House Sitting Winterpock

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

End
Search

Over 12
pet parents in Winterpock have booked house sitting

Winterpock, 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.

1 / 1
Sitter Profile Image: Camden W.
Verified Enhanced Background Check
Camden W.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
4 years of experience
moseley, VA, 23120

Thanks again for helping out with Otis, he was very happy to have a friend stay with him this weekend.

Profile image
Rory B.
Sitter Profile Image: Dianne B.
Verified Background Check
Dianne B.
from
$65
per night
4.7 out of 5 stars
62 reviews
17 repeat clients
42 years of experience
Midlothian, VA, 23112

Dianne is my hero. She stepped in at late notice and took care of our pack with minimal instructions, minimal contact from me, and with the internet unexpectedly down and still took amazing care of our whole menagerie. We were not an easy client but she stepped in and totally made it look easy taking care of four dogs, a snake, a bearded dragon, and a betta. Dianne knows what she’s doing.

Profile image
Samantha T.
Sitter Profile Image: Erika H.
Verified Enhanced Background Check
Erika H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
73 reviews
28 repeat clients
5 years of experience
Moseley, VA, 23120

Erika was so wonderful with our pets. She asked a lot of questions to fully prepare for her visit with us. She was very considerate about our particular routine and making sure she followed all of the instructions. She sent us so many great photos. We would absolutely hire her again and hope she can become our regular pet sitter!

Profile image
Kate S.
Sitter Profile Image: Michelle C.
Verified Enhanced Background Check
Michelle C.
from
$60
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Midlothian, VA, 23832

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

Profile image
Katie O.
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Very friendly and responsible. She took great care of my pupper and was very communicative. Would definitely work with Mary again 😊

Profile image
Becka H.
Sitter Profile Image: Matthew G.
Verified Enhanced Background Check
Matthew G.
from
$28
per night
5.0 out of 5 stars
4 reviews
9 years of experience
Chesterfield, VA, 23832

About: I’ve been taking care of dogs for 9 years now. I have walked them, dropped in for visits when requested, and treated them as if they were mine. I have experience with dogs of all ages. For me, taking care of your furry family member is a privilege. I want you to know your dog is as important to me as they are to you. I am currently enrolled in college locally. Therefore, I am very flexible because my classes are online. My schedule can easily be adjusted to accommodate your needs. I have a dog and cat who I care for on a regular basis. I play with my dog as well as I give both of them a lot of attention. I also comfort my dog and cat if they are stressed.

Sitter Profile Image: Sarah I.
Verified Background Check
Sarah I.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Chesterfield, VA, 23832

Sarah was absolutely amazing. We are so glad we found her. She sent lots of photos, stayed in touch with us the whole time and even washed the sheets and blankets from the guest room she stayed in! We look forward to her taking such good care of our pup again for our son’s wedding. It is such a relief to know your precious animals are in good hands. Judging from the way Zeus was looking at her in the photos he can’t wait either! 🐾

Profile image
Cassandra S.
Sitter Profile Image: Kristina & Richard T.
Verified Enhanced Background Check
Kristina & Richard T.
from
$45
per night
5.0 out of 5 stars
6 reviews
20 years of experience
Midlothian, VA, 23114

Kristina was very responsive, sending updates and photos of my little fur baby. Her kids were kind and gentle as well and Izzy loved getting the attention.

Profile image
Stephanie T.
Sitter Profile Image: Peyton B.
Verified Background Check
Peyton B.
from
$28
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Jackson Ward, Midlothian, VA, 23112

Peyton took wonderful care of our dogs while we were away! One of our dogs is diabetic and requires oral medication and insulin injections twice a day, and she handled his care with confidence. She went above and beyond trying to get him to eat when he was being stubborn. We came home to two happy, well cared for dogs and would absolutely book with Peyton again. Highly recommend!

Profile image
Brittany R.
Sitter Profile Image: Jennifer Z.
Verified Enhanced Background Check
Jennifer Z.
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
8 years of experience
North Chesterfield, VA, 23234

Jennifer was awesome! She took excellent care of our two dogs, Kona and Milo, while we were out of town. She was very friendly and sent frequent updates letting us know how the dogs were doing. We highly recommend her!

Profile image
Katie H.
Sitter Profile Image: Ada C.
Verified Background Check
Ada C.
from
$60
per night
4.9 out of 5 stars
18 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

Ada stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.

Profile image
marolyn s.
Sitter Profile Image: Casey T.
Verified Background Check
Casey T.
from
$100
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Midlothian, VA, 23112

Casey was great! She stayed with Penny and loved her like her own. The updates and pictures she sent really set out minds at ease. I highly recommend Casey to Cate for your fur babies.

Profile image
Joanne Q.
Sitter Profile Image: Chloe A.
Verified Enhanced Background Check
Chloe A.
from
$40
per night
5.0 out of 5 stars
1 review
1 repeat client
7 years of experience
Midlothian, VA, 23114

Chloe did a great job taking care of our dogs! We booked last minute and she made sure to make time to come meet them beforehand. Would recommend

Profile image
Sarah B.
Sitter Profile Image: Nathan C.
Verified Enhanced Background Check
Nathan C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
10 reviews
4 repeat clients
16 years of experience
Midlothian, VA, 23113

Nathan was great, super accommodating and did very well with our pup. He handled a challenging situation and didn't have any issues taking good care of our girl.

Profile image
Richard M.
Sitter Profile Image: Julie L.
Verified Background Check
Julie L.
from
$45
per night
4.8 out of 5 stars
57 reviews
30 repeat clients
20 years of experience
Midlothian, VA, 23112

Julie was great! She answered my texts through Rover very quickly, came for the meet and greet ahead of time, and sent pictures of a happy Murphy! I would recommend Julie to anyone who uses Rover.com.

Profile image
Valerie K.
Sitter Profile Image: Marvin T.
Verified Enhanced Background Check
Marvin T.
from
$60
per night
4.8 out of 5 stars
20 reviews
10 repeat clients
20 years of experience
Midlothian, VA, 23112

About: Lifelong Pet Lover with Years of Experience Hi, I’ve been around pets my entire life, and caring for them comes naturally to me. I started walking and feeding my family dogs at just 7 years old, twice a day, making sure they had plenty of playtime and fresh air in our grassy yard. From playful puppies to gentle giants, I’ve handled dogs of all sizes and temperaments. I’m confident with potty training and establishing healthy routines for any breed. Since I was 15, I’ve also cared for cats, both my family’s and my friends’. I keep litter boxes clean and ensure they stay off surfaces where they might break or damage anything, all while making sure they feel safe and cared for. Whether it’s a long walk, a cozy cuddle, or responsible in-home care, I treat every pet like they’re part of my own family. I’d love the chance to care for your furry friend. I have a flexible schedule and plenty of time throughout the week to give your pet the attention, exercise, and care they deserve. Whether it’s a morning walk, midday drop-in, or overnight stay, I’m available and committed to working around your needs. Your pet will never feel rushed or overlooked, they’ll have my full attention and care. Comfortable, Spacious, and Pet-Friendly Home Your pet will feel right at home here. I have a large backyard and a spacious home with plenty of room for dogs to play, explore, and relax. While the yard is not fenced, I always supervise outdoor time to ensure pets stay safe and secure. If you use training tools like an e-collar and provide them, I’m happy to use them responsibly and only according to your guidance. My goal is to make every pet feel safe, comfortable, and cared for, just like family.

Sitter Profile Image: Lauren T.
Verified Enhanced Background Check
Lauren T.
from
$65
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Moseley, VA, 23120

About: With 10 years of hands-on experience, I began my career at a high-volume kennel at age 15 and have since provided dedicated care to animals of all breeds, sizes, and temperaments. Skilled in administering medications, managing special needs (even senior dogs in diapers), and ensuring each pet receives personalized attention to feel safe and at ease. I’m passionate about animal well-being and committed to building trust with both pets and their owners through dependable, compassionate care. I offer full-time availability for pet care with a flexible schedule to meet your needs, while maintaining a detail-oriented, reliable, and punctual approach to every visit. I ensure every animal in my care receives attentive, personalized treatment that meets both their basic needs and individual routines. I take the time to understand each pet’s schedule and preferences, providing them with comfort, consistency, and plenty of affection—so their owners can feel confident and at ease while away!

Sitter Profile Image: Marlee F.
Verified Enhanced Background Check
Marlee F.
from
$28
per night
4 years of experience
Chesterfield, VA, 23832

About: I’ve always been first in line to dogsit for family, friends, and family friends when they go out of town. I love all animals; dogs, cats, you name it! I’d also say i’m pretty reliable! I am currently working part-time but I still have a bunch of free time to take care of you fur-babies! I mainly work 3:30-7:30 so I will always stop by either before or after, or both if you’d like! I always give a lot of love and attention to any pet and constantly make sure they are fed and have water! Bathroom breaks when they need them and before I leave I always let them out/walk them to make sure their are no accidents!

Sitter Profile Image: Katelyn M.
Verified Enhanced Background Check
Katelyn M.
from
$28
per night
5.0 out of 5 stars
1 review
7 years of experience
Powhatan, VA, 23139

About: I have taken care of animals ever since I was a kid, I have been house sitting for 3 years now. I would love the opportunity to take care of your animals! Please feel free to reach out if there’s any questions. I currently don’t have a job and will be going to bright point in the fall. I will be free to work with y’all’s animals whenever. And will have class for 2 hours a day so your animals wouldn’t be left long!! I would love to feed and give your animals water, and I would take them to the bathroom every 3 hours!! Your animals won’t be left for long, and I would love to have someone I have house sitting before talk to you so you can hear from them what great work I do!!

Sitter Profile Image: Matthew W.
Verified Enhanced Background Check
Matthew W.
from
$25
per night
5.0 out of 5 stars
4 reviews
7 years of experience
Midlothian, VA, 23112

Such a thoughtful and thorough pet sitter who did an incredible job taking care of our fur babies and home. Excellent communication skills and attention to detail!

Profile image
Olga M.
1 / 1
View more

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

Pet parents share their Rover experiences - Winterpock

1 / 1
5.0 out of 5 stars

Emma was amazing with our home and our pups!! At first I told her she didn’t need to sleep here but with bad weather coming she was more than willing to do so. She came beforehand for a meet and greet to get to know our 4 dogs and asked really good questions. She was very responsive, sent pictures of the dogs throughout her stay, and was very respectful of our home. I highly recommend her and will definitely use her again!!

Profile image
Lora S.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • 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?

  • 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 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.

Meet local sitters who will treat your pets like family

  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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Winterpock

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winterpock average 4
repeat house sitting clients

FAQs for House Sitting - Winterpock

Frequently asked questions about Rover

The average cost for House Sitting in Winterpock on Rover is $72.86 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 1,400 sitters on Rover offering House Sitting across Winterpock. 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 Winterpock 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 Winterpock 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 Winterpock 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 99% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge