Personalized care for your dog or cat - Winston

Highly-rated overnight sitters - Winston
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Carlee was great and took amazing care of our Trapper pup! He felt right at home which was very comforting. He has so much fun he was exhausted. He would love to come back again! Thank you ?”

“Kacie was so awesome and the house was so welcoming. All dogs at the property got along so well and played. Malone was super happy to be there. The frequent updates and pictures made us feel so good about Malone being there. She will be our go to when we need a pup sitter.”

“Danielle offers such a warm and inviting environment for dogs to feel right at home. She was super responsive and communicative and gave plenty of reassuring updates during our pups stay. Will definitely use her again and she comes highly recommended!”

“Ginger took great care of my two dogs and kept me updated with photos! They both looked to be right at home with Ginger and family. My dogs also enjoyed their outing and wading in a tiny creek.”

“Sarah is absolutely amazing! Very communicative and so loving! I will use her every time I need a pet sitter. She even took my dog to his grooming appointment so that I didn't need to change it. He got to sleep in bed with her every night. She treated him as one of her own. Highly reccomend Sarah!”

“Ron did a wonderful job taking care of our dogs over the holidays, and gave our elderly dog special care. He is really knowledgeable and we feel fortunate to have found him.”

“This is a 10 star review - if only it was possible! Excellence all around - Maxine’s care, communication from Lily and Jared and setting with a huge, fenced back yard. Maxine is a tired, happy girl and I am a very happy dog mom. I’m hoping to use Lily again in the future and recommend you all to the same.”

“Michelle was amazing! My pup was happy, loved, and well cared for the whole time. Great communication, adorable photo updates, and such a kind, reliable sitter. Highly recommend and will definitely book again!”

About: I’ve taken care of many dogs! I’ve always had dogs and my house at home is almost like a boarding home for them! I can cater to most anything that your dog needs. I just moved to Helena and am looking for ways to stay busy and active! I look forward to meeting and taking care of your furry friends! I am pretty active so for walking dogs for extended periods of time is no issue. If your dog is a puller, I should be able to handle it!
About: I have had animals in my life ever since I was 4 years old. I've done extensive research on pets and what kind of care they prefer, what kind of diets are healthiest for them, and all the details that bridge the gap between their domestication and their primal instincts. I will provide loving care to dogs, cats, and other small animals like birds, hamsters, rabbits etc, and I will leave your house in just as good, if not better, condition than I found it! I work almost full time, but my schedule at work is very flexible, so I am available on weekdays and weekends. I can take animals on walks if needed, or just be there to feed them and let them out daily. I am very flexible in terms of what services I offer, as it depends on what services you need! I can come and petsit at your house, and I can even spend the night if you just don't want your fluffy friends to get lonely. I can board for certain pets but not all, so it is best to message me directly about what you are looking for!

About: I have lots of experience with all kinds of dogs, my first job was at Kanine Kondos where I boarded dogs in and out of the facility, prepared food/medication, cleaned kennels, groomed/bathed, and walked them. I have also watched family friends pets for weeks at a time including a pig once! Not to mention I also have two small chihuahuas of my own who are very high maintenance. I simply over all love spending time with dogs I bring my dogs to work with me as I am a resident manager so I go back and fourth from my apartment to my office which also has an apartment attached to it. There is a large park behind my work so I’m able to make sure your pup gets plenty of exercise and attention. I live in the downtown area which leaves lots of room for walks, can provide plenty of toys/treats, willing to bathe your dog if small enough.

About: I can care for your dog like I care for mine, if I could save all the pets in the world I would. Every animal means the world to me so I would only treat your pet with love an affection 💙 I currently work at the hospital in Helena Montana. From 5am-130 pm. I’m off on weekends will to help and work with whatever you may need. I have plenty of room for your pet , I have a dog kennel if needed. My yard is not fenced but I will be more than will to walk them around. My pets are very spoiled lol can’t make any promises that yours won’t be ☺️
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Winston
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Cosmo did such a great job with Mozey! From feeding to entertaining, Mozey loves him! In fact he gets excited when he sees Cosmo. We definitely trust Cosmo and will ask him back for sure!”


“We couldn’t have asked for a better pet sitter while we were away for two weeks! She took such terrific care of our cat and gave us complete peace of mind the entire time. She was attentive, reliable, communicative, and clearly genuinely cared about our cat's comfort and well-being. We loved receiving updates and highly recommend her to anyone looking for a trustworthy and compassionate pet sitter!”

“Carlee is always great with my cats and takes great care of them! I can rely on her to spend time with them, make sure they are cared for, and keep my house in good shape. I was gone for 16 days and everything was great when I came back.”

“Shelbie is wonderful! I was on a trip out of state and she made sure my kitties were fed, and loved. She was very responsive and took lots of pictures while she cared for them. I would recommend Shelbie to anyone in need to pet care.”

“Krista was great! One of my babies is pretty shy around new people but he warmed up to Krista quickly! They both loved the snuggles and play time Krista provided. I really appreciated the updates. I would definitely feel comfortable leaving them in Krista’s care when I can’t be there.”


About: I lost my own dogs a few years ago, so now I get my dog fix from other people‘s dogs. I take care of dogs like they are my own “children” which is how I referred to my own dogs. Many people have said I am a dog whisperer because I can get dogs to do things owners are not able to do. As I work full time, I make sure dogs get their daily exercise and lovings. While you are away, your dog(s) will be well taken care of with no worries. During the school year, I work full time from 7:30-4 Monday through Friday. I make sure animals have what they need before I leave for work and meet their needs when I return home. I am not able to come home in the middle of the day. During the summer break, I am available all day as I am not working full time. After learning the routine your animal(s) follow daily, l follow it to make sure they stay safe and healthy. I treat your pet(s) and home like it is my own.

“Jessica was great! I informed her my dog wasn’t the friendliest with new people or dogs and she didn’t waver- instead she had a great vibe when working with my dog and made my dog the calmest I’ve experienced with rover sitters. Would 100% use her again!”

About: I love all animals but cats are by far my favorite pets. I've done my own research on how cats prefer to be cared for, what is best for them to eat, and how to make sure they thrive in their home. I'd be happy to care for your kitty while you're away!
“Johanna did an amazing job taking care of my pup while I was out of town. Handled everything that came up with ease and kept me in the loop the entire time. Plus took super cute pictures of my pup which I enjoyed seeing while I was away. 10/10”

About: I’m an easygoing, thoughtful and detail oriented animal lover who can provide care and exercise for your pet! I’m happy to help burn off some energy or give endless belly rubs. I currently work full time with the State of Montana. I prefer to accept pet care gigs during lunch breaks, evenings, weekends as my schedule allows! I would love to take your dog to the dog park or on a long run/walk. I do not have any dogs of my own.

About: I can care for your dog like I care for mine, if I could save all the pets in the world I would. Every animal means the world to me so I would only treat your pet with love an affection 💙 I currently work at the hospital in Helena Montana. From 5am-130 pm. I’m off on weekends will to help and work with whatever you may need. I have plenty of room for your pet , I have a dog kennel if needed. My yard is not fenced but I will be more than will to walk them around. My pets are very spoiled lol can’t make any promises that yours won’t be ☺️


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Perfect for high energy dogs - Winston
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Carlee helped us out last minute when we needed somewhere for our dog to hang out for a few hours. We really appreciated her getting back to us so quickly and being open for a last minute booking. Thank you!!”

“First time using Rover and we had an amazing experience. We were in Helena visiting friends and we had our puppy with us. Not being able to leave her at our hotel we found Kacie and she was beyond accommodating, helpful and a great pet sitter. Highly recommend to anyone with pet needs.”

“He took care my dog like it was his own. He got lots of yard time, 2 play mates that he got along great with, and a nice long walk. My dog was super happy the entire time he was there and will definitely sleep good tonight!! Highly recommend this sitter!!”

“Our dog spends nearly every minute with us so deciding to leave her with a sitter was hard. Luna's big adventure was successful. She had some new dog-friend play time, came back to us happy and tired. Thank you, Michell, for the pictures and great care of Luna. Recommend!”

About: I’ve been around dogs for my entire life! We have our own pups, and love to go on hikes. Caring for animals is a huge passion in this household. I work full-time from home and am able to take care of dogs all day. I am able to let dogs out at any time, and there is lots of space for yard romping. The one things all dogs need is compassion, trust, and love. We have a fenced yard that is great for playing, and lots of neighborhood walkers that bring treats by!
“Sarah was amazing and super flexible with our schedule. She worked with us with very short notice as well as didn't mind keeping Napoleon a little late when our plans ran late. Napoleon was well cared for and happy. I would 100% book again with her!”


About: I have lots of experience with all kinds of dogs, my first job was at Kanine Kondos where I boarded dogs in and out of the facility, prepared food/medication, cleaned kennels, groomed/bathed, and walked them. I have also watched family friends pets for weeks at a time including a pig once! Not to mention I also have two small chihuahuas of my own who are very high maintenance. I simply over all love spending time with dogs I bring my dogs to work with me as I am a resident manager so I go back and fourth from my apartment to my office which also has an apartment attached to it. There is a large park behind my work so I’m able to make sure your pup gets plenty of exercise and attention. I live in the downtown area which leaves lots of room for walks, can provide plenty of toys/treats, willing to bathe your dog if small enough.

More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winston
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I'm a huge animal lover! I’ve taken care of personal dogs since I was a child and have been dog sitting/walking since college. I’ve done everything from multiple week dog sitting, to daily check-in, to taking care of an entire farm. I currently cannot have pets in my apartment, so this is a nice side gig for me to be able to get my pet fix! I’m currently working full-time but am able to take a break during the day to check on pets. I have a flexible schedule for weekends and weekday evenings. I live in a small apartment, so I will not be able to provide pet care in my home. In a client’s home, I follow the instructions given and make sure to clear anything outside of that with the client.

About: I have been taking care of animals since I was about seven years old. just started with feeding and helping my sister clean our hermit crabs tank. Ive also volunteered on and off at shelters in Montana, a couple times in Bozeman and a month or two in Helena. I've worked with geckos, horses, hermit crabs, cats, dogs, fish and other aquatic animals including small frogs and snails. I have school during the year for an hour in the morning, so I'm pretty free to take care of your beautiful animals or just hanging out with them! I will be able to take care of your pet in your house, I will bring myself some handmade treats if allowed for dogs or some churues for the kitties!
“Krista did a couple last minute walks for my enthusiastic 10 month old shepherd mix when I just couldn’t get her exercise in. She was so prompt in helping out, and it was clear my dog loved her immediately! Will definitely use her again in the future for other walking or dog sitting needs!”


“Jessica is absolutely wonderful!! An obvious lover of dags - my puppy adored having her come over and give him walks while I was gone. She was super communicative and I loved getting a visual of the route she walked with him and a cute picture of him after each walk, too. ? I'll definitely use her services again!”


About: I have lots of experience with all kinds of dogs, my first job was at Kanine Kondos where I boarded dogs in and out of the facility, prepared food/medication, cleaned kennels, groomed/bathed, and walked them. I have also watched family friends pets for weeks at a time including a pig once! Not to mention I also have two small chihuahuas of my own who are very high maintenance. I simply over all love spending time with dogs I bring my dogs to work with me as I am a resident manager so I go back and fourth from my apartment to my office which also has an apartment attached to it. There is a large park behind my work so I’m able to make sure your pup gets plenty of exercise and attention. I live in the downtown area which leaves lots of room for walks, can provide plenty of toys/treats, willing to bathe your dog if small enough.
About: I have had animals in my life ever since I was 4 years old. I've done extensive research on pets and what kind of care they prefer, what kind of diets are healthiest for them, and all the details that bridge the gap between their domestication and their primal instincts. I will provide loving care to dogs, cats, and other small animals like birds, hamsters, rabbits etc, and I will leave your house in just as good, if not better, condition than I found it! I work almost full time, but my schedule at work is very flexible, so I am available on weekdays and weekends. I can take animals on walks if needed, or just be there to feed them and let them out daily. I am very flexible in terms of what services I offer, as it depends on what services you need! I can come and petsit at your house, and I can even spend the night if you just don't want your fluffy friends to get lonely. I can board for certain pets but not all, so it is best to message me directly about what you are looking for!
About: I have spent 25 years working boarding, dog walking, and pet sitting, 6 years working in local vet clinics, and 12 years as a professional dog trainer. Im comfortable working with dogs that have behavioral needs and any age. I have experience with many breeds and temperaments. I take dogs for hikes as an alternative and more fulfilling daycare option. We hike for about an hour. I may or may not take other dogs along. If your dog needs solo attention I may charge more - depending on interest and availability. I can off leash train your dog using humane e-collar methods. I can also hike your dog on a leash - its just not as fun or fulfilling. My personal dogs may or may not get to come along. You have to understand that they are working dogs. They help me with my training business. I’m very careful about the dogs that I allow them around. I send lots of pictures and videos so you can see that your pup is happy and enjoying themselves. I work on your dogs recall and general manners while they are out and about. I am moving to Helena from Minnesota in May. I don’t have an exact address yet… coming soon…. Im self employed as a dog trainer so Im pretty much home 24-7. My life is pet care. My favorite is spending time with dogs in nature. I care for your dogs as if they were my own. I will ensure their needs are met and that they are happy and healthy.

About: I’ve taken care of dogs all my life. I love their personalities and snuggling and playing with them. I also love cats! They’re so sweet if you let them be. I currently have a kitten I know a bit about how to take care of all of the age ranges of your baby. I’m currently working at Mackenzie river with varying shifts but I always have Mondays and Tuesdays off. So I’d be able to do drop by visits most days and full day care early in the week I am very good at following any directions given to me, and if there are none then I will gladly play it by ear and see if your pet wants to play, eat, snuggle, anything.

About: I can care for your dog like I care for mine, if I could save all the pets in the world I would. Every animal means the world to me so I would only treat your pet with love an affection 💙 I currently work at the hospital in Helena Montana. From 5am-130 pm. I’m off on weekends will to help and work with whatever you may need. I have plenty of room for your pet , I have a dog kennel if needed. My yard is not fenced but I will be more than will to walk them around. My pets are very spoiled lol can’t make any promises that yours won’t be ☺️
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Winston
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Carlee was great and took amazing care of our Trapper pup! He felt right at home which was very comforting. He has so much fun he was exhausted. He would love to come back again! Thank you ?”

“Kacie was so awesome and the house was so welcoming. All dogs at the property got along so well and played. Malone was super happy to be there. The frequent updates and pictures made us feel so good about Malone being there. She will be our go to when we need a pup sitter.”

“Danielle offers such a warm and inviting environment for dogs to feel right at home. She was super responsive and communicative and gave plenty of reassuring updates during our pups stay. Will definitely use her again and she comes highly recommended!”

“Ginger took great care of my two dogs and kept me updated with photos! They both looked to be right at home with Ginger and family. My dogs also enjoyed their outing and wading in a tiny creek.”

“Sarah is absolutely amazing! Very communicative and so loving! I will use her every time I need a pet sitter. She even took my dog to his grooming appointment so that I didn't need to change it. He got to sleep in bed with her every night. She treated him as one of her own. Highly reccomend Sarah!”

“Ron did a wonderful job taking care of our dogs over the holidays, and gave our elderly dog special care. He is really knowledgeable and we feel fortunate to have found him.”

“This is a 10 star review - if only it was possible! Excellence all around - Maxine’s care, communication from Lily and Jared and setting with a huge, fenced back yard. Maxine is a tired, happy girl and I am a very happy dog mom. I’m hoping to use Lily again in the future and recommend you all to the same.”

“Michelle was amazing! My pup was happy, loved, and well cared for the whole time. Great communication, adorable photo updates, and such a kind, reliable sitter. Highly recommend and will definitely book again!”

About: I’ve taken care of many dogs! I’ve always had dogs and my house at home is almost like a boarding home for them! I can cater to most anything that your dog needs. I just moved to Helena and am looking for ways to stay busy and active! I look forward to meeting and taking care of your furry friends! I am pretty active so for walking dogs for extended periods of time is no issue. If your dog is a puller, I should be able to handle it!
About: I have had animals in my life ever since I was 4 years old. I've done extensive research on pets and what kind of care they prefer, what kind of diets are healthiest for them, and all the details that bridge the gap between their domestication and their primal instincts. I will provide loving care to dogs, cats, and other small animals like birds, hamsters, rabbits etc, and I will leave your house in just as good, if not better, condition than I found it! I work almost full time, but my schedule at work is very flexible, so I am available on weekdays and weekends. I can take animals on walks if needed, or just be there to feed them and let them out daily. I am very flexible in terms of what services I offer, as it depends on what services you need! I can come and petsit at your house, and I can even spend the night if you just don't want your fluffy friends to get lonely. I can board for certain pets but not all, so it is best to message me directly about what you are looking for!

About: I can care for your dog like I care for mine, if I could save all the pets in the world I would. Every animal means the world to me so I would only treat your pet with love an affection 💙 I currently work at the hospital in Helena Montana. From 5am-130 pm. I’m off on weekends will to help and work with whatever you may need. I have plenty of room for your pet , I have a dog kennel if needed. My yard is not fenced but I will be more than will to walk them around. My pets are very spoiled lol can’t make any promises that yours won’t be ☺️
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1Global data from Rover (November 2025)








