Dog Boarding in Winona

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Top rated Winona dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Lynne R.
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Lynne R.
Star Sitter
from
$30
per night
5 out of 5.0 stars
106 reviews
21 repeat clients
15 years of experience
Winona, MN, 55987

Our dogs have stayed with Lynne on several occasions. She is attentive to their special needs and keeps us updated on how they are doing so we can relax and enjoy our time away. Our pups seem to feel very comfortable in her care. :-)

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Anna M.
Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
from
$30
per night
5 out of 4.9 stars
33 reviews
17 repeat clients
15 years of experience
Winona, MN, 55987

Erica and Ciara were great!! Communicated very well. Even when we were busy and not always by the phone, pictures were great to look at when we did. Even when something came up, they let us know right away and we came up with a plan. Thank you for taking care of the boys!!

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Gabi G.
Sitter Profile Image: Cali R.
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Cali R.
Star Sitter
from
$60
per night
5 out of 5.0 stars
25 reviews
7 repeat clients
10 years of experience
Winona, MN, 55987

Cali did such a great job taking care of Lum for me! This was my first time ever using Rover and I was a little anxious about it. But Cali made me feel so relieved knowing my boy was safe and being taken care of. She sent me pictures and updates while I was gone which helped ease my mind and followed all of my instructions. I will definitely be booking with her again in the future and highly recommend her for pet parents that want the best experience for their fur babies!

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Emma B.
Sitter Profile Image: Erica K.
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Erica K.
from
$30
per night
5 out of 5.0 stars
94 reviews
18 repeat clients
12 years of experience
Winona, MN, 55987

Erica did a wonderful job taking care of Lily. I received updates, questions, pictures, videos, and texts about cute & funny things she did. I could tell Erica was caring towards Lily and enjoyed being with her. I will definitely call on her again

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Sandy W.
Sitter Profile Image: Ty E.
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Ty E.
Star Sitter
from
$40
per night
5 out of 5.0 stars
188 reviews
66 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

Ty was wonderful with our sweet Brant! Kept us well informed and updated throughout our time away from him. Our dog has no other pups at home, so any time he goes to a sitter, it’s truly a pup-cation and he came home zonked from all the play!

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Courtney S.
Sitter Profile Image: Sarah & Rob O.
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Sarah & Rob O.
Star Sitter
from
$35
per night
5 out of 5.0 stars
105 reviews
44 repeat clients
20 years of experience
Onalaska, WI, 54650

Thank you Rob and Sarah for taking such AMAZING care of Butter! He loved his stay, and is a tired and happy boy for our drive back :) Definitely recommend them!

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Jen & Mitchell B.
Sitter Profile Image: William L.
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William L.
Star Sitter
from
$38
per night
5 out of 4.9 stars
18 reviews
6 repeat clients
35 years of experience
Holmen, WI, 54636

We were needing last minute dog sitting and Bill was gracious enough to watch our pup. He was accommodating and provided updates for us. Our pup had a great time!

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Elizabeth M.
Sitter Profile Image: Destiny S.
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Destiny S.
from
$30
per night
5 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
Fountain City, WI, 54629

Destiny was so great! Fenway is still sleeping after all the play that he got. They went above and beyond with baths, pictures, and play time! Will for sure be contacting again for future care!

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bstaff 2.
Sitter Profile Image: Breanna L.
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Breanna L.
from
$50
per night
5 out of 5.0 stars
2 reviews
10 years of experience
winona, MN, 55987

About: I’ve always had animals when I was at home with parents, once I moved out I got two of my own. I always enjoy seeing their growth and achievements and my dogs would love to have a friend come play for a little bit. I am currently working full-time at an autism center. I enjoy going home after work to play with my two dogs and making sure we go out on adventures and do different types of play and fun every day. I prioritize pet care in knowing that all dogs need love and I always make time for what they need. I have two friendly dogs of my own that are also great in their crates, but also can be left out during the day. Always make sure my animals have water and that they are fed. Prioritizing, they are happy and showing signs they are happy!

Sitter Profile Image: Kelsey W.
Verified Background Check
Kelsey W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
76 reviews
18 repeat clients
20 years of experience
Onalaska, WI, 54650

My mini schnauzer stayed for a week. She was well taken care of and recieved lots of personal attention from the family. Kelsey provided detailed daily updates and several pics. We will be booking with Kelsey again and I highly recommend.

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Kristen O.
Sitter Profile Image: Jenny H.
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Jenny H.
from
$40
per night
5 out of 5.0 stars
22 reviews
3 repeat clients
10 years of experience
La Crosse, WI, 54603

Our 3 boys enjoyed staying with Jenny and her pups. She took great care of them and loved the pictures and updates she sent. She is super easy to work with and boy oh boy, we're our guys tired when they got home. They had such a great time playing with Jenny and her pups. Highly recommend! We already have future dates booked with her!

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Arminda Y.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
73 reviews
21 repeat clients
18 years of experience
Onalaska, WI, 54650

Cassandra is awesome! She’s kind, responds quickly, sends pics, and genuinely seems to enjoy my dog! My dog feels right at home at her place with her dogs. We will use her as often as we can!

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Tammy S.
Sitter Profile Image: Julie H.
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Julie H.
Star Sitter
from
$40
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
25 years of experience
La Crosse, WI, 54603

We felt very comfortable leaving both our dogs with Julie. She is a great communicator, considerate, and understanding of some family circumstances that unexpectedly came up. We will definitely use Julie again when we return to La Crosse. It's always a great feeling knowing our fur kids are safe, sound, and well cared for. Thanks so much, Julei!

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Candee L.
Sitter Profile Image: Cassandra T.
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Cassandra T.
from
$40
per night
5 out of 5.0 stars
4 reviews
7 years of experience
Holmen, WI, 54636

About: I was a veterinary technician for over 7 years, but I’m currently switching roles to healthcare. With that said, I would love to be able to still utilize my skills and knowledge to care for people’s furry friends on the side! I am trustworthy, loving, and caring, and I would hope that if I needed somebody to walk or care for my three dogs, they would have those same qualities. ***I do work M-F so if drop offs are needed during the work week it will have to be after 4:30 or 5:30 depending on the week*** I will be working M-F, but my hours would allow me to do later afternoon dog walks/drop-ins, and I would also be available on weekends to do dog walking or in-home pet care at my house. I have two dogs of my own who love a good long walk and love being around other dogs as well. *I can do weeknight stays if needed as long as you are okay with me being at work during the day. Hours are 8:30-5 and 7:30-4 with a day off every other week* I have a large backyard that is not fenced, but my two dogs go out there hooked up to their long tie-out. I have a camera in back to monitor them but can be on my deck watching them as well. They are very friendly and love to be around other dogs. I have the ability to crate dogs if I do in-home stays and have a spacious basement where my pups love to play with their other dog friends!

Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$30
per night
5 out of 5.0 stars
91 reviews
29 repeat clients
10 years of experience
La Crescent, MN, 55947

I wish giving over 5 stars was an option! Rave reviews for Ashley! This was our first time using Rover and what a wonderful experience it was. Our 18 month old rescue LOVED his stay. Immediately he was very comfortable at Ashley’s home and with her wonderful dogs. I knew he was in great hands and he absolutely got a whole lot of TLC. Ashley gave us daily updates and tired our pup out! I really believe he was so entertained he didn’t have time to miss us. Endless thanks to Ashley and we will definitely be in contact with her for future stays!!! She’s the best!

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Kristin B.
Sitter Profile Image: Amy W.
Verified Enhanced Background Check
Amy W.
Star Sitter
from
$60
per night
5 out of 4.9 stars
92 reviews
32 repeat clients
30 years of experience
Onalaska, WI, 54650

WOW, just WOW! Amy is a rockstar Rover Sitter! Our pooch, Scooter, loved life the moment he stepped into her pooch-loving household. I felt so happy and relieved to have found Amy. This was a trip from GA to LaCrosse, WI for Christmas. I grew up in LaCrosse and would use Amy again in a heartbeat. She went above and beyond - trimmed his nails and I think he had a bath too. Plus, a fun little Christmas care package for our furbaby! You will love Amy and her darling kids to entrust your furbaby to! 100% recommended!

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Candee L.
Sitter Profile Image: Justine O.
Verified Enhanced Background Check
Justine O.
from
$40
per night
10 years of experience
Lewiston, MN, 55952

About: I have always been an avid animal-lover. From childhood into adulthood, I have owned and cared for a variety of pets, including dogs, cats, small mammals, reptiles, birds & fish. My family & I currently share our home with two dogs, a bearded dragon, a Russian tortoise, & a ball python. I have several years of professional work experience in animal care (zoo, kennel care, walking, basic grooming) and wildlife / parks & recreation—both of which are relevant. I enjoy the outdoors and keeping all of our furry (& scaly) friends happy. I will board dogs, small mammals, reptiles & birds in my home! Upon request, I can do drop-in visits for cats or exotic animals within a 15 mile radius. I am currently a stay-at-home mom & so my schedule allows me to be at home majority of the time. If I need to leave the house, it’s never for more than a couple of hours. I have a large four-story home, which provides amble space for pets to play or to be separated if need be. I utilize crates for dogs who need or prefer it. Our yard is unfenced, so I use slip leads and tie-out cables for potty time.

Sitter Profile Image: Ty C.
Verified Enhanced Background Check
Ty C.
from
$48
per night
5 out of 5.0 stars
70 reviews
15 repeat clients
10 years of experience
La Crosse, WI, 54601

Ty did a great job with my 2 dogs. He was super prompt responding to messages and gave just the right number of updates so I knew things were going well. Even more importantly, the dogs were happy and relaxed when I picked them up. That is always the best sign! I really appreciate his care for my dogs.

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Kaitlin E.
Sitter Profile Image: Tyler B.
Verified Background Check
Tyler B.
from
$28
per night
5 out of 5.0 stars
8 reviews
1 repeat client
5 years of experience
Arcadia, WI, 54612

About: Hello! My name is Tyler. I have been pet sitting for friends and family for several years and have experience with multiple dog and pet households. I am trustworthy, honest and dependable and take pride in being neat and orderly. I have taken care of all breeds from small to large. I have been around dogs my whole life and have experience taking care of them. I look forward to walking your dog and keeping them active. I look forward to talking with you and determining if I will fit you and your pets needs. I’m currently a stay at home mom so I am around all day and able to give your pet the time and energy they deserve! I am able to take your dog on walks to give them exercise however long or short. I can feed your fur baby and play with their favorite toy.

Sitter Profile Image: Kirsten & Kaleb M.
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Kirsten & Kaleb M.
from
$30
per night
5 out of 5.0 stars
13 reviews
12 years of experience
La Crosse, WI, 54601

Kirsten and Kaleb have our Holly amazing care while we were gone for almost two weeks. They sent pictures every day and were so flexible with what we needed, even offering to keep Holly am extra day when we weren't sure we would get back on time. Holly doesn't always get along with other dogs but she loved their dog, Beau!

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Sarah P.
1 / 1
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

Sitter Profile Image: Lynne R.
Verified Enhanced Background Check
Sitter Profile Image: Lynne R.
Verified Enhanced Background Check

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
$30
per night
5 out of 5.0 stars
106 reviews
21 repeat clients
Profile image

Our dogs have stayed with Lynne on several occasions. She is attentive to their special needs and keeps us updated on how they are doing so we can relax and enjoy our time away. Our pups seem to feel very comfortable in her care. :-)

Availability updated 29 days ago
Sitter Profile Image: Erica & Ciara M.
Verified Enhanced Background Check
Sitter Profile Image: Erica & Ciara M.
Verified Enhanced Background Check

Erica & Ciara M.

Pawz & Play— Your Pets are Family
Winona, MN, 55987
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 4.9 stars
33 reviews
17 repeat clients
Profile image

Erica and Ciara were great!! Communicated very well. Even when we were busy and not always by the phone, pictures were great to look at when we did. Even when something came up, they let us know right away and we came up with a plan. Thank you for taking care of the boys!!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cali R.
Verified Enhanced Background Check
Sitter Profile Image: Cali R.
Verified Enhanced Background Check

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
$60
per night
5 out of 5.0 stars
25 reviews
7 repeat clients
Profile image

Cali did such a great job taking care of Lum for me! This was my first time ever using Rover and I was a little anxious about it. But Cali made me feel so relieved knowing my boy was safe and being taken care of. She sent me pictures and updates while I was gone which helped ease my mind and followed all of my instructions. I will definitely be booking with her again in the future and highly recommend her for pet parents that want the best experience for their fur babies!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Erica K.
Verified Background Check
Sitter Profile Image: Erica K.
Verified Background Check

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
$30
per night
5 out of 5.0 stars
94 reviews
18 repeat clients
Profile image

Erica did a wonderful job taking care of Lily. I received updates, questions, pictures, videos, and texts about cute & funny things she did. I could tell Erica was caring towards Lily and enjoyed being with her. I will definitely call on her again

Availability updated 39 days ago
Sitter Profile Image: Ty E.
Verified Enhanced Background Check
Sitter Profile Image: Ty E.
Verified Enhanced Background Check

Ty E.
Star Sitter

House with Fenced Yard, taking dogs
LA CRESCENT, MN, 55947
22.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
188 reviews
66 repeat clients
Profile image

Ty was wonderful with our sweet Brant! Kept us well informed and updated throughout our time away from him. Our dog has no other pups at home, so any time he goes to a sitter, it’s truly a pup-cation and he came home zonked from all the play!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah & Rob O.
Verified Enhanced Background Check
Sitter Profile Image: Sarah & Rob O.
Verified Enhanced Background Check

Sarah & Rob O.
Rover 101
Star Sitter

We ❤️ your dog already
Onalaska, WI, 54650
24.1 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
105 reviews
44 repeat clients
Profile image

Thank you Rob and Sarah for taking such AMAZING care of Butter! He loved his stay, and is a tired and happy boy for our drive back :) Definitely recommend them!

Availability updated yesterday
Sitter Profile Image: William L.
Verified Enhanced Background Check
Sitter Profile Image: William L.
Verified Enhanced Background Check

William L.
Star Sitter

Big fenced in yard.
Holmen, WI, 54636
19.1 mi. away
Boarding
from
$38
per night
5 out of 4.9 stars
18 reviews
6 repeat clients
Profile image

We were needing last minute dog sitting and Bill was gracious enough to watch our pup. He was accommodating and provided updates for us. Our pup had a great time!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Destiny S.
Verified Enhanced Background Check
Sitter Profile Image: Destiny S.
Verified Enhanced Background Check

Destiny S.

Lifetime Animal Lover!
Fountain City, WI, 54629
6.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Destiny was so great! Fenway is still sleeping after all the play that he got. They went above and beyond with baths, pictures, and play time! Will for sure be contacting again for future care!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Breanna L.
Verified Enhanced Background Check
Sitter Profile Image: Breanna L.
Verified Enhanced Background Check

Breanna L.

Message me, I can help in any way
winona, MN, 55987
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews

About: I’ve always had animals when I was at home with parents, once I moved out I got two of my own. I always enjoy seeing their growth and achievements and my dogs would love to have a friend come play for a little bit. I am currently working full-time at an autism center. I enjoy going home after work to play with my two dogs and making sure we go out on adventures and do different types of play and fun every day. I prioritize pet care in knowing that all dogs need love and I always make time for what they need. I have two friendly dogs of my own that are also great in their crates, but also can be left out during the day. Always make sure my animals have water and that they are fed. Prioritizing, they are happy and showing signs they are happy!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kelsey W.
Verified Background Check
Sitter Profile Image: Kelsey W.
Verified Background Check

Kelsey W.
Star Sitter

Holmen & Onalaska, Reliable SAHM
Onalaska, WI, 54650
21.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
76 reviews
18 repeat clients
Profile image

My mini schnauzer stayed for a week. She was well taken care of and recieved lots of personal attention from the family. Kelsey provided detailed daily updates and several pics. We will be booking with Kelsey again and I highly recommend.

Availability updated 7 days ago
Sitter Profile Image: Jenny H.
Verified Enhanced Background Check
Sitter Profile Image: Jenny H.
Verified Enhanced Background Check

Jenny H.

Your dog's home away from home
La Crosse, WI, 54603
22.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
22 reviews
3 repeat clients
Profile image

Our 3 boys enjoyed staying with Jenny and her pups. She took great care of them and loved the pictures and updates she sent. She is super easy to work with and boy oh boy, we're our guys tired when they got home. They had such a great time playing with Jenny and her pups. Highly recommend! We already have future dates booked with her!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cassandra B.
Verified Background Check
Sitter Profile Image: Cassandra B.
Verified Background Check

Cassandra B.
Star Sitter

Specializes in cats and dogs
Onalaska, WI, 54650
23.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
73 reviews
21 repeat clients
Profile image

Cassandra is awesome! She’s kind, responds quickly, sends pics, and genuinely seems to enjoy my dog! My dog feels right at home at her place with her dogs. We will use her as often as we can!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Julie H.
Verified Enhanced Background Check
Sitter Profile Image: Julie H.
Verified Enhanced Background Check

Julie H.
Star Sitter

A Relaxing Pet Retreat
La Crosse, WI, 54603
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

We felt very comfortable leaving both our dogs with Julie. She is a great communicator, considerate, and understanding of some family circumstances that unexpectedly came up. We will definitely use Julie again when we return to La Crosse. It's always a great feeling knowing our fur kids are safe, sound, and well cared for. Thanks so much, Julei!

Availability updated 10 days ago
Sitter Profile Image: Cassandra T.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra T.
Verified Enhanced Background Check

Cassandra T.

Caring & experienced ex-vet tech
Holmen, WI, 54636
20.0 mi. away
Boarding, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews

Cassandra is the best dog parent I know! She loves every animal as if they are her own and is dedicated to ensuring they live their best life. On top of that, she has 7 years of veterinary technician experience. You have my word that you can trust her with your pets :)

Availability updated 4 days ago
Sitter Profile Image: Ashley M.
Verified Background Check
Sitter Profile Image: Ashley M.
Verified Background Check

Ashley M.
Star Sitter

Pet loving family!
La Crescent, MN, 55947
24.3 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
91 reviews
29 repeat clients
Profile image

I wish giving over 5 stars was an option! Rave reviews for Ashley! This was our first time using Rover and what a wonderful experience it was. Our 18 month old rescue LOVED his stay. Immediately he was very comfortable at Ashley’s home and with her wonderful dogs. I knew he was in great hands and he absolutely got a whole lot of TLC. Ashley gave us daily updates and tired our pup out! I really believe he was so entertained he didn’t have time to miss us. Endless thanks to Ashley and we will definitely be in contact with her for future stays!!! She’s the best!

Availability updated 3 days ago
Sitter Profile Image: Amy W.
Verified Enhanced Background Check
Sitter Profile Image: Amy W.
Verified Enhanced Background Check

Amy W.
Star Sitter

Pawsitively The Best!
Onalaska, WI, 54650
25.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
92 reviews
32 repeat clients
Profile image

WOW, just WOW! Amy is a rockstar Rover Sitter! Our pooch, Scooter, loved life the moment he stepped into her pooch-loving household. I felt so happy and relieved to have found Amy. This was a trip from GA to LaCrosse, WI for Christmas. I grew up in LaCrosse and would use Amy again in a heartbeat. She went above and beyond - trimmed his nails and I think he had a bath too. Plus, a fun little Christmas care package for our furbaby! You will love Amy and her darling kids to entrust your furbaby to! 100% recommended!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Justine O.
Verified Enhanced Background Check
Sitter Profile Image: Justine O.
Verified Enhanced Background Check

Justine O.

Dog & Exotic Animal Care Services
Lewiston, MN, 55952
11.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
10 years of experience

About: I have always been an avid animal-lover. From childhood into adulthood, I have owned and cared for a variety of pets, including dogs, cats, small mammals, reptiles, birds & fish. My family & I currently share our home with two dogs, a bearded dragon, a Russian tortoise, & a ball python. I have several years of professional work experience in animal care (zoo, kennel care, walking, basic grooming) and wildlife / parks & recreation—both of which are relevant. I enjoy the outdoors and keeping all of our furry (& scaly) friends happy. I will board dogs, small mammals, reptiles & birds in my home! Upon request, I can do drop-in visits for cats or exotic animals within a 15 mile radius. I am currently a stay-at-home mom & so my schedule allows me to be at home majority of the time. If I need to leave the house, it’s never for more than a couple of hours. I have a large four-story home, which provides amble space for pets to play or to be separated if need be. I utilize crates for dogs who need or prefer it. Our yard is unfenced, so I use slip leads and tie-out cables for potty time.

Availability updated 38 days ago
Sitter Profile Image: Ty C.
Verified Enhanced Background Check
Sitter Profile Image: Ty C.
Verified Enhanced Background Check

Ty C.

Dog lover, Volunteer at CRHS
La Crosse, WI, 54601
26.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
70 reviews
15 repeat clients
Profile image

Ty did a great job with my 2 dogs. He was super prompt responding to messages and gave just the right number of updates so I knew things were going well. Even more importantly, the dogs were happy and relaxed when I picked them up. That is always the best sign! I really appreciate his care for my dogs.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tyler B.
Verified Background Check
Sitter Profile Image: Tyler B.
Verified Background Check

Tyler B.

Animal lover. Very reliable.
Arcadia, WI, 54612
15.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
8 reviews
1 repeat client

Tyler has pet sat our dog (Jet) and cat (Granola) for us several times. From 3 days at a time up to 2 weeks. She has been respectful of our home and has been nothing short of wonderful. Pets love her, people love her and I know you'll love her too!

Availability updated 4 days ago
Sitter Profile Image: Kirsten & Kaleb M.
Verified Enhanced Background Check
Sitter Profile Image: Kirsten & Kaleb M.
Verified Enhanced Background Check

Kirsten & Kaleb M.

Your dogs home away from home <3
La Crosse, WI, 54601
26.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
13 reviews
Profile image

Kirsten and Kaleb have our Holly amazing care while we were gone for almost two weeks. They sent pictures every day and were so flexible with what we needed, even offering to keep Holly am extra day when we weren't sure we would get back on time. Holly doesn't always get along with other dogs but she loved their dog, Beau!

Availability updated 27 days ago
Confirmed availability for Labor Day Weekend

Over 226 pet parents in Winona have booked dog boarding

Winona dog parents share their Rover experiences

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5 out of 5.0 stars

Lynn is a repetitive care specialist for my Riley girl! Love how she follows directions, especially when all others fells short she came to my help last minute! Can’t every time but this was down to an emergency almost had to cancel plans. Riley is safe and trusts Lynn and always a fun time when my dog comes home wet I am a happy Mom!!

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Lisa B.
Dog Boarding
5 out of 5.0 stars

Very responsive and highly recommend. Her Golden’s were a perfect fit for mine to play with. Flexibility and booked on shorter notice yet still accommodating. Thank you!

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Steve I.
Dog Boarding
5 out of 5.0 stars

Bella absolutely loved her time on her little vacation! Came home and was right to sleep. Updated us with photos and to let us know Bella was behaving and have plenty of play time. Would recommend them them to anyone and will be using them again!

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Austin F.
Dog Boarding
5 out of 5.0 stars

Cali did an excellent job and was wonderful to work with! This was our first time using Rover, and she made us feel really comfortable through the whole process. While we were away, and she sent photos and updates on our puppy. She made sure he had everything he needed - daily walks and car rides. We would absolutely book with Cali again.

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Mark L.
Dog Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Winona is $38

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.

Sitters in Winona average 8 repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover