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. Hannah

Has Flown to Iceland to Pet a Dog

Keene, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Hannah has sat with my pets numerous times.... by pets I mean 4 dogs, 3 bunnies, 2 donkeys and 2 ponies. I have a very complex feeding schedule for my dogs ... (more)"

2. Indigo

Sweet, Down to earth, doggy lover!

Greenfield, MA, 01301

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

1 repeat client

About: Hello! I've always loved dogs, as they've always been in my life. My sweet dogs, George the St. Bernard and Tuffy the Shi Tzu just recently both pa... (more)

3. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

3 repeat clients

"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)"

4. 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)"

5. Kathleen

Experienced dog hiker & sitter!

Townsend, VT, 05353

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)

6. 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)"

7. 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)

8. Morgan

I love bringing dogs for hikes!

Surry, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

About: I have experience with many dog breeds and sizes. I have also worked with dogs of many different energy levels. I'm currently taking online classes... (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. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

3 repeat clients

"Emily is AWESOME! And Sampson loves her! She took Sampson on multiple hikes & swims and he was so happy when we got home. (more)"

11. Hannah

Has Flown to Iceland to Pet a Dog

Keene, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

"Hannah and I have worked together for a couple years now and we have both watched our boss's dogs and she does an excellent job! She's very caring and loves ... (more)"

12. 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)"

13. Indigo

Sweet, Down to earth, doggy lover!

Greenfield, MA, 01301

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

1 repeat client

"Indigo is the most caring person you'll ever meet. Her love for animals is inspirational and should be shared. I would trust not only with my dog but with my... (more)"

14. Michelle

Animal Fun House

Orange, orange, MA, 01364

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: My name is Michelle and i have always had a passion for animals. Keep in mind i also watch cats, birds, and small animals. I have 2 dog and 4 cats... (more)

15. Morgan

I love bringing dogs for hikes!

Surry, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

About: I have experience with many dog breeds and sizes. I have also worked with dogs of many different energy levels. I'm currently taking online classes... (more)

16. 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)"

17. Kathleen

Experienced dog hiker & sitter!

Townsend, VT, 05353

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)"

18. Mallory

Experienced Pet Sitter at Your Service!

Amherst, MA, 01003

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

5 repeat clients

"This is the second time we have had Mallory watch Lucy, She is reliable, takes Lucy on great adventures, sends photos and updates and Lucy really likes her. ... (more)"

19. 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)"

20. 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.