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: Ayme Z.
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Ayme Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 619 reviews
182 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“So impressed with how much love and care Amye provided my cats whilst I was away. Would recommend her to anyone needing cat sitting and will definitely book again.”

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Paul C.
Sitter Profile Image: Nick I.
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Nick I.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 48 reviews
16 repeat clients
10 years of experience
Fulton, Richmond, VA, 23231

“Nick’s care and communication have been absolutely phenomenal, and I truly appreciated it. I could tell Sebastian felt well loved and cared for through the pictures that he sent during my time away! This was my first time using Rover, and I'm sold. I'll definitely keep Nick in mind as I travel frequently, and we've had some family shifts so care is not always as readily available.”

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Ashley W.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 28 reviews
12 repeat clients
30 years of experience
Chesterfield, VA, 23832

“Jynette helped us out last minute this week by walking our dog, Kirby. It didn’t take long for him to warm up to her! She was timely and so friendly during our meet and great. Highly recommend.”

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Katelyn K.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$20
per visit
5.0 out of 5 stars
• 57 reviews
17 repeat clients
15 years of experience
Chimborazo, Richmond, VA, 23223

“Newish to RVA and first time using Rover. Alyssa was great with my 13yo kitty, Rizzo. She was professional, timely, and communicative. I loved receiving daily photos and updates while I was traveling. Knowing Alyssa was watching my baby gave me peace of mind. I would rebook Alyssa without hesitation!”

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Brigitte K.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 22 reviews
10 repeat clients
12 years of experience
Richmond, VA, 23220

“She did such a great job! Super good communication and took care of our dog for almost a week. We will for sure be using her again”

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Braden C.
Sitter Profile Image: Nancy Marie B.
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Nancy Marie B.
from
$16
per visit
1 repeat client
6 years of experience
Central Office, Richmond, VA, 23219

About: I have experience caring for both puppies (even during potty training) and senior pets with special medication or mobility needs. I have pet sit for numerous families with senior pets and have been successful in meeting all of their needs and providing the best care possible. I would love to do the same for your pet! I am in my 4th year of medical school, so my schedule is more flexible than an average full time job. I often have odd shifts or hours, so I can often tend to pets at times where others may not be able to! I am willing to fit caring for your pet into my schedule however I can. I currently have 1 cat who lives in my apartment. I am so excited for the day we move to a home where we can build him a cat patio (or catio as we lovingly refer to it as), but for now he loves sitting in the window and seeing all of the sights outside! I would be willing to travel wherever needed to pet sit or do pet check-ins/potty breaks/walks. I would care for your animal just like it was my own. My goal is to meet all of your pet's needs, from physical to emotional and psychological. I also strive to maintain great relationships with pet owners to make leaving pets less stressful and anxiety-inducing.

Sitter Profile Image: April H.
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April H.
from
$15
per visit
8 years of experience
Upper Shockoe Valley, Richmond, VA, 23223

About: I have personal experience taking care of (walking, bathing, feeding, enrichment, training) all animals and love to do it. Professionally, I’ve worked at doggy daycares, other dog-walking and pet-sitting apps, and volunteered to assist with puppy births. My experience is mostly with dogs; however, I have taken care of cats and more! I work a full-time job, but my hours are flexible which means I have days I am in-office or at home and I do not work weekends. It is very easy for me to leave work to provide pet care and return later that day or make-up hours later in the week. I am very gentle with animals and the safety of pets and those around them comes first - always. I plan to keep the pet comfortable and enriched. It is very easy to follow a schedule and routine for medications, bathroom breaks, bedtimes, and playtime. I pay close attention to details and take the time to learn pet behaviors to ensure they get the best care.

Sitter Profile Image: Destiny R.
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Destiny R.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Richmond, VA, 23234

“Destiny was reliable and did a great job. I will definitely hire her again!”

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Susan W.
Sitter Profile Image: Devinder K.
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Devinder K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 93 reviews
37 repeat clients
10 years of experience
Highland Park Southern Tip, Richmond, VA, 23222

“Devinder takes great care of my cat Theo, who can be a bit sassy and territorial, especially when it comes to his personal space. I’d definitely recommend Devinder to anyone with a quirky or particular pet - he handles them with care!”

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Marissa T.
Sitter Profile Image: Alison S.
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Alison S.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Richmond, VA, 23224

“She was exceptional!!”

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Kenneth B.
Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$22
per visit
5.0 out of 5 stars
• 7 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.

Sitter Profile Image: Kayla H.
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Kayla H.
from
$15
per visit
4.8 out of 5 stars
• 7 reviews
8 repeat clients
16 years of experience
Richmond, VA, 23234

About: I taught my dog how to do a lot of tricks . He is fully potty trained . I taught him how to wake me up to go to the bathroom while I’m sleeping. He knows how to warn me when he is hungry I always make sure there is food in his bowl at all times . I always change the water bowl every 2-3 hours if there is water still in the bowl. I take him on a walk daily. I rarely lock him in the cage because he is an awesome dog ! He always gets his exercise. He loves car rides, he loves to play with other dogs and children . He is very big and he is a really big baby. He loves to cuddle!!! I’m a full time mommy of a daughter! I’m home full time so I’m very active with animals and have my full attention! My daughter also loves dogs! I give them all the attention they want! I love cuddles when they are ready to cuddle! I always make sure they are introduced the right way to my daughter and other pets to make sure it’s safe

Sitter Profile Image: Makenzie O.
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Makenzie O.
from
$15
per visit
5.0 out of 5 stars
• 22 reviews
6 repeat clients
15 years of experience
Richmond, VA, 23220

“Makenzie was great! Very communicative and prompt. My cats loved her and enjoying spending time with her even though they are generally pretty shy. Would book again!”

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Sarah B.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
from
$18
per visit
5.0 out of 5 stars
• 85 reviews
24 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

“These folks are incredible!! So kind, great with my dog, and very flexible. I’ll be booking again!”

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Mer M.
Sitter Profile Image: Annabella C.
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Annabella C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
6 years of experience
North Chesterfield, VA, 23237

“Annabella was an amazing sitter for our dog, Ash! She communicated about each visit and sent us some pics of our sweet boy. She was on time each day and even cleaned his bowls and lick mats for us so we came back home and could get back into our routine easily.”

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Katie W.
Sitter Profile Image: Emily W.
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Emily W.
from
$20
per visit
2 years of experience
Church Hill, Richmond, VA, 23223

About: I've had dogs my entire life, and have two dogs and a cat currently. Dog walked for friends and family in the past, and have experience with all ages of dogs I work for myself as a hairstylist and have a pretty flexible day most days, I don't work weekends so have all day availability saturday-monday and some Fridays I will drop in and spend time, play, feed, and clean litter box as needed. My availability is super flexible to make sure your pet gets the best care!

Sitter Profile Image: Divine M.
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Divine M.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
4 years of experience
Richmond, VA, 23231

About: I’m the family pet sitter because not only do I follow their routine but I make sure my sweeties are loved and entertained. I’m a nursing assistant part time so I have loads of hospitality experience! I’m a nursing assistant part time I’m usually working weekends which makes me more available during the week to stop by or even sit and entertain your sweeties! My Basic House-Sitting service includes staying overnight with your pup so they have company and comfort in their own home, along with daytime care every 3-5 hours for potty breaks, meals, playtime, and cuddles.

Sitter Profile Image: Virginia C.
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Virginia C.
from
$25
per visit
5.0 out of 5 stars
• 49 reviews
15 repeat clients
17 years of experience
Cedarhurst, Richmond, VA, 23225

“We love how much Virginia communicates with us about our complicated kitties. She brought in our mail/packages while we were away and kept our house tidy from cat-induced messes. Would definitely have her again!”

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Rachael R.
Sitter Profile Image: Daniel C.
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Daniel C.
from
$17
per visit
5.0 out of 5 stars
• 65 reviews
16 repeat clients
10 years of experience
Richmond, VA, 23220

“Daniel was great! He went above and beyond to take care of Lainey while I was gone. Taking care of her, cleaning up after her, and making sure she felt safe and cared for while staying home alone for the week. He was even nice enough to drop off some cookies for me and my girlfriend on his last visit. An extremely nice gesture, having known we both contracted Covid during our trip (it’s the little things 🙂). I will definitely request service from him again if he’s available in the future and strongly recommended others do the same. 10/10 dog sitting!”

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Paul L.
Sitter Profile Image: Virginia S.
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Virginia S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
15 years of experience
Chimborazo, Richmond, VA, 23223

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

Pet parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Erica was great! She was very communicative and the dogs loved her. It was our first time using a pet sitter (vs boarding) and she put our minds at ease right away. Would absolutely book again.

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

Emily is the absolute BEST!!! She cares for my pup likes she’s her own. She has helped me out numerous times even at the last second. My pup is a bulldog and can be extremely stubborn and Emily is always so patient with her. Highly recommend!!

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Bethany C.
Drop-In Visits
5.0 out of 5 stars

Nick is a fantastic pet sitter! He's super reliable and very good with our cat, who doesn't become fond of people easily. He sends us a picture each time we work with him every day! And he remembers a long time in advance if we book with him early. He's flexible and understanding if we ask for something a little particular like how our cat likes to play. 100% recommend him! What a deal. 🐈

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

Great experience with Abby - super communicative and shared pics of my cat. Would definitely book again.

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

Ellie was the best! She took excellent care of our kitty and sent many photos so I knew he was very well cared for. Will definitely use her again!

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Nicole F.
Drop-In Visits
5.0 out of 5 stars

Emily is an exceptional pet sitter! She provided excellent communication, putting us at ease our first time leaving our cat and rabbits under the care of a non-family member. I proceeded to immediately book Emily again for our next couple of trips.

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

Maria was wonderful! She asked so many helpful questions and took great care of our pup while we were away.

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Elise L.
Drop-In Visits
5.0 out of 5 stars

Danyelle always takes great care of my cats! They are happy to see her and I’m happy to know that they are in good hands. Her communication is reliable and prompt and of course she always includes pictures.

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hank C.
Drop-In Visits
5.0 out of 5 stars

Caitlin was absolutely amazing! She was incredibly flexible, friendly, and communicative throughout the entire stay. Most importantly, she treated my cats like they were her own. I could tell they were happy, comfortable, and well cared for while I was away. She also went above and beyond to make sure everything was clean and taken care of, especially keeping the litter boxes clean. Her communication gave me so much peace of mind, and I always felt confident knowing my cats were in great hands. I would absolutely recommend Caitlin to anyone looking for a trustworthy and caring pet sitter. I will definitely be booking with her again! 🐾❤️

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

Alyssa was great. She communicated with me the entire time while I was away. Hope I can use her again!

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

Danielle (“Dani”) did an excellent job taking care of our cats while we were away. She provided daily updates, sent great photos, and was very professional. I recommend her to others and would definitely use her services again.

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

Kelly as always keeps us up to date and sends the best pictures of our sweet babies. I will always recommend her because she is the best!

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Peyton C.
Drop-In Visits
5.0 out of 5 stars

Phenomenal. Went above and beyond, had clear communication and punctuality and spent the time to solve unexpected hurdles that she didn't have to. Made us feel comfortable leaving our cats for a long trip for the first time

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

Kade is the best! I appreciated all of the detailed updates and amazing pictures. 10/10 would recommend!

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Elle H.
Drop-In Visits
5.0 out of 5 stars

Deanna was a terrific sitter for my two cats while I was away for a week. She was reliable, on time, and communicative. She even cared for my plants and gave me some plant advice. I will definitely request her help again!

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Timothy R.
Drop-In Visits
5.0 out of 5 stars

Macee did a wonderful job taking care of our girls! She was great with photos, communication, and attention to detail. We will totally be using her again!

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Eli O.
Drop-In Visits
5.0 out of 5 stars

Gabriel was awesome to work with! He was professional, punctual, and knowledgeable. Most importantly, he was great with our anxious dog and even helped care for our home by watering plants and checking the mail. I cannot recommend him enough! Anyone who books with him should consider themselves luck. We’ll definitely book with him again

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Micah R.
Drop-In Visits
5.0 out of 5 stars

Alex was fantastic! Punctual, great communication, efficient and caring! Would use her again no hesitation!

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

Ashley is an incredible pet sitter! She is great with my two cats, one of whom is very timid and the other who gets a bit anxious when left alone, so we’ve always so appreciated having her there and knowing they’re in good hands. She’s also great at providing us updates, checking on our home, and doing any little tasks around the house that she notices, like sweeping around the litter boxes, watering plants, etc. It’s a genuine comfort knowing that both my pets and my home are safe and taken care of when we’re away. She’s very dependable, gives great updates, and is proactive about getting to know your pets and doing things that will make them feel comfortable. Even when something isn’t specifically asked of her, she goes above and beyond. We’re so thankful to have found a pet sitter who we feel is so caring, and I couldn’t recommend her more if you’re looking for someone to look after your pets!

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Seema R.
Drop-In Visits
5.0 out of 5 stars

Lauren does an amazing job watching our dog! Very detailed! Great to work with! Will definitely use her services again.

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Shaun K.
Drop-In Visits
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