Dog Boarding in Pleasant Valley, WI

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Top rated Pleasant Valley dog boarders

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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
106 reviews
44 repeat clients
20 years of experience
Onalaska, WI, 54650

Rob and Sarah are truly the best. I’ve been taking Bella to them for about 3 years now and I could not imagine trusting anyone else. They are always quick to respond and give updates throughout your dogs stay. I truly could not ask for a better family to trust my Bella with. Thank you for all you guys do!

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Leisha B.
Sitter Profile Image: Ty E.
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Ty E.
Star Sitter
from
$40
per night
5 out of 4.9 stars
191 reviews
66 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

We are so happy with Ty. He is a true dog lover. He took very good care of our pups. He kept us in the loop with everything. Thank you so much Ty. We truly appreciate you.

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Heather R.
Sitter Profile Image: Laura S.
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Laura S.
from
$38
per night
5 out of 5.0 stars
47 reviews
15 repeat clients
20 years of experience
La Crosse, WI, 54601

If I could give Laura and her family more than 5 stars, I would. I was initially apprehensive about leaving my dog Lou Lou with someone I didn’t know but after connecting with Laura felt immediately comfortable. She was so wonderful to my dog and sent lots of pictures and updates which I appreciated. Her kids read her, walked her, played with her and cuddled her, making her feel right at home. Lou Lou also made a new friend, Tater Tot who she got to play in their fenced in yard with. I would highly recommend her if you are in need of care for your dog. The only concern I had is Lou Lou wouldn’t want me to come back ;)

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Michelle W.
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: Jamie T.
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Jamie T.
Star Sitter
from
$30
per night
5 out of 5.0 stars
21 reviews
11 repeat clients
15 years of experience
Rockland, WI, 54653

Jamie is absolutely amazing ? I would give her 10 stars if I could ! Riley had so much fun, she kept us updated and sent the cutest pictures! 100% recommend and will book with her every time ❤️

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Shelby B.
Sitter Profile Image: Kelsey W.
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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

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: Cassandra B.
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Cassandra B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
75 reviews
24 repeat clients
18 years of experience
Onalaska, WI, 54650

It was Zieger’s first time boarding with Cassandra and he instantly felt at ease as he didn’t have separation anxiety. Cassandra sent pictures and videos during his stay and he seemed to truly love being there for those 3 nights.

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Sabrina K.
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: 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

Jenny was phenomenal. She’s very flexible on times of pick up and drop off. She sent multiple pictures of Wiley having fun running around and playing. He was more energetic on pick up and even seemed as if he wished to stay longer. Both of her dogs were playful and accepted Wiley into their home with out any issues. Both Wiley and I are extremely pleased with this experience, and can’t wait until the next time Jenny can watch him again when I need to be out of town.

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Jack K.
Sitter Profile Image: Amy W.
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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

Amy was great! We traveled to the area for a weekend and our dog sitting plans fell through, Amy accepted our request in only a day in advance. Our dog Willa seemed very happy and we got plenty of pictures!

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Joseph M.
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

Ashley and Family took wonderful care of our pups! We received pictures and updates daily, you could see they truly did become part of the family during their stay! We will definitely be booking with Ashley again!!☺️

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Cheri G.
Sitter Profile Image: Ty C.
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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 took good care of Sunny, my rescue pup. This was Sunny's first stay with Ty and Ty kept me posted daily and took pics showing Sunny was relaxed and welcomed.

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Jeff I.
Sitter Profile Image: Matt W.
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Matt W.
from
$37
per night
5 out of 5.0 stars
10 reviews
1 repeat client
20 years of experience
Viroqua, WI, 54667

Would bring our dog again if we come this way! He never tires out but he had so much room to run and play in their yard he was tuckered out! Thank you!

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Jenny R.
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.
Sitter Profile Image: Makayla D.
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Makayla D.
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
10 years of experience
West Salem, WI, 54669

Makayla was so great watching our older dog for the weekend!! She was super easy to coordinate with, friendly and professional, and took great care of our pup. We will definitely try and use her as a dog sitter again if available!

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Jenni T.
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: Janelle S.
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Janelle S.
from
$35
per night
5 out of 5.0 stars
56 reviews
15 repeat clients
20 years of experience
La Crosse, WI, 54601

Janelle and family were wonderful! I so appreciate them taking our pups on such short notice, and they made Rico and Sal feel like part of family from the start, and took them on walks🥰 We will absolutely be asking them to take care of our pups again!!

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Cheri G.
Sitter Profile Image: Karlie G.
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Karlie G.
from
$50
per night
8 years of experience
West Salem, WI, 54669

About: I’ve been around animals my whole life and truly love caring for them. I grew up with a variety of pets including cats, dogs, chickens, ducks, and bunnies, which gave me a deep appreciation for animals of all kinds. Over the years, I’ve gained hands-on experience providing pet care, including overnight stays, administering medications, and keeping pets comfortable and happy in their home environment. I always focus on maintaining each pet’s normal routine—whether that’s mealtime schedules, daily walks, playtime, or a bit of training and structure. I’m also experienced in caring for senior pets and can support their specific needs with patience and care. My goal is to treat every pet like family and give you peace of mind while you're away. I can also send you daily updates/photos of your fur babies so you know they are being well taken care of! I have both a dog and cat that I take care of every day. My dog is a one year old energetic lab/springer mix and I have a one year old orange kitty. I love getting outside and having playtime or going on walks with my dog and playing with my cat. Whether I’m caring for pets in my home or visiting yours, their safety and comfort are always my top priorities. I create a calm, clean, and pet-friendly environment, following any specific instructions you provide—like feeding schedules, medications, or routines. When pets stay with me, my home is set up to be a safe and welcoming space where they can relax and feel at ease. During drop-in visits, I’m respectful of your home and make sure to keep everything just as I found it. In all cases, I take the time to build trust and move at each pet’s pace to ensure they feel secure and loved. My goal is to make your time away as stress-free as possible—for both you and your pets.

Sitter Profile Image: Angela D.
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Angela D.
from
$50
per night
5 out of 4.8 stars
19 reviews
6 repeat clients
12 years of experience
Onalaska, WI, 54650

Angela is the best babysitter took care of my baby even at the last min she send pics and kept me updated while we was away for 3 nights I would definitely recommend her to watch your pup 5 stars all the way I will be back soon .I know my khaleesi is in good hands ..Thank you so much !!!

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Pinksamcosmetics
Sitter Profile Image: Holly K.
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Holly K.
from
$26
per night
5 out of 5.0 stars
4 reviews
16 years of experience
La Crosse, WI, 54601

Holly is fantastic! My Kenny felt so safe and so loved! I got so many pictures and updates! Shes got great communication and shes a great caregiver! We'll definitely be booking with Holly again!

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Nezy O.
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Sitter Profile Image: Sarah & Rob O.
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Sitter Profile Image: Sarah & Rob O.
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Sarah & Rob O.
Rover 101
Star Sitter

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

Rob and Sarah are truly the best. I’ve been taking Bella to them for about 3 years now and I could not imagine trusting anyone else. They are always quick to respond and give updates throughout your dogs stay. I truly could not ask for a better family to trust my Bella with. Thank you for all you guys do!

Availability updated 6 days ago
Sitter Profile Image: Ty E.
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Sitter Profile Image: Ty E.
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Ty E.
Star Sitter

House with Fenced Yard, taking dogs
LA CRESCENT, MN, 55947
9.9 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 4.9 stars
191 reviews
66 repeat clients
Profile image

We are so happy with Ty. He is a true dog lover. He took very good care of our pups. He kept us in the loop with everything. Thank you so much Ty. We truly appreciate you.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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Laura S.

Your dog will feel right at home!🐕
La Crosse, WI, 54601
2.3 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
47 reviews
15 repeat clients
Profile image

If I could give Laura and her family more than 5 stars, I would. I was initially apprehensive about leaving my dog Lou Lou with someone I didn’t know but after connecting with Laura felt immediately comfortable. She was so wonderful to my dog and sent lots of pictures and updates which I appreciated. Her kids read her, walked her, played with her and cuddled her, making her feel right at home. Lou Lou also made a new friend, Tater Tot who she got to play in their fenced in yard with. I would highly recommend her if you are in need of care for your dog. The only concern I had is Lou Lou wouldn’t want me to come back ;)

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: William L.
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Sitter Profile Image: William L.
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William L.
Star Sitter

Big fenced in yard.
Holmen, WI, 54636
17.5 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 yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jamie T.
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Sitter Profile Image: Jamie T.
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Jamie T.
Star Sitter

Lots of Room to Run and Play
Rockland, WI, 54653
16.1 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
21 reviews
11 repeat clients
Profile image

Jamie is absolutely amazing ? I would give her 10 stars if I could ! Riley had so much fun, she kept us updated and sent the cutest pictures! 100% recommend and will book with her every time ❤️

Availability updated 56 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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Kelsey W.
Star Sitter

Holmen & Onalaska, Reliable SAHM
Onalaska, WI, 54650
15.4 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

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 12 days ago
Sitter Profile Image: Cassandra B.
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Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter

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

It was Zieger’s first time boarding with Cassandra and he instantly felt at ease as he didn’t have separation anxiety. Cassandra sent pictures and videos during his stay and he seemed to truly love being there for those 3 nights.

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

Julie H.
Star Sitter

A Relaxing Pet Retreat
La Crosse, WI, 54603
9.7 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 15 days ago
Sitter Profile Image: Jenny H.
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Sitter Profile Image: Jenny H.
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Jenny H.

Your dog's home away from home
La Crosse, WI, 54603
11.3 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

Jenny was phenomenal. She’s very flexible on times of pick up and drop off. She sent multiple pictures of Wiley having fun running around and playing. He was more energetic on pick up and even seemed as if he wished to stay longer. Both of her dogs were playful and accepted Wiley into their home with out any issues. Both Wiley and I are extremely pleased with this experience, and can’t wait until the next time Jenny can watch him again when I need to be out of town.

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

Amy W.
Star Sitter

Pawsitively The Best!
Onalaska, WI, 54650
10.4 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

Amy was great! We traveled to the area for a weekend and our dog sitting plans fell through, Amy accepted our request in only a day in advance. Our dog Willa seemed very happy and we got plenty of pictures!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
Verified Background Check

Ashley M.
Star Sitter

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

Ashley and Family took wonderful care of our pups! We received pictures and updates daily, you could see they truly did become part of the family during their stay! We will definitely be booking with Ashley again!!☺️

Availability updated yesterday
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
6.9 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 took good care of Sunny, my rescue pup. This was Sunny's first stay with Ty and Ty kept me posted daily and took pics showing Sunny was relaxed and welcomed.

Availability updated yesterday
Sitter Profile Image: Matt W.
Verified Enhanced Background Check
Sitter Profile Image: Matt W.
Verified Enhanced Background Check

Matt W.

Dog Dad
Viroqua, WI, 54667
15.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$37
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Would bring our dog again if we come this way! He never tires out but he had so much room to run and play in their yard he was tuckered out! Thank you!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kirsten & Kaleb M.
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Sitter Profile Image: Kirsten & Kaleb M.
Verified Enhanced Background Check

Kirsten & Kaleb M.

Your dogs home away from home <3
La Crosse, WI, 54601
6.5 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 yesterday
Sitter Profile Image: Makayla D.
Verified Enhanced Background Check
Sitter Profile Image: Makayla D.
Verified Enhanced Background Check

Makayla D.

Reliable, dependable animal lover
West Salem, WI, 54669
13.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Makayla was so great watching our older dog for the weekend!! She was super easy to coordinate with, friendly and professional, and took great care of our pup. We will definitely try and use her as a dog sitter again if available!

Availability updated 9 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
17.6 mi. away
Boarding, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews

Cassandra is an incredible pet caregiver with over 10 years of experience in the veterinary field. Her deep knowledge, reliability, and love for animals make her the perfect choice. She also has two dogs of her own, so she truly understands what it takes to provide excellent care. Your pets will be in great hands with Cassandra!

Availability updated 9 days ago
Sitter Profile Image: Janelle S.
Verified Background Check
Sitter Profile Image: Janelle S.
Verified Background Check

Janelle S.

Playful & Trustworthy Caretakers
La Crosse, WI, 54601
3.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
56 reviews
15 repeat clients
Profile image

Janelle and family were wonderful! I so appreciate them taking our pups on such short notice, and they made Rico and Sal feel like part of family from the start, and took them on walks🥰 We will absolutely be asking them to take care of our pups again!!

Availability updated 43 days ago
Sitter Profile Image: Karlie G.
Verified Enhanced Background Check
Sitter Profile Image: Karlie G.
Verified Enhanced Background Check

Karlie G.

Loving caretaker for your pets
West Salem, WI, 54669
12.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
2 reviews

Karlie is amazing with animals! She’s grown up around all kinds, from cats and dogs to farm animals, to and has always taken great care of every single one. She’s super dedicated and really pays attention to the little things, whether it’s making sure they’re fed on time or just giving them the love and attention they need. You can tell she truly loves what she does, and she’s someone you can totally count on to take great care of any animal

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

Angela D.

Your best friend is our best friend
Onalaska, WI, 54650
11.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 4.8 stars
19 reviews
6 repeat clients
Profile image

Angela is the best babysitter took care of my baby even at the last min she send pics and kept me updated while we was away for 3 nights I would definitely recommend her to watch your pup 5 stars all the way I will be back soon .I know my khaleesi is in good hands ..Thank you so much !!!

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

Holly K.

More Walks, More Love, Less Worry
La Crosse, WI, 54601
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$26
per night
5 out of 5.0 stars
4 reviews
Profile image

Holly is fantastic! My Kenny felt so safe and so loved! I got so many pictures and updates! Shes got great communication and shes a great caregiver! We'll definitely be booking with Holly again!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend

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