House Sitting in Winona

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Sydney P.
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Sitter Profile Image: Sydney P.
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1.

Sydney P.

College Student Missing Her Dogs
Winona, MN, 55987
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$45
per night

Sydney and our pup Annie bonded immediately. Sydney was very knowledgeable about dog behavior, very responsible, and I'm pretty sure our house was cleaner upon our return than when we left. She was wonderful with communication and photos and is very organized. We highly recommend Sydney and will be booking her again in the future. Thank you Sydney! We're so glad to have met you.

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Sitter Profile Image: Cindy A.
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Sitter Profile Image: Cindy A.
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2.

Cindy A.

Let me take care of your dog's need
Fountain city, WI, 54629
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
13 repeat clients
from
$40
per night

Cindy did a great job with our elderly dogs and puppy. Offered to take the puppy for a hike to burn energy. I loved getting pics of the doggies everyday ☺️ would definitely have her come back

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Sitter Profile Image: Ajia W.
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Sitter Profile Image: Ajia W.
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3.

Ajia W.

Energetic & Nurturing Pet+Home Care
Winona, MN, 55987
11.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$45
per night

Ajia did a great job with my kitties. I have a new cat and it was nerve wracking leaving on holiday just a few weeks after I got him. It was clear from before my plane took off that he was adjusting to her just fine. I had all the leave of mind I needed that both my cats were in good hands while I was away and got plenty of photos and updates.

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Sitter Profile Image: Erica & Ciara M.
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Sitter Profile Image: Erica & Ciara M.
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4.

Erica & Ciara M.

Cuddles & Care-Night 7 Free!
Winona, MN, 55987
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$75
per night

Ciara did drop in visits for me when I first got my new puppy. She was great with her and the puppy had so many fewer accidents than she would have if I’d only come home on lunch! She also did a great job with the puppy on positive crate association. Now the puppy knows kennel means she goes in the crate and she has no complaints.

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Sitter Profile Image: Jillissa R.
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Sitter Profile Image: Jillissa R.
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5.

Jillissa R.

🦮/🐈‍⬛-sitting, check-ins, walks
Winona, MN, 55987
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$25
per night

Jillissa is wonderful! Thoughtful, reliable and attentive. I felt at ease leaving my kitties with her.

Sitter Profile Image: Rebekah L.
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Sitter Profile Image: Rebekah L.
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6.

Rebekah L.

Loving care to EvErY pup and kitty!
Winona, MN, 55987
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$75
per night

I am so thankful we got Rebekah to be our house sitter. For the one flat, daily fee, she not only did all of Mikka's daily walks, but she also did our parakeet Chatta's food and water at night and then let her back out of her cage every morning. Not only that, but she found a parakeet playlist and would sometimes leave her phone with Chatta so that Chatta could listen to something while Rebekah walked or spent time with Mikka! That must be why our notoriously hard-to-please bird actually flew to Rebekah's shoulder on day 2. Chatta never likes someone that quickly! But this is a dog-sitting app, so enough about my bird....let me just say that Rebekah was amazing with our dog. I could just tell by the way Rebekah worded her updates that she completely understood our dog and her personality. Mikka's breed is all about hunting, and Rebekah was very patient in allowing her extra time to sniff out trees and woodpiles for critters. One day there was some bad weather, and Rebekah not only made sure to time a walk in between the rain, but stayed extra to comfort Mikka through the thunder. Finally, on my last night overseas when Rebekah mentioned that we must be heading home, I realized I had my dates wrong and was short a day on my reservation. Thank goodness she was able to do one more night/day on the least possible notice ever. My husband and I both agreed that we would not have been able to fully enjoy our trip if we didn't have Rebekah and know that our pets were in the best possible hands. I would highly recommend her to anyone who needs a house sitter.

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Sitter Profile Image: Abigail R.
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Sitter Profile Image: Abigail R.
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7.

Abigail R.

Animals have always been my thing!
Winona, MN, 55987
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$28
per night

We are thankful we found Abby! She did a great job taking care of our fur babies and house sitting. She provided us daily pics and reached out with any questions or concerns. I would highly recommend her. We will definitely be using her services again. Thank you, Abby!

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Sitter Profile Image: Heather R.
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Sitter Profile Image: Heather R.
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8.

Heather R.

My reviews speak for themselves 🙂
Lacrosse, WI, 54601
25.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
6 repeat clients
from
$68
per night

Heather was fantastic! She understood how my pup is scared of other dogs and took the time to take her on a hike in a private area so she’d feel safe and have fun.

Sitter Profile Image: Marley R.
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Sitter Profile Image: Marley R.
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9.

Marley R.

Young, active, professional
Winona, MN, 55987
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$45
per night

Marley was fantastic! My dog sure seemed to enjoy her over night stay. I hope I have the opportunity for Marley’s services again! Thanks you Marley

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Sitter Profile Image: Monica T.
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Sitter Profile Image: Monica T.
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10.

Monica T.

Let me care for your fur baby!
Lacrosse, WI, 54601
24.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$65
per night

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

Sitter Profile Image: Grace H.
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Sitter Profile Image: Grace H.
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11.

Grace H.

Experienced & excited pet lover!
Minnesota City, MN, 55959
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$35
per night

About: I have lived with dogs my entire life. I have walked, fed, bathed, and entertained dogs for as long as I can remember! I have worked with dogs of all ages and many different breeds, small or large! I am currently working full time, but I already walk in the morning and would love to have a furry friend to walk with. I mainly walk around lake Winona but I am willing to walk wherever you request. I offer three services through river, these include: walking, check ins, and boarding. I have recently moved into a large home with a yard great for pets. I live in outside of down on a dead end street with little traffic. I can assure you that yours pets will be treated with respect and love 🤍😃

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Sitter Profile Image: Alexandra M.
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Sitter Profile Image: Alexandra M.
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12.

Alexandra M.

Welcome to our family 💕
Holmen, WI, 54636
20.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
103 reviews
33 repeat clients
from
$36
per night

Alex did a great job sitting for my elderly dogs. She tended to their needs kept them company while I was gone. My dogs absolutely loved her. In fact they keep looking out the window to see how if she is coming back. Great job Alex. Will definitely be having her sit again. Was a complete pleasure. Thank you.

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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13.

Emily R.

Love caring for pets!
Fountain City, WI, 54629
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$40
per night

Emily has grown up around animals, and with pursuing a degree as a vet technician is very comfortable around all animals. She is very patient and kind with animals and enjoys working with them to help acclimate a nervous pet and/or play with the energetic one.

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Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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14.

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
5.0 out of 5 stars
5 reviews
1 repeat client
from
$58
per night

When it comes to caring for your furry family members, there is no one better than Megan Peterson. She has cared for our golden retriever, Teddy, when we go out of town or when we don't have time to walk him on a busy day for the past six years. Megan goes above and beyond to get Teddy on walks, hikes and adventures in the mountains. When Teddy sees Megan's car drive up to our home he goes crazy with excitement. She also gives him endless love when he is in her care. Teddy is a BIG dog and he can be hard to handle at times, so we need someone we can trust 100 percent when we leave him. Megan is our gal. We always joke in our house that we wish we could go to "Camp Megan!" She really is the best.

Sitter Profile Image: Madi B.
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Sitter Profile Image: Madi B.
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15.

Madi B.

Responsible & active pet caretaker
Winona, MN, 55987
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per night

Madi did a great job with our cats and 2 year old dog! She provided several updates and took our pup on multiple walks and even got her a favorite treat, a pup cup!

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Sitter Profile Image: Abbey K.
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Sitter Profile Image: Abbey K.
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16.

Abbey K.

I'm a trainer who loves all animals
Buffalo City, WI, 54622
17.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$50
per night

About: I have grown up with dogs all my life and now have two of my own. I will be a great sitter because I have animal training experience and can work with behavior issues. I am a certified professional bird trainer and I am working towards becoming a certified dog trainer. I have also taken several animal training workshops! I believe in positive reinforcement training and building a trusting relationship with every animal I work with. Animal training with positive methods is very important to me and I look forward to working with you on any problems you may have with your dog or just continuing the good behavior your dog already has. I also have several enrichment ideas for any dogs that may seem bored or have too much energy. Have other pets at home? No problem! I have experience with cats, small mammals, parrots and raptors, and even a little experience with reptiles.

Sitter Profile Image: Kendra L.
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Sitter Profile Image: Kendra L.
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17.

Kendra L.

Reliable Dog Lover
Winona, MN, 55987
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$30
per night

Kendra was wonderful. Our dogs were very well taken care of, and their daily routine was maintained for them. She also took great care of our home too. We couldn't have asked for a better experience. Will certainly rebook with Kendra for our next travel needs.

Sitter Profile Image: Brooke W.
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Sitter Profile Image: Brooke W.
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18.

Brooke W.

Animals are a huge part of my life
Rollingstone, MN, 55969
9.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$50
per night

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! :)

Sitter Profile Image: Alex P.
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Sitter Profile Image: Alex P.
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19.

Alex P.

I've dealt with all kinds of pets!
Winona, MN, 55987
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$27
per night

Alex is a pet lover to the core of their being. Alex understands animal needs and enjoys playing and caring for animals. Alex has provided care for all of my animals when I needed help. My animals get excited when Alex is there to be with them.

Sitter Profile Image: Ashley J.
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Sitter Profile Image: Ashley J.
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20.

Ashley J.

Dogs > people
Winona, MN, 55987
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
16 years of experience
from
$40
per night

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 whole life and have my own dog who is 2. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I get along with them great. I love dogs, and this would be an ideal job for me. 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 a friendly dog who loves playing with other dogs. I have room and space to spread out and am very active, so I enjoy walking and being outside.

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Winona House Sitting ratings

Overall Rating:
4.7 out of 5 stars

House sitters in Winona are rated on average 4.7 out of 5 stars based on 34 reviews.

Rover also offers House Sitting in:

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Never beg a friend to watch your house again. With Rover, you can find the perfect house sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted house sitters who can provide the care your pet needs, when they need it.

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