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 did such a great job with my two pups! She communicated very clearly with us and sent pics during their stay. She even managed to win the affections of my shy dog! Highly recommend her services, she's wonderful.”

“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!”

“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!”

“Shawnee was amazing. I felt so safe leaving my doggy with her. I got picture updates as well which I thought was excellent. Definitely recommend her and will be booking her again to watch Hazy!”

“Lily and Jared were so wonderful from the first meeting!! Right when we arrived they we're right out in the driveway ready and willing to love our pup !❤️Lily gave us updated the whole time we were gone and it was so much appreciated!! They're stuck with us now we loved them so much!!”

“Michelle was great! When my sitter canceled last minute she was able to take copper. She sent daily updates on my pup she took her hiking and copper got to play all day long with her dog! Copper was happy and well taken care of! Would definitely recommend!”

“Lisa was awesome with our old dog who can't hear or see as well anymore. She sent picture updates and he looked right at home looking out her big picture window and curled up on his bed. We would use her again in a heartbeat. Thank you so much!”

“Destanee came to my location to meet my fur baby in advance, and she understood the “Velcro” nature of her, and assured me all would be fine. She arranged pick-up with a third party without requiring my assistance (which was great because I was somewhere remote at the time). Thanks, Destanee!”


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!”

“I was blessed to find Krista A., she eased my anxious thoughts of how my Queenie would do while I was away. Krista kept me informed of her day and how Queenie was doing. I received photo's that made me smile and know my kitty was just fine. Thank you Krista for being so kind and helpful! :-) Yes indeed, I will definitely call on Krista again.”


“Jessica took such wonderful care of all our furbabies! Even made friends with our elusive black cat who id always in hiding. Will definitely book her services in the future 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!
About: With 15 years of pet care experience, I've built a reputation as the sitter friends and family turn to when they need someone they can truly trust. Growing up surrounded by dogs and cats gave me an intuitive understanding of pet behavior, and over the years I've cared for digs of all sizes from gentle giants to tiny lap dogs, anxious rescues to energetic puppies. What makes me different is my versatility and adaptability. I'm equally comfortable managing multi-dog households, caring for dogs and cats simultaneously, and adjusting to each pet's unique personality and needs. Whether you have a senior dog requiring gentle, patient care or a high-energy breed that needs extra playtime, I know how to read their cues and provide exactly what they need to feel safe and loved. My experience with diverse breeds and household dynamics means I can handle whatever curveballs your pets might throw! I take pride in maintaining each pet's individual routine while ensuring harmony in multi-pet homes. You'll receive regular updates and photos throughout my visits, so you can relax knowing your furry family members are not just being watched, but truly cared for by someone who understands that every pet is someone's beloved companion. I have a flexible schedule that allows me to prioritize your pet's needs. Having recently moved to Helena, I'm excited to build lasting relationships with local pet owners and become a trusted part of this community. My open availability means I can easily accommodate various scheduling needs - whether you need morning walks, midday check-ins, overnight stays, or last-minute care. I genuinely enjoy spending time with animals, so pet sitting never feels like work to me. It's actually the highlight of my day! I'm happy to work around your pet's established routine and can be flexible with timing to ensure they receive consistent, reliable care. Whether your pet thrives on a strict schedule or is more go-with-the-flow, I'll adapt to what works best for them and your family! I believe the key to excellent pet care is maintaining consistency with your pet's established routine and household rules. When caring for pets in your home, I take detailed notes about their daily schedule, feeding times, favorite spots, and any house rules—whether that means staying off certain furniture or having free rein of the couch. Your pet's comfort stems from familiarity, so I ensure that nothing changes from their normal routine. I provide the same level of attentive care - regular exercise, plenty of affection, and constant supervision. I also maintain open communication throughout, sending updates and photos so you can see how well your pet is settling in and enjoying their time with me.

About: With extensive experience in caring for cats, I understand the unique needs of feline companions. From daily feeding and litter box maintenance to administering medications and providing enrichment activities, I ensure your cat stays comfortable and happy. Whether your cat enjoys lounging or playing, I tailor my care to match their personality, offering companionship and attention while respecting their independent nature. You can trust that your feline friend will be well-cared for in a familiar and loving

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.
“Awesome stay!! Moe loved his time with Carlee and the family! Carlee was very thoughtful and thorough in caring for Moe! Highly recommend using Carlee if You are in the area!!”

“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!!”

“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!”

“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!”


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 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 is the best! She helped me out with walks while I was recovering from surgery. She was very communicative and kept me well informed. She even worked with Suki, helping her settle when they encountered other dogs on their walks. Will definitely book her again and highly recommend!”

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.

“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 had animals in my life ever since I was 4 years old. I'm pretty new to Rover, but have been petsitting by word of mouth since 2020! 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 full time, but my schedule at work is incredibly 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 spend the night if you don't want your fluffy friends to get lonely. I can board for certain pets but not all, as I have a very picky cat of my own, 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 ☺️
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 did such a great job with my two pups! She communicated very clearly with us and sent pics during their stay. She even managed to win the affections of my shy dog! Highly recommend her services, she's wonderful.”

“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!”

“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!”

“Shawnee was amazing. I felt so safe leaving my doggy with her. I got picture updates as well which I thought was excellent. Definitely recommend her and will be booking her again to watch Hazy!”

“Lily and Jared were so wonderful from the first meeting!! Right when we arrived they we're right out in the driveway ready and willing to love our pup !❤️Lily gave us updated the whole time we were gone and it was so much appreciated!! They're stuck with us now we loved them so much!!”

“Michelle was great! When my sitter canceled last minute she was able to take copper. She sent daily updates on my pup she took her hiking and copper got to play all day long with her dog! Copper was happy and well taken care of! Would definitely recommend!”

“Lisa was awesome with our old dog who can't hear or see as well anymore. She sent picture updates and he looked right at home looking out her big picture window and curled up on his bed. We would use her again in a heartbeat. Thank you so much!”

“Destanee came to my location to meet my fur baby in advance, and she understood the “Velcro” nature of her, and assured me all would be fine. She arranged pick-up with a third party without requiring my assistance (which was great because I was somewhere remote at the time). Thanks, Destanee!”


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)













