Dog Boarding in Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Winnetka dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“I appreciated Melisa and Alexis daily review and they followed my pet’s routine. He was a bit nervous as it was his first time boarding but they kept on sending me pictures and updates every few hours. I appreciated that they let me know about his anxiety his first night, with restless sleep and offered to correct what was causing his anxiety which worked the 2nd night. He slept better and I really appreciated their proactiveness with it. I am at ease now knowing that I found a loving family to take care of my lil Cinco when I need it. Thank you so much Melisa and Alexis.”


“Renata was fantastic! She took such wonderful care of our needy senior dogs. I was so nervous to leave our dogs with anyone but she was so kind and responsive, sent pictures and updates. Will definitely be having our dogs back with her in the future!”


“Melissa & Christopher are exceptional! Our dogs loved their house and they sent video & photos all week playing with them and snuggling them! The dogs had so much fun in their big back yard and they took them on lots of walks. They both work from home so the dogs really enjoyed the 24/7 company. We can’t wait to book with them again!”


“We are so lucky to found Tomoko and her family for our dog Pippi. We were worried at first because this was our first time leaving Pippi for vacation. But we were able to enjoy our vacation after seeing pictures and videos of Pippi. She was enjoying her own vacation at Tomoko’s house ?. Thank you so much for taking care of Pippi. ❤️”


“Ori is always fantastic, always so great with us and with Nova, and Nova comes home happy and exhausted from all the play and couldn't be happier with our multiple stays with her. We moved, farther away, but always choose Ori watch our Nova when we have to go out of town”


About: I studied pet nursing in college and this is my special interest, I have lived and worked with dogs and cats for many years, so I can guarantee that I can provide the best service for your little furries, apart from being a puppy. Dogs are either adults, kittens or adults🐾🥹🌱 I'll help you keep your pet happy when you're away.☺️💕 I love to spend all day and time with your furry friend It gives me a good feeling and calms me down🥺🌱 Thank you for your trust I can take care of your friend at your home, and because I studied nursing, I can provide professional care and behavior and help you with your diet.

“Gaya was awesome! My dogs are a lot to handle but she met us before hand and she felt confident she could watch them for us. Very professional and communicative throught the whole process. Thank you so much for watching my hell hounds <3”


“Almira went above and beyond in caring for our dog, Rocky! It was clear she treated him like a member of her own family. She provided regular updates, tons of love, and made sure he felt completely at home. Knowing he was in such kind and capable hands gave us total peace of mind. I’m so grateful for her and wouldn’t hesitate to book with her again. Highly recommend!”


“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! 😊”


About: I’m a dog lover and I’ve taken care of dogs since I was 16. I am comfortable walking both large breed dogs and small breeds. I also have an SUV and will be easily able to transport your dog if needed. I work from home full-time and will always be there to care for your pup small or large! I work full time from home and have a very flexible schedule. I am able to fit dog walks and pet care into my day and frequently go on lunch time walks myself. I do not currently have any pets at my home, your dog would receive my sole focus, attention, and care. I live in an apartment building with fenced in pet friendly stations and have a balcony that your pet would be able to enjoy.

“Samantha took such wonderful care of Elias, he didn't even want to come home! He was happy, healthy, and so well-loved. I hope Samantha is always available to care for him when I have to go out of town. She's like his second mama. I might have to take off for a weekend just he can go back and visit!”


“Armando was great with boarding my two pit mixes last minute and was very communicative throughout the stay. He was also flexible when extending the stay and gave prompt updates. I would definitely entrust him with my dogs again!”


“Yana was amazing, very easy to communicate with and responsive. She provided constant photo and video updates. Some of the best pics of our dog actually! Would highly recommend to anyone!”


“Beray did a wonderful job boarding my dog Mabel. She was very communicative, followed all of my care instructions, updated me with photos often and is very easy to work with. I would definitely have her board my dog again.”


“Dane was very accommodating with our schedule and last minute changes. We felt very comfortable leaving our babies with him and his family. We would love to use them in the future.”


“Thank you Linh for taking such great care of our fur baby. It’s always a little hard going on vacation without our pup, but Linh’s regular updates with photos and videos made it much easier. Knowing that our dog gets regular walks, has a large fenced in yard to stretch her legs if she needs it, and is with a true dog lover makes it easier to enjoy our vacation. Thank you Linh, looks like you might be seeing a lot more of Nala in the future.”


“Van and Austin were wonderful! They gave us a lot of photo updates and did lots of activities to keep our dog busy. They were super responsive and our dog had a great time staying with them.”


“Wonderful experience. Both my pups had a great time. Recieved lots of pics, great communication, and they were sent home with some stuffies to remember their time with Ko. Would be happy to rebook :) Thank you Joseph!”

Loving dog boarding sitters in your neighborhood
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Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Alexis & Melisa L.

“I appreciated Melisa and Alexis daily review and they followed my pet’s routine. He was a bit nervous as it was his first time boarding but they kept on sending me pictures and updates every few hours. I appreciated that they let me know about his anxiety his first night, with restless sleep and offered to correct what was causing his anxiety which worked the 2nd night. He slept better and I really appreciated their proactiveness with it. I am at ease now knowing that I found a loving family to take care of my lil Cinco when I need it. Thank you so much Melisa and Alexis.”


Renata P.

“Renata was fantastic! She took such wonderful care of our needy senior dogs. I was so nervous to leave our dogs with anyone but she was so kind and responsive, sent pictures and updates. Will definitely be having our dogs back with her in the future!”


Melissa & Christopher M.

“Melissa & Christopher are exceptional! Our dogs loved their house and they sent video & photos all week playing with them and snuggling them! The dogs had so much fun in their big back yard and they took them on lots of walks. They both work from home so the dogs really enjoyed the 24/7 company. We can’t wait to book with them again!”


Kalani D.


“We are so lucky to found Tomoko and her family for our dog Pippi. We were worried at first because this was our first time leaving Pippi for vacation. But we were able to enjoy our vacation after seeing pictures and videos of Pippi. She was enjoying her own vacation at Tomoko’s house ?. Thank you so much for taking care of Pippi. ❤️”


Ori R.

“Ori is always fantastic, always so great with us and with Nova, and Nova comes home happy and exhausted from all the play and couldn't be happier with our multiple stays with her. We moved, farther away, but always choose Ori watch our Nova when we have to go out of town”


Kiyarash H.
“Kiarash is very kind he has years of experience in caring for pets and you can safely entrust your furry friend to him 💕 😍”


Mariia V.

“Mariia was so good with my Dog and told me to bring her back! She was available and super nice! I’ll definitely use her again. Great with dogs!”


Gaya W.

“Gaya was awesome! My dogs are a lot to handle but she met us before hand and she felt confident she could watch them for us. Very professional and communicative throught the whole process. Thank you so much for watching my hell hounds <3”


Annabelle & Ben A.

“Annabelle and Ben were absolutely great. They sent pics of Adam everyday and he really enjoyed his boarding. I couldn't have asked for more. Highly recommend. Jacob and Adam”


Almira L.

“Almira went above and beyond in caring for our dog, Rocky! It was clear she treated him like a member of her own family. She provided regular updates, tons of love, and made sure he felt completely at home. Knowing he was in such kind and capable hands gave us total peace of mind. I’m so grateful for her and wouldn’t hesitate to book with her again. Highly recommend!”


Marcela A.

“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! 😊”


Anita P.
“Anita is amazing! From the beginning you can tell she loves dogs. She is great at communicating and always gives me plenty of updates and even sends an occasional picture too. She treats my dog as if it were her own. I feel comfortable knowing that my dog is in the right hands.”


SAMANTHA M.

“Samantha took such wonderful care of Elias, he didn't even want to come home! He was happy, healthy, and so well-loved. I hope Samantha is always available to care for him when I have to go out of town. She's like his second mama. I might have to take off for a weekend just he can go back and visit!”


Armando F.

“Armando was great with boarding my two pit mixes last minute and was very communicative throughout the stay. He was also flexible when extending the stay and gave prompt updates. I would definitely entrust him with my dogs again!”


Yana S.

“Yana was amazing, very easy to communicate with and responsive. She provided constant photo and video updates. Some of the best pics of our dog actually! Would highly recommend to anyone!”


Beray Z.

“Beray did a wonderful job boarding my dog Mabel. She was very communicative, followed all of my care instructions, updated me with photos often and is very easy to work with. I would definitely have her board my dog again.”


Dane M.

“Dane was very accommodating with our schedule and last minute changes. We felt very comfortable leaving our babies with him and his family. We would love to use them in the future.”


Linh T.

“Thank you Linh for taking such great care of our fur baby. It’s always a little hard going on vacation without our pup, but Linh’s regular updates with photos and videos made it much easier. Knowing that our dog gets regular walks, has a large fenced in yard to stretch her legs if she needs it, and is with a true dog lover makes it easier to enjoy our vacation. Thank you Linh, looks like you might be seeing a lot more of Nala in the future.”


Van & Austin H.

“Van and Austin were wonderful! They gave us a lot of photo updates and did lots of activities to keep our dog busy. They were super responsive and our dog had a great time staying with them.”


Joseph H.

“Wonderful experience. Both my pups had a great time. Recieved lots of pics, great communication, and they were sent home with some stuffies to remember their time with Ko. Would be happy to rebook :) Thank you Joseph!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winnetka is $63 per night, including service fees. Boarding your dog for one week typically costs $441. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winnetka dog boarding rates can be found as low as $26 to as high as $72 per night.
As of Aug 2025, 7,134 sitters provided dog boarding in Winnetka. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Winnetka dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnetka have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winnetka.
Rover makes it easy to find Winnetka dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 7,134 dog boarding sitters in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 93% of sitters offer daily exercise, 93% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
