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.

Available this weekend
1. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

"Emily is a compassionate person who takes care of the details in her work. She loves animals and treats them with incredible respect and love. Emily loves ... (more)"

2. 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/hikin... (more)

3. 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)"

4. 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)"

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)"

Available this weekend
6. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

"Emily came and watched my dog and two cats while I was on a trip and did a wonderful job! She was very flexible, sent me some pictures and updates, and Blue ... (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)"

Confirmed Easter Weekend Availability
8. Indigo

Sweet, Down to earth, doggy lover!

Greenfield, MA, 01301

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"As a HUGE animal lover for anything that walks crawls flies or swim Indigo will make ideal critter sitter or dog walker. She will be a wonderful asset ????? (more)"

9. Rachel

"you had me at woof"

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

About: Note: I currently live on campus about an hour away from my hometown and will be home for this upcoming summer. Currently available to book any dat... (more)

10. 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)"

11. 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)"

12. 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)"

13. Mallory

Experienced Pet Sitter at Your Service!

Amherst, MA, 01003

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"This is the second time we have hired Mallory to watch our sweet but high maintenance husky! We feel so comfortable with her and she does a great job. (more)"

14. 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.