Pet Sitting & Drop In Visits in Winston, MT

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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1. Megan

Flexible dog sitter and walker!

West, Helena, MT, 59061

House Sitting, Drop-In Visits

2 repeat clients

"Megan dropped in on our 2 Maltipoos while we were gone for the day. They LOVED her. She was affectionate and sat in her lap. My pups don’t take to everyone b... (more)"

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2. Morgan

I have a passion for all animals!

East Helena, MT, 59635

House Sitting, Drop-In Visits, Dog Walking

"Morgan is the perfect person to care for your pets! She is loving and patient, and I would not trust anyone else with my animals! She is dependable and very ... (more)"

3. Lynn

Kind, trustworthy and reliable

Euclid Ave South, Helena, MT, 59601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lynn is uber-responsible and thoughtful. She will feed, walk, medicate, and generally love up your critters. Our very old cat passed away while we were in B... (more)"

4. Ellie

Offering dog walks and check-ins!

Euclid Ave South, Helena, MT, 59601

Drop-In Visits, Dog Walking

"My dog and I love Ellie!! Unfortunately I had to move, but prior to moving, Ellie would walk my dog Pippin when I had longer days at work. Pippin loved her a... (more)"

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5. Megan

Flexible dog sitter and walker!

West, Helena, MT, 59061

House Sitting, Drop-In Visits

2 repeat clients

"Megan was great with our dog Reece! Reece is sometimes a lot to handle but Megan came over to meet her in advance and even came on a walk with us. Reece was ... (more)"

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6. Morgan

I have a passion for all animals!

East Helena, MT, 59635

House Sitting, Drop-In Visits, Dog Walking

"Morgan is the perfect person to care for your pets! She is loving and patient, and I would not trust anyone else with my animals! She is dependable and very ... (more)"

7. Lynn

Kind, trustworthy and reliable

Euclid Ave South, Helena, MT, 59601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We met Lynn walking our dogs on Mount Helena. We have used her for dog sitting for several years. Often having her stay at our house with them. Our only... (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winston pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winston, MT, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winston pet sitters and avoid the kennel.