House Sitting Windsor Park

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Windsor Park, 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: Wynston E.
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Wynston E.
from
$45
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
13 years of experience
Mineral, VA, 23117

“Beth was wonderful tending to the two very different needs of our two cats - one very shy that needed lots of space, and one very active teenager that needed lots of attention. She left our house in immaculate condition. Highly recommend and would love to have her stay with our cats again in the future!”

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Trish Z.
Sitter Profile Image: Alana M.
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Alana M.
from
$80
per night
5.0 out of 5 stars
• 1 review
1 repeat client
12 years of experience
Louisa, VA, 23093

“Alana did a great job. My dog and my cat were well taken care of and she sent pictures often. I will definitely be using her again.”

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Laura B.
Sitter Profile Image: Destiny A.
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Destiny A.
from
$100
per night
30 years of experience
Goochland, VA, 23063

About: I’ve been caring for animals for over 30 years and have experience with dogs, cats, and other household pets. As a pet owner myself, I currently have two cats and understand how important it is to find someone you can trust with your pets and home. In addition to caring for my own pets, I regularly provide in-home pet sitting for three different dog-owning families. I’m experienced with feeding, walks, playtime, administering basic care, cleaning up after pets, and providing companionship while owners are away. My goal is to make pets feel comfortable, safe, and loved while maintaining their normal routines as closely as possible. I currently work part-time from home which gives me plenty of flexibility to care for your pets. I’m available on weekdays and on weekends, with flexibility for walks, drop-in visits, and overnight stays. I’ll work with your schedule to make sure your pets receive plenty of attention, exercise, and care while you’re away. Your pet’s safety, comfort, and happiness are my top priorities. I have over 20 years of experience caring for dogs, cats, and other pets. I’m happy to follow your pet’s usual routines, feeding instructions, and any special care needs. When caring for pets in your home, I’ll treat your space with respect and keep you updated so you can feel confident your furry family members are in good hands.

Sitter Profile Image: Anastasiia & Mikhail G.
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Anastasiia & Mikhail G.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Charlottesville, VA, 22902

“Anastasiia and Mikhail were wonderful. We highly recommend them!”

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Chris W.
Sitter Profile Image: Megan R.
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Megan R.
from
$80
per night
4.9 out of 5 stars
• 24 reviews
6 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: 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

“Marina took excellent care of my German shepherd, Keisel, and my staffy/English bulldog mix, Rosie. They both seemed happy and Marina had great communication. Highly recommend.”

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Emily H.
Sitter Profile Image: Kate D.
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Kate D.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
Powhatan, VA, 23139

About: I have taken care of all kinds of animals- birds, cats, dogs and more since I was small. I have a wide variety of pets and lots of space for your baby to feel welcome while youre away. In home care is also available- taking time to make your pet feel loved in their home is important while you're gone. I am a teacher and have nothing but time during the summer! During the school year I am available for early morning drop in and check ins after school as well as house sitting and overnights. I have a fenced in yard with 2 dogs of my own for company. Additonally, we live on 4 acres where we can take walks and play. Your kitty would be comfortable in our rancher 2 outdoor cats.

Sitter Profile Image: Tina P.
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Tina P.
from
$60
per night
5.0 out of 5 stars
• 36 reviews
11 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: Madeline B.
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Madeline B.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Charlottesville, VA, 22901

About: I’ve taken care of pets for over 10 years, including my own bichon mix Bentley! I enjoy interacting with lots of different pets and have dog sat for multiple neighbors and friends. I am trustworthy, dependable, and pride myself on clear communication. I cannot wait to meet your pet! I work a corporate 9-5 job, and I have a lunch break where I can walk or visit pets (as well as before and after work)! I work from home on Fridays and have flexible weekends, so I am happy to prioritize the needs of your pet! I am very flexible and able to adjust my schedule and environment to cater to your needs. I enjoy walking but am also able to play in a fenced yard if need be!

Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 32 reviews
11 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: Jenna A.
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Jenna A.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
5 years of experience
Richmond, VA, 23228

About: I’ve never lived a day in my life without having a dog by my side, and I can confidently say that I can’t imagine it any other way. From puppies to our older friends, I love them just like they’re my own. After many years spent with different breeds, sizes, and ages, I am also well versed in common health conditions. I am especially fond of senior dogs and would be honored to care for them. I have recently begun a full time job in Richmond but still petsit often since I truly enjoy it. My schedule best suits check ins with pets in the mornings or evenings. I have the most flexibility on Sundays and Mondays and can do midday visits usually only on those days. You will never have to worry about how your baby is doing. Because of my own personal (and very anxiety inducing!) experiences with being away from my boy, I am very diligent about keeping pet parents in the loop.

Sitter Profile Image: Rochelle H.
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Rochelle H.
Star Sitter
from
$78
per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
25 years of experience
Ashland, VA, 23005

“I would definitely recommend Rochelle as a Star Sitter. This was our first time using Rover or leaving our two very spoiled fur babies. Rochelle was great in leading the way with questions and organization which was reassuring that she wanted to keep our girls routine and care. Pictures and communication was consistent and reassuring. Additionally Rochelle agreed to the challenge of overseeing our chickens and ducks which was a huge bonus! Rochelle stayed at our house which was also a bonus knowing that our girls, Daisy & Luna, would be at home to reduce the separation anxiety. She did an amazing job up-keeping everything which is no easy task with two fur babies in and out of the house in the country! Thank you Rochelle for a great experience, taking such loving care of my girls, and the reassurance that they were loved and cared for while I traveled!♥️”

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Joy M.
Sitter Profile Image: Vanessa K.
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Vanessa K.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
26 years of experience
Glen Allen, VA, 23060

“Vanessa was wonderful! She took great care of our cats (and hummingbirds) and our house. She was in constant contact letting us know how our girls were doing and sent plenty of pictures which we loved. We will definitely reach out to her again when we need her services”

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Allan F.
Sitter Profile Image: Melissa D.
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Melissa D.
from
$65
per night
30 years of experience
Montpelier, VA, 23192

About: I have been blessed to grow up with a variety of animals in and around my home. I’ve had a variety of dogs that have ranged from 12lbs to 200lbs. I’ve also had cats in the home, as well. I have taken care of the basics of feeding them, giving clean water (daily), maintaining the litter box (as needed) and even giving insulin injections (to both felines and dogs). I’ve trained many of my larger breed dogs and my service dog. Bathing, feeding, walking and not just for my pets, but also friends & family. Since my sweet Bella (pictured) passed I actually have a 20lb Boston Terrier, named Lucy, now. I also live on a farm where we have 3 miniature horses and one thoroughbred big boy. I’m very flexible in my schedule and if I was needed to stay for extended periods of time, my animals would be taken care of. I’ve been on medical disability for 4 1/2yrs now. Other than my appointments I have throughout the week, my only other commitment is the upkeep of my home and taking care of my animals. I would not be bringing clients pets to my home, as it’s a spacious and fenced in yard; however, we have one dog who doesn’t play well with others. In a client’s home, unless asked by the owner, the only thing I would remove from the home (temporarily), would be the pet. I’m very cautious with another’s fur baby; so, I would treat it as my own with love, snuggles and a gentle touch. I’m always aware of my surroundings, especially with something so precious, to another. I’ve always been described as very trustworthy and compassionate, with people, as well as, with their animals. Pampering and maintaining a secure environment for your animal(s), no matter the type or the amount you may have. This way, you know that one of your family members is in the best hands possible while you take a vacation for your own self-care.

Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

“Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!”

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Alexis H.
Sitter Profile Image: Kelly N.
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Kelly N.
from
$70
per night
7 years of experience
Rockville, VA, 23146

About: Hi there! I have 7 years of pet sitting experience along with taking care of my own animals throughout my life. I have the most experience with dogs, cats, and birds (though I’m no stranger to farm animals). I love being outdoors and staying active, so I’m always happy to go on walks, play outside, and keep pets engaged and comfortable. I understand how important it is to trust someone with your pets and I always do my best to ensure that they feel safe, comfortable, and cared for. I work Monday-Thursday 7-5 which means that I am available before and after work and have open days Friday-Sunday. In some cases I’m able to be available during lunch time depending on the proximity of the pet to my workplace. I have a fenced in backyard and live right next to a track for plenty of running/walking time for your pet. I try to stick to the routine of the pet that I’m taking care of so that they aren’t experiencing too much change while their owner is away!

Sitter Profile Image: Hailey U.
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Hailey U.
from
$100
per night
5.0 out of 5 stars
• 3 reviews
23 years of experience
Manakin-Sabot, VA, 23103

“Hailey did an amazing job dog sitting Clover in our home! I received lots of pics and updates, Hailey quickly responded to my texts, the house was neat as a pin when we returned, and Clover was obviously happy and well cared for in our absence. We will be using Hailey for all of our dog sitting needs in the future. She is a rare find!”

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Jenny M.
Sitter Profile Image: Carrie C.
Verified Enhanced Background Check
Carrie C.
from
$31
per night
15 years of experience
Richardsville, VA, 22736

About: I'm good with all kinds of pets and love giving special attention to your loved ones. I have trained my own service dog, and have 4 other well behaved animals in my home. Let me help you with all your pet needs. I even have experience with animals with special needs. Currently, I'm a stay at home wife and have pretty much unlimited availability to take care of your pets. I'm willing to watch your pet in your home or mine. If we were to need to watch them at my house I have 1.5 acres for them to run and play. I have a 2,000 square foot home with plenty of space for activities as well. In your home I will follow the rules set by you and your family with your pet and will definitely spoil them as much as I can with daily pictures to show how they are doing with any pertinent details you would need/like to know about their day.

Sitter Profile Image: Stephanie E.
Verified Enhanced Background Check
Stephanie E.
from
$31
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
20 years of experience
Fredericksburg, VA, 22406

About: I’ve taken care of dogs of every kind — from playful puppies to gentle seniors, and everything in between. I am the go to dog sitter for all my family and friends! Pet care fits naturally into my daily routine because I’m home most of the time and able to give pets plenty of attention, care, and supervision throughout the day. I treat every pet like part of the family! I make sure they feel safe, comfortable, and loved while in my care. I provide dependable care and regular updates!

Sitter Profile Image: Sharon A.
Verified Enhanced Background Check
Sharon A.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
57 years of experience
Richmond, VA, 23231

“Best sitter I’ve ever had”

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Oliviya G.
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The median cost per night for house sitting in Windsor Park is $50

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Windsor Park

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windsor Park average 4
repeat house sitting clients

FAQs for House Sitting - Windsor Park

Frequently asked questions about Rover

As of November 2026, there are 499 sitters on Rover offering House Sitting across Windsor Park. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windsor Park walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Windsor Park maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windsor Park choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Windsor Park. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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