House Sitting In Windsor Farms

Find a loving house sitter to watch over your pets and your home.

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Top rated Windsor Farms house sitters

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: Mallory D.
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Mallory D.
Star Sitter
from
$52
per night
5.0 out of 5 stars
74 reviews
26 repeat clients
9 years of experience
Malvern Gardens, Richmond, VA, 23221

Mallory did a wonderful job house sitting for us and watching our pup!! She took incredible care of everything and sent great updates! She was very flexible and so easy to communicate with and very responsive!

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Amy B.
Sitter Profile Image: Zander M.
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Zander M.
from
$55
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
18 years of experience
Richmond, VA, 23220

Zander was great! He took great care of my two kitties and my house. :)

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

Oli was very communicative, left our house cleaner than we left it, and our pup was so well-taken care of for the two weeks we were gone!! We could very much tell when we got home, and by the funny tidbits Oli sent us that showed how much she was in tune with Maddie! We would definitely use Oli again! And so appreciate how happy Maddie was and how clean everything was upon our arrival! When we came home in between her departing and us getting back, she even had calm music playing for Maddie! Oli is a gem! ❤️

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

Sara was great with my dogs. I really appreciated how many photos she sent me while watching them and could see how well my anxious dogs were warming up to her.

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Emily H.
Sitter Profile Image: Celeste H.
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Celeste H.
Star Sitter
from
$60
per night
4.9 out of 5 stars
14 reviews
2 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

Celeste was an absolutely wonderful dog sitter. She was communicative, thoughtful, and consistently kept me updated, which gave me so much peace of mind while I was away. It was clear she genuinely cared about my dog, and seeing how happy and comfortable my dog was in her presence meant everything to me. I could tell my dog felt safe, loved, and well cared for the entire time. I would absolutely trust Celeste again and highly recommend her to anyone looking for a reliable and caring sitter.

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luanda f.
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: Eryn M.
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Eryn M.
from
$125
per night
5.0 out of 5 stars
3 reviews
38 years of experience
Mary Munford, Richmond, VA, 23221

Eryn was great, she communicated to make sure we were kept aware and asked questions that a lot of sitters have never asked to make sure she knew exactly what our pups needed.

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Crystal K.
Sitter Profile Image: Matt S.
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Matt S.
from
$80
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
Richmond, VA, 23221

Matt was available within a few days notice. Ruby was very happy to stay home with him. He played, walked and hiked with her every day and sent us a daily update with pictures. We knew that she was happy and well taken care of! He also took great care of the house and everything was clean and tidy when we returned. We highly recommend Matt and will definitely have him stay next time we go away!

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Nancy F.
Sitter Profile Image: jakiya p.
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jakiya p.
from
$55
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
6 years of experience
Carver, Richmond, VA, 23220

I am absolutely blown away by Jakiya and could not recommend her highly enough. She communicated like a pro and took exceptional care of my Finn and Vada! And, my house looked cleaner than when I left! I am already preparing to book her for another sit. My Finn and Vada wouldn’t have it any other way.

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Jan H.
Sitter Profile Image: Rosemary L.
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Rosemary L.
from
$45
per night
5.0 out of 5 stars
39 reviews
13 repeat clients
15 years of experience
Richmond, VA, 23220

Rose is the best housesitter we've ever used from Rover! Responsible and great with communication! We had a small house/car emergency while she was housesitting, and she handled it perfectly. We will definitely be using her again.

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Liz M.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
20 years of experience
Richmond, VA, 23226

Savannah was great with my dog Nadia when I was out of town for a weekend away! Sent updates and pictures letting me know all was good throughout the weekend which was appreciated! Will definitely ask Savannah for help with Nadia going forward!

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Erin J.
Sitter Profile Image: Kaleigh J.
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Kaleigh J.
from
$60
per night
5.0 out of 5 stars
29 reviews
3 repeat clients
12 years of experience
Newtowne West, Richmond, VA, 23220

Kaleigh helped me out with dog walks when I had to cancel my booked housesitting trip last minute due to injury! My dog loves her. Great communication. Will book again.

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Jennifer P.
Sitter Profile Image: Alex H.
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Alex H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
38 years of experience
The Museum District, Richmond, VA, 23221

Alex worked with our one dog who was nervous around him at first. He spent a lot of time at our house with our two dogs while we were on vacation. When we came back our dogs were tired and happy.

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Nicole P.
Sitter Profile Image: Daniel C.
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Daniel C.
from
$35
per night
5.0 out of 5 stars
58 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: Kaylynn H.
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Kaylynn H.
from
$50
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
18 years of experience
The Fan, Richmond, VA, 23220

About: I’ve had dogs and animals my entire life. I have a heart for caring for animals and giving them the best life possible. Can help train younger dogs as I have experience training puppies and reactive dogs. 🚨I also have experience and knowledge of working with reactive dogs (barking, etc.). If your dog needs a bit more TLC and patience, I am happy to offer that to your pup. I ask that you describe in detail how to best set your dog up for success during my time with them and what their typical triggers are so that I keep your pup safe and happy. I’m a young professional living in central Richmond VA. I live a leisure lifestyle outside of work in event planning that includes many walks, plant gardening, and reading. I am also known for the occasional hike! Weekends are usually free as well as pockets of time throughout the day and evenings. Dogs are allowed anywhere in my home! I openly welcome couch snuggles (unless owner would rather place and mat training in place). I want to make my space as comfortable as possible for our furry guests, so will make any accommodations necessary for a relaxing stay with me!

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

We felt at ease when Emily stayed with our 10 month old great dane pup and 7 year old Border Aussie. I got pictures everyday we were gone and the dogs were happy and relaxed when we got home. Bonus points for the house being clean when we got home! We are hopeful to have Emily care for our pets and home again!

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Cat H.
Sitter Profile Image: Nina F.
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Nina F.
Star Sitter
from
$100
per night
5.0 out of 5 stars
53 reviews
18 repeat clients
20 years of experience
Carillon, Richmond, VA, 23221

Nina did a fantastic job dog sitting for Gertie and Gussie! She was reliable, caring, and kept us updated with photos and messages while we were away. Both dogs were happy, well cared for, and clearly loved spending time with her. We highly recommend!

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Jim M.
Sitter Profile Image: Michelle V.
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Michelle V.
from
$50
per night
5.0 out of 5 stars
4 reviews
7 years of experience
The Fan, Richmond, VA, 23220

Michelle did an incredible job house and pet sitting our dog and cat. She communicated well, sent delightful photos and updates, and even handled an unusual house issue safely and with no stress on our end. We can't wait to book with her again!

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Brianna H.
Sitter Profile Image: Kaleb B.
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Kaleb B.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Catherine S.
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Catherine S.
from
$80
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Colonial Place, Richmond, VA, 23221

Catherine is an excellent pet sitter. She took wonderful care of our dogs and cats. She is communicative and responsive. I felt confident that our furry family members were well taken care of!

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Ingrid B.
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Windsor Farms pet parents share their Rover experiences

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5.0 out of 5 stars

So so sweet and helpful!! She kept me updated and sent pictures of the doggies 🥹🥹 definitely recommend her!

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Gracie F.
House Sitting
5.0 out of 5 stars

Simply the best! Always communicative in advance of and during his stay. Respectful guest. We are grateful for what he brings to our fam :)

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Alice I.
House Sitting
5.0 out of 5 stars

Kaleigh was great with my dog Leila! Sent updates throughout the stay and I could tell Leila was taken care of!

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Sanjana S.
House Sitting
5.0 out of 5 stars

Allison was awesome and really took good care of our dog! She played with her and took her on walks. She also was good about sending us pictures! The house was also left the way it was before we left. Definitely would recommend!

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Susie S.
House Sitting
5.0 out of 5 stars

Jonathan took great care of Shyla and did a great job communicating and sending updates. Thank you Jonathan!

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Elizabeth P.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Robbi was amazing with our dog and two cats! They warmed right up to her and seemed so calm and happy when we got home. She stay at our place and left it in perfect shape and was super communicative and helpful the entire trip. Would highly recommend her!

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Maddy P.
House Sitting
5.0 out of 5 stars

Kiara was wonderful! Very communicative and sent lots of pics and updates. Our dogs clearly loved her and were happy and healthy while we were away!

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Allison G.
House Sitting
5.0 out of 5 stars

Catherine is an excellent pet sitter. She took wonderful care of our dogs and cats. She is communicative and responsive. I felt confident that our furry family members were well taken care of!

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Ingrid B.
House Sitting
5.0 out of 5 stars

Amaya did an amazing job. Love her fun and bubbly personality.She was very consistent with her updates and easy to talk to. Knowing our babies were in her good care made our vacation much more relaxing. I would highly recommend and can't wait to book her again.

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Tyler A.
House Sitting
5.0 out of 5 stars

Michelle did a great job dog sitting with only a few days notice! She was easy to work with and very reliable with timing and updates. Will definitely work with her again!

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Anne K.
House Sitting
5.0 out of 5 stars

If you can successfully walk my dog, you can probably handle just about anything! 😂 My pup is full of energy and thinks every walk is an Olympic pulling event, but Jonatan handled him with patience and confidence reassuring me that my sweet boy was in good hands. I will definitely use Jonatan in the future as he helped me out in a bind for a last minute trip and even came over the night before to meet my pup. Very accommodating, attentive, and kind.

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Jennifer L.
House Sitting
5.0 out of 5 stars

Christine was fantastic! She kept us up to date on everything and Pluto had a great time! Would 100% book again!

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Nicholas G.
House Sitting
5.0 out of 5 stars

Hannah house sat for us over the holiday weekend and did an amazing job communicating and keeping us updated (even without service!) She took time out of her schedule to meet the kiddos and took to them immediately. She is patient, kind and did a wonderful job taking care of our senior dog and teenage cat. Our boy hates the rain and she made sure he was comfortable while doing his business. She also followed my laundry list of instructions and left our house spotless. If you are searching for a reliable, trustworthy sitter, we highly recommend Hannah!

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Katrina G.
House Sitting
5.0 out of 5 stars

Juliana did a great job house sitting my pup Poppy. I could tell she was well cared for and loved. I got lots of pics and updates. The house was spotless. I will definitely use her again. Two thumbs up!

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Jane A.
House Sitting
5.0 out of 5 stars

Alex did a stellar job caring for my animals and housesitting for me while I was out of town for a couple of days. He was reliable, attentive, and followed instructions to a tee. He will definitely be my first choice next time I need a pet sitter!

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Jonathan H.
House Sitting
5.0 out of 5 stars

Eryn was great, she communicated to make sure we were kept aware and asked questions that a lot of sitters have never asked to make sure she knew exactly what our pups needed.

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Crystal K.
House Sitting
5.0 out of 5 stars

Love how much time Mallory spends with the cats - lots of photos of cuddles and lounging! I know they love it!

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Denise L.
House Sitting
5.0 out of 5 stars

Abigail was excellent! Very communicative and sent us lots of pics. She also cleaned up our pets food bowls before leaving which she did not have to do at all. Above and beyond!

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Atlee H.
House Sitting
5.0 out of 5 stars

Sara did an excellent job taking care of our 3 yrs old golden doodle. We received tons of pictures and Gracie was happy and well cared for. I highly recommend Sara.

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Ann P.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Windsor Farms house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Windsor Farms.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsor Farms house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.