Pet Sitting in Winchester

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. Carolyn Verified Background Check

IT'S ALL ABOUT THE SNUGGLE

Jacksonville, VT, 05342

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

"So easy to deal with. My new go to. (more)"

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2. Kathy Verified Enhanced Background Check

Quality care while you're not there

Swanzey, NH, 03446

House Sitting, Drop-In Visits, Dog Walking

"If you are looking for peace of mind while you are away, that is exactly what you will get when you leave your pet with Kathy. I have known Kathy for about ei… (more)"

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3. Becca Verified Enhanced Background CheckRover 101

Experienced Animal Caretaker

Orange, MA, 01364

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

"We have a total of four dogs, three of which are under a year old, and Becca proved herself more than capable of dealing with all of them. In addition, two of … (more)"

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4. Darian Verified Enhanced Background CheckRover 101

Experienced pet caregiver

Swanzey, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Darian is a very kind and responsible dog person. My pups love having her visit while I am at work. Very cute photos always available for me when I get a chanc… (more)"

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5. Charlotte Verified Background Check

Just like home!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

"Charly is great! She is the only one I trust with my precious babies, a charming fella named Muggsy (Puggle) and my little-big diva Raja (Silkese). Charly's … (more)"

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6. Amanda Verified Background Check

I'll run with your dog and play!

Brattleboro, VT, 05301

House Sitting, Drop-In Visits, Dog Walking

"Amanda watched our 5 yr old male Labrador for a long weekend in our home and we can not be more thrilled with her excellent service. She kept in touch with us … (more)"

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7. Dan Verified Background Check

Pet caretaker in SW NH

Richmond, NH, 03470

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

"Dan has shown himself to be very kind and patient with multiple pets of mine and has a spirit about him that animals can trust. On his first visit to my home, … (more)"

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8. Kendra Verified Background Check

Pro. Who Has Been Kissed by Wolves

Guilford, VT, 05301

House Sitting, Drop-In Visits, Dog Walking

"Kendra has an incredible amount of experience and it shows. She seems to specialize with shy animals and just has a way of making them feel comfortable. Any an… (more)"

9. Patricia Verified Background Check

Trustworthy, Loyal and Punctual

Winchester, NH, 03470

Drop-In Visits, Dog Walking

"Pat is a true animal lover who is very reliable, trustworthy, and responsible. She’s not only great with dogs and cats, but with chickens, too. She has a gre… (more)"

10. Kayleigh Verified Background Check

I love dogs!

Orange, MA, 01364

Drop-In Visits, Dog Walking

About: I love dogs! The main reason I’m trying to do this is to help people take care of their furry friends while they are not around. I no longer have my … (more)

11. Danielle Verified Enhanced Background Check

Hello, I’m Danie.

Westmoreland, NH, 03467

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a trustworthy, caring animal lover. She has always treated our dogs as if they were her own, and they adore her in return. She is able to follow de… (more)"

12. Kati Verified Background Check

I’ll run with your dog.

Keene, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Kati is great. She helped take my new pup on mid-day walks. She sent lots of updates, took nice pics and was very helpful at getting my little boy overcome h… (more)"

13. Julie Verified Enhanced Background Check

Dog walker and Overnight care!

Brattleboro, VT, 05301

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

About: Hi there! My name is Julie and I would love to care for your pups! I LOVE meeting other pups in the area and giving them proper love and attention wh… (more)

14. Sarah Verified Enhanced Background Check

Taking care of Pets is my passion

Keene, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Sarah has been with our family for over a year and even was with us when we went from a one dog to two dog household. She started with our family on a regular … (more)"

15. Emma Verified Enhanced Background Check

Ensuring quality care and love

Bernardston, MA, 01337

House Sitting, Drop-In Visits, Dog Walking

"I've known Emma's dogs and Emma for nearly ten years and I'm still impressed by how much energy she gives and takes from her pups. All three of her dogs are ve… (more)"

16. Celia Verified Background Check

Lots of love, care, and play time

Swanzey, NH, 03446

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

"Celia was great in last minute scheduling for walking my dog. She did a great job, followed all my directions, and I came home to very happy and contented anim… (more)"

17. Kelsey Verified Background Check

Avid dog lover!

Northfield, MA, 01360

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

"Kelsey is very reliable, friendly & responsible. My dog, Molly, is always as happy to see Kelsey as Kelsey is to see her. It's comforting to know Molly is in … (more)"

18. Brenda Verified Background Check

Reliable,professional pet care

Keene, NH, 03431

Drop-In Visits, Dog Walking

About: If you are looking for someone with a lot of experience and loves animals look no further. For four years I have been a volunteer at the local Human… (more)

19. Mikaylah Verified Background Check

Friendly, productive, animal lover!

Brattleboro, VT, 05301

House Sitting, Drop-In Visits, Dog Walking

About: I love going on long hikes, and I know a lot of places to go to. I enjoy being outside in all weather and I am more than willing to go on long walks… (more)

20. Jane Verified Background Check

Very experience pet-sitter!

WINCHESTER, NH, 03470

House Sitting, Drop-In Visits, Dog Walking

"I'm so happy I was able to relax on my vacation and not feel worried about my dog! Jane was so wonderful. Very friendly, professional, accommodating, and commu… (more)"


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 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.