Personalized care for your dog or cat - Midway

Highly-rated overnight sitters - Midway

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Sitter Profile Image: Ty E.
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Ty E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
289 reviews
89 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

My guy, Theodore, was so well taken care of by Ty and his ladies, Minnie and Silhouette. Ty is wonderful and kind. Observant, and attentive. Theodore will be visiting Ty again when I have business trips. Thank you Ty for your wonderful care!

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Kara W.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
50 years of experience
Holmen, WI, 54636

Laura sent pictures and updates. My dog was very well cared for. I will be using her services in the future.

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William L.
Sitter Profile Image: William L.
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William L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
52 reviews
16 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: Angela D.
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Angela D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
45 reviews
14 repeat clients
12 years of experience
Onalaska, WI, 54650

Angela accommodated us with very last minute notice and was so flexible! We were nervous about leaving our girl with someone new and Rosie and so much fun and came home pooped out from her stay.

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Jenna A.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
61 reviews
18 repeat clients
5 years of experience
La Crosse, WI, 54601

Laura and her family welcomed my puggle into their home with open arms. They sent awesome near professional style photos while he was with them. Buster will for sure return in future. Clean safe home. Fenced in yard. Loving kids and adults and two small dogs to play with. 5 star accommodations! Thanks

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Jean M.
Sitter Profile Image: Jenny H.
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Jenny H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
6 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: Jamie T.
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Jamie T.
Star Sitter
from
$30
per night
5.0 out of 5 stars
38 reviews
29 repeat clients
15 years of experience
Rockland, WI, 54653

Zoe really enjoyed staying at Jamie's house with her family and dogs. She is always playing and smiling in the photos. Jamie was very accommodating in extending Zoe's stay.

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Aimee B.
Sitter Profile Image: Susan P.
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Susan P.
from
$48
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
La Crosse, WI, 54601

Susan was the perfect sitter for my Shiba Inu! She took good care of him, took him on multiple walks, and even baked him dog treats! Plus she’s a delightful person who’s easy to coordinate with. I can’t recommend her highly enough!!!

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Sarah M.
Sitter Profile Image: Jared Z.
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Jared Z.
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Onalaska, WI, 54650

Jared was very helpful and accommodating. Princess was well taken care of and had a lot of cuddles from everyone in the family. I will contact again next time I need a sitter for Princess!

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Angela D.
Sitter Profile Image: Aj D.
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Aj D.
from
$60
per night
4.8 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
La Crosse, WI, 54603

Aj was very communicative and asked very appropriate questions when we dropped Rex off. Our pup was very happy and safe when we picked him up.

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Hannah W.
Sitter Profile Image: Ty C.
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Ty C.
from
$54
per night
5.0 out of 5 stars
80 reviews
16 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: Carly N.
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Carly N.
from
$40
per night
15 years of experience
La Crosse, WI, 54601

About: Caring for a variety of animals for as long as I can remember, nothing makes me happier than providing the care your pets need! Whether it’s long walks, snuggles and scratches, or giving them the space they need to feel safe I can do it all! Currently Employed in a full time position, can offer evening walks, potty breaks or calming check ins! More availability during the weekend for all day care and walks! Each pet requires unique care, I will do my best to make your animals feel safe throughout the entire experience! Their needs come first !

Sitter Profile Image: Karlie G.
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Karlie G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
8 years of experience
West Salem, WI, 54669

Karlie took great care of my pup during his stay. He got along well with her dog as well. They got a lot of both play and nap time together! He also came home with a cute bandana! (Thanks again for that). She is responsive, kind and truly loves to care for animals.

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Latyrin B.
Sitter Profile Image: Rebekah L.
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Rebekah L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
36 reviews
16 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah was great! Lots of playtime and walks. Blaze had a great time. Also appreciated photos and updates. I felt very comfortable leaving her even though it was her first time there. Woukd definitely go back again. Thanks so much!

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Carrie P.
Sitter Profile Image: Luke S.
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Luke S.
from
$45
per night
4.7 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
La Crosse, WI, 54601

About: While living in Seattle I worked for Rover doing dog boarding in my own home, at times with up to five dogs at a time. Currently I am not available to do dog boarding in my own home however I would love to take your fur babies on a walk Only able to service the city limits of La Crosse, Onalaska, and La Cresent I would be more than happy to watch your animals at your home. I do my best to respect your family and your belongings while I am in your home.

Sitter Profile Image: Janelle S.
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Janelle S.
from
$50
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
20 years of experience
La Crosse, WI, 54601

Janelle was an amazing rover. Incredibly attentive, kind, and you can tell she has such a warm heart and is a true dog lover. She gave us consistent updates about our pup (including pictures)! She and her husband even took our dog on a two mile walk since she knew we had a long drive back home. I can’t recommend her enough!

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Mason W.
Sitter Profile Image: Holly K.
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Holly K.
from
$30
per night
5.0 out of 5 stars
10 reviews
17 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.
Sitter Profile Image: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

Monica was so great with our dog Finn while we were away for a weekend. She was super responsive and sent us pictures to keep us updated on how he was doing. Would highly recommend her!

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Emily S.
Sitter Profile Image: Wendy C.
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Wendy C.
from
$40
per night
5.0 out of 5 stars
46 reviews
17 repeat clients
45 years of experience
Ettrick, WI, 54627

Wendy and her husband as always, do an amazing job. My dog Bear absolutely loves staying there. Wendy does an excellent job giving updates and making sure my pup gets plenty of attention while I’m gone.

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Jason K.
Sitter Profile Image: Judy L.
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Judy L.
from
$28
per night
40 years of experience
Galesville, WI, 54630

About: I grew up with dogs and other animals my entire life. I enjoy regular walks around our neighborhood and are experienced in giving vitamins and/or medication daily. I am home full time so your pet will have full time care. I have recently retired and I am available to care for your pet full time on week days as well as weekends! Your pet is never alone and gets all the attention she/he will ever need! So bring their bed, feeding dishes, toys and their brush so we can take care of all their needs. I have a fenced in yard. I always focus on maintaining each pet's normal routine— whether that's mealtime schedules, daily walks and playtime. All pets are allowed on the furniture.

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Cat caregivers near you - Midway

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Sitter Profile Image: Faith G.
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Faith G.
from
$14
per visit
5.0 out of 5 stars
6 reviews
8 years of experience
Onalaska, WI, 54650

We had such a wonderful experience and couldn’t recommend Faith more! She took amazing care of our babies while we were away and gave us so much peace of mind knowing they were in good hands. She was incredibly attentive, reliable, and clearly took the time to get to know their little personalities and routines. We loved getting updates and photos while we were gone, and it was obvious our cats felt comfortable and well cared for. We came home to two very happy kitties and everything in perfect shape. We would absolutely book with her again! ❤️🐾

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Mollie Rose B.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
50 years of experience
Holmen, WI, 54636

About: Hello! I’m Laura, and I’m so excited to welcome your four-legged family member into my heart and home. Having grown up with dogs and raised three of my own beloved pups through to their golden years, I know firsthand that dogs aren't just pets—they are cherished family members. Now that my home is a bit quieter, I have a wealth of love, patience, and attention to share with your dog while you are away. Why Choose Me? Lifetime of Experience: I have over 40 years of experience living with and caring for dogs. Senior Dog Care: Having loved three dogs through their entire lives, I am highly comfortable with senior care, gentle pacing, and keeping strict medication and feeding schedules. A Safe, Loving Environment: Your dog will get my full attention, plenty of belly rubs, and a calm, reliable routine that mirrors the comfort they have at home. Whether your pup is an energetic walker or a professional couch cuddler, I adapt to their unique personality and needs. I can't wait to meet your furry best friend and give you peace of mind knowing they are in safe, loving hands! My daily and weekly schedule is very consistent, which makes it easy to provide a reliable, stress-free routine for your dog. During the week, my schedule allows me to easily plan my day around a dog's needs. I am always home for dedicated morning, late afternoon, and evening care. Because my routine is highly structured, I can guarantee regular potty breaks, timely feedings, and medication administration on a strict schedule. My late afternoons, evenings, and weekends are wide open and entirely dedicated to pet care. Whether that means going for relaxed neighborhood walks, playing in the yard, or just offering quiet companionship on the couch, your dog will be a central part of my day. I treat guest dogs like family, fitting them seamlessly into a warm, attentive, and loving daily routine. Safety and comfort are my top priorities, whether a dog is staying with me or I am visiting them in their own home. Having raised three dogs of my own, I know how important a secure and predictable environment is for a pet's peace of mind. In My Home: I maintain a calm, dog-friendly, and completely smoke-free environment. Before any stay, I do a thorough safety sweep to ensure all hazards, cords, or human foods are securely out of reach. Dogs in my care are supervised closely, and I follow a strict double-check policy on all doors and gates when entering or exiting. In Your Home: I treat your home with the utmost respect, keeping it secure, clean, and exactly as you left it. During visits or house sits, I stick closely to your security routines (locking doors, arming alarms) and ensure your dog is safely secured inside before I leave. My Care Philosophy: Tailored to the Dog: I strictly adhere to your specific rules regarding furniture, feeding schedules, and crate training to keep their routine seamless. On-Leash Safety: I always keep dogs securely on-leash during walks and remain highly alert to our surroundings and other animals. Constant Communication: I love sending daily photo updates so you can see firsthand how happy, relaxed, and safe your pup is!

Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
149 reviews
38 repeat clients
21 years of experience
Onalaska, WI, 54650

Laura was wonderful with my two cats. They warmed up to her right away. I would highly recommend her; excellent with animals and very very nice too!

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Lane R.
Sitter Profile Image: Emily M.
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Emily M.
from
$12
per visit
5.0 out of 5 stars
4 reviews
21 years of experience
Onalaska, WI, 54650

Emily was so wonderful. She took the time to play with our two cats and I could tell by the pictures they got very comfortable with her and were eager for her to get there. My cat Shadow needs medication 2 times a day and she was great giving it to him along with his other spoiled needs that he has. Stormy is usually shy at first but warmed up to Emily fairly quickly. I really appreciated the time she spent with them and gave them attention while we were away.

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Michel M.
Sitter Profile Image: Rhonda P.
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Rhonda P.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
68 reviews
16 repeat clients
7 years of experience
LaCrosse, WI, 54601

Rhonda was the best.I was worried at first because we had someone else watch them last year and it didnt go well, so I was hesitant to do it again. From the first time she met my kitties I knew this was going to go well. They were smelling her and rubbing themselves on her. I knew if they felt safe enough to show themselves like that then I was comfortable. The next time they met her it was the same. Any worries I had went out the door. While we were away she provided photos and videos, I could tell my kitties were happy. I highly recommend Rhonda to everyone. I am greatful for how well she took care of them like her own. Thank you so much.

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Cassie M.
Sitter Profile Image: Eliza C.
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Eliza C.
from
$16
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
2 years of experience
Onalaska, WI, 54650

She did everything asked and more, and the cats seemed less shy then they sometimes are after we come back from an extended period. Certainly would book again.

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Nate M.
Sitter Profile Image: Christina J.
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Christina J.
from
$12
per visit
1 year of experience
Holmen, WI, 54636

About: I have two cats. They are my boyfriend’s but I have been claimed by our orange baby. I know how to take it at their pace and give them the attention they deserve.

Sitter Profile Image: Sara S.
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Sara S.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Onalaska, WI, 54650

Sara was amazing. She was on schedule which was important for my Shadow’s medication. She also left me notes and pictures on how my cats were doing and gave them some love that they so appreciated. I really appreciated her taking the time to take care of my fur babies.

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Michel M.
Sitter Profile Image: Aj D.
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Aj D.
from
$18
per visit
4.8 out of 5 stars
15 reviews
2 repeat clients
30 years of experience
La Crosse, WI, 54603

Aj was really good, I could tell he cared for my cats very well. He also stayed some extra time, which he didn't have to. That is immensely appreciated

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Carlos Michael I.
Sitter Profile Image: Cassandra R.
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Cassandra R.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Holmen, WI, 54636

Took very very good care of my cats! Kept me updated consistently with pictures. She had left a very kind note on the counter for us and our cats seem happy as ever!

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Brandon J.
Sitter Profile Image: Crystal X.
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Crystal X.
from
$16
per visit
4 years of experience
La Crosse, WI, 54603

About: I have taken care of my black cat, Kitty for 4 years and my other two cats, Whiskers and Oreo for 2 years. Kitty always tells me when to back off and I do because they deserve personal space too. Whiskers and Oreo are quite affectionate, so I do my best in giving them all the pets they deserve. When I met one of my friend's cat, they were skittish of me since I was a new person to them. So I took my time with them by letting them approach me first and sniff my hand. I made sure not to give direct eye contact towards them since that will make them nervous. I also talked in a soft tone so my friend's cat doesn't get scared by me. It took a bit of time, but my friend's cat let me pet them, which I was very happy to do. It made me feel special. I believe I'm adaptable to how I should approach cats when I first meet them.

Sitter Profile Image: Isabell K.
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Isabell K.
from
$23
per visit
5.0 out of 5 stars
1 review
1 repeat client
1 year of experience
Holmen, WI, 54636

About: I grew up with a cat for 6 years although I have not yet watched a cat over a long period of time. I would love to try and help wherever I can while I am available

Sitter Profile Image: Savannah W.
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Savannah W.
from
$14
per visit
5 years of experience
La Crosse, WI, 54603

About: I had a cat in my teen ages. I have a lot of experience cleaning their litter boxes, feeding all the hungry ones, and cuddling them on the couch. I can clean up after them and entertain them with toys if that’s what they like. I also work for the humane society and taking care of the cats is one of my daily duties.

Sitter Profile Image: Kaycee M.
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Kaycee M.
from
$15
per visit
5.0 out of 5 stars
33 reviews
10 repeat clients
8 years of experience
Onalaska, WI, 54650

Kaycee was very responsive and prompt. It was a relief to know that my diabetic cat received his insulin shots on time while we were away. I would hire Kaycee again!

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Emilie D.
Sitter Profile Image: Jared Z.
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Jared Z.
from
$18
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Onalaska, WI, 54650

About: I grew up with dogs and have had two dogs of our own for 11 years. We enjoy regular walks around our neighborhood and are experienced in giving vitamins and/or medication daily. I work full-time and am available to make trips home to allow bathroom breaks and home all evenings and weekends. I work full-time in La Crosse and am available in the early afternoons and evenings. Also available for an occasional trip for quick bathroom breaks/walks. My backyard faces a golf course, perfect for a peaceful and relaxing environment. Plenty of space to wander without the worries of lots of traffic or people.

Sitter Profile Image: Sara D.
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Sara D.
from
$14
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
6 years of experience
La Crosse, WI, 54601

Sara did a great job with our boys. Theo's shots (diabetic) can be a bit intimidating, at first, and she handled them beautifully. In addition, Louie is quite wary of new people and by mid-week his photos show that he's comfortable enough to come out and supervise what she was doing. We'll undoubtedly be booking future visits and would absolutely recommend Sara to anyone who's looking for a reliable, caring sitter!

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Kathy M.
Sitter Profile Image: Carlee W.
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Carlee W.
from
$16
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
5 years of experience
Onalaska, WI, 54650

Carlee was fantastic! She did everything we asked for and more. Her report card was very detailed and the photos were great! Her rates are also very reasonable. Our cat loved her! I would rehire Carlee in a heartbeat! Thanks Carlee!

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Morgan B.
Sitter Profile Image: Addie B.
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Addie B.
from
$23
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Holmen, WI, 54636

Addie was wonderful. Very prompt and responsive in our communications. And I loved that she sent us a picture of Bandit letting us know that things went well. I would highly recommend her.

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Stacey N.
Sitter Profile Image: Ajia W.
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Ajia W.
from
$25
per visit
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
La Crescent, MN, 55947

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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AJ K.
Sitter Profile Image: Marissa W.
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Marissa W.
from
$23
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
15 years of experience
La Crosse, WI, 54603

About: I have a large extended family and I have been everybody's go to pet sitter since I was in highschool. I especially fell in love with animal care when I stayed with my aunt's elderly cat for 4 months. He had such personality and required special medicine. I often took care of my employer's dog and bunny when she was out of town. More recently I have begun to watch friends dogs and cats or run to their homes for emergency potty breaks when they've gotten stuck at work. My schedule is limited because I work in retail full time. My schedule is not the same every day. I typically work 9 to 5:30, but some days may deviate. If your animal is unable to be left alone for at least 4 hours at a time, I may not be the best fit for you. I am unable to provide care in my home as I live in a small apartment. I can take care of all your pets needs in your home and am happy to follow any directions and special requests.

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Perfect for high energy dogs - Midway

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Sitter Profile Image: Angela D.
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Angela D.
Star Sitter
from
$50
per day
4.9 out of 5 stars
45 reviews
14 repeat clients
12 years of experience
Onalaska, WI, 54650

Angela was excellent with my dog, Vaida! Vaida struggles adjusting to new surroundings, but Angela was a pro with her. Angela provided consistent communication & I was able to stay updated throughout the week. It was great to know Vaida was in good hands.

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Liz C.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$25
per day
5.0 out of 5 stars
12 reviews
3 repeat clients
50 years of experience
Holmen, WI, 54636

Laura was a great sitter that was very flexible to accommodate us coming from out of town. She was very flexible and good communicator. Our dog was very satisfied leaving.

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Liz H.
Sitter Profile Image: Aj D.
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Aj D.
from
$50
per day
4.8 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
La Crosse, WI, 54603

This was my first time using Rover, so I was a little nervous but my overall experience was positive with AJ. We have a 1 year old mixed breed dog that is very playful and happy around pretty much everyone. We met in a park near AJ’s home and he was promptly on time and communicated well. I asked several questions about the plan for the day and everything seemed reasonable to me. For me personally I just wanted someone that would keep my dog active and happy for the afternoon, also sneak in the occasional nap is okay too. When the day was over we met in the park again and (on time) and my dog was happy to see me. Thumbs up!

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Jeff M.
Sitter Profile Image: Ty E.
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Ty E.
Star Sitter
from
$29
per day
5.0 out of 5 stars
289 reviews
89 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

This is my 1st time using Rover and Ty was wonderful! He sent pictures periodically of my pups while with him. The dogs were tired when we got home which I always a plus.

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Renee K.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$35
per day
5.0 out of 5 stars
61 reviews
18 repeat clients
5 years of experience
La Crosse, WI, 54601

Ambrosius had a lot of fun with her walks and doggy play! She came home and slept amazing. She was very happy and even got so comfortable she took a nap (rare for her at others houses). Thank you so much for making my puppy happy and feel loved.

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Mary P.
Sitter Profile Image: Wendy C.
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Wendy C.
from
$50
per day
5.0 out of 5 stars
46 reviews
17 repeat clients
45 years of experience
Ettrick, WI, 54627

About: At one time, we were breeders of Champion Golden Retrievers, and have raised many a pup, from small to large breeds. From Bernese to Yorkies, we love them all! Our furbabies are a Shorkie and Shih Tzu who are well behaved and make great hosts and playmates! Large pastures and trails on which to walk, so lots of exercise. Our canine guests will receive lots of love and attention! They will be welcome in our house if well-behaved, and treated like one of the family during their stay. We have excellent references from previous guests and do our best to make sure our every guest feels right at home. We follow all care guides given by our guests owners, including giving meds and treats as owner provides us. I or my husband are home with our guest dogs during stays. Our guests get lots of attention and care. We want to care for them as they are used to being cared for at home. We walk 3-4 times a day or as often as match the home life of our guests. They are cared for in our home and integrated into being cared for as part of our family with 2 little welcoming fur babies.

Sitter Profile Image: Rebekah L.
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Rebekah L.
Star Sitter
from
$30
per day
5.0 out of 5 stars
36 reviews
16 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah is great, watched our puppy for daycare. Love photos she sent through out the day. Highly recommend her and we will be back with Kodiak. Thank you!

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Becky B.
Sitter Profile Image: Megan P.
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Megan P.
from
$50
per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Winona, MN, 55987

About: Hi Hi! I'm a former vet tech with 20 plus years of experience training and caring for pets! Day outings, overnights or drop-ins are all in my skill set! I'm an active and aware professional photographer and personal trainer and I enjoy getting dogs out on the trails, socializing, training- you name it! I mainly live in Jackson Hole, WYoming but I own my own home here in Winona. I am here some parts of the year and I would love to open up my schedule to dog care! I am very flexible during the day. I'm a photographer and most of my shoots are in the afternoons or early evening. I can do outings in the morning and afternoon to satisfy all of the physical demands of the doggos! I hit the trails almost every day so I can take them with me for a run/walk :) I also have access to 40 acres of wooded hills that I can take the pups too! The safety of your pet is #1! I am a former vet tech and have a great knowledge of dog care and health. I can administer medications- no problem! If am coming to let your pet out of your house, I can walk in the neighborhood or have a play session in the yard. If your pet is at my home, I have a big, fully fenced yard and I live right across from East Lake Winona, the dog friendly lake :) I am very aware of every situation I take your dog into and can address needs or concerns ASAP. I treat every dog I watch as one of my own :)

Sitter Profile Image: Trinity P.
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Trinity P.
from
$25
per day
8 years of experience
Winona, MN, 55987

About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!

Sitter Profile Image: Erica K.
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Erica K.
from
$30
per day
5.0 out of 5 stars
120 reviews
24 repeat clients
12 years of experience
Winona, MN, 55987

This was the first time that we have left our puppies (9 months and 9 weeks). Erica and family treated them so well and sent pictures and videos. Thanks so much for taking such good care of our babies 😊

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Heidi J.
Sitter Profile Image: Jacque K.
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Jacque K.
from
$60
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

About: Growing up with a variety of animals really gave me the compassion and love I have for animals now. Also, it gave me the skill I need to be able to take care of and provide for the different species of animals there are out there. Mostly, it was dogs and cats but I do have experience in caring for hamsters and bunnies. I love to go walking/hiking just to be outside and getting fresh air so i have no problem going on walks. I’m completely comfortable with our furry friends being on my furniture, I know not everybody is but mi casa es su casa. I am a veterinarian technician with my A.A.S. degree and I plan to open up my own business one day whether it be a dog boarding place of my own or my very own shelter/rescue. Either way, this is my 5-10 year goal and his will help me achieve that. I work full time throughout the week. My evenings are available & so are most of my weekends. This month of August will be busy for me on the weekends though. I make sure they are comfortable & I treat them as if they are my own. I make sure they are happy while their person is gone.

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Adventure-ready dog walkers - Midway

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Sitter Profile Image: Christine K.
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Christine K.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
33 reviews
10 repeat clients
25 years of experience
Onalaska, WI, 54650

I just love this human for my pup!!!!! My pup LuCee is a very picky girl. On the meet and greet LuCee fell in love with Christine!! I could tell immediately it was a great fit. I was given details of Christine's visit and can rest assured LuCee is good to go till I get home. Having such an amazing person take care of my fur kiddo is priceless and gives me the peace of mind I need so I can finish my day!!! I appreciate Christine's phenomenal service!!!

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Tricia P.
Sitter Profile Image: Faith G.
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Faith G.
from
$10
per walk
5.0 out of 5 stars
6 reviews
8 years of experience
Onalaska, WI, 54650

About: I am a Registered Nurse with a deep love for animals and extensive experience in specialized pet care. I currently volunteer at my local animal shelter, where I walk dogs, assist with basic training, and support rescue animals in need. Caring for these shelter animals—and working with pets on Rover—has become a meaningful way for me to channel my grief after my beloved 15-year-old rescue dog, Winnie, recently crossed the rainbow bridge. At home, I also share my life with a sweet 4-year-old rescue tabby cat named Chip. My background in nursing makes me highly comfortable administering medications and injections. Additionally, thanks to my many years of loving Winnie, I am no stranger to senior care, complex medical needs, or the gentle patience required for elderly pets. I have great flexibility throughout the week! I'm available most weekdays and weekends to help take your dog out or drop in to check on your kitty. Last-minute bookings are welcome, provided I have at least 24 hours' notice. While I don't offer boarding in my own home, I specialize in keeping your animals safe, happy, and comfortable in theirs. Whether it's a drop-in visit, a walk, or overnight house sitting, my priority is maintaining your pet's familiar environment to keep stress low. I am committed to building trust through reliable care and clear communication. For your peace of mind, I am fully trained to administer specialized care, including CPR, standard medications, and medical injections, ensuring your furry family members are always in safe hands.

Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
50 years of experience
Holmen, WI, 54636

About: Hello! I’m Laura, and I’m so excited to welcome your four-legged family member into my heart and home. Having grown up with dogs and raised three of my own beloved pups through to their golden years, I know firsthand that dogs aren't just pets—they are cherished family members. Now that my home is a bit quieter, I have a wealth of love, patience, and attention to share with your dog while you are away. Why Choose Me? Lifetime of Experience: I have over 40 years of experience living with and caring for dogs. Senior Dog Care: Having loved three dogs through their entire lives, I am highly comfortable with senior care, gentle pacing, and keeping strict medication and feeding schedules. A Safe, Loving Environment: Your dog will get my full attention, plenty of belly rubs, and a calm, reliable routine that mirrors the comfort they have at home. Whether your pup is an energetic walker or a professional couch cuddler, I adapt to their unique personality and needs. I can't wait to meet your furry best friend and give you peace of mind knowing they are in safe, loving hands! My daily and weekly schedule is very consistent, which makes it easy to provide a reliable, stress-free routine for your dog. During the week, my schedule allows me to easily plan my day around a dog's needs. I am always home for dedicated morning, late afternoon, and evening care. Because my routine is highly structured, I can guarantee regular potty breaks, timely feedings, and medication administration on a strict schedule. My late afternoons, evenings, and weekends are wide open and entirely dedicated to pet care. Whether that means going for relaxed neighborhood walks, playing in the yard, or just offering quiet companionship on the couch, your dog will be a central part of my day. I treat guest dogs like family, fitting them seamlessly into a warm, attentive, and loving daily routine. Safety and comfort are my top priorities, whether a dog is staying with me or I am visiting them in their own home. Having raised three dogs of my own, I know how important a secure and predictable environment is for a pet's peace of mind. In My Home: I maintain a calm, dog-friendly, and completely smoke-free environment. Before any stay, I do a thorough safety sweep to ensure all hazards, cords, or human foods are securely out of reach. Dogs in my care are supervised closely, and I follow a strict double-check policy on all doors and gates when entering or exiting. In Your Home: I treat your home with the utmost respect, keeping it secure, clean, and exactly as you left it. During visits or house sits, I stick closely to your security routines (locking doors, arming alarms) and ensure your dog is safely secured inside before I leave. My Care Philosophy: Tailored to the Dog: I strictly adhere to your specific rules regarding furniture, feeding schedules, and crate training to keep their routine seamless. On-Leash Safety: I always keep dogs securely on-leash during walks and remain highly alert to our surroundings and other animals. Constant Communication: I love sending daily photo updates so you can see firsthand how happy, relaxed, and safe your pup is!

Sitter Profile Image: Sara S.
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Sara S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Onalaska, WI, 54650

Sara is the best!

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Jaden R.
Sitter Profile Image: Jewel M.
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Jewel M.
from
$20
per walk
4.5 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
La Crosse, WI, 54603

Jewel did a great job with our dog! Not only did she walk her, she worked on basic obedience training. I love the updates & our dog benefitted from their time together. Would definitely book with Jewel again!

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Diana C.
Sitter Profile Image: Eliza C.
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Eliza C.
from
$15
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
16 years of experience
Onalaska, WI, 54650

Eliza is a very trustworthy and conscientious dogwalking friend to my Luna! Highly recommended!!!

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Chris O.
Sitter Profile Image: Isabell K.
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Isabell K.
from
$18
per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Holmen, WI, 54636

About: I have taken care of dogs of every kind since I was 10. I have helped neighbors, friends, and family with their pets for short periods and long periods of time. I have my own 4 year old husky/akita mix who loves to play with other dogs and be in company with senior dogs who would prefer a long nap over play. I know how important it is to be able to trust your animals in the hands of somebody else and I’m hoping to be just that. I am currently working part time and will have open availability for weekends and weekdays. I will be taking a few classes once fall semester begins which will take a few hours out of my weekdays. I have a 2.5 acre unfenced yard, but offer two different types of monitored tethering or the option to take your dog to the bathroom on a leash. I have two dogs in my home one being my parents 13 year old lab and my own 4 year old husky. My dogs eat two times a day once in the morning and at night and take 3-5 bathroom breaks throughout the day as needed. Neither of my dogs are food aggressive or aggressive towards other dogs.

Sitter Profile Image: Rhonda P.
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Rhonda P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
68 reviews
16 repeat clients
7 years of experience
LaCrosse, WI, 54601

Rhonda has been great while we’ve been on our trip! She’s reliable and communicates well making us feel at peace knowing our baby is well taken care of!

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Stephanie C.
Sitter Profile Image: Carlee W.
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Carlee W.
from
$20
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
5 years of experience
Onalaska, WI, 54650

About: I’ve taken care of dogs and cats of every kind since I was a kid. Friends and family have relied on me to dog/cat sit, walk and feed their pets! I grew up with dogs, cows, chickens, and a rabbit. I absolutely love animals! A dream job of mine has always been to work with animals! I am currently part time. On my days off (wed,thurs,sat,sun) I’ll be available all day. On the days I work I’m available after 2! I’m pretty flexible. I am available for drop in visits and dog walking ! I can easily crate your dog if needed! I would love to come over and play with your dog whenever pet care is needed!

Sitter Profile Image: Crystal X.
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Crystal X.
from
$15
per walk
4 years of experience
La Crosse, WI, 54603

About: I have taken care of my dogs and cats since the start of high school. I love giving affection to my dogs and cats, including others I have met in person. I used to have a dog that was a senior and improvised ways that I helped them with, like using one of the sofa cushions as a chair my dog could use to go on the bed. Another example was putting pills on a butter knife that had a dab of peanut butter in it and gave it to my senior dog. I'm good at listening to instructions and guidelines that you need for me to take care of your pets. I will also give them space when they tell me. If they're skittish of me, then I'll be patient with them by letting them sniff my hand, not give eye contact at them, crouching down to their level, and talking in a calm tone. I am unemployed, so I have plenty of time to take care of your dogs and/or cats! I will be available Sunday through Thursday unless something comes up in my life of course. I will make sure your doors and gates are locked. I'll do my best in following your schedule in taking care of your pets so they won't be stressed by any sudden changes. I'll make sure to ask any questions on how to take care of your dogs and cats so I won't make any needless mistakes. I will send you photos and text updates of your pets if anything happens and to let you know your pets are happy.

Sitter Profile Image: Kayla C.
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Kayla C.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Onalaska, WI, 54650

Kayla is great. Our dog took to her immediately. We like how responsible Kayla is. We can depend on her and know our pets are being cared for!

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Zita S.
Sitter Profile Image: Kylie M.
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Kylie M.
from
$15
per walk
1 year of experience
Onalaska, WI, 54650

About: Hi! I’m Kylie, and I would love to be your next trusted pet sitter! I’ve had pets my entire life, and I’m ready to treat your pets just as I do my own - with careful care and lots of love. I have pet sit on and off for friends and family over the years and I understand how important it is to be able to leave your four-legged family member with someone you can trust. Whether its long walks, training enrichment activities, or cuddles on the couch, I’ll prioritize you and your pets needs during our time together. I’m currently a full-time graduate student at the University of Wisconsin - La Crosse, and during my semesters I typically have classes from 7am-3pm. During that time I typically have at least a 30 min break in between classes that would allow me to stop in to take care of your pet! In your home, I will respect your pet’s routine and areas that it prefers to play, cuddle, or run around in. If you have any special guidelines or needs from me while I care for your pet in your home, please don’t hesitate to reach out!

Sitter Profile Image: Angela A.
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Angela A.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 year of experience
La Crosse, WI, 54601

About: Hi! My name is Angela, and I understand how important it is to know your pets are safe, loved, and comfortable while you’re away. I have experience caring for pets in their own homes and believe that remaining in a familiar environment helps reduce stress and anxiety for many animals. I’ve previously provided overnight pet sitting for multiple clients and enjoy creating a calm, consistent routine that keeps pets happy while their families are away. As a healthcare professional, reliability, communication, and attention to detail are a big part of who I am. Whether your pet needs walks, playtime, medications, feeding schedules, or simply companionship, I will treat them with the same care and respect I would want for my own pets. I am the proud owner of two cats and understand that every animal has their own personality, preferences, and needs. I enjoy spending quality time with both dogs and cats and will keep you updated with messages and photos so you can relax knowing your pets are in good hands. I look forward to meeting you and your furry family members! I work full-time Monday through Friday, but I am available for weekend house sitting and pet care. If you are located in Viroqua or La Crosse, I may also be available for weekday house sitting and pet care. When caring for your pets, I follow their normal routines as closely as possible to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can enjoy your time away knowing your pets are well cared for. I primarily provide care in my clients’ homes because I believe pets are happiest and most relaxed in their familiar environment. I take time to learn your pet’s routine, feeding schedule, medications, exercise needs, and preferences. As a healthcare professional, I value reliability, attention to detail, and clear communication. My goal is to provide safe, compassionate care while treating your home and pets with the utmost respect.

Sitter Profile Image: Kyra M.
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Kyra M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
6 years of experience
Holmen, WI, 54636

About: I have grown up with animals my whole life and expected to take care of them myself. I also spent lots of days/nights house sitting for neighbors and friends :) I absolutely love meeting new furry friends and making sure they receive the same love they give. I can help out any day after 5:30pm. I do have a flexible schedule and can try to always work something out when needed. I can stay overnight in homes any night of the week. I have a fenced in yard and 3 friendly dogs at home to keep company :) I have a small & Xlarge dog crate in case the pup needs to be in a crate whole home.

Sitter Profile Image: Olivia K.
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Olivia K.
from
$12
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Onalaska, WI, 54650

About: I have fostered close to 50 cats ranging from 3 days old to 19 years old. I have two cats of my own and had a dog for 13 years. I have done many overnight dog sitting stays as well as a few cat sitting stays. I love the outdoors as well and going for walks with dogs is one of my favorite outdoor hobbies! I am a full time college student during the school year, but my summers are spent doing part time jobs so I have extra free time to spend time and care for lots of animals! I have experience with big dogs, little dogs, and cats of all ages and personality types. I love socializing with them and getting some energy out by going for walks, playing fetch, or even just some extra snuggles!

Sitter Profile Image: Addie B.
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Addie B.
from
$20
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Holmen, WI, 54636

About: *My services will be inactive April 2026 - October 2026 for military purposes.* I began dog sitting for friends and family when I was young, and over the years, that experience grew into more consistent and committed pet-sitting opportunities. I’m comfortable caring for a variety of animals and love getting to know each pet’s unique personality and needs. Over the years I’ve cared for dogs, cats, cows, horses, rabbits, and the occasional fish! I have pets of my own, including two dogs, a guinea pig, a rabbit, and two chickens, so I’m experienced with both dogs and a variety of other animals. I’m also involved with a local foster group; Driftless Rescue. I’m responsible, dependable, and genuinely enjoy staying busy and spending time with animals. My goal is to make sure every pet feels safe, comfortable, and cared for while their owners are away! I work full-time between two jobs, but my schedules are flexible, allowing me to provide pet care visits throughout the day. I can typically check in on pets every 4–6 hours, depending on the location and care needs. I’m best suited for pets who are comfortable being left alone for a few hours between visits. I’m happy to discuss your pet’s specific routine and make sure their needs can be met! I provide pet care exclusively in your home rather than boarding pets at my house. Since I have dogs and several small animals of my own, I feel it’s safest to keep everyone in their own space. My goal is to keep their normal routine as consistent as possible.

Sitter Profile Image: Laren C.
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Laren C.
from
$25
per walk
5.0 out of 5 stars
8 reviews
15 years of experience
Holmen, WI, 54636

About: I love animals of all kinds! I’m a nurse looking to hang out with your pets on my days off. I have experience with every care need from early puppy socialization to end of life care. I haven’t met a dog yet I didn’t immediately become besties with, from the tiniest chihuahua to the biggest pittie or Dane. I will never turn a dog down because of their breed! I’m also happy to look after any other animals you might have, from reptiles to birds to horses. Just ask and we’ll make it work! I have a rotating schedule that includes a full week off every third week. I work 5p-3a three days a week (and every third weekend). Just message and we’ll figure something out! Yours: I understand being particular about one’s home, so no reasonable request relating to my conduct there would be too much! Cleaning up after myself is a given, as is following any personal house rules. Mine: All of my animals are up to date on vaccinations and flea/tick medication, and I require the same from any animal I keep in my home. They would be kept separate from my 4 cats for the first couple of days, but with discretion and communication I would be fine with introducing them if they were interested in each other. Smoke free home.

Sitter Profile Image: Aj D.
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Aj D.
from
$20
per walk
4.8 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
La Crosse, WI, 54603

About: A lifetime of experience working with small animals, domestic pets, human children & livestock. I’ve been providing drop-in buddy care services for the last 10 years for friends, co-workers, family & clients. I am available for drop-ins, walks, road trips to the dog park, feeding, potty, & play as needed all day to ensure quality buddy care. I’m trained in first aide & CPR for dogs & cats. I always document adventures with your pet & take plenty of photos of our activities. I’m happy to accept special needs clients as well! You’ll enjoy your trip confident that AJ is taking great care of your best buddy.

Sitter Profile Image: Megan W.
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Megan W.
from
$10
per walk
1 repeat client
10 years of experience
Onalaska, WI, 54650

About: Hi, my name is Megan. I have been volunteering at my local Humane Society, for over 2 years, so I’ve had lots of experience with so many different breeds of dogs! I enjoy all types of animals. Potty breaks I know are important along with tons of play time. I am able to learn/ adapt to your pets needs! All animals are wonderful in my eyes! Lots of pets and scratches, and belly rubs also included! I personally would love to be able to watch your pets. It’s my dream job I’d say! I’m very laidback, and have a calm personality . Also I’ll treat your pet as I would my very own. I work part time! So most days I am available to walk or watch your animals! Just message me to talk more about how I can care for your animal(s)! I would do anything for my animals. There is a fenced in big back yard! My 2 dogs love it. I keep my two dogs as healthy as possible! I love them like family.

Sitter Profile Image: Avery D.
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Avery D.
from
$15
per walk
5.0 out of 5 stars
1 review
14 years of experience
Onalaska, WI, 54650

About: I've had dogs my whole life, so caring for them has always come naturally to me! I'm comfortable with dogs of all ages, from energetic puppies to senior dogs who need a little extra patience and care. I've volunteered for several years at animal shelters where I walked dogs, cleaned kennels, fed them, and gave medications. I've also been pet sitting through Rover throughout college and have cared for many friends' and family members' pets. I enjoy getting to know each dog's personality and making sure they feel comfortable while you're away. I'll treat your pet like they're one of my own and keep you updated along the way! I am an Alum of UWEC, currently in a gap year and applying to graduate school! I am free to take care of your dog during the week, and weekends as needed! I know pets are happiest when they can stick to their normal routine, so that's what I try to do! Whether I'm stopping by for a drop-in visit, taking your dog for a walk, or staying at your home, I'll make sure they get lots of attention, fresh water, meals if needed, potty breaks, exercise, and any medications they need. I'll also send plenty of updates and pictures so you know how they're doing while you're away.

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Large dog specialists near you - Midway

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Sitter Profile Image: Ty E.
Verified Enhanced Background Check
Ty E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
289 reviews
89 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

My guy, Theodore, was so well taken care of by Ty and his ladies, Minnie and Silhouette. Ty is wonderful and kind. Observant, and attentive. Theodore will be visiting Ty again when I have business trips. Thank you Ty for your wonderful care!

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Kara W.
Sitter Profile Image: William L.
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William L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
52 reviews
16 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: Angela D.
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Angela D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
45 reviews
14 repeat clients
12 years of experience
Onalaska, WI, 54650

Angela accommodated us with very last minute notice and was so flexible! We were nervous about leaving our girl with someone new and Rosie and so much fun and came home pooped out from her stay.

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Jenna A.
Sitter Profile Image: Jamie T.
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Jamie T.
Star Sitter
from
$30
per night
5.0 out of 5 stars
38 reviews
29 repeat clients
15 years of experience
Rockland, WI, 54653

Zoe really enjoyed staying at Jamie's house with her family and dogs. She is always playing and smiling in the photos. Jamie was very accommodating in extending Zoe's stay.

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Aimee B.
Sitter Profile Image: Susan P.
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Susan P.
from
$48
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
La Crosse, WI, 54601

Susan was the perfect sitter for my Shiba Inu! She took good care of him, took him on multiple walks, and even baked him dog treats! Plus she’s a delightful person who’s easy to coordinate with. I can’t recommend her highly enough!!!

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Sarah M.
Sitter Profile Image: Jared Z.
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Jared Z.
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Onalaska, WI, 54650

Jared was very helpful and accommodating. Princess was well taken care of and had a lot of cuddles from everyone in the family. I will contact again next time I need a sitter for Princess!

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Angela D.
Sitter Profile Image: Aj D.
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Aj D.
from
$60
per night
4.8 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
La Crosse, WI, 54603

Aj was very communicative and asked very appropriate questions when we dropped Rex off. Our pup was very happy and safe when we picked him up.

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Hannah W.
Sitter Profile Image: Ty C.
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Ty C.
from
$54
per night
5.0 out of 5 stars
80 reviews
16 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: Karlie G.
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Karlie G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
8 years of experience
West Salem, WI, 54669

Karlie took great care of my pup during his stay. He got along well with her dog as well. They got a lot of both play and nap time together! He also came home with a cute bandana! (Thanks again for that). She is responsive, kind and truly loves to care for animals.

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Latyrin B.
Sitter Profile Image: Rebekah L.
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Rebekah L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
36 reviews
16 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah was great! Lots of playtime and walks. Blaze had a great time. Also appreciated photos and updates. I felt very comfortable leaving her even though it was her first time there. Woukd definitely go back again. Thanks so much!

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Carrie P.
Sitter Profile Image: Luke S.
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Luke S.
from
$45
per night
4.7 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
La Crosse, WI, 54601

About: While living in Seattle I worked for Rover doing dog boarding in my own home, at times with up to five dogs at a time. Currently I am not available to do dog boarding in my own home however I would love to take your fur babies on a walk Only able to service the city limits of La Crosse, Onalaska, and La Cresent I would be more than happy to watch your animals at your home. I do my best to respect your family and your belongings while I am in your home.

Sitter Profile Image: Janelle S.
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Janelle S.
from
$50
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
20 years of experience
La Crosse, WI, 54601

Janelle was an amazing rover. Incredibly attentive, kind, and you can tell she has such a warm heart and is a true dog lover. She gave us consistent updates about our pup (including pictures)! She and her husband even took our dog on a two mile walk since she knew we had a long drive back home. I can’t recommend her enough!

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Mason W.
Sitter Profile Image: Holly K.
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Holly K.
from
$30
per night
5.0 out of 5 stars
10 reviews
17 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.
Sitter Profile Image: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

Monica was so great with our dog Finn while we were away for a weekend. She was super responsive and sent us pictures to keep us updated on how he was doing. Would highly recommend her!

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Emily S.
Sitter Profile Image: Wendy C.
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Wendy C.
from
$40
per night
5.0 out of 5 stars
46 reviews
17 repeat clients
45 years of experience
Ettrick, WI, 54627

Wendy and her husband as always, do an amazing job. My dog Bear absolutely loves staying there. Wendy does an excellent job giving updates and making sure my pup gets plenty of attention while I’m gone.

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Jason K.
Sitter Profile Image: Judy L.
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Judy L.
from
$28
per night
40 years of experience
Galesville, WI, 54630

About: I grew up with dogs and other animals my entire life. I enjoy regular walks around our neighborhood and are experienced in giving vitamins and/or medication daily. I am home full time so your pet will have full time care. I have recently retired and I am available to care for your pet full time on week days as well as weekends! Your pet is never alone and gets all the attention she/he will ever need! So bring their bed, feeding dishes, toys and their brush so we can take care of all their needs. I have a fenced in yard. I always focus on maintaining each pet's normal routine— whether that's mealtime schedules, daily walks and playtime. All pets are allowed on the furniture.

Sitter Profile Image: Jenny F.
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Jenny F.
from
$50
per night
12 years of experience
La Crosse, WI, 54601

About: Farm-raised animal lover with attention to detail. Calm, patient care built on trust, enriching walks, and outdoor adventures tailored to your dog's unique personality and needs. Pet care is currently my primary focus, which gives me a flexible schedule and plenty of availability throughout the week. I can dedicate my time and attention to each pet, ensuring they receive reliable care, exercise, companionship, and a calm, consistent experience every visit. I care for every pet as if they were my own, always respecting their routine, personality, and comfort level. Whether in your home or out on a walk, I focus on building trust through calm, patient interactions while providing plenty of exercise, enrichment, fresh water, affection, and attentive care. I'll also keep you updated with photos and messages so you can feel confident your pet is safe, happy, and well cared for while you're away.

Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
from
$50
per night
4.8 out of 5 stars
40 reviews
20 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: Erica K.
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Erica K.
from
$40
per night
5.0 out of 5 stars
120 reviews
24 repeat clients
12 years of experience
Winona, MN, 55987

Erica is absolutely amazing! Loved getting pictures and videos everyday Charlie was there. Charlie had so much fun he didn’t want to get in the car to come home! Would highly recommend her!!

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Adam S.
Sitter Profile Image: Matt W.
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Matt W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
20 years of experience
Viroqua, WI, 54667

Matt and his family were so accommodating and welcoming to S’mores! His kids were so sweet and I believe they had the best time with their furry guest. It was a short notice request and communication was smooth and straightforward. We will definitely book with Matt again when we’re in the area! Thank you Matt and family!

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Karen G.
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