House Sitting In Windy Run

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

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Top rated Windy Run 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: Veronica J.
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Veronica J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
8 years of experience
Glen Allen, VA, 23059

Veronica was wonderful and fantastic with our dog and two cats! By the end of the stay she was practically family. Very communicative and responsive. And very helpful when we were delayed getting back. We will definitely book with her again!

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Emily M.
Sitter Profile Image: Carolyn H.
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Carolyn H.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Richmond, VA, 23233

Carolyn was wonderful. She took good care of Charlie and was careful to follow instructions including administering medicine and following physical therapy instructions. She left the house very clean and orderly. We would love to use her again.

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Becky W.
Sitter Profile Image: Riley O.
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Riley O.
Star Sitter
from
$55
per night
4.9 out of 5 stars
88 reviews
41 repeat clients
7 years of experience
manakin sabot, VA, 23103

Riley took excellent care of my 3 senior dogs, all 3 on meds, including 1 that is diabetic and needed blood glucose monitoring and insulin shots. I was thrilled to find someone with experience with diabetes. Thanks Riley!

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Emily H.
Sitter Profile Image: Sara W.
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Sara W.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Manakin-Sabot, VA, 23103

Sara was very responsible and loving to my great Dane and spent a lot of time with her sent me pictures and kept me posted. I would highly recommend her to sit with your animals.

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Tina B.
Sitter Profile Image: Laura M.
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Laura M.
from
$40
per night
9 years of experience
Crozier, VA, 23039

About: My love for animals started early — when my family adopted our dog during my third-grade year, I took on real responsibility right away, handling his feedings and nightly walks. That hands-on care grew into a genuine passion that has only deepened over the years. Beyond dogs, I've developed experience with a range of animals, including goats, sheep, pigs, and horses, giving me a well-rounded foundation for handling pets of all personalities and needs. I'm currently studying biology and wildlife conservation at William & Mary, so animal welfare isn't just something I care about — it's what I've built my academic life around. I connect quickly with animals, take their comfort seriously, and will treat every pet in my care with the same patience and attentiveness I'd want for my own. You can feel confident leaving your furry family member in good hands! I'm home for the summer from college and have a very flexible schedule, making me available for bookings on short notice. I may be taking on part-time work as the summer progresses, but I'll always keep my Rover calendar up to date so you know exactly when I'm available. Your instructions are my playbook — I follow them closely and don't cut corners, whether it's feeding schedules, medication routines, or house rules for your pet. I'm naturally observant and attentive, so I stay tuned in to your pet's behavior and body language throughout every visit, picking up on cues that they might need something before it becomes an issue. Your pet's comfort and safety in their own environment is always the priority.

Sitter Profile Image: Lothrop "Ajax" G.
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Lothrop "Ajax" G.
from
$40
per night
4.4 out of 5 stars
12 reviews
2 repeat clients
30 years of experience
Henrico, VA, 23294

Ajax is terrific--we will definitely use him again. He stayed in our home, and everything was immaculate when we returned and our 2 Shelties were very happy pups!

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Darcy F.
Sitter Profile Image: Wesley F.
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Wesley F.
from
$50
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
8 years of experience
Glen Allen, VA, 23060

Wesley was wonderful! Super responsive, communicative, and confident with our fur crew from the start. Our dogs can be pretty high energy, but Wesley handled them with patience and clear commands. We’ll definitely be booking with Wesley again!

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Morgan & Jarrett C.
Sitter Profile Image: Emily A.
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Emily A.
from
$70
per night
5.0 out of 5 stars
49 reviews
13 repeat clients
15 years of experience
Henrico, VA, 23238

Our pups love it when we go out of town and we are able to book Emily! She takes great care of the dogs and also leaves our place nicer than how we left it.

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Mark M.
Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
10 years of experience
Henrico, VA, 23294

Helena was everything we hoped for in a dog and house sitter. I appreciate so much all of the photos, the detailed updates on their time together, and how proactive Helena was with communicating. We cannot wait to be her repeat clients. If you want someone that you can trust that your dog will quickly be obsessed with, look no further. Seriously, thank you so much, Helena!

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Aleesa M.
Sitter Profile Image: Kim A.
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Kim A.
from
$110
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
45 years of experience
Midlothian, VA, 23113

Kim was Awesome, this was our first time leaving both dogs and I was nervous. She sent pics of the dogs and gave us updates. Our doodles were well taken care of and enjoyed their time with Kim. We will 100% use Kim again.

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Eric M.
Sitter Profile Image: alexa m.
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alexa m.
from
$55
per night
19 years of experience
Glen Allen, VA, 23059

About: I’ve had animals growing up ever since I was little. I’ve grown up with 4 dogs in the household and currently have my own. I absolutely adore all animals and would love to take care of your beloved animal I work and go to school daily but during the summer, I can definitely be more free. I always take breaks to walk the dogs around the neighborhood. I always be adequate to feed them and give them water throughout the day at their assigned eating times! If the dog is crate, trained to sleep in the crate at night, they’re welcome to sleep in the crate or if the owner wants, they can sleep in the bed with me. I do not mind.

Sitter Profile Image: Collette J.
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Collette J.
from
$26
per night
4.8 out of 5 stars
28 reviews
8 repeat clients
25 years of experience
Richmond, VA, 23228

Collete was great with our three clingy dogs, was regularly in contact, and left our home in great shape. Will definitely rebook in the future.

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Sam L.
Sitter Profile Image: Nazneen A.
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Nazneen A.
from
$30
per night
5.0 out of 5 stars
11 reviews
7 repeat clients
6 years of experience
Richmond, VA, 23059

About: I’ve cared for my two cats for the past 6 years and have always loved animals of all kinds! Whether its feeding, cleaning, playtime, or giving extra cuddles, I treat every pet as if they were my own! I work from home in the Henrico/West End area, so I’m very flexible schedule wise to check in on your pet. Feel reach out with your specific needs. I have 2 cats myself for 6 years. I can provide services to feed, walk, give water, clean and just provide company to your pet!

Sitter Profile Image: Emma L.
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Emma L.
from
$28
per night
5 years of experience
Richmond, VA, 23233

About: I have been around animals forever. My neighbors have also been trust me to be able to take care of their pets when they go on vacation. I also have 3 cats of my own that I love and adore. I just recently found a kitten and bottle fed her till she was ready to take on solid foods. I would love to be able to give your pets the care they deserve! I have three cats of my own so I wake up early before work to feed them. Then also on my breaks I go visit them because I live close enough to work. I love to be able to spend as much time and play with them as much as possible. I would love to show the same love and care that I show my own. I always make sure not to spook any animals, even if I’ve known them forever. I never want my sudden movements to scare them in anyway and I want them to be able to trust me.

Sitter Profile Image: Michelle M.
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Michelle M.
from
$60
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
5 years of experience
Henrico, VA, 23228

Michelle did a great job with our geriatric cats. Medications were properly administered and the cats quickly warmed up to her. She also kept us informed with texts and pictures and dealt with some unscheduled package deliveries.

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Rick L.
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 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: Esther H.
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Esther H.
from
$30
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Richmond, VA, 23229

About: I am a certified veterinary assistant.I graduated from a vet science class where we perform animal care on the pets we have: bunnies, cats, guinea pigs, grooming dogs, etc. I used to work at Dogtopia so I know how to handle dogs. I will be available all day on weekdays so I can spend nights in the pets home for overnights if necessary . I can't do weekends because I have a 2nd job. ⚠️ Im only available until-august 7 I have 2 ESA cats . One is a black domestic shorthair named Shadow The Hedgehog . The other is a tabby named Silver The Hedgehog

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 a great companion to Onion - they took to each other right away. Victor was respectful of my place and left it in great condition. Victor is now on my list of pet sitters for the future.

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Stephanie R.
Sitter Profile Image: Elizabeth M.
Verified Enhanced Background Check
Elizabeth M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
235 reviews
82 repeat clients
15 years of experience
Henrico, VA, 23238

Elizabeth did a wonderful job taking care of our senior dog. She regularly sent us pictures and updates. We will definitely request Elizabeth again as a pet sitter.

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Rita B.
Sitter Profile Image: Shany D.
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Shany D.
from
$60
per night
10 years of experience
Glen Allen, VA, 23059

About: I take care my sisters dog time to time. I had a pet for 10 years and gave it care and support. I am very patient. I am always available after work to dog sit and my weekends aren't super busy. I am reliable and will meet needs of clients. And work hard. I will give it love and support. I am patient and kind. I love taking walks. I have jogged a half marathon. I am friendly

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Windy Run pet parents share their Rover experiences

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5.0 out of 5 stars

Riley always takes such great care of our pups which is saying something considering we have 3 large babies.

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Leigh J.
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!

The median cost per night for house sitting in Windy Run is $50

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.

Sitters in Windy Run average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windy Run on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windy Run 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.

As of Jun 2026, there are 1,384 house sitters in Windy Run. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Windy Run house sitters respond in under an hour.

House sitters in Windy Run have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windy Run.

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. Windy Run 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.