House Sitting in Windsor Park

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

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Top rated Windsor Park 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: Danielle B.
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Danielle B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Palmyra, VA, 22963

Wow. Dani did an awesome job caring for our fur babies and our home. Everyone was happy and well fed. The house was clean and well cared for.

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Allan C.
Sitter Profile Image: Brayleigh C.
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Brayleigh C.
from
$25
per night
5 years of experience
Troy, VA, 22974

About: I have experience caring for all age ranges of cats and dogs. I have 3 years of animal welfare experience previously working in a shelter and i have always naturally been a huge animals lover. I have the ability to read animals body language really well. I connect quickly with every animal I meet! I have experience with different kinds of energy levels as well. If your dog needs a hike and does well in the car; I’m your gal!!, If they just need cuddles while we binge a tv show I can do that too! I have experience with bunnies, chickens and birds too!! I have a 3 year old dog named Ace who came to me as a puppy. I raised him and have trained him to be off leash, sit, stay, paw, and heel. (Basic commands) if you need assistance or would like for me to work with your dog in any training/ socializing way please reach out! Currently available anytime! Would love to have the ability to work with your animals and still have the time to give my animals the loving they deserve as well! I walk my dog every chance I get while working on any minor behavioral or fear based problems to insure my baby can live a full healthy happy life.

Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
23 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: Riley O.
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Riley O.
Star Sitter
from
$55
per night
4.9 out of 5 stars
86 reviews
39 repeat clients
7 years of experience
manakin sabot, VA, 23103

We highly recommend Riley. Our little Calli Has some anxiety issues, but she seemed to relax and accept Riley easily. She was in excellent spirits when we returned home, and was well cared for. Riley’s knowledge of pets and her love of them is obvious.

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Susan N.
Sitter Profile Image: Rochelle H.
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Rochelle H.
from
$63
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Ashland, VA, 23005

This was our first time with Rover, and I could not have asked for a better sitter for our dogs and house. Rochelle made a real and true bond with our two dogs. She made a personal connection with our pups. I want to emphasize that she really cared. Rochelle sent us daily pictures and videos that brought so many smiles to our faces while we were away. Her care took away our separation anxieties. This allowed to relax and enjoy our trip rather worry about how things were at home. If I could give Rochelle more than 5 stars, I would do that.

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Richard T.
Sitter Profile Image: Dayton P.
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Dayton P.
from
$40
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
3 years of experience
Louisa, VA, 23093

Dayton was great! We had a last minute trip and thankfully she was available and responded to our request quickly. Our dogs loved her and even our shy cat. She sent pictures and updates while we were gone and replied to our messages right away. We felt very comfortable leaving all our pets with her. She asked questions about their care and was very genuine and friendly. We would and hopefully will work with her again!

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Dorothy S.
Sitter Profile Image: Michelle B.
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Michelle B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
33 years of experience
Carysbrook, VA, 23055

Michele was amazing with my three animals— we were a last-minute booking and she came to meet them first and then worked hard to make them feel at ease. She was attentive, kind, and caring and sent us updates and photos to reassure us that all was well. She made our holiday trip possible and we are super grateful!!

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Alexandra R.
Sitter Profile Image: Tina P.
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Tina P.
from
$60
per night
5.0 out of 5 stars
33 reviews
10 repeat clients
20 years of experience
Scottsville, VA, 24590

Tina was wonderful with our puppy. He had never had a pet sitter before, and she took excellent and loving care of him, with lots of play time, exercise, and even some training. He even cried when she left! We will definitely ask her to take care of him again.

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Carolyn C.
Sitter Profile Image: Zach D.
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Zach D.
from
$75
per night
4.9 out of 5 stars
165 reviews
72 repeat clients
19 years of experience
Goochland, VA, 23063

Zach and Logan did a great job with the pups over the wkend. They were helpful not only with them, but caring for my chickens and hanging baskets while we were gone. I was a bit apprehensive about having someone I didn't know stay in my home but they made it easy and are very trustworthy. They are good communicators and kept me informed throughout their stay on how the pups were doing. Highly recommend them. Definitely will call upon them in the future.

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Kelly D.
Sitter Profile Image: Patricia E.
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Patricia E.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Cartersville, VA, 23027

About: Friendly sitter with experience with senior pups, cats and chickens. I currently have two wonderful dogs and a handful of chickens. One of our dogs is what we believe is a Foxhound and the other is a Shepherd mix. Both are rescues so we are not sure. I also have experience with cats, parrots (green crowned conure) and various farm animals. Update: I no longer work from home. I am now in Richmond M-F, 8-5. I am happy to stop by during my lunch break to check on your babies in the city. Any other surrounding areas would have to be weekends and not during work hours. Apologies for any inconvenience! I am happy to stop by your home and care for your pets. One of my pups is reactive and we do not want to make her (or your baby) uncomfortable by bringing other pets into our space.

Sitter Profile Image: Montana P.
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Montana P.
from
$50
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
30 years of experience
Lake Monticello, VA, 22902

Montana was great! I've used her twice now and would recommend! She checks in and I know my dog is well cared for when she's there!

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Carissa B.
Sitter Profile Image: Emmerson R.
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Emmerson R.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
Mineral, VA, 23117

About: I’ve been taking care of dogs since I was a lil thang, I’ve always had such a soft spot for them & my passion is to become a dog trainer ! I’m always going to make time if I know a dog needs it, & I am super weird about people around my dog so I want to make sure that you’re dog is more than comfortable. Well I’m always going to have the dog in my sight, but if the area is not fenced in & the dog doesn’t have the best recall, leash it is!

Sitter Profile Image: Megan R.
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Megan R.
from
$80
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
14 years of experience
Venable, Charlottesville, VA, 22903

Megan was spectacular, stepping in with very short notice to dog sit my puppy for a week when my original sitter canceled a few days before I left. She took very good care of my dog a provided some very cute photos of the fun they were having

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Matthew C.
Sitter Profile Image: Lucy C.
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Lucy C.
from
$50
per night
5.0 out of 5 stars
2 reviews
10 years of experience
North Downtown, Charlottesville, VA, 22902

Lucy was amazing! She went above and beyond for our pup! We got updates and pics every day.

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Cassidy G.
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: Jimmy B.
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Jimmy B.
from
$80
per night
5.0 out of 5 stars
2 reviews
35 years of experience
Unionville, VA, 22567

Jimmy was fantastic! Our dog is nervous when first meeting people and Jimmy was patient and friendly! He took great care of our pets and house and I’m so grateful he was available for our last minute request. He sent us pics and updates regularly. 10/10 would book again! Thank you, Jimmy!

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Jess H.
Sitter Profile Image: Hayden H.
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Hayden H.
from
$75
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Bumpass, VA, 23024

Hayden was a wonderful house sitter! He showed so much love to our greyhound and communicated well while we were out of town. He sent us pictures, too! We will most definitely call on Hayden in the future. Highly recommend!

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Sue H.
Sitter Profile Image: Kelly P.
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Kelly P.
from
$42
per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Bumpass, VA, 23024

About: I've taken care of dogs, cats and horses since I was 15. I have had pets my whole life. I have owned various breeds of dogs and cats. I have pet sat for all kinds of dogs, cats and horses and look forward to caring for your animals! I've had experience caring for various aged animals and am comfortable with all kinds. I have a flexible schedule and can accommodate early mornings, afternoons and evenings throughout the week. I look forward to working with you and meeting your pets! I am willing to accommodate your family's needs in your home. I consider pets family, and will care for them as you would to make them feel the most comfortable while you are away.

Sitter Profile Image: Heather M.
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Heather M.
from
$125
per night
5.0 out of 5 stars
5 reviews
30 years of experience
Goochland, VA, 23063

We thoroughly appreciate the care Heather gave our dog while we’re gone. We live far out and have some peculiar rules but Heather was a complete professional. She communicated on a high level and followed everything to a T. Our dog was well cared for and happy upon our return. He has some anxiety and she handled everything professionally and with love. You can tell she enjoys what she does. We will use her again!

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Jennifer D.
Sitter Profile Image: Kara N.
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Kara N.
from
$70
per night
20 years of experience
Charlottesville, VA, 22911

About: I’ve taken care of dogs and cats for most of my life! I have a big pit bull and grew up with labs! I’ve pet sitter for friends and family over the years and have worked well with fearful dogs. This is my only job right now, so I am very available! I am not a super early morning person, so anything before 8:30 may be too early! I follow instructions well and love will go above and beyond to meet the needs of the animal I’m caring for! I can keep up good communication with you, if desired!

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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 Windsor Park is $55

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 Windsor Park average 3
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 Windsor Park on Rover as of Jun 2026 was about $55 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 Windsor Park 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 97 house sitters in Windsor Park. 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, 95% of Windsor Park house sitters respond in under an hour.

House sitters with repeat customers have an average of 3 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 Windsor Park.

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 Park 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.