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: Oli L.
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Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 117 reviews
36 repeat clients
18 years of experience
Richmond, VA, 23231

“Oli was great. She sent pics and updates daily, which we really appreciate. She stayed at our house the entire time we were gone. We have a very old dog and a neurotic dog and 4 cats. She provided love and care to our pets and home. I highly recommend.”

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Stephanie W.
Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
15 years of experience
Woodland Heights, Richmond, VA, 23225

“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.
Sitter Profile Image: Kacey G.
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Kacey G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
15 repeat clients
12 years of experience
Richmond, VA, 23223

“Kasey came through for us on short notice and was extremely communicative and flexible. She took care of our pets and house despite having to brave the sudden snowfall in Durham. She truly treats our pets like they are her own and we’re so happy to have found her. Will definitely book again!”

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Emilee D.
Sitter Profile Image: Marina S.
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Marina S.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Richmond, VA, 23227

“Maria was very communicative and did not hesitate to ask any questions which made me feel more comfortable her first time house/dog sitting! She left the place spotless, would have never known she was there! Won't hesitate to hire again.”

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Jeremy B.
Sitter Profile Image: Melanie C.
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Melanie C.
from
$65
per night
4.7 out of 5 stars
• 30 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23237

“Melanie was amazing! She watched our dog for the weekend, and saved us after another sitter had cancelled. She was communicative and kept us updated the whole time with photos and videos. She’s super sweet and reliable. We will definitely book her for future stays.”

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Carter D.
Sitter Profile Image: Ryan W.
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Ryan W.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Church Hill North, Richmond, VA, 23223

“Ryan was great with Holly and very accommodating and understanding after a last minute scheduling!”

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Melanie B.
Sitter Profile Image: Annabella C.
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Annabella C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
6 years of experience
Richmond, VA, 23237

“Bella did a great job! She communicated with me multiple times a day and the house looked just as we had left it when we got home. We already rebooked her for another trip!”

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Hope B.
Sitter Profile Image: Jacob H.
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Jacob H.
from
$65
per night
4.9 out of 5 stars
• 21 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: Triston N.
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Triston N.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
1 repeat client
10 years of experience
Fulton, Richmond, VA, 23231

“Triston was incredible! We had to book last minute and Triston stepped up to take care of our 2 dogs and 4 cats! I will definitely be booking with Triston in the future!!”

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Taylor B.
Sitter Profile Image: Riley D.
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Riley D.
from
$26
per night
10 years of experience
Richmond, VA, 23223

About: I've taken care of dogs since I was 14 years old. My neighbors have trusted me to watch their pets for extended periods of time. I love all animals! I work from home until the summer so my schedule is very flexible! I can walk your dog most of the day during the week. I provide loving, attentive, and responsible care for pets in my home and/or my client's home. I make sure each pet has fresh food and water, a clean and comfortable environment, regular exercise, playtime, and plenty of affection. I follow the owner's instructions regarding feeding schedules, medications, routines, and special needs. I also provide companionship, monitor their health and behavior, and keep owners updated with messages and photos so they have peace of mind knowing their pets are safe, happy, and well cared for.

Sitter Profile Image: Kaleb B.
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Kaleb B.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
14 years of experience
Richmond, VA, 23226

“We had a great experience with Kaleb. He took excellent care of both our dog and cat, sending regular updates and pictures so we felt at ease while away. He left our home in the same good condition he found it, and most importantly, our pets were happy and well cared for. He’s trustworthy and reliable, we wouldn’t hesitate to recommend him to anyone looking for a responsible sitter.”

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Gina H.
Sitter Profile Image: Nancy Marie B.
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Nancy Marie B.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Richmond, VA, 23234

“Nancy did an amazing job looking after my dog and cat when I was away! She was very professional in our communication and she was also flexible with my changing schedule. Nancy also would share very cute pictures of both pets while I was away and kept me updated on how they were doing. I would highly recommend Nancy for anyone looking for a pet sitter and I will definitely keep her in mind when I’m looking for another sitter in the future!”

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Allison W.
Sitter Profile Image: Celeste H.
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Celeste H.
from
$63
per night
4.8 out of 5 stars
• 27 reviews
7 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

“Celeste was great with our menagerie of somewhat quirky animals. We were out of cell service for the majority of our booking, but I appreciated coming back to pictures and happy animals. They were respectful if the space. Would definitely recommend and book again!”

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Nick K.
Sitter Profile Image: Andrew C. T.
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Andrew C. T.
from
$65
per night
5.0 out of 5 stars
• 57 reviews
20 repeat clients
32 years of experience
Richmond, VA, 23224

“We had Andrew pet sit for our 2 year old dog for several nights at our house. He went above and beyond. Communication while we were away was fabulous. The kids loved the videos and photos. Jeri got some leash training and was walked several times a day. We had a great vacation knowing that Andrew was taking such good care of Jeri. Would strongly recommend him for your pet care.”

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Everett L.
Sitter Profile Image: Dawn M.
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Dawn M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Oregon Hill, Richmond, VA, 23220

“Dawn was great with our 2 rambunctious doodles. She sent pics and updates regularly. Took them for numerous walks including a 5 mile walk at Pocahontas State Park! She also took great care of our house. We would definitely use her again!”

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Lisa S.
Sitter Profile Image: Victor S.
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Victor S.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 38 reviews
15 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: Jonatan V.
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Jonatan V.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
The Fan, Richmond, VA, 23220

“Jonatan was an excellent house sitter for our dog and two cats! Very communicative and the animals took to him immediately. Highly recommend hiring Jonatan for your pet needs!”

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Cannon W.
Sitter Profile Image: Gilbrith G.
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Gilbrith G.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
13 years of experience
Woodland Heights, Richmond, VA, 23225

About: Hi, my name is Gilbrith! I have lived in Richmond for 10 years and have recently graduated with a masters degree in mental health counseling. I work weekends at a puppy yoga studio - but am looking for more fuzzy companionship! Growing up, my home never had less than two dogs at a time, each of which were considered an equal member of the family. As a child, my parents instilled in me an immense love and respect for animals, and I was taught to anticipate and attend to our dogs' needs from a young age. Besides being surrounded by dogs my entire adolescence, I have been a pet sitter for friends, family members, roommates and colleagues for over 8 years. I have experience caring for a variety of animals including dogs, cats, rabbits, and hamsters. I am comfortable with puppies and senior dogs, and have some experience with medication management and dogs with special medical needs. I am certified in pet first aid and CPR. I currently have a flexible schedule. I work 2 days a month at the yoga studio. I live a relatively quiet life and am a bit of a homebody, allowing me to spend more quality time with your pet! My top priority is making your pet feel as safe and relaxed as possible, and keeping them in their own home, and in their usual routine, is the best way I know to do this. I send updates to my clients several times throughout the course of the day, unless otherwise requested, sending pictures and letting you know how your pets are doing, while also leaving an open line of contact for any questions or concerns either party may have.

Sitter Profile Image: Jordan H.
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Jordan H.
Star Sitter
from
$89
per night
5.0 out of 5 stars
• 48 reviews
18 repeat clients
33 years of experience
Ginter Park Terrace, Richmond, VA, 23222

“Jordan was wonderful! She was very communicative throughout our time away and kept us updated with lots of pictures, which gave us so much peace of mind. It was clear that she genuinely cared about our dogs and made sure they were happy and well taken care of. We would definitely recommend Jordan and will absolutely book with her again!”

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Nollaig N.
Sitter Profile Image: Sydney B.
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Sydney B.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Richmond, VA, 23219

“Sydney was great! She took great care of Dakota and the house. Would recommend to anyone and will definitely be reaching out in the future.”

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Stephanie D.
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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

Destiny went above and beyond.My shy cat usually runs away from new people but he opened up to her on day 1. If you are looking for someone who is gentle, kind, trustworthy and reliable, she is the one!

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Jennifer G.
House Sitting
5.0 out of 5 stars

Nancy did an amazing job looking after my dog and cat when I was away! She was very professional in our communication and she was also flexible with my changing schedule. Nancy also would share very cute pictures of both pets while I was away and kept me updated on how they were doing. I would highly recommend Nancy for anyone looking for a pet sitter and I will definitely keep her in mind when I’m looking for another sitter in the future!

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Allison W.
House Sitting
5.0 out of 5 stars

Emily did an outstanding job dog sitting for us! She was professional, friendly, and communicative throughout her stay. She seems to really understand our quirky senior hound. We returned home to a spotless house and a very calm dog. I highly recommend Emily!

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Blake M.
House Sitting
5.0 out of 5 stars

Kendall was a top notch sitter - she made me feel my pups were in great hands throughout the whole process, and sent lots of adorable photo updates! My dogs both felt immediately comfortable with her, I wouldn't hesitate to rebook her

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Josie W.
House Sitting
5.0 out of 5 stars

There are no words to describe how fabulous Kelly is. In a way it’s sad because my cats are very sad when I come home and they stand at the door and they watch for her to come back, but they’re just gonna have to get over that until we go away again.

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Lauren W.
House Sitting
5.0 out of 5 stars

Morgan is reliable, professional, and super communicative in caring for our dog & cat. We were able to enjoy a weekend away without worrying about our boys, knowing they were in great hands. Definitely recommend Morgan - we will be using her again in the future!

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Cameron B.
House Sitting
5.0 out of 5 stars

Isaiah was a very caring, attentive and professional pet sitter. He followed our pets care instructions well, and they took to him quickly. He sent plenty of photos and updates. We felt assured our beloved animals were in good hands. We will book with him again!

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Miranda J.
House Sitting
5.0 out of 5 stars

Alex was reliable and checked in each day of my vacation. He took notes during our meet and greet and was a great communicator overall. He even let my dog share the bed with him. 10/10.

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Colby C.
House Sitting
5.0 out of 5 stars

Camryn once again took wonderful care of our pets and our home. I especially appreciate her care of our cranky little dog and his sensitive tummy.

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Jennifer W.
House Sitting
5.0 out of 5 stars

Amelia took incredible care of my senior pup. She took his health challenges in stride, navigating his pill dispensing and bathroom breaks with ease. She sent pictures and updates, left my home immaculate, and was so lovely during our meet and greet. Easily an above and beyond sitter, thank you again Amelia!

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Claire K.
House Sitting
5.0 out of 5 stars

Liesel rocks! I came home to a healthy happy pup and a clean organized place like I never left. Liesel even hung around a bit longer than scheduled to make sure my anxious pup got through a thunderstorm. Thank you!

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Todd A.
House Sitting
5.0 out of 5 stars

Samariah has stayed with my cat Annie a few times now, and things have gone well each time. Would book with her again

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Darlene K.
House Sitting
5.0 out of 5 stars

Fran is the best - watched our two dogs while we were away for 10 days, and I felt they were in great hands the entire time. Our dogs absolutely love hanging with Fran!

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Anna D.
House Sitting
5.0 out of 5 stars

Nora was great! Dogs were well taken care of and house was so clean when we got back. This was the second time Nora watched our dogs and will certainly hire her again!

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Allie S.
House Sitting
5.0 out of 5 stars

Marissa was a great house sitter. She left the house clean and took good care of our dog while we were gone. I would absolutely use her again!

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Trevor L.
House Sitting
5.0 out of 5 stars

Alexandra was great with our senior dog, Stella. Stella has separation anxiety and is terribly afraid of thunderstorms but Alexandra did a great job keeping her comfortable and communicating with us while we were away for the week.

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Elizabeth W.
House Sitting
5.0 out of 5 stars

Triston did an excellent job house sitting and taking care of my animals! I will definitely use him again!

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Wendy C.
House Sitting
5.0 out of 5 stars

Jenna is amazing! She took such great care of our 3 dogs and even taught them new tricks! She is extremely communicative and sent us photos and videos often. She left our house spotless and even watered my plants for me. She is now our go to person!

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Payton Y.
House Sitting
5.0 out of 5 stars

I recently had Estella watch my dog, Levi, for a full week, and I couldn’t be happier with the experience. Levi is an overly anxious, high‑energy, and sometimes reactive dog, so leaving him with someone new is never easy for me. Estella handled him beautifully. He seemed calm, comfortable, and well‑cared‑for the entire time. Her communication throughout the week made a huge difference. Because of her thoughtful check‑ins, I was actually able to relax and enjoy my vacation. When I returned home, my house was in perfect shape, and Levi looked great. I highly recommend Estella to anyone looking for a reliable, kind, and capable pet sitter. She gave me peace of mind and took wonderful care of my boy.

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Julie B.
House Sitting
5.0 out of 5 stars

Kristine took good care of our kitties and our home while we were away on vacation. She made it easy for us to relax, knowing they were in good hands.

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Monique M.
House Sitting
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