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.

Confirmed Holiday Availability
1. Desiree

I can ADMINISTER MEDS.very flexible

East Helena, MT, 59635

House Sitting, Drop-In Visits, Dog Walking

"Desiree is a very sweet and patient person. She absolutely loves animals, and is a great "mother" to Chester. She is also very reliable and hardworking. (more)"

2. Julie

Never met a dog I didn't love!

West, Helena, MT, 59601

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have an energetic/excited dog that isn't everyone's cup of tea. Julie is one of the few people who accept my pup for who she is. Every time Julie has int... (more)"

3. Linda

Linda's Full Service Dog Care

Helena, MT, 59602

House Sitting, Drop-In Visits, Dog Walking

"Linda would be the best pet sitter you could ever find. She loves animals---I like to think of her as the "animal whisperer". She has had many pets all her... (more)"

4. Lynn

Kind, trustworthy and reliable

Euclid Ave South, Helena, MT, 59601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lynn is definitely a loving dog caregiver, and the dogs sense that right away. She has a great rapport with my dog, who literally stops in front of Lynn's h... (more)"

5. Desiree

I can ADMINISTER MEDS.very flexible

East Helena, MT, 59635

House Sitting, Drop-In Visits, Dog Walking

"Desiree is a very sweet and patient person. She absolutely loves animals, and is a great "mother" to Chester. She is also very reliable and hardworking. (more)"

6. Lynn

Kind, trustworthy and reliable

Euclid Ave South, Helena, MT, 59601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lynn is definitely a loving dog caregiver, and the dogs sense that right away. She has a great rapport with my dog, who literally stops in front of Lynn's h... (more)"

7. Linda

Linda's Full Service Dog Care

Helena, MT, 59602

House Sitting, Drop-In Visits, Dog Walking

"Linda would be the best pet sitter you could ever find. She loves animals---I like to think of her as the "animal whisperer". She has had many pets all her... (more)"

8. Julie

Never met a dog I didn't love!

West, Helena, MT, 59601

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Julie for many years. She is one of the most caring and responsible people I know. She especially loves animals and grew up helping to take care... (more)"

9. Tonya

Never met a dog I didn't LOVE!

clancy, MT, 59634

House Sitting, Drop-In Visits, Dog Walking

"Tonya has taken care of my 4 legged child (read labrador) a handful of times and takes care of him perhaps better than I do. Very grateful for her compassion... (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.