House Sitting Windsor

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Windsor, Find top rated house sitting

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

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Sitter Profile Image: Macee D.
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Macee D.
from
$26
per night
5.0 out of 5 stars
7 reviews
5 years of experience
Henrico, VA, 23231

About: I was raised in a family of animal lovers and helped to care for at least one family pup at all times. From my grandma's cat filled house to my own dogs, I have always been surrounded by a variety of furry friends so I'm very comfortable and experienced with caring for them. I began pet-sitting for neighbors as soon as I got into high school, and I'm very excited to meet some new furry friends! As a second year student at the University of Virginia home on winter break from classes, I've got a flexible schedule that allows me to dedicate plenty of time to pet care! I have a completely free schedule, which means I can provide consistent and attentive care for your furry friends, ensuring they get plenty of playtime, walks, and attention while you're away! Since I live in an apartment that doesn't allow animals, I don't offer in-home pet care services. Instead, I provide dedicated pet care at your convenience! I will make sure your pet feels comfortable and happy during our time together. I also maintain a flexible schedule to accommodate your needs, ensuring your furry friend receives the best care possible in a familiar environment. Your pet's well-being is my top priority!

Sitter Profile Image: Samariah H.
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Samariah H.
from
$37
per night
4 years of experience
Richmond, VA, 23224

About: I have experience caring for dogs through both long-term and everyday responsibilities, including helping raise my aunt’s dog from puppyhood and regularly caring for my boyfriend’s dog. My responsibilities have included walking, feeding, playtime, maintaining routines, and providing companionship to help pets feel safe, comfortable, and cared for while their owners are away. What sets me apart from other sitters is the level of care and attention I give to each pet individually. I understand that being away from their owner can be stressful for some animals, so I focus on creating a calm, reassuring, and positive environment where they feel secure and loved. My experience caring for puppies has also taught me patience, consistency, and the importance of paying close attention to behavior, routines, and energy levels. I treat every pet with the same care, compassion, and responsibility I would want for my own animals. Pet care fits naturally into my daily routine because I already spend a lot of time caring for my own cats. I make sure they’re fed, comfortable, and getting plenty of attention and playtime throughout the day. I even take my cat on walks, so I’m very attentive to both physical activity and emotional enrichment. Caring for animals is something I genuinely enjoy, so being patient, observant, and consistent with their routines comes very naturally to me. II believe pets communicate their needs through their behavior and body language, so I always pay close attention to make sure they feel safe, comfortable, and understood. I respect each pet’s boundaries while also giving them plenty of attention, playtime, and care. In both my home and a client’s home, I focus on keeping pets comfortable, maintaining their routine, and making sure they don’t feel lonely or stressed while their owner is away.

Sitter Profile Image: Sara G.
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Sara G.
from
$60
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
11 years of experience
Richmond, VA, 23220

First experience with the app it was awesome ❤️ Sara was very caring and great with my two dogs?. Sara was very punctual and she was always keeping me updated with the care of my dog will I was in my trip. I definitely going to get in touch with her for the future caring of my dogs. ?❤️?

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Jennifer G.
Sitter Profile Image: Nicholas C.
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Nicholas C.
from
$38
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Richmond, VA, 23220

About: My name is Nick and I am a teacher in Chesterfield county looking to use my love for animals as a way to make some extra money over the summer. I have had dogs and cats growing up my whole life and currently have a dog named Bagel and a cat named Friday. I also have lots of experience dog/cat sitting for friends and family over the years ever since I was in high-school. I am a teacher so I won’t be working during the summers so I will have unlimited time during the day/night to take care of your pets and their needs! Once the school year starts I can do weekends and afternoon/nights! I have a lot of energy myself so if your pets love to get exercise/play around I am very up for that. I also try to be very thorough with the pet care instructions and will ask questions/for clarification to ensure I am giving your pet the best care as possible.

Sitter Profile Image: Tiana S.
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Tiana S.
from
$31
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Old Town Manchester, Richmond, VA, 23224

Tiana is the ultimate professional. I almost had to cancel the booking due to unforeseen circumstances. She handled it with understanding, grace, and patience. I’m glad I was able to make alternate plans and keep my booking with her. She was early to everything related to the booking which shows how serious she takes her job. I made a short notice decision to come home early and Tiana responded and adjusted well to that also. She made sure the puppies were taken care of and everything in the house was in order so I can just go straight to bed.

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Hanh V.
Sitter Profile Image: Daniel C.
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Daniel C.
from
$35
per night
5.0 out of 5 stars
59 reviews
15 repeat clients
10 years of experience
The Fan, Richmond, VA, 23220

Always so easy with Daniel! He is our go-to sitter for our pup and always keeps us up to date with photos/videos, great communication and very respectful of the space! Thanks as always Daniel!

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Dudley M.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
47 years of experience
Old Town Manchester, Richmond, VA, 23224

Alex was great with the dogs and was responsive to our messages. Was very impressed that he came over for a meet and greet and was taking notes and asking questions. Left the home so clean we couldn't even tell someone had been there. Highly recommend

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Jimmy A.
Sitter Profile Image: Celeste H.
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Celeste H.
from
$60
per night
4.5 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

Celeste was great! They house sat for me and took care for my cats, sent me pictures and made sure they got attention, fed, and cleaned the litter box. Would definitely recommend them!

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Samantha S.
Sitter Profile Image: Kristine H.
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Kristine H.
from
$63
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Richmond, VA, 23224

About: When caring for pets in a home, whether it's my own or a client's, I prioritize following the pet's specific routine and needs. This includes adhering to feeding schedules, ensuring fresh water is always available, and adjusting meals for any dietary restrictions. I provide regular exercise and playtime, such as daily walks for dogs or interactive toys for cats, while also keeping the environment safe and pet-proofed. I monitor for signs of illness, administer medications if necessary, and maintain cleanliness, like cleaning litter boxes and brushing fur. Additionally, I offer comfort and affection, creating a calm space for relaxation, especially for pets with separation anxiety, to ensure their well-being. Pet care fits naturally into my daily routine because I work from home, which allows me to be present and attentive throughout the day. I can easily integrate feeding, walks, playtime, and cuddle sessions into my schedule. Whether it's letting pets out for bathroom breaks, refreshing water bowls, or simply being there to offer comfort and companionship, I can provide pets with consistent care and attention all day long. My flexible routine also means I can adapt to each pet's specific needs and make sure they feel safe, loved, and part of the household. When caring for pets, I prioritize safety, trust, and creating a comforting environment. I ensure all spaces are pet-proofed, keep routines consistent, and supervise pets closely to prevent accidents or stress. In my home, pets enjoy a clean, calm space. While in a client's home, I respect their space, follow all care instructions closely, and keep their home secure. I build trust through consistent communication, photo updates, and gentle, attentive care.

Sitter Profile Image: Oli L.
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Oli L.
Star Sitter
from
$80
per night
5.0 out of 5 stars
106 reviews
35 repeat clients
18 years of experience
Richmond, VA, 23221

I’m so glad that Oli was available to come check on Gus while I was gone during the day. She is familiar with his routine and always sends me the cutest pictures!

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Kylee S.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Mary did a wonderful job looking after our dog Maverick. We will definitely use her again in the future.

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Jimmy R.
Sitter Profile Image: Nancy C.
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Nancy C.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Richmond, VA, 23224

Nancy did a wonderful job caring for our home and our three very different dogs while we were away. She was responsible, communicative, and great about checking in whenever she had questions. She carefully followed all instructions, and it was clear our dogs were well cared for and comfortable in her care. We came home to happy dogs and a house that was in great shape. We truly appreciated the peace of mind she gave us and would absolutely recommend her to others.

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Mary J.
Sitter Profile Image: Victor S.
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Victor S.
Star Sitter
from
$70
per night
4.9 out of 5 stars
32 reviews
11 repeat clients
4 years of experience
The Museum District, Richmond, VA, 23220

Victor was an exceptional guest and a wonderful caretaker for my two dogs. He followed all instructions carefully, maintained great communication while I was away, and most importantly, my dogs absolutely adored him. The house was spotless when I returned! Victor went above and beyond to ensure everything was in order, and I felt completely at ease knowing my pets and home were in such capable hands. I would not hesitate to welcome him back again. Highly recommended!

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Cole M.
Sitter Profile Image: Jacob H.
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Jacob H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
25 years of experience
Oak Grove, Richmond, VA, 23224

Jacob is amazing and extremely mindful of our dogs wellbeing and the upkeep of the house. We love when he comes to sit and have peace of mind that everything is taken care of! Thanks 🫶

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Grace S.
Sitter Profile Image: Marissa J.
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Marissa J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
46 reviews
9 repeat clients
6 years of experience
Richmond, VA, 23221

Thank you Marissa! Figgy was well cared for and were so thankful to be able to leave her at home instead of at a kennel. Marissa left the house spotless and was extremely flexible when our plans changed.

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Leah T.
Sitter Profile Image: Benjamin A.
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Benjamin A.
from
$45
per night
6 years of experience
Richmond, VA, 23219

About: I've grown up with dogs my entire life and have been a cat dad for six years now so I have a vast amount of experience with both animals and love both equally. Family friends have relied on me to take care of their dogs, including overnight stays for weeks at a time, when they go on vacation. I have also taken care of my friends' cats on multiple occasions and love the opportunity to do so. With pets I have administered medication, changed and cleaned litter boxes, and fed at appropriate times. I'm currently working part-time so will have plenty of time for visits with bog dogs and cats! I am also outdoorsy and athletic so would love to play outside with pets whenever I get the chance. Part-time shifts would be no earlier than 9:30 in the morning and no later than 9:30 in the evening, so I would always be free for early morning or evening visits. I have plenty of experience with dog sitting for family friends while staying in their house, so would be very comfortable with home visits or walking around the neighborhood.

Sitter Profile Image: Miles G.
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Miles G.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Mechanicsville, VA, 23111

Miles was so great with Kip. He walked him, went lots of pics and took absolutely fantastic care of our house too. Will absolutely book him again.

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Jake L.
Sitter Profile Image: kian c.
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kian c.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Randolph, richmond, VA, 23220

Kian was great! Super responsive and flexible, sent great updates and pictures. I'm already rebooking :)

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Maya G.
Sitter Profile Image: Sarah W.
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Sarah W.
from
$66
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
5 years of experience
Richmond, VA, 23223

Sarah was wonderful. She communicated well. Our dogs were well taken care of. It sure helps to feel good when you have to leave the dogs home. I would highly recommend her.

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Rose Anna H.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
68 reviews
27 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

Emily did a fantastic job caring for our critters and home while we were away. She provided daily updates, photos, and even a video or two. We really appreciated her good communication and reliability. Thanks for a great experience!

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Mica L.
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The median cost per night for house sitting in Windsor is $50

Pet parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Camryn was amazing! She took excellent care of our medically complex dog and was fantastic with communication. Really appreciate her and would definitely book with her again!

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Tori F.
House Sitting
5.0 out of 5 stars

Liesel is so great with my reactive dog, it’s such a relief having someone who understands my dog’s quirks and takes such good care of her.

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Laura P.
House Sitting
5.0 out of 5 stars

Mitch was great! He took good care of my dog while I was out of town and was easy to communicate with. He shared updates while I was gone and I would definitely recommend him and use his services again in the future!

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Devan C.
House Sitting
5.0 out of 5 stars

Alexis is wonderfully attentive and communicative and did an excellent job with our senior dogs! We were gone for a week and knew they were in good hands. She was very receptive to our directions and keeping the little old ladies safe and loved. We highly recommend Alexis!

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Lauren D.
House Sitting
5.0 out of 5 stars

Molly took great care of our three dogs while we were away and kept us updated throughout. Molly was especially patient and understanding with our older Chihuahua. It was clear that our dogs were well cared for and comfortable. We would happily trust her with our pets again and highly recommend her to others.

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Dakota C.
House Sitting
5.0 out of 5 stars

Savannah was awesome! She played with my boys everyday and kept them entertained. She kept them on the same schedule I had them on and her communication was great! I’d definitely recommend to book her when you need overnight sitter

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Jeremiah P.
House Sitting
5.0 out of 5 stars

Ginny took such amazing care of my Tillie-Bean! She kept me updated with plenty of photos and messages, which made being away from my sweet pea so much easier. Tillie had such a great time that I’m pretty sure she’ll be requesting Ginny as her sitter again in the future! 🐾💕

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Jenn B.
House Sitting
5.0 out of 5 stars

Macee was fantastic to have help watch our two dogs (including a 5month old puppy!). She was communicative, sent updates, and overall just great to work with.

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Lauren T.
House Sitting
5.0 out of 5 stars

Nancy did a wonderful job caring for our home and our three very different dogs while we were away. She was responsible, communicative, and great about checking in whenever she had questions. She carefully followed all instructions, and it was clear our dogs were well cared for and comfortable in her care. We came home to happy dogs and a house that was in great shape. We truly appreciated the peace of mind she gave us and would absolutely recommend her to others.

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Mary J.
House Sitting
5.0 out of 5 stars

Bianca and Conrad took excellent care of the pups while housesitting. Excellent communication and lots of pictures. Dogs looked well taken care of and the house looked great. Highly recommend!

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Zohaib A.
House Sitting
5.0 out of 5 stars

Kelly is truly the best catsitter. I love the pictures and updates she sends and she cares for my cat as if she’s her own!

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Claire G.
House Sitting
5.0 out of 5 stars

Erica was incredible as always! I really appreciate Erica, because when she is watching my dog, I do not have to worry about a single thing. She always treats her with love and follows all of her care instructions.

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Kendall V.
House Sitting
5.0 out of 5 stars

Jill was excellent to work with, super communicative, and was very loving towards our two pups! Highly recommend!

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Lauretta & Joe L.
House Sitting
5.0 out of 5 stars

Cheyenne did a wonderful job caring for our 3 aussies in our home while we were on vacation. She was very responsive and responsible. We will definitely hire her again for our pet care needs!

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Christina Y.
House Sitting
5.0 out of 5 stars

Charlotte was wonderful with my dog cher as always! She sent me tons of pictures and kept me updated on how things were going. Looking forward to having her stay with us again soon.

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Isabelle W.
House Sitting
5.0 out of 5 stars

Sadie is always great with our pets and was willing to take on sitting for us on a very short notice during an emergency. We are grateful.

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Shiza A.
House Sitting
5.0 out of 5 stars

We’ve used Rebecca many times. She always does an amazing job taking care of our animals. Love the pics that she sends too.

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Justin M.
House Sitting
5.0 out of 5 stars

Jacob and his partner helped look after our very high energy doggie while we were out of town! The house was spotless when we returned and it was clear Billie was in good hands :)

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Kylie H.
House Sitting
5.0 out of 5 stars

Ellea was great with our dog. We appreciated daily updates and pictures! Can't wait to book her again for our next trip. Thank you, Ellea!

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Josh and Amanda S.
House Sitting
5.0 out of 5 stars

Marissa ensured Boris got important time sensitive medications. She sent a couple photos to let me know how he was doing. She is responsible and caring.

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Annie T.
House Sitting
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Sitters in Windsor average 4
repeat house sitting clients

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