Pet Sitting in Winchester

Book a pet sitter to stop by your home a few times a day to feed and play with your 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)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Fahad S.
Verified Enhanced Background Check
Sitter Profile Image: Fahad S.
Verified Enhanced Background Check
1.

Fahad S.

Pets are family in my household :)
Malden, MA, 02148
House Sitting, Drop-In Visits, Dog Walking
5.0
50 reviews
23 repeat clients
from
$35
per visit

This is the second time we use Fahad. Our fur baby always is well taken care of and happy. Fahad is super flexible and pleasant to deal with!

Calendar Recently Updated
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check
2.

Shannon S.

Experienced Pet Care Specialist
Malden, MA, 02148
House Sitting, Drop-In Visits
5.0
7 reviews
2 repeat clients
from
$24
per visit

Shannon took great care of our kitty! Loved the updates and photos. She is very responsible and trustworthy - I highly recommend her services.

Calendar Recently Updated
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
3.

Heather D.

experienced + passionate pet care
malden, MA, 02148
Drop-In Visits, Dog Walking
5.0
3 reviews
from
$35
per visit

I have had the privilege of knowing Heather for several years and witnessing her natural dedication towards our furry friends. First and foremost, Heather has an unparalleled love and passion for dogs. Her genuine enthusiasm and excitement when working with dogs is evident, and it is truly heartwarming to witness the instant connection she establishes with every companion. She is great with kittens and cats also she is an all around animal lover she always ensures that every animal she encounters feels loved and valued. In addition to her intrinsic love for dogs, Heather also possesses an extensive knowledge of canine care and welfare. Heather has invested significant time and effort in educating her self about different dog breeds, behavioral traits, dietary requirements, and medical conditions. I believe her comprehensive understanding allows Heather to provide personalized care to each dog, catering to their specific needs and ensuring their overall well-being.

Calendar Recently Updated
Sitter Profile Image: Galina F.
Verified Enhanced Background Check
Sitter Profile Image: Galina F.
Verified Enhanced Background Check
4.

Galina F.

I am a cat person
Wakefield, MA, 01880
Drop-In Visits
5.0
4 reviews
1 repeat client
from
$17
per visit

This was my 1st experience with Rover, and I am delighted with the services I got. I am very grateful to have had Galina for ten days taking care of my two cats, with one with special needs also needing medicine every 48 hours. Galina was caring and sweet with my cats. She communicated with me daily about the status of her visit. She cleaned their litter box, provided my cats' food with all the supplements I requested her to add to their meals, and provided oral medicine to one of my cats when needed. My apartment was clean; they used the hand vacuum when needed, brought mail inside the condo, cared about my plants, and even took care of the trash when required. I highly recommend that Galina care for your furry kids, and I will hire her again on my next planned trips.

Calendar Recently Updated
Sitter Profile Image: Cathalina M.
Verified Enhanced Background Check
Sitter Profile Image: Cathalina M.
Verified Enhanced Background Check
5.

Cathalina M.

Lover of furry critters!!
Malden, MA, 02148
House Sitting, Drop-In Visits, Dog Walking
5.0
67 reviews
32 repeat clients
from
$25
per visit

Cathalina provided excellent care for my cat! She was responsive, friendly, and easy to communicate with throughout the process. I would definitely work with her again.

Calendar Recently Updated
Sitter Profile Image: Jasmina C.
Verified Enhanced Background Check
Sitter Profile Image: Jasmina C.
Verified Enhanced Background Check
6.

Jasmina C.

Ready to take care of your pet!
Arlington, MA, 02474
House Sitting, Drop-In Visits, Dog Walking
5.0
37 reviews
23 repeat clients
from
$22
per visit

Jasmine took excellent care of our two cats while we were away on a trip. She was very communicative, sharing updates and photos throughout, and a clear animal lover. Thanks again!

Calendar Recently Updated
Sitter Profile Image: Charles P.
Verified Enhanced Background Check
Sitter Profile Image: Charles P.
Verified Enhanced Background Check
7.

Charles P.

20 years of dog experience..
Medford, MA, 02155
Drop-In Visits, Dog Walking
5.0
50 reviews
12 repeat clients
from
$22
per visit

Nice guy, communicated well, sent us pictures each day with a note, and our cat was comfortable with him!

Calendar Recently Updated
Sitter Profile Image: Angelic S.
Verified Background Check
Sitter Profile Image: Angelic S.
Verified Background Check
8.

Angelic S.

Rover 101
Puppy Love
Medford, MA, 02155
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
3 repeat clients
from
$30
per visit

Angelic was great when stopping by to walk Merlin. I’m glad he was able to walk with other dogs as well. She was great with feeding/care instructions. He’s got another friend in Angelic ☺️

Calendar Recently Updated
Sitter Profile Image: Eunae L.
Verified Enhanced Background Check
Sitter Profile Image: Eunae L.
Verified Enhanced Background Check
9.

Eunae L.

Loving, Reliable & Gentle Auntie
Arlington, MA, 02476
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$17
per visit

Eunae did a great job looking after our cat. We were very pleased with the care he received. She was easy to communicate and plan with and responsive to all our needs. The reports on him were comprehensive and we loved hearing stories and seeing photos of our cat. We will use her again!

Calendar Recently Updated
Sitter Profile Image: Alissa C.
Verified Enhanced Background Check
Sitter Profile Image: Alissa C.
Verified Enhanced Background Check
10.

Alissa C.

Hustle & Heart
Medford, MA, 02155
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
1 repeat client
from
$30
per visit

I was super happy with the support we received from Alissa! From the start, she was very responsive and helped answer my questions about the process/next steps. We had her stop by and watch our cat for 30 minutes over 3 days. She was great with our cat and we'd certainly work with her again!

Calendar Recently Updated
Sitter Profile Image: Caitlin M.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin M.
Verified Enhanced Background Check
11.

Caitlin M.

Cat Whisperer and Canine Companion
Medford, MA, 02155
Drop-In Visits, Dog Walking
5.0
195 reviews
78 repeat clients
from
$30
per visit

Again Caitlin helped us within less than a days notice and within 24 hours! Our cat seemed to enjoy playing with her and she checked the litter box for me as well as refreshing the food and water! Will use ongoing for both pets.

Calendar Recently Updated
Sitter Profile Image: Bonnie K.
Verified Enhanced Background Check
Sitter Profile Image: Bonnie K.
Verified Enhanced Background Check
12.

Bonnie K.

Your pet is my pet when with me.
Arlington, MA, 02474
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
from
$20
per visit

Bonnie went above and beyond for my cat! Would highly recommend her to watch your furry pets. She was very responsive and able to accommodate us the very last minute. She was communicative throughout her stay and sent some great pictures. We could tell our cat really liked her. I tried 3 cat sitters prior to Bonnie, but none of them played with my cat or gave any attention beyond showing up to feed her and leaving. Bonnie has helped restore our faith in Rover sitters. Thank you Bonnie!!!

Sitter Profile Image: Sophia R.
Verified Enhanced Background Check
Sitter Profile Image: Sophia R.
Verified Enhanced Background Check
13.

Sophia R.

I’ve had 5 pet dogs!
Medford, MA, 01890
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
6 repeat clients
from
$18
per visit

Sophia is so kind and attentive with our quirky rescue dog. Her patience and updates with our nervous dog really made us feel better while we were out of town. I definitely recommend her services for any of your pet needs!

Calendar Recently Updated
Sitter Profile Image: Sophia M.
Verified Enhanced Background Check
Sitter Profile Image: Sophia M.
Verified Enhanced Background Check
14.

Sophia M.

Reliable cat and dog mom
Arlington, MA, 02476
Drop-In Visits, Dog Walking
5.0
26 reviews
9 repeat clients
from
$23
per visit

Sophia was amazing throughout the whole time! she went above and beyond and made sure she spent time playing with all three cats every day! she scooped the litter without being asked & we will definitely be hiring her again!

Sitter Profile Image: Kayla B.
Verified Enhanced Background Check
Sitter Profile Image: Kayla B.
Verified Enhanced Background Check
15.

Kayla B.

Let me love your dog!
Stoneham, MA, 02180
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
4 repeat clients
from
$22
per visit

Kayla was great!

Calendar Recently Updated
Sitter Profile Image: James P.
Verified Enhanced Background Check
Sitter Profile Image: James P.
Verified Enhanced Background Check
16.

James P.

Love of all paws, claws, and flaws
Woburn, MA, 01801
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
8 repeat clients
from
$25
per visit

James was absolutely wonderful to work with. He is very responsive and always shows up on time. I would absolutely recommend him to anyone.

Sitter Profile Image: Jasmine J.
Verified Enhanced Background Check
Sitter Profile Image: Jasmine J.
Verified Enhanced Background Check
17.

Jasmine J.

Excited animal lover and friend
Winchester, MA, 01890
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
2 repeat clients
from
$25
per visit

Was good with our dog, thanks!

Calendar Recently Updated
Sitter Profile Image: Julia G.
Verified Enhanced Background Check
Sitter Profile Image: Julia G.
Verified Enhanced Background Check
18.

Julia G.

Rover 101
Vaccinated, Privately Insured, WFH
Arlington, MA, 02474
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
16 repeat clients
from
$35
per visit

An outstanding experience with Julia taking care of our 16 year old Papillon and our 3 year old cat. She was reliable, responsible, and left us feeling very comfortable leaving our pets in her hands. Would be happy to use her again! ???

Sitter Profile Image: McKinley M.
Verified Enhanced Background Check
Sitter Profile Image: McKinley M.
Verified Enhanced Background Check
19.

McKinley M.

Experienced, Loving Pet Sitter
Woburn, MA, 01801
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$25
per visit

McKinley was excellent with Penny who is not easy and has anxiety around people and other dogs. She was great with her!

Sitter Profile Image: Sally Ann H M.
Verified Enhanced Background Check
Sitter Profile Image: Sally Ann H M.
Verified Enhanced Background Check
20.

Sally Ann H M.

I'm honored to care for your bestie
Winchester, MA, 01890
House Sitting, Drop-In Visits, Dog Walking
5.0
38 reviews
19 repeat clients
from
$32
per visit

I’m so glad to have had Sally look after my cat. She spent a lot of time playing with him and making sure he felt comfortable and loved while I was away.

Search Map

Winchester Pet Sitting & Drop Ins ratings

Overall Rating:

Pet sitters in Winchester are rated on average 5 out of 5 stars based on 35 reviews.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet lovers for hire.

Drop-In Visits