Pet Sitting in Windsor

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
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Emily H.
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Sitter Profile Image: Emily H.
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1. Emily H.

Pet mom with plenty of experience
Smithfield, VA, 23430
13.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
22 reviews
12 repeat clients
from
$17
per visit

Emily did a fantastic job looking after our cat and keeping an eye on the house while we were gone. She was very dependable, and her keeping us updated on how things were going - with pictures!! - was a huge comfort while we were away. I highly recommend her and will certainly contact her again when we go out of town again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Audry G.
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Sitter Profile Image: Audry G.
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2. Audry G.

Looking for another fur-ever friend
Smithfield, VA, 23430
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$20
per visit

If you are looking for the perfect dog or cat sitter you have found the right person. Audry will make it a point to go above and beyond to do the very best for your pet. While this post may seem biased of me seeing she is my wife, I can promise you this comes from the heart. When her and I first started living together, she had never lived or had a dog of her own. She fell in love with my dog and gave him the absolute best life possible and always treated him with the best care and love she could provide. When the time came for my parents to surrender their dog do to family health reasons, Audry didn't hesitate to take him in with us. Even with a small house with two large dogs, she still found time to love and be there for her cat. It takes a special someone to love animals but it takes an even more to love them as much as Audry does. I can promise you if you select her, you won't be let down. She can do it all and keep your pets as comfortable to their schedules as possible.

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Sitter Profile Image: Jordan H.
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Sitter Profile Image: Jordan H.
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3. Jordan H.

30. Blessed. Dog & Animal Lover.
Suffolk, VA, 23434
12.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$10
per visit

This is my first time using rover and I must say Jordan was awesome ! She by far exceeded my expectations and made me feel so comfortable with leaving my dogs. We have 6 pit bull mixes and three are puppies and she did great with them ! She communicated with me the entire time, sent pictures, and thorough reports each time. I will book Jordan again and again and recommend her to everyone ! If I could I’d give her 10 stars !

Sitter Profile Image: Layla V.
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Sitter Profile Image: Layla V.
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4. Layla V.

I have a passion for animal care
SUFFOLK, VA, 23435
14.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
13 repeat clients
from
$20
per visit

Layla is my go to sitter. She has come over a few times and Emma loves it everytime. She sends me the best pictures while she’s over. I will always recommend Layla when asked!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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5. Rachel G.

Mother of 3, 2 girls & a puppers
Isle of Wight, VA, 23430
8.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$16
per visit

We have used Rachel’s services a few times this year and would gladly do so again. She is thorough, reliable, and extremely sweet! We appreciate you so much Rachel! Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lindsay S.
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Sitter Profile Image: Lindsay S.
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6. Lindsay S.

If only people had hearts like dogs
SUFFOLK, VA, 23434
9.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3.0 out of 5 stars
5 reviews
from
$15
per visit

Lindsay is hands down the most trustworthy person you will ever find to watch over your four legged friends. She is so intuitive to their needs and ensures that they feel right at home while you are away. She truly goes above and beyond to ensure that while their every need is met. I wouldn't trust anyone else with my dog except Lindsay, she is the BEST, period!!!!

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Sitter Profile Image: Jennifer E.
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Sitter Profile Image: Jennifer E.
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7. Jennifer E.

Fur mama here to work!
Suffolk, VA, 23434
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$13
per visit

She took great care of my diabetic cat, Sarah. She needs shots twice a day. Jennifer let me know what her schedule was if there were any minor conflicts where an adjustment might be needed. We have a robot litter box which, of course, malfunctioned while we were out of town. She called and FaceTime with me so we could come up with a solution. (Sometimes those litter boxes seem more trouble than they’re worth???) Came home to a clean house and a happy cat. Thanks Jennifer!!

Sitter Profile Image: Tina D.
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Sitter Profile Image: Tina D.
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8. Tina D.

Rover 101
Pets are my passion
Suffolk, VA, 23434
9.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
43 reviews
15 repeat clients
from
$25
per visit

Tina was lovely and reliable. She took great care of all four of our pets. (Even the persnickety difficult one.) By the end of her stay, I think our two dogs and two cats weren't even upset that we were gone. Would absolutely recommend. She is patient and kind.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kelly P.
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Sitter Profile Image: Kelly P.
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9. Kelly P.

30+ yrs experience horses to mice
Suffolk, VA, 23851
11.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$25
per visit

KELLY IS SO AWESOME!!!! MY BABY TRIGGER LOVED HER AND SHE RETURNED SHOWED HIM THAT HE WAS AND IS LOVED... SHE WAS ON TIME AND DID EVERYTHING THAT I ASKED OF HER WHILE TAKING CARE OF MY BABY. THANK YOU SO MUCH FOR EVERYTHING. I WOULD DEFINITELY RECOMMEND THIS APP AND USING KELLY. SHE WOULD BE THE 1ST PERSON I REQUEST WHEN I NEED THIS SERVICE AGAIN..

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily H.
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Sitter Profile Image: Emily H.
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10. Emily H.

Passionate, Dog lover, selfless
Suffolk, VA, 23434
8.8 mi. away
Drop-In Visits, Dog Walking
4 years of experience
from
$18
per visit

About: I’ve been a dog mom for the past 4 years to two loving dogs. All friends and family rely on my help with their pups! Hi, Currently a part-time employee looking for an amazing opportunity to be helpful in my communities and also surrounding communities. open availability on my days off! Both of my fur babies are crate trained and leash and off the leash trained. very familiar with big or little dogs as I have a loving small and large dog my self

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melody & Matthew D.
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Sitter Profile Image: Melody & Matthew D.
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11. Melody & Matthew D.

Where Pets are Treated like Family
Suffolk, VA, 23434
10.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$25
per visit

Had a phenomenal experience with Matthew & Melody, could not have asked for better dog boarders. Kept me up to date with my boxer, and had no complaints for the two weeks they had her, even went as far as sending me daily pictures of her. 5 out of 5 stars!

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Sitter Profile Image: Abigail L.
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Sitter Profile Image: Abigail L.
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12. Abigail L.

Dog mom of 3!
Suffolk, VA, 23434
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Abigail adores dogs, and she three dogs of her own that she loves and spoils. She’s very responsible and trustworthy, and would be great at taking care of other pets like they are her own!

Sitter Profile Image: Madalyn D.
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Sitter Profile Image: Madalyn D.
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13. Madalyn D.

Pawsitive experience guaranteed
Suffolk, VA, 23434
7.8 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Madalyn is a very compassionate and patient individual. She has cared for my dog a handful of times and has done excellent. She always seems to go above and beyond and cares for all dogs as if they were her own.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Victoria T.
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Sitter Profile Image: Victoria T.
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14. Victoria T.

Rural pet care from lifetime owner!
Suffolk, VA, 23434
10.0 mi. away
Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Victoria has watched my dogs many times and they love her! She is readily available, and we feel comfortable leaving our pets in her care.

Sitter Profile Image: Christina K.
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Sitter Profile Image: Christina K.
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15. Christina K.

Rover 101
Experienced caretaker of all
Windsor, VA, 23487
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$15
per visit

This was our first time using Christina as our pet sitter for our cats and dog. She did an excellent job. She sent us daily pictures of our babies and took excellent care of them. She even made friends with our indoor cat and that is something that none of the other pet sitters have been able to do. I highly recommend Christina. We plan in having her check in on our pets several times in the coming year.

Sitter Profile Image: Analeigh E.
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Sitter Profile Image: Analeigh E.
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16. Analeigh E.

I love all fur babies!
Suffolk, VA, 23434
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per visit

Analeigh has cared for all my animals as if they were her own. She takes pride in her work and will provide updates on your fur babies as often as you'd like. She is understanding and knowledgeable, you won't regret having someone as amazing as her to care for your fur family.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rachel C.
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Sitter Profile Image: Rachel C.
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17. Rachel C.

I’ll love your dog like it’s mine!
windsor, VA, 23487
0.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
27 repeat clients
from
$20
per visit

Rachel has watched my dog plenty of times and he is very well taken care of, I get tons of updates and pics, and he always comes home happy and healthy! Would definitely recommend her to anyone that loves their dog!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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18. Hannah E.

Young professional that loves pets!
Suffolk, VA
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$13
per visit

Hannah is one of the most caring people that I know, especially towards animals. She has a special understanding of how to appeal to many pets and their personalities. She sees that different breeds and types of animals have varying interests, and is versatile in providing this range of needs. Any animal she meets, she treats as one of her own.

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Sitter Profile Image: Suzanne B.
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Sitter Profile Image: Suzanne B.
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19. Suzanne B.

Love animals of all kind ❤️
Windsor, VA, 23434
1.2 mi. away
Drop-In Visits, Dog Walking
40 years of experience
from
$25
per visit

About: I think my knowledge of dogs with breeding has given me an extra edge. I understand a lot of the care more with animals than most. I have lots of different ways. I have learned to be able to keep your animal safe and to always feel loved. I know my own veterinarian would speak on my behalf for my care that I give my own animals. I also have done training with dogs for them to become your greatest family member to your service Animal. I am a stay at home mom of three aging girls. My days are usually open wide to spread my love out to others. nothing would make me happier than to spend my time with animals! Safety first with all pets! Pets are just like small children they love to get into everything. I understand that pets been left alone can have anxiety and become scared. Just a simplicity of being there with him to give them comfort can go along way with them I have lived in my community for 14 years and always been a part of the community. I understand dog should be leased at all times when taken out of the home. All animals should be greeted on an easy soft, friendly term for them to get to know you❤️

Sitter Profile Image: Leslie M.
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Sitter Profile Image: Leslie M.
Verified Enhanced Background Check

20. Leslie M.

Rover 101
"She's the best!" My dog, probably.
Windsor, VA, 23487
1.0 mi. away
Drop-In Visits, Dog Walking
1 review
from
$16
per visit

Leslie is an amazing caregiver. She loves taking her dog for walks or playing fetch in the yard on nice days. She helped me take care of my elderly dog up through her last days. Leslie assisted with walks, food management and giving medications. I know she made those last days for my Missy much more comfortable and I will always be grateful for that.

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Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Windsor:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Windsor pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Windsor, VA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Windsor pet sitters and avoid the kennel.

Drop-In Visits