Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winnetka, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Ella is outstanding! We've used her consistently over the past few years and always have the utmost confidence in her and know that Kona is receiving love and care that matches our own! I'd give her 10 stars if I could.”
“Andrea was amazing!! Couldn't recommend her higher. She took great care of my beagle, Theo, and welcomed him into their home with open arms. Looking forward to the next time I'm in need of Andrea's services. Thanks again for taking care of Theo!!”
“Noor and her family did a wonderful job with our cat Tabby while we were on vacation! She sent us frequent updates about how Tabby was doing and made a great effort to become friends with her. Definitely would book with them again, and would recommend!”
“This was Penny’s second stay with Tatiana. She is always professional, thoughtful, and responsive. She is great with our older girl, who is a little slower than she used to be and needs a little TLC. PS - thanks for all the belly rubs! Love the daily updates and photos! Thanks again for taking such great care of Penny. Will not hesitate to book again!”
“Sophie and Sean did such an amazing job taking care of our 4-year old pup. We could tell from the first day that our dog was very comfortable in their home and Sophie was so accommodating and communicated extremely well!”
“Rebeca did an outstanding job with our nervous puppy. She was very patient with his puppy energy even as our dog unfortunately was not very well behaved. Rebeca did a great job keeping us up to date on everything going on and sent us lots of pictures. I would highly recommend for anyone needing dog watching services.”
“Sarah was SO GREAT with our two little dogs!!! She sent pictures and videos every day while we were away, and little notes about how they were doing- the good and the bad, when one of our dogs decided that her plant was a perfect place to sit. :) THANK YOU SARAH and we look forward to trusting you with our little ones again when we need you!!!”
“Sonya was great with my Havanese Chewie! The past dog sitters we've tried Chewie seemed really stress out afterwards. But not with Sonya! He seemed very comfortable with her and loved her kids. Happy to have found someone that works well with my dog and look forward to having her watch him in the future.”
About: I have been dog sitting for several years now. I can administer oral medicine if needed. I am at home most of the time and give potty breaks pretty often, especially to puppies in training. I am a stay at home mom so I am free most of the time. My schedule is flexible. I am able to accommodate most of the times requested. However, please schedule drop off/ pick up within an hour range when possible. I have two friendly dogs who love to socialize and play. I usually don’t crate pets unless specifically requested. If weather permits I give the pets more time outside.
“Daisy had a great time with Vladimir and Laura over Thanksgiving! They were so attentive, communicative, and genuinely kind, and I felt at ease knowing she was in great hands. Highly recommend!”
“Bridget was incredibly accommodating and I was at ease knowing Baylor was in her care while I was away. She sent cute picture updates and kept me in the loop about how he was doing. Baylor has allergies and she administered all of his meds. When I picked him up, he looked so happy and healthy. 10/10 recommend Bridget! She’s awesome. I will be bringing Baylor back.”
“Thomas and Kelly were super communicative and were able to accommodate my request on short notice. I got daily photos updates and I can tell she was in great hands. Thank you both for taking care of Emery!”
“Alexis has fantastic reviews and for good reason. She was accommodating and professional. The dogs loved her and she even helped us out in a jam by picking our dogs up for us. I can’t wait to utilize her services again when we are in town next.”
“Debbie is the best!! We only wish we would have found her sooner! Debbie made our anxious terrier mix immediately comfortable and sent many photos and videos throughout his stay. She accommodated his need to be the only dog and was a fantastic communicator. She has a lovely home and fenced in backyard and absolutely pampered our little guy! We would wholeheartedly recommend her without hesitation!”
“Sidney and Ella took care of our golden retriever for 12 days. They did a great job and kept us updated with photos and videos. Our dog had a blast socializing with the other dogs under their care as well. I highly recommend them!”
The median cost per night for dog boarding in Winnetka is $50
Dog parents share their Rover experiences - Winnetka
Our dog absolutely loved his stay with Andrea and her family. We are a couple days out from him returning and he seems like he’s still missing his time there. You can tell Andrea and her kids care for the dogs. They have a secure fenced in backyard and it seems like our dog got to enjoy some time outdoors. We loved the updates and cute pictures she sent. We will use her again in the future. Thank you!
We used to leave our dog at a large dog boarding place when traveling, and she would be grouped with so many different dogs that I can tell she was traumatized and often took days to be back to her normal carefree self (and she would have dog drooling all over her). This time under Nancyanne’s care our dog was able to stick to a routine similar to at home, and I can tell she was quite comfortable and after 9 days it was seamless that her demeanor was like she never left home. We would happily recommend Nancyanne to anyone who needs help.
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 dog boarding
1. Search
Browse profiles of sitters near you who offer dog 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 dog boarding - Winnetka
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winnetka average 10 repeat dog boarding clients
FAQs for Dog Boarding - Winnetka
Frequently asked questions about Rover
As of November 2026, there are 5,010 sitters on Rover offering Dog Boarding across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.
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.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Winnetka can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winnetka. On Rover:
- 87% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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 IL 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
Connect anywhere with the Rover app
