Dog Boarding in Winona

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Top rated Winona dog boarders

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Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
Star Sitter
from
$30
per night
5 out of 4.9 stars
31 reviews
15 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: Lynne R.
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Lynne R.
Star Sitter
from
$30
per night
5 out of 5.0 stars
100 reviews
20 repeat clients
15 years of experience
Winona, MN, 55987

Lynne was very attentive and gave our dog great care and lots of exercise. She was easy to communicate with and clearly knowledgeable about dogs. Our dog was right at home with her. Will definitely use her again!

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Lizz B.
Sitter Profile Image: Cali R.
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Cali R.
Star Sitter
from
$60
per night
5 out of 4.9 stars
19 reviews
5 repeat clients
9 years of experience
Winona, MN, 55987

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.
Sitter Profile Image: Erica K.
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Erica K.
from
$30
per night
5 out of 5.0 stars
89 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
$38
per night
5 out of 5.0 stars
168 reviews
59 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

Ty is great with my dogs. I have a 15 lb 15.5 year old who has a lot of health issues. He went out of his way to really give him the extra care he needs. My younger large rescue dog who has anxiety loves to go there and play with Ty and all the other dogs. He sends videos and pictures of the boys playing and having fun or just relaxing. Ty has been their pet sitter for 9 months now and they come home tired, relaxed and happy.

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Leslie W.
Sitter Profile Image: Alicia G.
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Alicia G.
from
$50
per night
5 out of 5.0 stars
84 reviews
14 repeat clients
33 years of experience
Winona, MN, 55987

More than exceeded expectation especially on such short notice. Our dog “Bella” had so much fun which was captured in pictures/video updates. 10/10 recommend booking with Alicia, your fur baby will appreciate it.

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Austin F.
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
97 reviews
42 repeat clients
20 years of experience
Onalaska, WI, 54650

Rob and Sarah were so warm and they made me feel very comfortable leaving my dog with them. They also sent pictures and let me know how she was doing while I was gone. I wouldn’t hesitate to ask them to care for her again!!

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Tyffany G.
Sitter Profile Image: Cindy A.
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Cindy A.
from
$35
per night
5 out of 5.0 stars
79 reviews
18 repeat clients
12 years of experience
Fountain city, WI, 54629

My dog Lily loves going to Cindy’s. She’s treated like part of the family. I’ve used Cindy for boarding many times and I’m always happy with her care!

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Sandy W.
Sitter Profile Image: William L.
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William L.
from
$38
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
35 years of experience
Holmen, WI, 54636

He was good. Paid attention to whiskey, the dog. I appreciatehim for his service. Thank you

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Pinky M.
Sitter Profile Image: Alicia B.
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Alicia B.
Star Sitter
from
$42
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
20 years of experience
La Crescent, MN, 55947

Perfect!! It was nice to get away and receive pictures of how happy my boys were and to see how much fun they were having! My first time using rover and I couldn’t be more impressed with Alicia. The updates and report cards were appreciated! Happy doodles!

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Jaci M.
Sitter Profile Image: Ty C.
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Ty C.
from
$38
per night
5 out of 5.0 stars
59 reviews
10 repeat clients
10 years of experience
La Crosse, WI, 54601

Ty did a great job taking care of my dog, Jackson. He was always quick to respond and sent regular updates with photos. Jackson has been dealing with hip pain and limping, and Ty was especially attentive to this, keeping me informed throughout his 3-night stay. Highly recommend!

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Shyanne M.
Sitter Profile Image: Kelsey W.
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Kelsey W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
72 reviews
17 repeat clients
20 years of experience
Onalaska, WI, 54650

Kelsey sent lots of photo updates during banjo’s stay there, and he loved playing with the kids and her other two doggos! Kelsey was quick to get back to me on very short notice, and on a holiday weekend even! My doggo felt so comfortable with them upon arrival that he barely noticed me pulling down the driveway to leave, and as others have said, while I am quite sure he was happy to see me, I wasn’t convinced he was ready to come home with me. Haha. I would recommend Kelsey and her family to anyone on this site who wants to rest easy while away knowing their doggos are in good hands.s

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Kalla B.
Sitter Profile Image: Julie H.
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Julie H.
from
$38
per night
5 out of 5.0 stars
8 reviews
1 repeat client
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 two dogs, they would have those same qualities. 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: Cassandra B.
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Cassandra B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
64 reviews
17 repeat clients
18 years of experience
Onalaska, WI, 54650

Lucy had a great time. We were sent pictures while we were gone. Cassie had great communication before and during Lucy's stay. This was overall a great experience for us!

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Abby N.
Sitter Profile Image: Destiny S.
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Destiny S.
from
$30
per night
5 out of 5.0 stars
5 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: Zackary H.
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Zackary H.
from
$30
per night
1 repeat client
4 years of experience
La Crosse, WI, 54603

About: I’ve taken care of cats , dogs (yes, even those dreaded huskies) chickens, ducks, but fish? Not so much, that’d be interesting though, but I try my best I want to find a job where I can feel a bit free, actually maybe get some fresh air for once and moving around and get gain a bit of positivity, usually whatever time is in between breakfast lunch and dinner i am able to care for pets, but whenever I’m needed I can give care work I make sure my pets stay safe and away from wild animals because we do have them, and feed and give them water, give them exercise, and chill around when need be

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

We are so grateful for the loving care Sadie received from Kirsten and Kaleb. We highly recommend them!

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Fran S.
Sitter Profile Image: Jacque K.
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Jacque K.
from
$65
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

Jacque has watched our dog twice now and he's come home happy and as good as ever. She's also been very flexible with drop off and pick up times which makes things much easier. She sends pics and is great with communication! Will definitely keep coming back!

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Nels N.
Sitter Profile Image: Megan R.
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Megan R.
from
$35
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
20 years of experience
Onalaska, WI, 54650

Megan was amazing with our dog, Brewer. She is very sweet and compassionate and Brewer took to her right away. All her fur babies are extremely friendly and were welcoming to Brewer. We truly appreciated all of her updates. We couldn’t have asked for anyone better!

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Lisa J.
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Loving dog sitters in your neighborhood

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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
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 4.9 stars
31 reviews
15 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 yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Lynne R.
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Sitter Profile Image: Lynne R.
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2. 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
100 reviews
20 repeat clients
Profile image

Lynne was very attentive and gave our dog great care and lots of exercise. She was easy to communicate with and clearly knowledgeable about dogs. Our dog was right at home with her. Will definitely use her again!

Availability updated 26 days ago
Sitter Profile Image: Cali R.
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Sitter Profile Image: Cali R.
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3. 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 4.9 stars
19 reviews
5 repeat clients
Profile image

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.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Erica K.
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Sitter Profile Image: Erica K.
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4. 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
89 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 30 days ago
Sitter Profile Image: Ty E.
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Sitter Profile Image: Ty E.
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5. Ty E.

Star Sitter
House with Fenced Yard, taking dogs
LA CRESCENT, MN, 55947
22.6 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 5.0 stars
168 reviews
59 repeat clients
Profile image

Ty is great with my dogs. I have a 15 lb 15.5 year old who has a lot of health issues. He went out of his way to really give him the extra care he needs. My younger large rescue dog who has anxiety loves to go there and play with Ty and all the other dogs. He sends videos and pictures of the boys playing and having fun or just relaxing. Ty has been their pet sitter for 9 months now and they come home tired, relaxed and happy.

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Alicia G.
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Sitter Profile Image: Alicia G.
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6. Alicia G.

Golden Guardian
Winona, MN, 55987
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
84 reviews
14 repeat clients
Profile image

More than exceeded expectation especially on such short notice. Our dog “Bella” had so much fun which was captured in pictures/video updates. 10/10 recommend booking with Alicia, your fur baby will appreciate it.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sarah & Rob O.
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Sitter Profile Image: Sarah & Rob O.
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7. 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
97 reviews
42 repeat clients
Profile image

Rob and Sarah were so warm and they made me feel very comfortable leaving my dog with them. They also sent pictures and let me know how she was doing while I was gone. I wouldn’t hesitate to ask them to care for her again!!

Availability updated 4 days ago
Sitter Profile Image: Cindy A.
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Sitter Profile Image: Cindy A.
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8. 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
from
$35
per night
5 out of 5.0 stars
79 reviews
18 repeat clients
Profile image

My dog Lily loves going to Cindy’s. She’s treated like part of the family. I’ve used Cindy for boarding many times and I’m always happy with her care!

Availability updated 47 days ago
Sitter Profile Image: William L.
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Sitter Profile Image: William L.
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9. William L.

Big fenced in yard.
Holmen, WI, 54636
19.1 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

He was good. Paid attention to whiskey, the dog. I appreciatehim for his service. Thank you

Availability updated 16 days ago
Sitter Profile Image: Alicia B.
Verified Enhanced Background Check
Sitter Profile Image: Alicia B.
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10. Alicia B.

Star Sitter
Don’t regret who sits your pet
La Crescent, MN, 55947
22.6 mi. away
Boarding, Doggy Day Care
from
$42
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Perfect!! It was nice to get away and receive pictures of how happy my boys were and to see how much fun they were having! My first time using rover and I couldn’t be more impressed with Alicia. The updates and report cards were appreciated! Happy doodles!

Availability updated 2 days ago
Sitter Profile Image: Ty C.
Verified Enhanced Background Check
Sitter Profile Image: Ty C.
Verified Enhanced Background Check

11. 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
$38
per night
5 out of 5.0 stars
59 reviews
10 repeat clients
Profile image

Ty did a great job taking care of my dog, Jackson. He was always quick to respond and sent regular updates with photos. Jackson has been dealing with hip pain and limping, and Ty was especially attentive to this, keeping me informed throughout his 3-night stay. Highly recommend!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kelsey W.
Verified Background Check
Sitter Profile Image: Kelsey W.
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12. 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
72 reviews
17 repeat clients
Profile image

Kelsey sent lots of photo updates during banjo’s stay there, and he loved playing with the kids and her other two doggos! Kelsey was quick to get back to me on very short notice, and on a holiday weekend even! My doggo felt so comfortable with them upon arrival that he barely noticed me pulling down the driveway to leave, and as others have said, while I am quite sure he was happy to see me, I wasn’t convinced he was ready to come home with me. Haha. I would recommend Kelsey and her family to anyone on this site who wants to rest easy while away knowing their doggos are in good hands.s

Availability updated 8 days ago
Sitter Profile Image: Julie H.
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Sitter Profile Image: Julie H.
Verified Enhanced Background Check

13. Julie H.

A Relaxing Pet Retreat
La Crosse, WI, 54603
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
5 out of 5.0 stars
8 reviews
1 repeat client
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 7 days ago
Sitter Profile Image: Cassandra T.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra T.
Verified Enhanced Background Check

14. Cassandra T.

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

Cassandra worked alongside me as a veterinary technician and witnessed some of the most compassionate relations to people’s pets. She treats every pet as if they are her own baby!

Availability updated 2 days ago
Sitter Profile Image: Cassandra B.
Verified Background Check
Sitter Profile Image: Cassandra B.
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15. 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
64 reviews
17 repeat clients
Profile image

Lucy had a great time. We were sent pictures while we were gone. Cassie had great communication before and during Lucy's stay. This was overall a great experience for us!

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Destiny S.
Verified Enhanced Background Check
Sitter Profile Image: Destiny S.
Verified Enhanced Background Check

16. 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
5 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 26 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Zackary H.
Verified Enhanced Background Check
Sitter Profile Image: Zackary H.
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17. Zackary H.

Had many same pets, had a wild time
La Crosse, WI, 54603
21.8 mi. away
Boarding, Dog Walking
from
$30
per night
1 review
1 repeat client

Zack is very patient and kind to my cats and dog. He ensures that he follows their care plans and takes extra time to give them love and attention when I am gone. Zack especially like walking my dog. He is honest and dependable and my pets are comfortable with him.

Availability updated 15 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kirsten & Kaleb M.
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Sitter Profile Image: Kirsten & Kaleb M.
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18. 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
9 reviews
Profile image

We are so grateful for the loving care Sadie received from Kirsten and Kaleb. We highly recommend them!

Availability updated 11 days ago
Sitter Profile Image: Jacque K.
Verified Background Check
Sitter Profile Image: Jacque K.
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19. Jacque K.

Jacq’s Doggy Day Care and Services
Winona, MN, 55987
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Jacque has watched our dog twice now and he's come home happy and as good as ever. She's also been very flexible with drop off and pick up times which makes things much easier. She sends pics and is great with communication! Will definitely keep coming back!

Availability updated 7 days ago
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
Sitter Profile Image: Megan R.
Verified Enhanced Background Check

20. Megan R.

Dog & Cat Mom, Former Rescue Admin
Onalaska, WI, 54650
20.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
Profile image

Megan was amazing with our dog, Brewer. She is very sweet and compassionate and Brewer took to her right away. All her fur babies are extremely friendly and were welcoming to Brewer. We truly appreciated all of her updates. We couldn’t have asked for anyone better!

Availability updated over 1 year ago

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