Pet Sitting in Winona

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winona pet sitters

1 / 1
Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
Star Sitter
from
$20
per visit
5 out of 4.9 stars
33 reviews
15 repeat clients
15 years of experience
Winona, MN, 55987

Erica and Ciara took great care of both our kitties, one if which is newly on meds to it was a bigger deal to leave them alone. But I felt at ease due their excellent communication and photo updates along the way!

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Nora A.
Sitter Profile Image: Awnna H.
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Awnna H.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
29 reviews
11 repeat clients
11 years of experience
Winona, MN, 55987

She did an amazing job with our two pups. Stopped by on time and gave them plenty of play time and potty breaks. We got some very cute pictures of them playing afterwards which was also wonderful!

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Victoria M.
Sitter Profile Image: Jillissa R.
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Jillissa R.
Star Sitter
from
$17
per visit
5 out of 4.9 stars
21 reviews
6 repeat clients
4 years of experience
Winona, MN, 55987

We hired Jillissa for only two visits. Jillissa was great. She followed my instructions exactly. She provided photos to document her visits. We will hire her again.

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Sandra Z.
Sitter Profile Image: Rebekah L.
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Rebekah L.
from
$15
per visit
5 out of 5.0 stars
24 reviews
10 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah has been great with our reactive dog the few times she’s watched him. I always feel safe with her in our house when we’re not home and I know she’s taking good care of our dog. I appreciate the photos and notes she leaves for us about our pup. Highly recommended Rebekah for your dog sitting needs!

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Jenna B.
Sitter Profile Image: Lynne R.
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Lynne R.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
103 reviews
20 repeat clients
15 years of experience
Winona, MN, 55987

About: I have worked with a wide variety of dogs, young and old. I can handle animal's health issues having been a farmer for many years. I am currently working part time so my schedule is flexible. I am often able to adjust to changes in requested times. My Rover availability calendar is usually up to date. I have a fenced yard. I am a careful, observant dog walker, and I make sure dogs have plenty of fun and exercise everyday. The dogs well being and safety are my top concern.

Sitter Profile Image: Erica K.
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Erica K.
from
$15
per visit
5 out of 5.0 stars
92 reviews
18 repeat clients
12 years of experience
Winona, MN, 55987

Erica does great with my puppy! She lets him out for potty breaks and takes him on walks or plays for his drop in visit. She sends lots of pictures which I love to see!

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Kendra L.
Sitter Profile Image: Isabelle K.
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Isabelle K.
from
$19
per visit
5 out of 5.0 stars
13 reviews
4 repeat clients
3 years of experience
Goodview, MN, 55987

About: I have about 3 years of experience taking care of other people’s dogs, I also have a dog of my own that I absolutely adore and have had dogs since I was born! I love dogs and with me going to college I won’t be able to see my pup as frequently so I would love to be able to see your dogs instead! I am currently a full-time college student looking for some dog time to take my mind off my hectic college life. I’m available all days of the week. I do want to mention, I work another job I work during the week and some weekends with not typical hours (3p-11p) if I have to work on a day you request me I will always be sure to take care of your pets right before I leave for work and again right when I return from work. Typically pets get fed around dinner time and I’m sure that’s the case for you! No worries we have options, typically I offer to feed them all of their dinner right before I leave for work, give them half their food right before I leave for work and the other half when I return or feed them all their dinner when I get back from work, I will follow which ever of those options you would prefer. During the week I have class Monday - Friday, I will be sure to take care of your dog before and after class. As I am living with my grandmother I will not be able to offer in home care but I am more than willing to watch your dogs at your house and will do whatever you need or want me to do with your pet(s)! I have it listed that I don’t stay over night at the house but I definitely can upon request.

Sitter Profile Image: Cali R.
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Cali R.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
22 reviews
5 repeat clients
10 years of experience
Winona, MN, 55987

Cali and Skylar were amazing. One of our pups is nervous around strangers and they were okay with taking some time to get to know him and executed the care plan perfectly. We will definitely be booking with them again!

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Jenna C.
Sitter Profile Image: Skylar M.
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Skylar M.
from
$21
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
4 years of experience
Winona, MN, 55987

Skylar was a great sitter and loved how she interacted with Darwin! Would book her again in the future and will recommend her to anyone looking for a sitter! Thank you Skylar!

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Ashley G.
Sitter Profile Image: Austin K.
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Austin K.
from
$12
per visit
7 years of experience
Winona, MN, 55987

About: I raised and since have consistently cared for my mom’s dog for the last 7.5 years. Additionally, friends and family have regularly asked for me to assist them with dog care. I have watched, walked, and spent the night with their pets. I have lots of energy and am capable of giving energetic dogs proper exercise through walks and/or play. I am also capable of relaxing and giving the proper care to pets that are more relaxed and need less exercise. I work from 7:30-4 every day, Monday through Friday, and am able to care for pets outside of this schedule, before or after the shift starts. I give lots of love and attention, but I do not force the dogs into uncomfortable situations. I allow them to communicate to me with their needs. I also have the capacity and am eager to play as much as the dog likes.

Sitter Profile Image: Madi B.
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Madi B.
from
$18
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients
15 years of experience
Winona, MN, 55987

About: I’ve cared for animals since I was 10 years old. My family has always loved and cared for cats and dogs of various ages and sizes. I have cared for puppies and continued to care for these dogs as they reached their senior age. I have also cared for the senior pets of friends and family. I can match the energy of any age! ☺️ As a lover of running and hiking, I am ready to care for your high energy pup. I currently have a beautiful cat of my own that I spend the majority of my free time with. I’d love to spend some time with your furry friend as well! I am a preschool teacher, so I can care for your pet anytime after school is finished. My weekends are usually free for pet caretaking as well! In my own home I have various spaces for my own cat to relax in the sun and many toys to stimulate his mind. In your home I would love to adapt to your style and use any helpful resources you have provided! I can also bring more fun resources to share with your animal if you feel comfortable.

Sitter Profile Image: Alicia G.
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Alicia G.
from
$25
per visit
5 out of 5.0 stars
92 reviews
14 repeat clients
33 years of experience
Winona, MN, 55987

Alicia did another great job for us and our pets. She always goes above and beyond whatever we ask of her when she takes care of our pets. She does everything perfectly.

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Justin G.
Sitter Profile Image: Jacque K.
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Jacque K.
from
$20
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

Did a great job stopping in to let my dog out and feed him. She arrived in a timely fashion, and sent a picture of my pets getting fed. She agreed to meet briefly beforehand so that my dog could meet her, which I really appreciated.

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Sam D.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$16
per visit
5 out of 5.0 stars
2 reviews
5 years of experience
Winona, MN, 55987

About: Hi there! I have taken care of both dogs and cats since a very young age, it has always come very natural to me! I watch my family and friends dogs/cats all the time. I do it because I love engaging with different animals and all the different personalities! I accept same-day requests! Personally, I think dogs can be better than humans which is why I chose to start Rover! I will be more than happy to play with your pup before and after classes! | love going on walks and reading in the park I'm currently not working and a student! I'm off all weekend and not gone long during the day. I love to go for a walk before my walk before my classes start to get the day started. Requested I’m a full time student with a car, and get out everyday at either noon or two !! As well i’m free all Wednesday's and will be willing to stay any night and make your fur baby an absolute priority. My biggest strength as a dog sitter is always prioritizing your dogs safety and always knowing where they are/what they are eating. I’ve taken care of numerous senior dogs and accumulated to many anxious dogs and made their health/bathroom schedules work with my school and work schedule. I haven’t ever injected medication but am more than ok with learning how do so and feeling comfortable if you are, my number one priority is you and your pets comfort.

Sitter Profile Image: Katelyn S.
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Katelyn S.
from
$15
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
10 years of experience
Winona, MN, 55987

Katelyn is kind and communicative, and we feel confident our cat has been in good hands. We appreciated the pictures during visits and her attentiveness to Rudy’s needs. We will definitely use her services again in the future!

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Regina Q.
Sitter Profile Image: Hailey S.
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Hailey S.
from
$13
per visit
15 years of experience
Winona, MN, 55987

About: I have taken care of all kinds of animals growing up, so I know a thing or two about dogs, cats, ducks, reptiles, you name it! I’m currently a full time student at WSU, and I’m looking to fill up my free time and earn some money for doing something I’m passionate about! I make sure to give all the attention needed, I clean up any messes that occur, and I am always very alert when watching pets to be sure nothing gets chewed or broken!

Sitter Profile Image: Ana M.
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Ana M.
from
$16
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
17 years of experience
Winona, MN, 55987

Ana did a GREAT job taking care of Rico. She communicated really well, and sent me lots of pictures. Would recommend Ana to watch anyone’s pooch ?

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Rebecca L.
Sitter Profile Image: Ashley J.
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Ashley J.
from
$17
per visit
16 years of experience
Winona, MN, 55987

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.

Sitter Profile Image: Megan P.
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Megan P.
from
$30
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
25 years of experience
Winona, MN, 55987

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 :)

Sitter Profile Image: Michelle N.
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Michelle N.
from
$15
per visit
5 out of 5.0 stars
3 reviews
45 years of experience
Winona, MN, 55987

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

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Joe R.
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Sitter Profile Image: Erica & Ciara M.
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Sitter Profile Image: Erica & Ciara M.
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1. Erica & Ciara M.

Star Sitter
Pawz & Play— Your Pets are Family
Winona, MN, 55987
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 4.9 stars
33 reviews
15 repeat clients
Profile image

Erica and Ciara took great care of both our kitties, one if which is newly on meds to it was a bigger deal to leave them alone. But I felt at ease due their excellent communication and photo updates along the way!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Awnna H.
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Sitter Profile Image: Awnna H.
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2. Awnna H.

Star Sitter
Love all animals, big or small!
Winona, MN, 55987
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
29 reviews
11 repeat clients
Profile image

She did an amazing job with our two pups. Stopped by on time and gave them plenty of play time and potty breaks. We got some very cute pictures of them playing afterwards which was also wonderful!

Availability updated today
Sitter Profile Image: Jillissa R.
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Sitter Profile Image: Jillissa R.
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3. Jillissa R.

Star Sitter
🦮/🐈‍⬛-sitting, check-ins, walks
Winona, MN, 55987
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 4.9 stars
21 reviews
6 repeat clients
Profile image

We hired Jillissa for only two visits. Jillissa was great. She followed my instructions exactly. She provided photos to document her visits. We will hire her again.

Availability updated today
Sitter Profile Image: Rebekah L.
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Sitter Profile Image: Rebekah L.
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4. Rebekah L.

Loving care to EvErY pup and kitty!
Winona, MN, 55987
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
24 reviews
10 repeat clients
Profile image

Rebekah has been great with our reactive dog the few times she’s watched him. I always feel safe with her in our house when we’re not home and I know she’s taking good care of our dog. I appreciate the photos and notes she leaves for us about our pup. Highly recommended Rebekah for your dog sitting needs!

Availability updated today
Sitter Profile Image: Lynne R.
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Sitter Profile Image: Lynne R.
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5. Lynne R.

Star Sitter
Dog lover who enjoys the outdoors.
Winona, MN, 55987
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
103 reviews
20 repeat clients

This recommendation couldn’t be more whole-hearted! Lynne has the most compassionate human spirit, especially when she connects with animals. As a retired farmer, a pet owner and genuine soul, she has the ability to understand and respond to human and animal needs. She is a living Dr. Dolittle, listening to and talking for pets or farm animals, assessing the best protocol while taking on a natural, ‘gentle leader’ approach. I’ve never seen anyone be able to get inside a pet’s thinking the way Lynne can. She has a gift. Humans and the animal kingdom benefit from her talents. In the spirit of full disclosure, she is also my sister and I couldn’t be more proud to refer her expertise.

Availability updated 22 days ago
Sitter Profile Image: Erica K.
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Sitter Profile Image: Erica K.
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6. Erica K.

A safe and happy stay for your pet!
Winona, MN, 55987
6.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
92 reviews
18 repeat clients
Profile image

Erica does great with my puppy! She lets him out for potty breaks and takes him on walks or plays for his drop in visit. She sends lots of pictures which I love to see!

Availability updated 8 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Isabelle K.
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Sitter Profile Image: Isabelle K.
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7. Isabelle K.

I LOVE all dogs, at any age or size
Goodview, MN, 55987
3.7 mi. away
House Sitting, Drop-In Visits
from
$19
per visit
5 out of 5.0 stars
13 reviews
4 repeat clients

Isabelle has taken care of our two dogs (senior labradoodle and young Labrador retriever) many times and has done an excellent job. My dogs miss her when she is not dogsitting! Thanks Isabelle - we will be contacting you again in the future.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Cali R.
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Sitter Profile Image: Cali R.
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8. Cali R.

Star Sitter
I was a veterinary assistant!
Winona, MN, 55987
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

Cali and Skylar were amazing. One of our pups is nervous around strangers and they were okay with taking some time to get to know him and executed the care plan perfectly. We will definitely be booking with them again!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Skylar M.
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Sitter Profile Image: Skylar M.
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9. Skylar M.

I work at Winona Humane Society!
Winona, MN, 55987
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Skylar was a great sitter and loved how she interacted with Darwin! Would book her again in the future and will recommend her to anyone looking for a sitter! Thank you Skylar!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Austin K.
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Sitter Profile Image: Austin K.
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10. Austin K.

Lots of energy to exercise your dog
Winona, MN, 55987
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$12
per visit
2 reviews

Austin is very good with my Archie. Archie gets crazy with excitement when he knows that Austin's coming to walk him and play with him. Archie respects and follows Austin's commands, he can tell that he has a love for animals.

Availability updated 3 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Madi B.
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Sitter Profile Image: Madi B.
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11. Madi B.

Responsible & active pet caretaker
Winona, MN, 55987
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients

Madi is someone I will always trust with my pets. She has pet sat for my cat and dog many times and they just adore her. Madi is the type to go above and beyond for the animals she cares for. I could not recommend her enough!!

Availability updated today
Sitter Profile Image: Alicia G.
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Sitter Profile Image: Alicia G.
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12. Alicia G.

Golden Guardian
Winona, MN, 55987
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
92 reviews
14 repeat clients
Profile image

Alicia did another great job for us and our pets. She always goes above and beyond whatever we ask of her when she takes care of our pets. She does everything perfectly.

Availability updated 9 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jacque K.
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Sitter Profile Image: Jacque K.
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13. Jacque K.

Jacq’s Doggy Day Care and Services
Winona, MN, 55987
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Did a great job stopping in to let my dog out and feed him. She arrived in a timely fashion, and sent a picture of my pets getting fed. She agreed to meet briefly beforehand so that my dog could meet her, which I really appreciated.

Availability updated 13 days ago
Sitter Profile Image: Courtney C.
Verified Enhanced Background Check
Sitter Profile Image: Courtney C.
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14. Courtney C.

Dog Lover then Dedicated Student!
Winona, MN, 55987
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
2 reviews

Courtney is an amazing human being as well as a caring pet caregiver. She has been a lifesaver to our family and our dog, Lulu. She is courteous, punctual, and caring. Courtney goes above and beyond in communicating with us if anything arises with our dog. I highly recommend Courtney and her pet caregiving services. She is topnotch!

Availability updated 47 days ago
Sitter Profile Image: Katelyn S.
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Sitter Profile Image: Katelyn S.
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15. Katelyn S.

long walks, dog park
Winona, MN, 55987
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Katelyn is kind and communicative, and we feel confident our cat has been in good hands. We appreciated the pictures during visits and her attentiveness to Rudy’s needs. We will definitely use her services again in the future!

Availability updated 41 days ago
Sitter Profile Image: Hailey S.
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Sitter Profile Image: Hailey S.
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16. Hailey S.

Pet care you can trust!
Winona, MN, 55987
0.6 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
2 reviews

I can't say enough great things about Hailey and the care she will provide to your pet. Like many pet owners, your dogs and cats mean the world to you and she takes the upmost care of them. She is extremely professional, responsible, and caring. Her love of animals is evident when she is around them. It is apparent from the moment you see her interact with your pet that it is not just a business to her, it is her passion. The piece of mind your animals are well cared for is priceless.

Availability updated 75 days ago
Sitter Profile Image: Ana M.
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Sitter Profile Image: Ana M.
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17. Ana M.

I am an animal lover
Winona, MN, 55987
0.6 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Ana did a GREAT job taking care of Rico. She communicated really well, and sent me lots of pictures. Would recommend Ana to watch anyone’s pooch ?

Availability updated 5 months ago
Sitter Profile Image: Ashley J.
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Sitter Profile Image: Ashley J.
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18. Ashley J.

Dogs > people
Winona, MN, 55987
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
16 years of experience

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.

Availability updated 23 days ago
Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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19. Megan P.

Experienced and Active Care-Giver!
Winona, MN, 55987
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5 out of 5.0 stars
5 reviews
1 repeat client

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!

Availability updated 8 days ago
Sitter Profile Image: Michelle N.
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Sitter Profile Image: Michelle N.
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20. Michelle N.

Home full-time. Large yard.
Winona, MN, 55987
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
3 reviews
Profile image

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

Availability updated 5 months ago

Over 94 pet parents in Winona have booked pet sitting

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The median cost per night for pet sitting in Winona is $18

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