him a special Christmas doggy treat!! Thank you again Monica and see you soon!”
“Hayley and Arthur are very dedicated, professional and above all, they really love dogs! They understand animals and their needs. They have 2 dogs of their own and they were very attentive to properly introduce them to our pups. Beside having access to a large, safe backyard, our pups were taken for walks and offered plenty of attention. Hayley was so kind to take the time to send us daily updates as well as pictures and videos. It was so obvious that both Vanilla and Riley, our pups, were having a blast in their home! We are grateful to have found them, and we highly recommend their services.❤️”
“Rachel and Preston sent daily videos/pics and updates and took great care of Moki. He even received a Christmas plushie during his stay over the holidays. Thank you!!”
“We loved Susan. This was my first time leaving my newly adopted senior chihuahua (as well as using Rover). Susan made me feel comfortable with the entire process. Warm, lovely, professional, and very responsive. She'll be our go-to sitter from now on!”
“Van and Austin were everything we could ask for in caretakers for our George (55lb Vizsla). They were transparent, attentive, communicative, and caring with both us and George, and they provided the necessary balance of exercise and relaxation that an active dog needs. Will 10/10 be contacting them again for help in the future!”
“Love the attention Phil and Lauren gave Bailey. Taking her for walks, giving her treats and scratching her butt like she enjoys. They treated her like she was part of their family. Texting me photos of her off and on during her stay which made me feel comfortable. I will definitely use them again.”
“We couldn't be more thrilled with our furry gal's stays at Dana's house! Our dog Scout needed a safe and fun place to stay, and Dana was always incredibly accommodating to our needs. She was very warm, understanding, and patient when discussing Scout's stay with her (we had a landlord issue - yikes) and made sure to help us out! We received many pictures of Scout so we could see how comfy she was while she was hanging out with all her dog pals. She even got Scout to eat well for her, something we have been working on since we adopted her! Pick ups and drop offs are super smooth as well, which is always appreciated. I highly recommend giving Dana's house a try, as she has created a special little haven to make sure the dogs have plenty of space to mingle or relax if they choose. It's truly a home away from home for when we have to be away from our furry family member and we will definitely be back!”
“This family is great! The price is affordable and they live in a cute, friendly home that was perfect for my pup over Thanksgiving. They sent photos as much as I wanted, they allowed me to come a little bit later for pick up because my flights were delayed, and my pup came back to me tired and happy. I would definitely recommend and I will be using them again! Thank you!”
“I would definitely recommend Louella for your dog sitting! She is professional and she was always quick to respond and ask questions. She sent regular detailed updates of our pup and videos of him. He came home very satisfied and happy! Can't ask for more than that.”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
Cedric and his family cared for my little one on a last minutes notice and I couldn’t be more pleased that I found them. They cared for my Malibu for 5 days and I was at ease the entire time. Cedric was kind enough to send me pics and videos updating me on how she was doing and it really put me at ease. This is the first time I’ve been away from her for that long so I was a little apprehensive but it went really well. They were also really accommodating with my last-minute changes and I couldn’t be more appreciative for that. Malibu had a great stay, she will definitely be back!
Maryam , was absolutely great. She did a great job caring for my dog Bentley. She was very friendly, great communication, very sweet girl. I trusted her with my pet, She was very detailed about asking questions and to make sure my dog was cared for good and got plenty and enough exercise and playtime I was very grateful. I recommend her and I would definitely book with her again.
Ori was amazing! She had great communication, accommodated my schedule, and provided a safe, comfortable environment for my two fur babies. I have a senior dog who can get anxious, but he did great with her, which gave me so much peace of mind. She also sent photos and updates throughout the day, and I really appreciated knowing how they were doing. I highly recommend her and would absolutely book with her again! 🐾💕
Louella took care of my 8-month-old puppy for 9 days, and I could not be more grateful for the level of love, attention, and professionalism she showed. From the moment I dropped him off, I felt completely at ease knowing he was in the best hands. She sent daily updates with photos, videos, and texts showing how happy, relaxed, and well cared for he was. It was clear he felt right at home with her. Seeing him play, cuddle, and explore with that big puppy smile made the time apart so much easier. Louella treated my pup as if he were her own, and that kind of care is rare. When I picked him up, he was his joyful self, and it was obvious he had an amazing time. I highly recommend Louella to anyone looking for someone trustworthy, attentive, and genuinely loving. She is a true gem, and I will gladly book with her again.
Mariia, & her family were amazing! We couldn’t have asked for a better dog sitter! She took amazing care of both of our dogs, communicating every day with pictures and how they were making themselves at home:) especially being knowledgeable with having a senior dog out Max. (16yrs old) Knowing they were in such caring hands gave us complete peace of mind. We came home to two happy pups and are so grateful. We highly recommend her!
My rescue Charlie is by my side wherever I go and I get a bit nervous when I leave her with anyone else. However, Janiece made Charlie feel right at home and you can tell she is truly a dog lover. Charlie was free to roam her home and yard and this was important for my dog to feel comfortable. I highly recommend Janiece.
Cynthia was so enthusiastic about caring for Willy and wasn’t worried about his medication requirements (including applying eye ointment) at all. Willy - who is a pro with Rover stays - seems to have taken on this new family with ease. We will definitely use Cynthia’s service in the future.
We needed a sitter on short notice. Dana responded quickly and we had our Sweetie Pie's sleepover booked. Got picture updates and the dog came home totally relaxed and happy. Definitely can recommend her. Super easy to communicate with and answered my questions right away. Thanks Dana.
Found my dog’s new sitter! I felt at ease on my trip because I felt I can trust Armando, he is attentive and kind! Booking with Armando was easy and he responded very quickly. His open availability is a huge plus and my dog looked happy when I picked him up so I know he had a fun filled weekend :D
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 dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Winnetka sitters!Sitters in Winnetka average 10 repeat dog boarding clients
FAQs for Dog Boarding - Winnetka
Frequently asked questions about Rover
The average cost for Dog Boarding in Winnetka on Rover is $53.39 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Boarding. For more information on service fees, click here .
As of June 2026, there are 8,086 sitters on Rover offering Dog Boarding across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
94% of Winnetka sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winnetka landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winnetka home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winnetka.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winnetka sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 CA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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