Dog Sitting in Winona
Book a Winona dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winona dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Ajia was wonderful! We love her! She sent updates and pictures. She followed our instructions and requests. She did exactly what we wanted and more. We will definitely ask her back. She’s our new cat sitter. 🐱”


About: Growing up, we always had animals in the house! I enjoy being around them, & giving them back the love & care they so selfishly show to us. I would LOVE to take care of yours while you’re away :) I work a full time job, but I am off most Tuesday afternoons, Fridays, and weekends. M-Th is usually busy for me, but beyond that I am open (with timely notice). I am more than willing to visit your house to take care of your pet and their needs! Whether that means playing with them indoors, or outdoors (no matter the conditions) I would be happy to. I currently do not offer pet sitting overnight in my household / yours, just due to my family’s current schedule.

About: I've always been a pet lover. I have a dog and cat myself, Ziggy and Leia. My dog and I have taken several training classes over the years where I've picked up on several tips, tricks, and insights into dog behavior. I have experience with a broad range of dog and cat personalities and energy levels. My current work schedule is flexible. I have availability during the week (and some weekends as well) for pet sitting. I'm excited to take care of your pets! I prefer to go to the owners house to care for their pets as my own dog likes his own space :) I would like to find jobs close to where I live.

“Emma did a terrific job looking after my lab, Cooper. She communicated after every drop-in with photos and updates. I highly recommend her for looking after your fur babies when you are out of town.”


About: My cousins love bringing home dogs and puppies and I’ve always taken care of them. I love to cuddle, and they are always so fluffy! I’ll have plenty of time to play with your pups, in the morning before 2pm! I’m also available on the weekends at anytime! If you need me after 2pm I can try to squeeze you in! I have a safe and relaxed environment at home. Your dog will have my attention 24/7. I live near a park where dogs love being walked!

“Linsie was AMAZING with our dog, Ellie. Our dog is a rescue and can be nervous at times meeting new people, but Linsie was so calm and kind with her! We even asked short notice and she was able to come through and help us! Thanks again, Linsie!”


About: I have four cats at home (Peaches and Bella) 3 and 7 years old. I also have 2 one year old kittens ( Kuro and Kiko) .I have had dogs and cats for basically my whole life and have pet set for neighbors and family for years before I started collage. I also used to babysitting My cousins before I started working. I watch my family pets all the time when they are out of town ! I enjoy going for walks and spending time outdoors. I work full time at a senior care facility in Rochester Monday-Friday from 8:30-5:00. I am working full time 8:30 AM to 5:00 pm In Rochester MN. I am able to do drop in or dog walks in Lewiston as early as 5:30 AM! I usually get back to Lewiston around 6:00 PM so I can resume dog walking and drop in visits at 6:30 PM. If it is in Rochester I can do dog walks and or drop in visit from 6 AM- 8:30 AM. I can then resume right after work at 5:00 PM till about 5:30- 6 PM . I will not be able to do dog walks or drop in visits anywhere else besides the towns between Lewiston MN to Rochester MN Monday-Friday. I however will be open to going anywhere in a 35 mile range on the weekend as I have most weekends off! I will make sure your dogs and cats have food, fresh water . I will also stay and play with animals for a while! I will treat your pet as family and make sure they are well taken care of! I am a fairly relaxed person as well , also very flexible.

About: I have had multiple pets throughout my life! I currently have a crazy staffy myself right now!! I have worked at a doggie daycare as well for about 3 years! I currently am working at Mayo Clinic! I always feed and let my pup out in the AM and sometimes on break if I have time I will visit him! After work we go for a walk if the weather is nice! I always let my pup out in the AM and a couples times in the afternoon so your pup would receive the same!! Walks are a must as well!

About: I’ve been around dogs since age 10, I’ve slowly learned more about legitimate dog training since having my own dog. I prioritize dogs wellbeing over everything. I work from home on Mondays and most Fridays and usually leave the office around 4pm during the week days and am completely free during the weekends. Chat with me and we can work around your schedule and pup’s needs! I have one pup of my own in a small one bedroom apartment and for that reason do not allow in home boarding but if my pup is welcome in yours I am more than happy to stay in homes!

About: I have grown up taking care of Chow Chows! Friends and neighbors have also counted on me to look after there pets. Let me know if I can help you out as well! I'm currently working a part-time job so I have plenty of available time to look after your pets! My job depends on the weather but regardless I'll do my best to fit your schedule. I live in a pet friendly neighborhood with lots of room for excercise! However, depending on your pets personality they can also just lay around a comfortable yard.

About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.

“Lauren was very helpful, caring, punctual and was a great communicator for her drop in visits for my cat! She literally went the extra mile and walked up my snowy icy driveway when her car couldn’t make it up! My cat is a bit standoffish with new people, but he warmed up to her after just one visit! I will definitely be requesting Lauren to help out with my cat in the future!”



About: Hi, I'm Paige. I have always felt a strong connection to all animals and have been caring for them my entire life, I believe it is my calling here. I grew up around horses and have always had cats and dogs at home and keep fish. My special interest is with horses but I am willing to learn how to care for any type of pet you may have. I have worked with many animals that have illness and need special attention or medication and care. Nothing scares me, I love meeting them all and love helping animals and the work that goes into caring for them. I am also good with plants. I am in the process of learning Reiki and animal communication. I love meeting new animals and will give your pets genuine love and attention, I enjoy taking pictures and updating the owners on their pets, if that's something you'd like me to do. Please feel free to message me with any questions! Thanks for reading my bio, I can't wait to hear from you and get to care for your pets! Currently I am a stay at home mom and spend a lot of time at home, I sometimes do door dash deliveries but have a pretty flexible schedule most of the time. I am very trustworthy and have been caring for people's pets and also their homes for many years and I have references, if that is something you need.

About: My prices/rates are negotiable!! All throughout my childhood we had all sorts of animals; rabbits, dogs, cats.. you name it! At a young age, I had a passion for caring for animals! I have a strong passion in training them as well, which comes very naturally to me! I have always loved animals, and am looking to help others with theirs! I have two adult dogs and a puppy at home! Let me know what I can do! I’d love to help out and give your fur baby some snuggles while you’re away! I currently am a part time nurse and going to school! So I’m looking to help others out as needed, especially on weekends! Let me know how I can help! I will always keep your pets safe, regardless of their needs. I want them to feel comfortable, safe, and loved while you’re not home! I always treat others (as a nurse) and pets as my own!

About: Hi Hi! I'm a former vet tech with 20 plus years of experience training and caring for pets! Day outings, overnights or drop-ins are all in my skill set! I'm an active and aware professional photographer and personal trainer and I enjoy getting dogs out on the trails, socializing, training- you name it! I mainly live in Jackson Hole, WYoming but I own my own home here in Winona. I am here some parts of the year and I would love to open up my schedule to dog care! I am very flexible during the day. I'm a photographer and most of my shoots are in the afternoons or early evening. I can do outings in the morning and afternoon to satisfy all of the physical demands of the doggos! I hit the trails almost every day so I can take them with me for a run/walk :) I also have access to 40 acres of wooded hills that I can take the pups too! The safety of your pet is #1! I am a former vet tech and have a great knowledge of dog care and health. I can administer medications- no problem! If am coming to let your pet out of your house, I can walk in the neighborhood or have a play session in the yard. If your pet is at my home, I have a big, fully fenced yard and I live right across from East Lake Winona, the dog friendly lake :) I am very aware of every situation I take your dog into and can address needs or concerns ASAP. I treat every dog I watch as one of my own :)

About: I've dog sat for many different people and have had dogs all my life. Ive cat sat as well and my husband had a cat when we first met so i loved hanging out with his cat.I love animals so much! They are a huge part of my life. Animals mean alot to me and I love being able to care for pets and create a fun life for them. I've walked people's dogs, I've done stay overs, and just hung out with pets to give them company while there owners needed there own time! I do it because I love animals! It is honestly something I really enjoy. I go to the humane society in my town atleast once a week to just see and play with the animals there! I can't explain how much animals mean to me :) :) I don't work at the moment so caring for pets is my full time job and I absokutely love it and wouldn't have it any other way. I have a fenced in yard and it is just me and my husband so no worries about kids or other pets in our home! :) Before work cuddles and feeding and letting out. and immediately after work as well. walks always and play time! and spending the entire night with them! ❤️ They sleep wherever they are compfy Fenced in yard. free to rome the house no cages. spoiled and happy pets always. treated as if they were my own kids. treats are a must! As long as they can have them!

About: I’ve taken care of all different types of pets for many years. I am responsible and respectful. I make sure that each animal is loved and cared for. I am currently working part time and have a lot of downtime that could be filled do something like this. I am always looking to improve my work experience! Feel free to reach out! I have two loving dogs and a huge backyard yard. If any animal needs to be kenneled, that is no problem. Feel free to reach out!
Loving dog sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Ajia W.Star Sitter

“Ajia was wonderful! We love her! She sent updates and pictures. She followed our instructions and requests. She did exactly what we wanted and more. We will definitely ask her back. She’s our new cat sitter. 🐱”


Cassandra R.
About: Growing up, we always had animals in the house! I enjoy being around them, & giving them back the love & care they so selfishly show to us. I would LOVE to take care of yours while you’re away :) I work a full time job, but I am off most Tuesday afternoons, Fridays, and weekends. M-Th is usually busy for me, but beyond that I am open (with timely notice). I am more than willing to visit your house to take care of your pet and their needs! Whether that means playing with them indoors, or outdoors (no matter the conditions) I would be happy to. I currently do not offer pet sitting overnight in my household / yours, just due to my family’s current schedule.


Laura R.
“I couldn’t recommended Laura more. I trust Laura to care for my pets as she cares for her own. She’s so sweet with my dog; he loves getting to hang out with her. She not only meets all Moose’s basic needs but exceeds by giving him the extra love and attention! Laura is a very kind and reliable pet sitter.”


Emma C.

“Emma did a terrific job looking after my lab, Cooper. She communicated after every drop-in with photos and updates. I highly recommend her for looking after your fur babies when you are out of town.”


Nissi G.
About: My cousins love bringing home dogs and puppies and I’ve always taken care of them. I love to cuddle, and they are always so fluffy! I’ll have plenty of time to play with your pups, in the morning before 2pm! I’m also available on the weekends at anytime! If you need me after 2pm I can try to squeeze you in! I have a safe and relaxed environment at home. Your dog will have my attention 24/7. I live near a park where dogs love being walked!


Linsie M.


“Linsie was AMAZING with our dog, Ellie. Our dog is a rescue and can be nervous at times meeting new people, but Linsie was so calm and kind with her! We even asked short notice and she was able to come through and help us! Thanks again, Linsie!”


Ashley D.

“Ashley was wonderful, organized, and communicative! One of the best cat-sitters I've had. So grateful to have someone trustworthy looking after my pets!”


Kayly M.
About: I have four cats at home (Peaches and Bella) 3 and 7 years old. I also have 2 one year old kittens ( Kuro and Kiko) .I have had dogs and cats for basically my whole life and have pet set for neighbors and family for years before I started collage. I also used to babysitting My cousins before I started working. I watch my family pets all the time when they are out of town ! I enjoy going for walks and spending time outdoors. I work full time at a senior care facility in Rochester Monday-Friday from 8:30-5:00. I am working full time 8:30 AM to 5:00 pm In Rochester MN. I am able to do drop in or dog walks in Lewiston as early as 5:30 AM! I usually get back to Lewiston around 6:00 PM so I can resume dog walking and drop in visits at 6:30 PM. If it is in Rochester I can do dog walks and or drop in visit from 6 AM- 8:30 AM. I can then resume right after work at 5:00 PM till about 5:30- 6 PM . I will not be able to do dog walks or drop in visits anywhere else besides the towns between Lewiston MN to Rochester MN Monday-Friday. I however will be open to going anywhere in a 35 mile range on the weekend as I have most weekends off! I will make sure your dogs and cats have food, fresh water . I will also stay and play with animals for a while! I will treat your pet as family and make sure they are well taken care of! I am a fairly relaxed person as well , also very flexible.


Mikaela S.
“I couldn’t recommend Mikaela more. She is very attentive when watching after my pup. She is very dependable and great to communicate and work with.”


Marlie S.
“Marlie is amazing!! I have an 8 year old chihuahua that practically hates anyone and he feels safe with her! After meeting and spending some time with him I haven't had an issue. She's kept an update on there times together. Very reliable and communicative!”


Michael O.
“Michael has always taken care of our dogs before Rover came to be. He never received money from us because he enjoyed being around our dogs so much. Our dogs always would wait to see him in the morning and evening when he would come to walk our dogs. Michael always had a caring, responsible, love for our dogs, and I know our dogs knew it too. Sadly, our dogs have past, but when we run into Michael he always brings up so many loving memories of them.”


Ashley J.
About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.




Michelle N.

“Michelle did a great job taking care of or dogs I would definitely book her again.”


Laren C.

“Lauren was very helpful, caring, punctual and was a great communicator for her drop in visits for my cat! She literally went the extra mile and walked up my snowy icy driveway when her car couldn’t make it up! My cat is a bit standoffish with new people, but he warmed up to her after just one visit! I will definitely be requesting Lauren to help out with my cat in the future!”




Paige N.
“Paige has watched our Goldendoodle Lucy many times from long weekends to calling her if we were going to be late coming home and she would come let her out or take her to her home to play with her. She is very caring, loving ,responsible and trustworthy ❤️”




Abbey K.

“Abbey took great care of my cats and home! She was very responsive and nice. I will definitely ask for her devices again!”


Joc M.
“She is outstanding with animals! She did so great with my animals. She is caring and has a flexible schedule. Highly recommend for your pets needs”


Megan P.
“Your beloved fur baby will be lucky to have Megan as a caregiver! She is not only extremely responsible and professional, but is also kind, patient, loving, and a lot of fun, our dog and the others she also cares for are always thrilled to see her!”


Brooke W.
About: I've dog sat for many different people and have had dogs all my life. Ive cat sat as well and my husband had a cat when we first met so i loved hanging out with his cat.I love animals so much! They are a huge part of my life. Animals mean alot to me and I love being able to care for pets and create a fun life for them. I've walked people's dogs, I've done stay overs, and just hung out with pets to give them company while there owners needed there own time! I do it because I love animals! It is honestly something I really enjoy. I go to the humane society in my town atleast once a week to just see and play with the animals there! I can't explain how much animals mean to me :) :) I don't work at the moment so caring for pets is my full time job and I absokutely love it and wouldn't have it any other way. I have a fenced in yard and it is just me and my husband so no worries about kids or other pets in our home! :) Before work cuddles and feeding and letting out. and immediately after work as well. walks always and play time! and spending the entire night with them! ❤️ They sleep wherever they are compfy Fenced in yard. free to rome the house no cages. spoiled and happy pets always. treated as if they were my own kids. treats are a must! As long as they can have them!


Katelyn G.
About: I’ve taken care of all different types of pets for many years. I am responsible and respectful. I make sure that each animal is loved and cared for. I am currently working part time and have a lot of downtime that could be filled do something like this. I am always looking to improve my work experience! Feel free to reach out! I have two loving dogs and a huge backyard yard. If any animal needs to be kenneled, that is no problem. Feel free to reach out!
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1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter 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!
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winona.
Rover makes it easy to find Winona dog sitters to provide loving care from their own home. The background-checked, 5-star dog 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 sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
