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: 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: Nicholas C.
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Nicholas C.
from
$38
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Sara G.
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Sara G.
from
$60
per night
5.0 out of 5 stars
28 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: 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

Gertie has a lot of needs and Oli was attentive to them all. We so appreciate her patience with Gertie and working to keep her as calm and anxious free as possible. We came home to a clean house and very much appreciated the ease of communication!

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Erica S.
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 amazing - very professional! He was very attentive to our wishes and instructions, excellent communicator, punctual and all the things you would expect from hiring a pro. The house was left clean and he genuinely seems to care for our pets and enjoy their company. Got photos every day and followed our complicated medication schedule. The dogs seemed happy and healthy when we returned! We HIGHLY recommend!

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Sam K.
Sitter Profile Image: Celeste H.
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Celeste H.
from
$60
per night
4.6 out of 5 stars
17 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: 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

We were so happy to find [Sitter’s Name]! She followed all instructions carefully and asked thoughtful questions when needed, which gave us peace of mind right away. After the first night, we knew our dogs were in great hands and we didn’t have to worry. She was reliable, attentive, and everything we hoped for in a sitter. We were impressed and would absolutely use her again and recommend her to others!

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Veronica E.
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 was great! This was my first experience with Rover and I couldn’t have picked a better person. She was great with my puppy Lola and kept me updated during my whole work trip. She was trustworthy and really just made the whole experience so easy. My Lola was so happy when I got home and looked very well taken care of. Thank you Emily!

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Melissa L.
Sitter Profile Image: Triston N.
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Triston N.
from
$45
per night
10 years of experience
Fulton, Richmond, VA, 23231

About: For the last 5 years, I've been volunteering care for a herd of goats on Gillie's Creek Park. I am also the primary farm sitter for several friends' homesteads and a frequent pet sitter for friends and acquaintances. I have a broad range of experience: handling elderly animal care, newborn feeding/monitoring, pet anxiety, unique medication/feeding schedules, and general care for most farm/domesticated animals. I have a deep love for animals and their welfare with a desire to assist you and your pet in any way possible. I'm currently working part-time with a very flexible schedule. Typically not away from home for more than 3 hours at a time during marked available hours. My schedule can be adjustable if coordinating in advance. If caring in your home, I ensure that all items are back where they were originally left and that all feeding bowls and areas accessed are cleaned and organized. My home has a fenced-in yard, plenty of plants, natural lighting, and no other pets to contend for attention or food.

Sitter Profile Image: Journei F.
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Journei F.
from
$28
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23234

10/10

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Matt W.
Sitter Profile Image: Le'Yana O.
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Le'Yana O.
from
$38
per night
4.7 out of 5 stars
16 reviews
8 repeat clients
12 years of experience
Midlothian, Richmond, VA, 23224

Le’Yana was amazing ! My first time using the app to book someone to watch my dog and I don’t regret it ! Very sweet women , definitely would be booking her again . Thank you

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Shanecia D.
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 took wonderful care of my three dogs, bunnies and home! I would highly recommend him and we will definitely have him back some time in the future!

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Marisa W.
Sitter Profile Image: Zander M.
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Zander M.
Star Sitter
from
$115
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
18 years of experience
Richmond, VA, 23220

Zander was a great sitter for our pup and home! Lots of photo updates, respectful of the house, and our dog loved him. Will definitely be booking with Zander again!

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Olivia F.
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

Daniel was awesome as always! Great with our cats, even managed to get our older cat his transdermal medication successfully. He's also respectful of our home- we never feel any anxiety with having him in the space.

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Bethany F.
Sitter Profile Image: Kristine H.
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Kristine H.
from
$62
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Central Office, Richmond, VA, 23219

About: Caring for animals has been a big part of my life for as long as I can remember. I have owned cats and dogs, walked dogs during college, volunteered at a shelter, and have experience across different life stages and breeds. I can read body language to know when a pet wants company and when they need space. When caring for pets 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 while keeping the environment safe and pet-proofed. I monitor for signs of illness, can administer medications if necessary, and maintain cleanliness, like cleaning litter boxes and brushing fur. I offer comfort and affection for each pet, creating a calm space for relaxation, especially for pets with separation anxiety, to ensure their well-being. I work from home so your pet will have companionship throughout the day. 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: 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 did great sitting for Ellie, kept her company all day, listened to her needs, gave her food and her medicine. Would absolutely book him again in the future!

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Elias
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: Douglas B.
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Douglas B.
from
$55
per night
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Oregon Hill, Richmond, VA, 23220

Douglas was such a great pick to hang with our pups and care for our home while we were gone. Our pups like to keep things interesting and Douglas’s patience with them is not only appreciated, but is admired, especially when it came to caring for our senior dog. We would gladly welcome Douglas back to our home, and I know the pups would love that too.

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Taylor S.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
8 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.
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The median cost per night for house sitting in Windsor is $50

Pet parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Sam got along great with my cat Annie and she was very communicative and flexible to work with. She sent several pictures each day. I’d book with Sam again!

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Darlene K.
House Sitting
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
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Sitters in Windsor average 4
repeat house sitting clients

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