Pet Sitting & Drop In Visits in Winchester, NH

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

1. Dakota

Animal lover studying Vet Med!

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

"We could not have been happier with the care my dogs got while we went camping! Dakota was great and even tidied up while we were gone! Definitely will be co... (more)"

2. Jennifer

Let Me Love Your Fur Babies

Swanzey , NH, 03446

House Sitting, Drop-In Visits, Dog Walking

"Jennifer was amazing and our puppy had a great time with her!! She was very courteous, understanding and willing to work with us and our puppy. Thanks Jen!! (more)"

3. Kathleen

Experienced dog hiker & sitter

Chester, VT, 05143

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

1 repeat client

About: I live in beautiful Chester, VT. I have spent time with dogs every day of my life and I couldn't ask for anything better. I have been walking and b... (more)

4. Caitlin

Caring and a lover of furry friends

Keene, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Caitlin really loves animals of all kinds. She has a very big heart, and is very good with dogs. She took a dog training class with my dog, Lucy, and has tak... (more)"

5. Meagan

Difficult dog? I got it!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

"Meagan has taken care of our 5 dogs and 2 cats on two separate occasions and I can;t think of anyone better qualified of more trustworthy. Meagan has a a wo... (more)"

6. Kally

I'm a very responsible individual.

Keene, NH, 03435

Drop-In Visits, Dog Walking

About: I've had dogs my whole life, and have been around them for a while. I have house sat before, and taken care of animals. I'm very friendly with dogs... (more)

7. Dakota

Animal lover studying Vet Med!

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

"Dakota was wonderful! I had zero worries. She was prompt with answering and I received updates of how my Cali was. She did a wonderful job and kept everythin... (more)"

8. Caitlin

Caring and a lover of furry friends

Keene, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Caitlin really loves animals of all kinds. She has a very big heart, and is very good with dogs. She took a dog training class with my dog, Lucy, and has tak... (more)"

9. Meagan

Difficult dog? I got it!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

"Meagan has taken care of our 5 dogs and 2 cats on two separate occasions and I can;t think of anyone better qualified of more trustworthy. Meagan has a a wo... (more)"

10. Jennifer

Let Me Love Your Fur Babies

Swanzey , NH, 03446

House Sitting, Drop-In Visits, Dog Walking

"Over the past 11 years, I have trusted very few people with caring for my dog. Jennifer is one of the chosen few! Simply because she is amazing! She cares fo... (more)"

11. Kathleen

Experienced dog hiker & sitter

Chester, VT, 05143

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

1 repeat client

"Kathleen was wonderful with my dogs. She is so personable and loves dogs. I didn't worry while I was away and she sent me photos of them. I would definitely ... (more)"

12. Mallory

Experienced Pet Sitter at Your Service!

Amherst, MA, 01003

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Like most pet owners, we were very nervous about leaving our girl, Karma, with a stranger. When our usual vacation options were limited, we considered kenne... (more)"

13. Sarah

A Compassionate Dog Whisperer

Fitchburg, MA, 01420

House Sitting

About: I have experience with dogs of all sizes. Positive reinforcement training is my strong point. Mostly I provide companionship, exercise, training, a... (more)

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Learn About Premier

Rover.com is the simple, savvy way to find and book Winchester drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Winchester. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.