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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Becca N.
Sitter Profile Image: Becca N.
1.
Experienced Animal Caretaker
Orange, MA, 01364
Drop-In Visits, Dog Walking

We were so pleased with Becca's care and attention to our cat Ginger. Ginger doesn't do well with being alone overnight and we were concerned, but after meeting… (more)

from

$17

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Emily M.
Sitter Profile Image: Emily M.
2.
Responsible Pet Sitter
Marlborough, NH, 03455
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Emily watched my dog, cat and two rabbits! She was excellent with communication about the pets and when she fed them or when she walked the dog! She was a solid… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alexis A.
Sitter Profile Image: Alexis A.
3.
I want to ensure pets are happy!
Greenfield, MA, 01301
Drop-In Visits, Dog Walking

Alexis did a great job looking after my cat! She was always on time and sent photos and updates. (more)

from

$15

per visit
Sitter Profile Image: Eyan R.
Sitter Profile Image: Eyan R.
4.
Happy to give care and attention :)
Montague, MA
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I'm currently on a work trip far from home, and did not expect to need to hire a petsitter, but so far Eyan has been wonderful about keeping me up-to-date, resp… (more)

from

$14

per visit
Sitter Profile Image: Amber D.
Sitter Profile Image: Amber D.
5.
Pawsomely the best!
Hinsdale, NH, 03451
Drop-In Visits

I am very thankful to Amber for coming in several times during the weekend to take care of my 3 dogs. She did very well with all of them, even the difficult, cr… (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Christian M.
Sitter Profile Image: Christian M.
Experienced Pet-Sitter Available!
Greenfield, MA, 01301
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christian was super responsive, consistent, and friendly! He did a fantastic job! I was away a while and felt very reassured, and came back to see my pets in gr… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Patricia H.
Sitter Profile Image: Patricia H.
Dogruns, Horsewhispers, catcuddles!
Greenfield, MA, 01302
House Sitting, Drop-In Visits, Dog Walking

Did a great job caring for our kitty! (more)

from

$15

per visit
Sitter Profile Image: Kayla B.
Sitter Profile Image: Kayla B.
8.
Paws-itively perfect for your pet
Orange, MA, 01364
Drop-In Visits, Dog Walking

Very attentive, patient, and loving with my animals. Tysm! (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Maggie R.
Sitter Profile Image: Maggie R.
9.
Dogs are actually my best friends!
Gill, MA, 01354
House Sitting, Drop-In Visits, Dog Walking

Maggie loves animals. She is a responsible caregiver and takes the job very seriously. She treats all animals in her care with kindness and has a nack for under… (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Valerie P.
Sitter Profile Image: Valerie P.
10.
Reliable, Friendly Service!
Keene, NH, 03431
House Sitting, Drop-In Visits, Dog Walking

Valerie is not only a great dog walker, she’s also a wonderful sitter to drop in and take care of our kitty! (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Sam M.
Sitter Profile Image: Sam M.
11.
Sam 
Verified Enhanced Background Check
Walking Trails and Wagging Tails
Winchester, NH
Drop-In Visits, Dog Walking

Sam is dedicated to providing the best home for his two energetic Shepherds at home. Always giving the best exercise, food, toys, and safe environment for the p… (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Emma W.
Sitter Profile Image: Emma W.
12.
Any dog, any time, ALL the love!
Keene, NH, 03431
Drop-In Visits, Dog Walking

Emma is very responsible and responsive with great patience and attention to details. She is also very reliable and has great time management skills. Her natura… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Kendra K.
Sitter Profile Image: Kendra K.
13.
Woman Chasing Her #SteveIrwinLife
Vernon, VT, 05354
House Sitting, Drop-In Visits, Dog Walking

Kendra was willing to go above and beyond what we expected from her time taking care of our cat, Velvet, and was very patient while we worked out a miscommunica… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Walker B.
Sitter Profile Image: Walker B.
14.
Experienced Animal Caregiver
Keene, NH, 03431
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Walker has done a phenomenal job with my 2 dogs. One is a senior dog and the other is younger and pretty high energy. He was attentive to my senior dog’s potty … (more)

from

$20

per visit
Sitter Profile Image: Nicole B.
Sitter Profile Image: Nicole B.
15.
Let me help you take a break!
Hinsdale, NH, 03451
House Sitting, Drop-In Visits, Dog Walking

Nicole is the best! She has taken care of my two cats many times and does an amazing job. She is very responsive and I feel that my pets are safe with her when … (more)

from

$25

per visit
Sitter Profile Image: Dylan R.
Sitter Profile Image: Dylan R.
16.
pets are life
Athol, MA, 01331
House Sitting, Drop-In Visits, Dog Walking

Dylan has a special bond with pets they trust him there affectionate towards him and he is very gentle and kind to animals and supportive- Susan p (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Rachel T.
Sitter Profile Image: Rachel T.
17.
Animal lover
Keene, NH, 03431
Boarding, Drop-In Visits, Dog Walking

I have asked Rachel to watch my animals a countless amount of times. I’ve both have a strong love for animals, and she would be great helping out Rover. She wor… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Harley C.
Sitter Profile Image: Harley C.
18.
Friend to animals
Greenfield, MA, 01301
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: I have lived with cats since birth, had dogs since I was 9, and have lived alongside two gerbils and a turtle. I have experience in walking, feeding,… (more)

from

$14

per visit
Sitter Profile Image: Morgan P.
Sitter Profile Image: Morgan P.
19.
I love animals !!!!
keene, NH, 03431
Drop-In Visits, Doggy Day Care, Dog Walking

Morgan was great with out kitty while we were away! She is conscientious, detail-oriented and we could tell by how relaxed and happy our cat was when we got hom… (more)

from

$10

per visit
Calendar Recently Updated
Sitter Profile Image: Layton H.
Sitter Profile Image: Layton H.
20.
Loving Sitter/Walker For Your Pup!
Brattleboro, VT, 05301
House Sitting, Drop-In Visits, Dog Walking

Layton was amazing! Gave me such peace of mind getting picture and text updates. My dog was well exercised while i was gone. thank you!!! (more)

from

$20

per visit

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.

Drop-In Visits