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.

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$10
$150
Available this weekend
1. Rebecca

Experienced Animal Caretaker

Orange, MA, 01364

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients
18 reviews

"Rebecca was awesome providing drop-in visits for my dog and cat while I was away for a long weekend. She took pictures throughout her visits to give me a sta... (more)"

from
$15
per visit
2. Indigo

Sweet, Down to earth, doggy lover!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
6 reviews

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)

from
$10
per visit
3. Dakota

Animal lover studying Vet Med!

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

6 reviews

"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)"

from
$12
per visit
4. Morgan

I love bringing dogs for hikes!

Surry, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

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)

from
$12
per visit
5. Kayla

Attentive dog lover will travel

Northampton, MA, 01060

Drop-In Visits, Dog Walking

2 reviews

"Kayla is a dog whisperer! She can charm the orneriest of dogs. She and her own dog companion are absolute soul mates. I have never seen a happier pup. Kayla ... (more)"

from
$15
per visit
6. Meagan

Difficult dog? I got it!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

1 review

"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)"

from
$15
per visit
See also sitters who offer House Sitting
Available this weekend
7. Rebecca

Experienced Animal Caretaker

Orange, MA, 01364

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients
18 reviews

"I cannot say enough positive things about Rebecca. First of all, she is practically an animal expert. When one wanted to purchase a pet from the pet store sh... (more)"

from
$25
per night
8. Dakota

Animal lover studying Vet Med!

Baldwinville, MA, 01436

House Sitting, Drop-In Visits, Dog Walking

6 reviews

"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)"

from
$25
per night
9. Indigo

Sweet, Down to earth, doggy lover!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
6 reviews

"Indigo is one of the most caring and loving people I know, and I trust her completely to walk or sit my dog. Her love for others is so great that she would b... (more)"

from
$15
per night
10. Michelle

Animal Fun House

Orange, orange, MA, 01364

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

No Reviews Yet

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)

from
$35
per night
11. Morgan

I love bringing dogs for hikes!

Surry, NH, 03431

House Sitting, Drop-In Visits, Dog Walking

No Reviews Yet

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)

from
$25
per night
12. Kathleen

K9 Camp Heaven!

Townsend, VT, 05353

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

1 repeat client
10 reviews

"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)"

from
$40
per night
13. Mallory

Experienced Pet Sitter at Your Service!

Amherst, MA, 01003

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

5 repeat clients
10 reviews

"Mallory was wonderful. She was very attentive to detail and did a great job with our dog. She was very communicative with us about Luther. We are going to us... (more)"

from
$53
per night
14. Meagan

Difficult dog? I got it!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

1 review

"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)"

from
$50
per night
15. Sarah

A Compassionate Dog Whisperer

Fitchburg, MA, 01420

House Sitting

No Reviews Yet

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

from
$50
per night

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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.

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