Pet Sitting Windsor

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

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Windsor, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Nick I.
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Nick I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
Fulton, Richmond, VA, 23231

First time having Nick care for our fur babies! Nick is a great young man who clearly loves animals. He was punctual for our meet and greet as well as drop in visit to care for our pups! Would highly recommend and will definitely be calling on him for future needs!

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Lori W.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$20
per visit
5.0 out of 5 stars
176 reviews
50 repeat clients
15 years of experience
Richmond, VA, 23224

We were very happy with the care and communication regarding our cat Cali. She took the time to play and brush her, which I know she loves. I would recommend Jasmine as well as use her in the future.

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Stephanie B.
Sitter Profile Image: Danyelle H.
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Danyelle H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
21 repeat clients
20 years of experience
Shockoe Bottom, Richmond, VA, 23223

Danyelle is AMAZING!!! Took such great care of my boys over a holiday. Gave me daily updates and even put up with some of their eating "quirks", which isn't always easy. But she was super patient with them and gave them all the love they needed while I was gone. I was so super happy and relaxed to know they were in such great and caring hands. Heck, even just the trek to my trash can for litter box cleaning was an extra effort in and it's self. Can't recommend Danyelle enough!

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Mike T.
Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
61 reviews
21 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

Sidney is great with our puppy and was very accommodating to do a drop-in on short notice. Would recommend her to anyone looking for drop-ins and dog walks!

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Kyle D.
Sitter Profile Image: Kacey G.
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Kacey G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
13 repeat clients
12 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

Kacey was so great with Rosie! She made sure she had everything she needed and took lots of photos for us. Definitely recommend her for all your pets!

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Seana C.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
15 years of experience
Chimborazo, Richmond, VA, 23223

Alyssa was great with my cat, who experiences separation anxiety. She did a wonderful job and sent me pics of my kitty getting skritches. I appreciate her care.

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Rebecca M.
Sitter Profile Image: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
71 reviews
19 repeat clients
8 years of experience
Richmond, VA, 23220

Holland was great! My cat seemed happy us usual when I got back from my trip, and Holland was great about sending me pictures and videos. She came when she said she would and she sent me videos of how she played with him to assure he was getting his energy out! I would definitely recommend her to anyone and will definitely look to use her again!

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Madelyn F.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
12 years of experience
Richmond, VA, 23220

About: I’ve taken care of dogs my whole life of all sizes. I grew up with a great pyranees/ border collie and have a dog of my own who is a dachshund. I dog sat for my neighbor, friends, and relatives frequently. I also have experience in sitting for cats as well. I can also help your dog learn new tricks! I taught my dog how to sit, stay, lay down, paw, roll over, follow, and wait all within 6 months. I am currently a part-time employee and have a dog of my own, so I have plenty of time and experience in pet care to give your furbaby the care they deserve! I’m flexible to what they need. Whatever needs you have for your furbaby I can meet! My dog is very particular, so I am patient, willing and understanding to what your pet needs.

Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
98 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

Jeff provided multiple days of feeding, cuddle time, walks and loving attention for our dog. The photos he sent helped us feel at ease knowing our boy was safe and happy. We appreciated his responsibility and updates!

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Laura F.
Sitter Profile Image: Teresa P.
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Teresa P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

Teresa took great care of my fur baby. She was punctual, took lots of pictures, gave immediate report, and respected our home. Definitely recommend

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Mia B.
Sitter Profile Image: Maggie D.
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Maggie D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
20 years of experience
Monroe Ward, Richmond, VA, 23220

Maggie is so kind and wonderful with my two cats. She’s so thoughtful and detail oriented and I really appreciated her help while we were away. Maggie is a great rover!

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Valerie M.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
8 repeat clients
47 years of experience
Old Town Manchester, Richmond, VA, 23224

Alexander was awesome! My silly, hyper pup warmed up to him well and he made sure my big oy was taken care of without any deviations from our routine. I will be planning on booking Alexander soon!

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La'Shanta J.
Sitter Profile Image: Elijah S.
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Elijah S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
252 reviews
74 repeat clients
4 years of experience
Eastview, Richmond, VA, 23223

Elijah did a wonderful job watching our 2 cats. He communicated well, spent time hanging out and playing with the cats, and followed all of our instructions. Will definitely use him again for cat-sitting!

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Whitney W.
Sitter Profile Image: Lauren G.
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Lauren G.
from
$15
per visit
11 years of experience
Richmond, VA, 23224

About: During college, I adopted my beloved dog, Dustin, from the SPCA. Over the past 11 years, caring for him has taught me responsibility, patience, empathy, and unconditional love. Through every stage of his life, I have developed a deep connection with animals and a strong commitment to their well-being. I understand that pets are family, and I take pride in providing them with the same attentive, compassionate care that I give my own. My love for animals motivates me to ensure they feel safe, comfortable, and loved while their owners are away. I have also been described as a super organized, neat freak - which I am very proud of. I take very good care of my personal space and possessions, because I believe in respecting a home and everything that is important to someone. I take my own dog outside at least 3 times a day, with 1 or 2 of those times being a 1-2 mile walk. I love taking him for walks as it's important for his brain to be stimulated and for the exercise! Every dog has a different eating schedule, but I am great with schedules and will stick to whatever they need. My own dog eats a mix of wet & dry food twice a day, with one Dentastix in the morning and one Beggin Strip if he poops. I also refresh his water bowl at least 3 times a day because still water sitting there after a few hours kind of freaks me out. I also don't mind giving dogs baths, sometimes you have to if there were certain adventures, but I typically bathe my own dog once every three weeks. I live in a spacious 2-bedroom apartment, with my dog having a bed in each room! He is very spoiled, but he just takes naps very seriously. Dogs are allowed on our incredible couch, but don't worry it is vacuumed at least once a week (as well as the floors!).

Sitter Profile Image: Deanna S.
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Deanna S.
from
$18
per visit
5.0 out of 5 stars
46 reviews
2 repeat clients
20 years of experience
Richmond, VA, 23224

Deanna was great! I was away longer than usual but felt confident all was well because of Deanna’s detailed updates. Everything was perfect when I came back. I would definitely use her again.

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Lucie B.
Sitter Profile Image: Eryn M.
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Eryn M.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
38 years of experience
Mary Munford, Richmond, VA, 23221

Erin was such a reliable and attentive cat sitter! I was relieved to see her details and specifics of the boys behavior with drop in visit notes. It helped me know my boys were in great hands. Thank you again Erin!!!!

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Rebekah C.
Sitter Profile Image: Jillian S.
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Jillian S.
from
$15
per visit
10 years of experience
Maury, Richmond, VA, 23224

About: I grew up taking care of dogs and cats for family friends and people around town, along with my family owning both throughout my childhood. I understand every pet is different with their needs and personality, and will accommodate them as much as needed:) I want to owner to feel comfortable that their pet is in good hands I own a cat myself and I understand the stress of finding pet care when you have to step away from your home for a bit. I prioritize my cats care daily to make sure she’s comfortable I can take your dog on walks if that’s needed, I can stop it to give your pet some human social time! If treats are provided your pet will surely be reaping the benefits of that:)

Sitter Profile Image: Marissa J.
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Marissa J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
45 reviews
9 repeat clients
6 years of experience
Woodland Heights, Richmond, VA, 23225

About: I’ve grown up around dogs for most of my life and already occasionally pet sit for friends and family. I used to work as a caretaker at a doggy daycare, and decided to continue pet care alongside my new job as it became such a fulfilling part of my life. I'm experienced with dogs of all sizes, breeds, and I'm experienced with a variety of other animals such as cats, fish, lizards, turtles, birds, and hermit crabs. My current work schedule follows the standard Mon-Fri 8-5, with most of my weekends and evenings open. Because of this, I'd be most suited for pets that are used to this schedule already. Otherwise, I try my best to stick to their current schedule for things like feeding and walks. I always feel comfortable meeting the parent(s) and pet before the booking. I can take care of all basic tasks and am very adaptable, patient, and reliable. I do my best to learn about each pet's little mannerisms and quirks so I can accommodate them the best I can while keeping them and your home safe. I want to make sure both you and your pet end up happy! I always ask that I'm given the pet's vet and an emergency contact as well, just in case.

Sitter Profile Image: Destiny R.
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Destiny R.
from
$10
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
9 years of experience
Richmond, VA, 23234

About: I have two dogs of my own one of which I trained to be my personal service dog. My second dog we originally were fostering and we adopted her because she fit into our family perfectly and became our other pups best friend. I actively foster puppies and kittens. I’ve done crate training and all the potty scaries with puppies. I’m extremely patient with them and try to meet each dog where they are at. I have experience giving medications to pets as one of my cats has to have daily oral medication. I love my pets and would treat yours as if they were my own 🖤 I have a very flexible schedule and I’m on the road and I have free time during the day and evenings where I am able to fit pet care-sitting into my schedule. I’m a very attentive pet parent myself and don’t typically leave my own dog unattended outside in the yard and I try to be very interactive and engage so they can play. I have 3 cats and enjoy playing with them and spending time with them so they feel cared for.

Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$22
per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
15 years of experience
Woodland Heights, Richmond, VA, 23225

About: Hi! I’m Cheyenne, a lifelong animal lover with hands-on professional experience caring for dogs of all sizes, breeds, and temperaments. I previously worked at a kennel-free dog boarding facility, where I helped care for multiple dogs at once in a safe, supervised environment. I’ve also worked as a full-time dog walker and pet sitter, providing daily walks, drop-in visits, feeding, medication administration, and lots of attention and playtime. Animals have always been part of my life—I’ve grown up with dogs and cats and currently care for my own pets as well. Because of my background in both professional animal care and customer service, I understand how important communication and trust are when someone else is caring for your pet. What you can expect when your pet is with me: • Reliable, on-time care • Regular photo and text updates • Safe handling for dogs with different temperaments • Experience with multi-dog households • Lots of attention, enrichment, and play Whether your dog needs a walk while you’re at work, drop-in visits while you’re away, or extra love and attention, I treat every pet like they’re my own. I’d love to meet you and your furry family member! I work a hybrid office jobs with very flexible hours. When I do go into the office, my office is dog friendly so I can bring a furry friend along if they enjoy the socialization! I care for pets in their own home so they can stay comfortable in a familiar environment and maintain their normal routine. For drop-in visits and house sitting, I follow the owner’s instructions closely, including feeding schedules, walks, medications if needed, playtime, and any specific routines your pet is used to. During visits, I make sure pets get the attention, exercise, and enrichment they need, whether that’s a long walk, playtime, or just companionship. I also make sure basics like fresh water, clean feeding areas, and litter boxes are taken care of. For dog walks, I focus on safe handling, appropriate exercise for your dog’s energy level, and making sure they return home happy and settled. I always send updates and photos so you know how your pet is doing while you’re away. My goal is to make sure your pet feels safe, cared for, and loved while keeping you informed and at ease.

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The median cost per visit for pet sitting in Windsor is $20

Pet parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Alyssa was great with our two cats. She kept us updated and sent photos. Would be happy to have her sit for us again!

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Hannah W.
Drop-In Visits
5.0 out of 5 stars

Kade took great care of our cats while we were out of town. Thanks so much for the updates and pictures!

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Jamie D.
Drop-In Visits
5.0 out of 5 stars

She took great care of my cat while I was away. She followed all of my instructions, sent updates and pictures every visit, and was always quick to respond. It was a huge relief knowing my cat was in good hands. I’d definitely book with her again.

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Christopher P.
Drop-In Visits
5.0 out of 5 stars

Emily was great with my two pups. I had to find someone pretty last minute and she was able to help out! Provided updates and plenty of pics. Would definitely recommend!!

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Lindsay B.
Drop-In Visits
5.0 out of 5 stars

I reached out to Bianca after our long-time sitter decided to switch careers. Bianca is thoughtful and communicative. She asked great questions during the initial meet and greet and kept me updated on how my boys were doing throughout my trip. I will definitely be reaching out to her for my next trip.

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Sandra S.
Drop-In Visits
5.0 out of 5 stars

Jacob really puts in the work to make sure our animals are taken care of and to keep us informed on how they're doing while we're away. This was our second time booking his service and we'll very likely reach out to him again when we have more travel plans in the future. We highly recommend his service to anyone who wants to be sure their animals are being looked after by someone who truly cares about their well being.

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alex f.
Drop-In Visits
5.0 out of 5 stars

Macee was awesome! She was great with communication and took amazing care of our dogs! Both of our dogs take medication and Macee did phenomenal making sure they took it. I will definitely be booking with her again!

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Taylor B.
Drop-In Visits
5.0 out of 5 stars

Heather was great! She was communicative, responsive, and prompt when coordinating care instructions and when reaching out in response. She followed instructions and provided consistent and helpful updates. I loved getting updates and photos throughout the day. It helped give me peace of mind while being away for 12 hours. I absolutely recommend her, and look forward to a repeat booking in the future.

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Elizabeth S.
Drop-In Visits
5.0 out of 5 stars

We asked Grace to check in on our crazy orange cat a few times while we were out of town pretty last-minute, and she exceeded all expectations! She sent lots of pictures and gave great summaries each time she visited. Our cat hates to be alone for too long, and it was such a relief to know that Grace was giving her some much-needed love and attention! We'd definitely use Grace's services again in the future.

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Emily B.
Drop-In Visits
5.0 out of 5 stars

Erica was on time for visits and took great pictures! I felt very comfortable entrusting her with Clover after our meet and greet.

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Katie G.
Drop-In Visits
5.0 out of 5 stars

Danyelle was amazing with our indoor and outdoor cats, she sent a lot of pictures and details about each visit. I would recommend Danyelle to others and will be booking her for pet sitting again!

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Catherine M.
Drop-In Visits
5.0 out of 5 stars

Nick is the best! He’s great with Chico and always excited to see him. He keeps me updated on the visit and often says yes to my last minute requests. So grateful to have him watching Chico!

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Claire K.
Drop-In Visits
5.0 out of 5 stars

Per usual, Kelly's the absolute best at handling our cantankerous old man cat. I'd even go as far as saying she's growing on him, which no one has achieved before in his 15 years on this planet. Either way, we love Kelly even if Mowgli doesn't (because he hates everything).

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Jessica V.
Drop-In Visits
5.0 out of 5 stars

Kathleen, you're such a treasure and Henry the cat and I will both miss you so much! Thank you for being so kind, so caring, and so reliable for the past year!! We wish you the best!

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Zoe M.
Drop-In Visits
5.0 out of 5 stars

Kelly was great. She responded quickly to my initial request and changed dates when requested. My old cat responded well to her initially and obviously enjoyed her as indicated by the videos provided after every visit.

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Marianne M.
Drop-In Visits
5.0 out of 5 stars

Absolutely amazing! My dog is not always good with strangers but she loved them immediately. They were so great with her. They responded to messages quickly and listened to any pet requests. It was a 20/10 experience. I’d 100% recommend them to anyone who needs their pet watched or walked. They’re amazing people!

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Prestina G.
Drop-In Visits
5.0 out of 5 stars

I’m grateful for Morgan’s service! Looks like all went well with the pup 🐶 I would definitely rebook in the future.

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Anthony G.
Drop-In Visits
5.0 out of 5 stars

Nora took care of my cat while I was gone. She gave my cat her anxiety medication every evening with food, change her water out and cleaned her litterbox. I’m glad she was available to help. Thank you!

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Kellie B.
Drop-In Visits
5.0 out of 5 stars

Hana is amazing with my husky pack! Very communicative and patient with all their big personalities. Would recommend her to anyone

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Kaitlyn M.
Drop-In Visits
5.0 out of 5 stars

Virginia was an amazing caregiver for my guy Pancho. She was communicative and caring throughout the process, and went the extra mile to ensure that he was cared for and that I had peace of mind. I would 100% lean on her again for care.

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Jay M.
Drop-In Visits
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Sitters in Windsor average 7
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